Posts Tagged ‘crossdress’
This story is a work of fiction, all characters are fictional and obviously the events are fake. You may reprint this as needed, just give credit to the author. If any differences occur between continuity, accept the one you like better as truth, and enjoy!
Here’s the last recap for you loyal readers out there (I apologize for the delay, life got hard, unfortunately, not the fun kind), Got your cocks out? Good, because let me tell you, this one’s gonna be a ride! Two weeks ago, I went on vacation from work, got stood up on a date, and the following day a package arrived at my apartment containing a pair of black panties with a pink heart. From there, I was compelled to suck dick, take it up the ass, and then my body started to shift to a woman’s body, well except for my cock, the only masculine thing left. I met another girl in a similar situation who helped me through the hardest change, then the other night, I had a three some with a woman and her boyfriend. But alas, this vacations almost over, and work looms ahead.
It’s now 6am in the morning, and Roy Barker is dead, in his place is Rachel, and I have work. I have to return to Roy’s job, Roy’s life, but I’m no longer him. I’m not the quiet submissive lanky man that used to be pushed around by corporate America, I was a woman, mostly, and I was a sexy beast that only craved to please. How am I to return to the dull life, and more importantly, what’re my coworkers going to think?
My phone rang then, 6am and someone was calling me. “Hello?” I answered, questioning who would want to call me at such a time.
“Roy, it’s Gary, listen, I know you’ve had a long vacation, so let me make today a little easier, sleep in a bit, come in at ten instead of eight.”
I tried to muster as masculine of a voice as I could, “Okay, Gary. I appreciate the time.”
“Don’t worry about it, when you get in, just head up to my office, I want to talk to you about what you’ve missed at the office.”
“Thanks sir, I will see you around ten then.”
I hung up and looked up at the ceiling. There was no way I was going to hide this body, double D tits are not easily hidden, nor do I want them to be. I’m proud of these breasts. I tried to fall back to sleep, but my penis was hard and stiff. I reached my hand down into my panties and released my morning wood. It stood straight up high, I rolled my hand over its seven inches as its pleasure rolled through my body. What is it about morning wood that feels so amazing? I moaned as I climaxed and then licked up the cum. I had not only grown accustomed to its taste, but I craved it.
I got up and decided to use my morning to figure out what I was going to do. I figure worst case scenario, I would be let go from my job and be a laughing stock, but I could get a new job and no one would know of my previous life, maybe if I’m lucky, no one will remember me and I could just say I’m new. Over breakfast, I figured I would go in, dressed as sexy as I could be, and maybe I could get myself a promotion for sucking enough cock.
I was stressing myself out over this. I took a long hot shower, letting the water roll off my back and down my slender legs. Body hair still didn’t grow anywhere but the heart shape pubes. I felt the smooth skin and remembered the few women I had the fortune of fucking when I was a guy. Maybe I could find myself a beautiful lesbian woman, and we could run off to an island. I could bury my face deep inside her muff and lick her clit for hours as she grinds her crotch into my face and moans and purrs. My penis was stiff again. I relieved it quickly this time and began to get dressed.
I slipped on a pair of dark stockings and attached it to the garter belt. I put a grey business skirt on, short of course, I have to show off these legs. A black bra under a white blouse, making sure to leave a few of the top buttons left open to reveal my ample cleavage. I put my hair up in a bun and wore a pair of fake glasses to complete the look. I was so generically sexy, but I loved it. A pair of hills completely the ensemble and I left for work, not sure where the time went.
The office looked the same as usual, the bland cold grey and beige walls and potted plants that should just be fake. I walked past the desk, attracting views from coworkers left and right. I caught women’s jealous eyes, and means naughty eyes. I pictured all the men undressing me, and fantasizing about my abundant bosom bouncing in their face as they fucked me. They had no idea of what was between my legs, but at this point, I did not care.
I knocked on Gary’s door and heard him call me in.
“Hello Gary.” I said.
He looked up at me, eyed me up and down, “Do I know you, miss?”
I stuttered a little, “Its-Its Roy, Gary.” Gary was a tall businessman, about fifty years old, his hair salt and peppered.
His mouth dropped, “Roy? Must have been some vacation.” He said, still in shock.
“Yeah, it’s been a crazy two weeks.”
“I can tell that.” He sat in silence for awhile, I could see him shuffle in his seat, and knew that something was growing in his pants. “Are you completely?”
“I still have the manly bits, if that’s what you’re hinting at.”
He seemed a little bummed but not discouraged. “What brought upon such a change?”
“I don’t know, I found a pair of panties, and soon after I was turned into this.”
“Well,” He thought for a moment, “We are an equal opportunity employer, Roy-”
“Rachel” I corrected
“Rachel, so we can’t fire you for personal changes, your job is, well your job.”
“I’m glad to hear that, I was worried.” I leaned forward a little, revealing more cleavage for his view.
“I-I could not fire you for personal choices, but some people might ask questions, ya know?”
I smiled a little, “Well, maybe there’s another position you’d rather see me in.”
“Oh, I can think of many.”
I stood up and walked over and sat in front of him on his desk. He placed one of his hands on my legs, and moved it up and down, gently rubbing. I purred at his touch. Now, I was horny too. I moved off the desk and sat in his lap, wrapping my hands around his head and started to gently kiss his neck. His one arm wrapped around my waist, as his other moved to cup one of my breast. He massaged it gently at first, but soon was putting more strength into it. I began to move my kisses closer to his mouth until we locked lips. His tongue swirled in mine.
We parted kisses, and I slid onto my knees, and began to unfasten his belt buckle. I could feel his stiff cock underneath the grey business suit. It begged to be freed. I reached in and pulled it out. It was stiff as a board, but the skin was soft as I started to work my hand up and down the thick shaft. It must have only been about seven and a half inches, not much bigger than mine, but it was thicker, that’s for sure. I kissed the head, and worked my tongue up the shaft. As I was about to stick the entire thing in my mouth, his phone range.
“Drat” he said, “Hold on one sec, hun, I have to take this.”
I felt disappointed at the turn of events. Here I was getting all worked up and excited, and it has to halt.
He spoke to the other person, “Alright, I’ll be done in a minute. You know, you’re timing his horrible, I just got one of my employees back from vacation and we were just catching up.”
He hung up the phone and stood up, fixing his pants, “I’m sorry, Rachel but we’ll have to postpone this. I’ll be back in fifteen.”
“You better be,” I purred, “you’ve got me excited.” He hurried out of the office, and I sat there on a floor for a few minutes rubbing my cock through my skirt. “When did I become such a pervert” I asked myself, but then I remembered the panties and smiled.
I got off the floor and sat in his big leather chair and spun around once or twice in it, before deciding to be naughty and look around his office. I opened the drawers in his desk, besides some papers, pens, and folders, I found a flask, took a swig of the scotch inside, found a box of cigars with the metal casing, and thought of naughty things I could do with it. Then I opened the bottom drawer, inside were a bunch of files, and one with a green label with a white clover on it.
I paused for a second and remembered Michelle. Her panties were green with a white clover on them. I took out the file and read. It was detailing Michelle before the change, where she got stood up on a date, and the next morning she received her pair of panties, and then there for photos of her, hidden photos taken of her from all over her house and out and about. The pictures went all the way until she met me, then they stopped the same time Michelle disappeared from my life.
There were several more files, and I finally came to another one. Black label, pink heart.
“Roy Barker, social outcast, little to no friends, family far away. Perfect candidate for MP 2.3.”
It detailed my change, including encounters that I don’t remember. It seems I had been a busy girl those first few days before my encounter with Mark in the schoolgirl outfit. Including Gary. I put the folder away and now I knew he was behind this. Hidden cameras in my house, using me without my permission, but the question of why bogged my mind.
I heard someone coming closer to the office and I made sure to clean up my mess quickly, and sat behind the desk in the chair, my legs resting up on the desk. Gary walked in and smiled at me. “Hello Rachel, I apologize for that, now where were we?”
I smiled, rolled the chair out from behind the desk and spread my legs, “I do believe that you were about to suck my cock.” I lifted my skirt to reveal the bulge in my panties.
He chuckled, “My dear, I do believe it was the other way around.”
“Nope.” I said, licking my lips, “My clitty needs a lick, and it’s looking at you.”
He moved over to me and kneeled down, “That’s a good boy, give me a lick.” This guy was getting nothing from me, and I had overheard one day that one of the girls that worked here said he was into being dominated. He pulled out my erect cock from behind the magic panties, for I had worn them today.
“Those are nice panties,” he said as he pulled out my cock.
“Thanks, they’re my… favorite pair.” I said, “Now stop chatting and suck my dick, you little cocksucker.”
He dove in, wrapping his lips around my cock, I could feel his tongue work over my erect member, and I began to moan. I could get use to this dominating thing, I thought. He bobbed his head up and down, driving my cock deeper and deeper into his mouth, I could feel it hitting the back of his throat, but he didn’t gag.
“You’re good at this.”
He hummed an acknowledgement never removing my cock from his mouth. He finally pulled off, licked up and down my shaft, pleasing my member. He twirled his tongue over my head, and then dove back in. I could feel his tongue rubbing my shaft as he moved up and down, finally, I couldn’t hold back any longer, I began to shoot loads and loads of cum into his mouth, and he swallowed every ounce of it.
He stood up and fixed his tie quietly. He seemed almost ashamed of himself.
“You seemed to enjoy that.” I said as I got out of his chair and adjusted my outfit.
He looked over to me, and then started to undo his belt, “It’s my turn now, you’re going to finish what you started.”
“Not yet,” I said putting hand over his lips, “Why don’t you come over to my place tonight after work, and I’ll give you all the satisfaction you want,” I started to walk out, “Anyway, they’ll start to ask questions out there if I don’t leave here soon.”
He stood there in silence as I left. I left the office building and went back to my house. I had too many emotions in me right now. I knew the person who had done this to me, and I was angry that this happened. But I enjoyed who I was now. I was confident, sexy, and could have any mate I wanted.
I wanted to try to reach out to Michelle, tell her all about it, but there was a feeling that she already knew. That that may have been the reason she left, she helped me and she could get more, or get free, or I don’t know. I was confused and looking for an outlet. I couldn’t relax, I sat in my recliner just trying to figure out what I was going to do.
Then it hit me. I smiled. This was going to be a very exciting night. I went up to my closet and took off the office regalia I had on. I found myself one of my sexiest lingerie corsets: black with red strings and frills and a matching pair of panties.
I left the store quickly and met with a few older acquaintances for some help with my revenge. I got home, stripped to jus the corset and panties, and noticed that he should be here soon if he was leaving directly from work. I found a bottle of red wine and dropped a pill I had gotten off a friend into his glass. I filled the chalice and watched the pill fizz away right before a knock on the door.
I ran to the door and put on a giddy demeanor. Behind it was Gary, still in his suit and painted with a grin that he was going to have a fun night. “Gary! It’s such a pleasure to see you, I hope you don’t mind that I’m not dressed yet.”
“My dear,” he stuttered, “It-it’s not a problem at all, you look gorgeous.”
“As do you, you horny old man.” I showed him into my apartment and handed him his wine.
“I see you spared no expense at romancing your boss.” He spoke before drinking from the wine.
I let out a devious smile, “Why, I don’t think you know what kind of night your in for.”
He took another sip, then looked up at me curiously.
“Take another drink, and take a seat on the couch.”
He did as commanded. I already noticed that his actions were starting to slow. “I’m feeling very tired my dear, maybe some coffee to perk me up.”
“I think I know just the thing,” I whispered before he passed out.
Gary woke up, he had no idea how much time had passed. He tried to move his arms, but they were handcuffed to the bed. He looked down and saw all his clothes were gone, all that was on him was a pair of black panties with a pink heart.
“Isn’t it kinky?” I said from the doorway, wearing just a robe.
“Get-get these panties off me!”
“Why, don’t you think it’s sexy to wear a girls panties?” I said, playing dumb.”
“Just not this pair!”
“Afraid of becoming a girl?”
“No-no, wait.” Realization struck him. “You know.”
“I snooped around your office, I’m sorry I’m such a naughty girl.”
“I-you can’t! Don’t do this to me! How long have they been on? How long have I been out?”
“A few hours, I think, I lost track of time. Tell me, how would you like a hard dick up your ass?”
He stuttered, “I don’t don’t fuck give me your hard cock!” He looked scared of what he shouted, “No no no, don’t do this.”
“I think it’s too late, old man.” I sat down next to him on the bed. “What do you want right now.”
“You to set me free so you can fuck my ass raw.”
“That’s a good sissy.”
“You like my cock?”
“I want to worship it.”
“So tell me, because you have to give me information before I can grant your wish.”
“I’ll tell you anything, mistress! Please just give me your cock.” He was begging now.
“Why? Why did you do this to me?”
He paused, “Science, and because I can’t help myself, I love turning men into woman, the transformation gets me so hard.”
“Harder than my cock makes you.”
“Not anymore mistress, I want to serve your cock.”
“What happened to Michelle?”
“She…she helped you, so I gave her the final piece.”
“Piece? Explain yourself sissy, or I won’t fuck you.”
“I-I make them help in the transition, then I give them a new pair of panties that finishes the transformation, they can become fully female.”
“Where’s my pair?”
“In the safe behind my office, the combination is 42-23-17-40.”
“My, my, you’re a good sissy.” I undid his handcuffs and discarded my robe, leaving me naked lying next to him.
Like a good sissy, he sat up and instantly wrapped his mouth around my dick. I could feel his lips and tongue work their magic. He was going with much more fervor now, his head bobbing up and down much faster, and my dick sliding further down his throat with each thrust. Oh, he would be such a wonderful slut. When he had my dick lubed up with his saliva, he got up and bent forward, producing his ass for me. I pulled the cursed panties down and put my erect cock up against his tight asshole.
“Ever been fucked before, slut?” I called.
“No Mistress, I was always afraid!”
“Are you afraid now?”
“Yes Mistress! Very afraid!”
“But you want it?”
“I do! Please mistress, fuck me, fuck me like a good slut!”
How could I say no? I pushed my head in, slowly. I could feel his tight ass quench around it, but he eventually eased and I was able to slide it in further. Slowly I pushed my shaft deeper and deeper until I was right up against him. “How does my cock feel slut?”
“It’s perfect mistress!”
I began to thrust slowly. Pulling my cock almost out, then pushing it in. The suction and tightness made it so hard to contain myself, but I kept myself from filling him up, it wasn’t time yet. I started to thrust a bit harder, but he was still giving too much resistance. I pulled my cock all the way out from his ass.
“Mistress, don’t stop!”
“I’m not finished yet, slave.” I pulled a bottle of lube off my night stand and applied it generously to my cock and his ass. I positioned myself again and this time my cock went in with no resistance. He yelped a bit of pain, but didn’t protest. He was going to make a nice slut. I started to thrust harder and harder now. He began to moan louder and louder, I couldn’t believe that such a strong boss could be reduced to such a sissy. He was loving it, and I was so turned on. I began to pull my cock all the way out, then slamming it back in. I wanted to destroy his ass. The anger that was withheld was coming out, as I thrust harder and harder, I could feel his muscles quench and tighten around my cock, and it just made me thrust harder. He couldn’t stand the pleasure and pain, he looked back and I saw tears.
“Am I going to hard for you sissy?”
“Well you were a naughty boy.”
“I was, but I want to be a good sissy.”
“Then take my cock and the pain that comes with it.”
He accepted my command, but I couldn’t contain myself any longer, a few more good thrust and I felt his cock explode within his ass. I shot load after load into him, and as I pulled my cock out, the warm semen started to seep from his ass.
“That was a good sissy. Now go run along home, and I never want to see you again.
“Yes mistress, thank you.”
He quickly put on his dress shirt and pants, and fled my home, still wearing the magic panties. I got dressed and put on something casual and drove back to my old job. In his office, I found the safe he spoke of and unlocked it. Inside was a pair of black panties with a pink heart, and a note.
“You’ve received this because you helped another get through the transition. You’re reward is full femininity. Wear these, and you will be a complete woman.”
Do I want this? Do I want to get rid of all that’s left of Roy? Is it time for Rachel to take over?
I smiled and took the panties home. I think it was time to bury all that was left of Roy.
Hi, Lisa again. I haven’t written anything in some time. Not that I haven’t had much happening. I just had to work through some events in order to know how they would turn out before I write about them.
As I stated in my last story the men I play with had offered to pay for a transformation procedure and drug expense to become a “woman”. In my occupation I was capable of handling the expense but the offer from the men I knew was more of a request to make the transformation.
I had looked into the procedure but was unsure. There were stated possible side effects from the hormones and I personally I enjoyed sex, a lot and I did not want to have my desires inhibited. I spent a great deal of time talking with girls already on the program and I finally decided to go for it.
About three years ago I went to a Dr. and began building a relationship. It required some psychological testing and some health screening. Soon after I started the hormones which are a combination that produce the female attributes and suppress the effects of testosterone, the male hormone. I am quite slim and have an athletic build to start with but I noticed quickly that the little mid section fat I carried was dissipating and that after about three months it was settling in my chest and on my rump. Incredible to see it happen. I noticed when I laid on my side and looked in a mirror at my back side my “curves” were really developing. The guys did take notice as well and some of our encounters were exceptionally vigorous.
One of the men, Mike, from my weekend retreat at the sex camp had been persistent about contact. I have relented and he has become a part of out group. It has put more demands on my time but he has shared the expense of my transformation. Everett, who has become quite close and very much a confident said that he has gotten many requests for a return trip to the cabin but wanted to wait till I was further along with the transformation process.
My trips to the Dr. were an event in themselves. The assistants at the Dr’s office were all encouraging and helpful as well as curious. They knew from my questionnaire I had had more than a few lovers and some of the women were amazed to find how much I genuinely loved having a cock take me anally. I needed to basically live full time as a woman. As my new hormones did their job I felt more and more feminine. My first trip to the Dr I wore sweats. By twelve months I went dressed up. I preferred nice conservative dresses, very feminine. Stockings, makeup, nice hair, confident, heels clicking as I walked. I love having my skirt or dress swishing around me as I walk. I’ve also found I really like the wrap around dresses. I can tie them at the waist and button a few button’s and let the front act like a long slit when I walk yet it covers plenty when standing and when sitting I can cover or let the dress fall to the sides exposing my legs completely if I’m so inclined. I’m not afraid of drawing eyes to me as I know I am quite passable now.
The first procedures I had done were my face and neck. Mainly the nose. I wasn’t bad with makeup, in fact with effort I could be hot but now I’m pretty good without makeup and very passable without any makeup what so ever.
Once my face was done I had my name changed so my documents could then be changed. I found these procedures to be much simpler than I imagined them to be.
Then last year I had a decision to make. Time for the breast implants. Of course the men all wanted monsters on the scary side. I on the other hand did want some size as I enjoyed approving stares but I didn’t want to be a freak show turned into a carnival ride though. I am 5’11″ and can carry some size, I decided on a D-cup or about 400 cc of fluid per breast to augment a little over 200 cc of natural breast tissue I had. I had to have tissue expander’s inserted surgically to expand the amount of tissue to work with. This required an expansion to 600 cc per breast, 50 cc each week in each breast. This extra expansion is done to provide for a more natural breasts after the implant is placed and sewn in and a certain amount of scar tissue forms. I decided to go with the newer implants filled with tiny silicone pellets and thick viscous oil as I wanted a more natural breast without the rippling that occurs with the saline implants. These do however require a larger scar under the breast as they have to be inserted filled as they can’t be filled once installed like the saline implants. You also want a surgeon that sits you up during surgury to check size and placement.
The day arrived and ended happily in a Demerol induced sleep. I will say this was not for the weak spirited and my hat is off to all the women that endure this procedure. It took about ten days to be comfortable with pain free movement but I will say I was visually inspired with my new enhancements. They looked HOT and the guys all agreed as well, evidenced by there teepee like jeans upon inspections. During surgury it was decided that 500 cc looked better on me so I came out of the hospitol a bit larger but happy non the less.
A word of caution though. My hormones were adjusted after this and my breasts grew another 150 cc of natural tissue per breast over the next six months giving me a total of about 875cc per breast which is quite a bit more than I was wishing for.
I decided to spend about a year now adjusting to living full time now before proceeding with the gender reassignment which I will have done in Thailand. I’ve been going to voice classes for two years to get my vocals up and I can now easily pass on the phone even. My confidence in public grows daily and it has been over a year since anyone was able to tell, even in everyday conversation. I love to wear skirts or dresses with a slit in the front. I have found they will get me out of every triffic ticket and a few date proposals
As for sex I still enjoy it greatly. My biggest worry was that I wouldn’t crave sex the way I had but I guess it fills a need somewhere deep in me and I still think of it when its been awhile. I will say my plumbing is different though. If you’re in love with your manhood this is NOT for you. The testicles will shrink some. I don’t generally get into describing my penis size but it becomes relevant to something that we discovered that I will describe in the latter part of a gang bang that my lovers had for me later in this story. My penis, never large to start with, about 5″ long and maybe a bit over an inch in diameter before when erect is now about 4″ long and the shaft is about three quarters of an inch in diameter while the head has remained about the same size when erect but erections are difficult to achieve now. I still get excited but the reaction of my body is different now. I still have orgasms but they come from inside now and I emit very little fluid. When not erect my penis is about 2″ long and about as big as a small finger.
The guys still enjoy playing (go figure) so we do so often. Sometimes singly, as a small group or recently all four guys and myself which was quite fun. This was the first time we had all played as a group since I had gotten my breasts. I wore a white boned corset that laced up the back. It had a rigid shelf cutout that supported and projected my breasts outward for maximum prominence. It tapered up to my neck to a collar around my neck, leaving my shoulders and arms bare. Three garter straps on each side held up some copper colored french heel seamed stockings with a dark seam and welt. I wore some 5″ dark brown open toed stilettos with ankle straps.
My home is a renovated barn, nice with all the modern conveniences but with lots of wood and a heavy beam construction. The guys took one the downstairs rooms which I had used as a small library and from the overhead beams installs some hooks and they made a sling with all kinds off loops and attachments. They lay me in this sling and can attach loops and bindings in many ways, thus holding my body in place in whatever position they’ve chosen for me. On this occasion they had me simply on my back with my legs up and splayed wide. A ceiling mounted camera focused on my bottom hanging over the edge of the sling and showed the picture on a wall mounted flat screen TV. My legs forced up and out allowed my anal rings to open slightly in anticipation. The tip of a bottle of lube was inserted in my bottom and at least half the bottle was squeezed into me.
Mike was the first to enter me. He has joined us from my experience at the cabin and I have played with him one on one now a few times since. He is not a tall man but very athletic, very sinewy, he is very impulsive, and authoritative. He fucks me vigorously with one goal. ORGASM! His cock is nice, about seven inches but not very thick. This guy though can squirt some semen. Enough to put out fires. Not sure where he stores it all but I can drown in it if I’m not ready to swallow and he shoots it deep in me and definitely fills me up. He can and usually does cum twice with each encounter. Not much talking, only action. Afterward, a kiss and good bye as I lay in a puddle of cream.
Anyway, as he rabbit fucked my hole I expected him to thrust and fill me but after awhile someone yelled “time” and he pulled out and Ted entered me with his mushroom shaped cock with that puffed up head. He slid in and out with the camera focusing on closeups of my distended ring as his swollen lime sized head tried to partially pullout only to ram back in. Again “time ” was called and this time Rex laid his ebony, steely hard pipe in me and again about two minutes in after time being called Everett moved up and put his monster at my opening. He slowing pushed, my body, sling and all. Being pushed up and away, gravity finally overwhelmed the tightness of my bottom and allowed Everett’s tree trunk like cock to pop through my rings. Gasping from the sudden stretch, I felt Everett continue pushing, oh so slowly, but forging deeper, his shaft thickening with each passing inch. I had had Everett in me at least a hundred times and each time he entered me I felt like a virgin being opened for the first time. The depth and the stretch were always envelope pushing when this man probed my depth. As he hit the curve he had to move and adjust, snaking his way up my gut. Once he bottomed he rocked back and forth. The head of his cock plainly visible under my corset on my left side. Mike audibly gasped how incredible that was.
At the two minute mark the process began again with Mike taking his place this time spending one and a half minutes pleasuring himself in my bottom. The men each took their allotted turns, not cumming but building up. They didn’t touch my breasts, allowing them to flop and flail, oscillate and bounce depending on the thrusts from my partner.
By the seventh go round the guys were only spending 30 seconds fucking me. Their cocks were as hard as I’d ever seen them, all pointing skyward and I could tell by the building level of excitement that large reservoirs of thick creamy semen overflowing with free swimming sperm would soon be unleashed and I was at some point very soon going to be the recipient of these pending explosions. Ted was the first to let go lunging hard and yelling. I could feel his cock throb. I’ve always loved, and today was no exception the feel of a cock pulsing in me, and today the pressure being released was exceptional. Rex entered me after Ted and fucked me for his allotted time. I always love seeing his glistening black cock turn frothy white as he fucks me when I’m full of semen. Today I was not disappointed as his cock dragged in and out, white globs of Ted cream. Evidence of sloppy seconds.
Rex was able to last to the next round and when his time was up Everett followed him in me. He took his time reaching bottom but once there I knew he wouldn’t make it to the next round. The guys had left my breasts alone but at this point Everett squeezed my breasts and pinched my nipples. He pushed me and the sling about a foot with his penis, making a pyramid like structure in my stomach as it pointed skyward, erupting hard. Everett shuddered and trembled. I knew at that instant the river of semen that tends to flow from this man was painting my insides. As Everett withdrew, Mike entered me . Mike being much smaller and me being as cream filled as I was now, I barely felt him slide in me. All the visual stimulation had super stimulated Mike to the point that on the third thrust he shot off like a rocket A ring of white semen formed around his cock as he remained rooted in me. Mike bent down and sucked my breasts.
The guys had not spent much time playing with my breasts. I realized they were trying to last longer and didn’t want the stimulation but when they were ready to cum they pinched, squeezed, sucked and slapped my boobs silly.
Rex still had yet to release his load and as he slid his black piston in me for what was now sloppy fourths, he looked into my eyes. We had been with each other enough and I could read the lust in his eyes. He was soooo ready to cum He was ejaculating before he even bottomed in me. His full pulses of cream breeding me again as my breasts were mauled in his palms. This was so HOT!
All four had tag team drilled me and now filled me. Rex and Everett took my feet out of the loops which had held my legs wide and helped me down. They had me bend at my knees and squat. Perched on my high heels with my gaping hole hovering inches over a mirror on the floor, ropes of gooey semen oozed and fell to the mirror. Strings of sticky cum spanned the distance and then a large glob appeared, then plopped out and fell to the mirror to a large “ooh” from my admirers.
Standing, the guys clapped as Mike handed me a glass of wine. The first toast was to my new breasts which all agreed were a raging success. I slipped on a white mid thigh opaque robe and we went and sat on the sofas, relaxed and recuperated.
This was only the beginning of this evening and it does get much much more interesting. Something was yet to occur that certainly had never happened to me before, that’s for sure. If you enjoyed this story and want to hear more and certainly the rest of this evening, write some feedback and let me know so I’m not wasting my time. Thank you so much to the few that have written.
“Lady of the House”
Martin had been home three days from his visit to the spa, and things were now becoming a bit more of daily routine for him as mistress of the household.
As usual he had been awakened early by his husband with a long passionate kiss on the lips. Martin grabbed the sheets with both hands and groaned as he awoke in the affectionate displays of his husband. His eyes opening wide in surprise, when his husband’s tongue plunged deep into his mouth. The Baron had never done that before and then he proceeded to suck Martin’s tongue passionately for what seemed a long time to Martin, before slowly allowing it to slip through his lips.
“I love you my beautiful wife,” the Baron said sincerely.
Martin said nothing in response and passively allowed his head to be pushed down under the sheets where he then performed what now had become a morning ritual for him as the Baron’s wife.
After Martin had fulfilled his wifely duties, the Baron left the room to begin his day. Leanne soon entered he room to assist Martin in his toiletries and early morning grooming routines.
After he did his daily nude walk in high heels on the treadmill, Martin soaked in the hot soapy waters of the tub, while Leanne got things ready for him to dress for the day. The bath was the most relaxing part of his day. He was allowed 20 minutes alone in the warm, relaxing, fragrant waters. It was an especially relaxing on this morning since the pink enema bag wasn’t hanging above the tub full of soapy water.
This meant no enema for Martin this morning. It was hard for Martin to relax in his bath when the bag was full and hanging over him, because he knew when the bath was over he would be on his knees, his forehead on the bottom of the empty tub receiving the entire contents of the bag.
Leanne entered again and had Martin lift both his feet from the soapy suds filled water and place them on the edge of the tub while he reclined. Leanne then closely inspected the nail polish on his toenails. She then asked Martin to extend both his hands to her, fingers spread and wrist bent so she could check his fingernails on both his hands. Leanne always checked Martin’s elegant long red fingernails and his toenails closely to see if Brittney needed to be scheduled. His nails always had to be perfect. Just part of his daily grooming routine.
He was still put in the styling chair each morning, and all the straps were fastened. Martin was hoping after he took the Vow that the chair would not be seen as needed anymore, but he sat in it each morning and was strapped down tightly before his beauty treatments for the day began.
The towel was removed from around Martin’s head and hair curlers were placed tightly, one by one in his hair till his entire head was a mass of curlers and pink pins.
This was a typical morning for the Baron’s bride.
Martin had made the Vow request of his husband earlier in the week on his first night back from his spa trip. The Baron was very happy with Martin’s new commitment to the marriage and to him.
It had been an eventful but difficult night for Martin.
Leanne had done Martin’s dyed red hair up in an elegant updo, with tendril curls hanging down in front of each ear, for the special evening. He was made up with deep eye shadows on his eyelids and lighter shades highliting his large eyes up to his high arching eyebrows, and long heavily mascarraed false eyelashes. His eyes were seductively outlined with black eyeliner by Leanne’s expert hands. His lips were lined and filled with a deep red lipstick. His cheek bones had been lightly rouged to give the since of a shy blushing bride. Martin was heavily made up alright, but Leanne had done such an esquisite job that Martin looked like a sexy and very desirable woman, and not slutty looking at all.
Martin had surprised Leanne when he requested to be made up special for the evening. He had never made such request before.
Though Martin had requested this special treatment so he could make the Vow to his husband, he gave little input as to his look, so all the decisions were up to Leanne.
It somehow made Martin feel less degraded as a man if the beauty processes he was enduring were being done to him, rather than if he were making decisions on a certain look. Besides Martin had no opinions other than he’d love not to wear makeup at all to bed just one night. He knew that wouldn’t be allowed.
Leanne had decided that 3″ long dangling rhinestone earrings seemed appropriate. They were very elaborate yet elegant. Martin lowered his eyes when he saw in the mirror how close to his shoulders the earrings actually hung from his earlobes. Along with a rhinestone choker that fit tightly around his neck Martin looked as if he were going to a formal gathering of social, elites when in reality he was just being prepared to go to bed with his husband.
Leanne posed the clipped on earrings in her palms as they hung from his ears. Martin looked at her in the mirror again.
“Well, what do you think?” she asked turning his head slightly side to side to see the finished look.
“It’s fine,” he said glancing up at her in the mirror. She seemed to be having a lot of fun with this image she had created.
“Fine? Oh Mrs. Vargos, it’s more than just fine. Look at you. You are beautiful!” she said looking at him in a mock puzzlement softly patting his hair like it was a sexy topping high on his head.
“What do you expect me to say Leanne,” Martin’s male voice said from his female appearance. “I’m not going to jump up and down about how I look sitting here strapped in this chair dressed like a girl. You and Lisa seemed to have that covered anyway. I asked you to make me look extra special tonight and you did. My reasons for asking are my own and private.”
“I’m sure they are,” Leanne said patting his shoulder and smiling.
Martin had learned that he could be as male in personality as he wanted and could speak his mind without fearing reprisals. In some demented way, Martin was suppose to be a man, he just had to dress as a woman and be a wife, and that always dampened all the other aspects of his lifestyle.
It was a life of contradiction. Dress like a woman, walk and move like a woman, be a part of women’s social activities and referred to as Mrs. Vargos.
All of this was required and enforced while at the same time he was called “sir” by the public and had to speak in his male voice. He was repeatedly told he was a man and the tight collar around his neck for public excursions mad it perfectly clear.
Dressed completely as a woman Martin still had to use the men’s public restrooms, because he was a crossdressed man.
Though Martin had been the one who expressed the desire to take the Vow, this image of a beautiful seductive woman that he now visually portrayed for the Baron and the rest of public was strictly the expertise of Leanne.
Martin had not told Leanne about his intentions to take the Vow yet he felt somehow she knew already. Martin knew Leanne wasn’t stupid and that him requesting a special feminine look would cause her to think that he was about to do something special. Rumors were floating all about and of course Martin had never requested to be made up special before.
Leanne had done this to enough men before that she knew Martin wasn’t accepting his feminine lifestyle. It was too early.
It had been a very difficult thing for Martin to do that night.
Martin had disrobed seductively for the Baron, allowing the long purple satin robe to fall to the ground, revealing a short sexy lilac nightie with ruffled shoulders trimmed in black lace. Martin’s neck and shoulders seductively exposed. The nightie was so short it barely covered his matching panties.
Martin’s long legs were sexily encased in black fishnet stockings hooked to black garters. He wore black patent leather 6″ peep toe pumps so his red toenails would be exposed for the Baron’s foot fetish pleasures.
The Baron admired Martin’s feminine beauty as he nervously got into the bed next to the Baron the night of the Vow.
Martin found it hard to speak the words. He fidgeted nervously lowering his head and gently touching the back of his hair as he tried to gather the nerve to speak. Telling this man that he wanted to commit all his passions and desires in life solely to him, and be placed in a chastity device, was something that Martin couldn’t say.
Martin had lowered his eyes ashamed to make eye contact at first. He saw his husband’s huge cock in a semi aroused state, probably getting excited from looking at Martin’s appearance and the shyness he appeared to have that went along with such a admission.
Martin’s balls still ached though from the spa visit. He had to be careful when moving his legs as his groin would ache if he suddenly moved wrong. He then reflected on the number of men that had used him sexually like he was a woman and how he could never allow this to happen again.
“This is about stopping the concubines, and saving your ass hole! Not love! You don’t love him!” he chided himself in his mind.
Martin then tried to slide into the bed in as sexy a manner as he could. It was difficult but he kept eye contact with the Baron as he slid across the sheets and moved up next to him. The Baron placed his arm out so Martin could lay in it’s embrace.
His hand shaking nervously Martin touched the Baron’s inner thigh and allowed his red fingernails to lightly glide up to his balls. Martin took a deep breath and closed his eyes. Then he touched the Baron’s balls and lightly swirled the bottoms with his fingertips. Martin felt a sense of disgust and shame come over himself, feeling the pubic hair of another man as he tenderly touched him without being forced. He opened his eyes and looked to the Baron as he continued the stimulation and the gentle caressing.
“I wish to give my Vow of Chastity to you,” Martin said in a soft broken male voice.
The Baron bent over and kissed Martin on the lips long and passionately.
Martin squirmed in his sudden embrace at first. It was a natural reaction to the kiss. Martin’s legs nervously shifted back and forth across the sheets before becoming still and giving in to the seduction. Martin forced himself to lay quietly and let the Baron kiss him.
“I accept your vow my love, ” he said backing off and then kissing him again.
Martin didn’t resist. He allowed the Baron to consummate the vow with him that evening. Martin was able to keep silent for the most part during the consummation sex they had, accept for a painful groan during the initial penetration, and another spontaneous scream from Martin on the final deep lunge during the Baron’s orgasm.
Though he was able to stay quiet, Martin had to grit his teeth and a tear ran from the corner of each of his painted eyes to his ears as his legs flopped helplessly up and down over the Baron’s shoulders and his high heels bounced on the Baron’s back in rhythm of the passionate pelvic thrust.
The Baron’s thrust were so intense at times that Martin’s own rather large, but limp penis was flopping from side to side as he was being sexed by his husband.
“It’s to get rid of the concubines,” Martin kept saying over and over in his mind. The night was full of passion for the Baron. Martin just wanted to get it over with.
The day after he had asked his husband to accept his Vow, Martin had been surprised when it seemed everyone knew he was going to take the Vow of Chastity even before he had actually done it or even told anybody outside the spa about it.
Preparations were tentatively already in progress when he arrived home from the spa. Someone at the spa must have leaked the fact that he was intending to endear himself even further to his husband. It shouldn’t have surprised him since it seemed every time he talked to a counselor it was brought up and he was pushed in that direction the entire week at the spa.
Plans were being made for the big celebration that would also feature the unveiling of his portrait as Lady Vargos in the grand foyer.
Martin looked at the pile of invitations sitting on the desk in front of him. He would have to sign them all and make sure they all got sent out. After all anybody who was somebody would want to attend this event, and received a pesonel invitation from Lady Vargos.
Martin looked at the names on the invitations. All these people were going to be there. The way Martin saw it, he was being forced to invite people to his own public humiliation ceremony.
Martin sat alone in the study doing the finances a responsibility that had been delegated to him as headmistress of the household. This included signing his name as Marcia Vargos to the payroll checks of the domestic household and security help of the manor. Martin also had to do the humiliating job of filling out and signing a check for the concubines that had attended him.
“Yeah. One final indignity. I have to sign the check to be fucked by these guys,” Martin thought while signing Marcia Vargos to the concubines check. It was like he was having to bare your own cross. At least he didn’t have to give it to them directly.
Tiffany received a check as well for concubine services for the Baron, but she was paid cash for servicing the Baron’s parents which was kept hushed. Martin knew nothing of those cash services. Just another little skeleton in the closet in the Vargos manors long line of secrets and deceptions for public perception reasons.
Martin was wearing a bright yellow dress today. Tight waisted with a white belt and a full knee length skirt, he wore a pair of matching yellow sandals. Leanne had debated putting him in a petticoat, but had decided against it for the day since he was wearing a girdle and long line bra under the dress with a slip.
Martin used the pen to scratch the back of his head. He was wearing curlers in his hair again. A new part of his daily routine it seemed now.
Leanne would set Martin’s hair in the morning and he would have to wear the curlers in his hair about the house and even on short errands he had to run in public, such as today a trip to the post office to mail the invitations. Leanne would remove the curlers and style his hair early in the afternoon so the style would be fresh for his husbands arrival from work. Martin’s hair would look fresh for dinner and good for the evening. Leanne would reset his hair the next morning after his morning shampoo and his husband had left for work.
It was embarrassing walking around the house in curlers knowing the staff was laughing at him behind his back. Martin didn’t like wearing curlers in his hair, much less where everyone could see him. Nobody would, not even a woman would feel comfortable being seen in curlers the way he was being displayed, but in some ways was it better than sleeping in them. Not really, just a different kind of discomfort for him. Mental rather than physical.
“Good morning sir,” a female voice.
It was one of the young domestic maids. She was dressed in the maids uniform now required by Martin for all the female domestics. It was pink lined with white lace and petticoated, and a pink and white lace maids cap was pinned in her hair. She wore white lace ankle socks and pink 4″ spike heels. The shoes were in no way meant to be practical for doing the household duties, but rather Martin wanted them to feel a little of what it was like having to dress in some ridiculous uncomfortable manner. Just like he was forced to do.
The Baron had approved the maids uniform request from Martin. He saw nothing wrong with his wife enjoying the sight of the sexy young maids as they worked. After all Martin was still being medicated so he couldn’t have an erection, and he would soon be wearing a chastity device as well.
Martin had also tried to force the men in the security detail to have to wear dresses as part of their uniform. Martin’s enthusiasm for revenge got carried away when he requested the security personnel wear skirts and heels as part of their daily uniform at the manor.
That was deemed an unreasonable request by the Baron. His husband had found it a humorous request by a wife that was having little temper tantrum and told Martin here was no good reason to have these men dress like women accept to try and humiliate them. They had to be able to do their jobs in a professional manner.
“Yeah, like forcing me to accept dressing like a woman and humiliating me,” Martin said to himself.
Martin wasn’t able to bring himself mentally to try and sexually seduce his husband into agreeing to such a request as Dorothy had done with his husband. Dorothy’s seduction had succeeded in putting Martin where he was now.
Martin would find other ways to get back at the security detail. Then they could agree with his demands, or leave.
Martin looked up at the girl at the door.
“I believe you are suppose to curtsey when addressing me,” he said looking at her using his new found authority.
“Oh, I’m so sorry sir,” she said as she lowered her head and curtsied.
She had a slight grin on her face as she gracefully did as she was instructed. It was more of a joke amongst the domestic females in the manor that they had to do all this. The domestic help and guest who visited found it more of a testament to Martin’s eccentricasies as Lady Vargos and being a man, rather than an embarrassment for them.
“Please don’t let me have to tell you again. Now what is it you want,” Martin said completely in charge.
“Oh no sir,” she said, “Your afternoon appointments have started arriving sir.”
Martin didn’t want to see anyone, but this was required when people made arrangements.
“Ok. Let’s get this over with. Send the first one in,” Martin said sounding resigned.
“Yes sir,” the girl as she curtsied.
“Oh Baron, I heard the news today that Marcia asked you to accept her Vow of Chastity. I’m so happy for you.” Dorothy said as he greeted the Baron out in front of the manor.
Dorothy extended his beautifully manicured red fingernails to shake hands with the Baron.
“Thank you so much Dorothy. She seems to have really relaxed at that spa. She is not nearly as tense.” The Baron said.
“She did. She enjoyed her stay so much, it would be nice maybe for her to go a couple of times a year,” Dorothy said.
“You say you attended this same spa and it helped you when you were having difficulties early in your marriage?” the Baron inquired.
“Yes. The personnel are different but I was sent to the same place. What a wonderful experience it was for me. I realized how lucky I was being married to my husband and that’s when I began to fall in love with the man,” Dorothy lied to the Baron.
“That is so nice. Marcia seems to have found something there also.” The Baron seemed pleased. “Where is this spa?” he asked.
“Oh Baron, there are things brides like Marcia and myself must keep to ourselves.”
“I will send her to the spa when she seems tense. It has made a difference, that’s for sure.”
“I loved going to that little secret hide away for a break when my husband was alive. You know he and I were so in love and I miss him so much,” Dorothy was laying the deception on thick.
“I know you miss him. Did you make the Vow of Chastity with your husband Dorothy?”
“Unfortunately my marriage was a secret Baron. I would have loved to have taken the Vow, but my husband kept me in an estate here while he lived far away with everyone thinking he was married to another woman. I took some satisfaction in the fact he loved me the most.”
“Thank you so much for your help Dorothy,” the Baron said kissing his hand.
“Just keep showing your love Baron. He wants to be your wife deep down, it just takes a little time.”
This is a experimental transitional piece I wrote for Martin. It has been sitting in a file for a while now. I debated whether to post it or not and make it part of the story. So here it is. Please tell me what you think.
” A Spa Education”
Martin had been through a very traumatic week at the so called spa he had been taken away to. He cried himself to sleep most nights wearing only ultra feminine nighties with loads of ruffles and lace in various colors of lavender and sapphire blues, black and even a rather childish looking very short nightie in hot pink. He had been forced to wear that one in front of a couple of counselors before he went to bed for their amusement while they teased him. This was to help him to be able to ignore the snickers and embarrassing ridicule of the opinionated people who would see him in public as he fulfilled his daily duties as a lady. He was having what was left of his male identity and his outlook on the world torn away from him and reshaped.
Over the span of seven days the realization that he was going to be used and treated as a woman in a permanent relationship with the Baron slowly began to take hold. His emotional breakdown over the matter was closely monitored but was being allowed to happen.
“I don’t want a husband. I’m not a woman. Straight men don’t have husbands, they have wives. I’m a straight man. This is not normal. I’m a sexual slave and prisoner,” he had stated with determination to the counselors when he first started his sessions.
After six days at the spa Martin’s outlook was now changed. He seemed different, more docile and compliant. What he had been put through had caused him to at least verbally acknowledge his new status in life as a woman and spouse, but his soul ached to be a man again and get out of here eventually.
“Mrs. Vargos you’ve been here almost a week now. Do you feel more comfortable living as a woman now?” the counselor had asked at Martin’s last session.
“Yes,” he had said very softly.
Martin sat in a straight back chair wearing a green dress with bright floral designs. His padded D-cup bullet bra gave his male frame the illusion of a big busted woman. His feet were in a pair of green strappy 4″ heel sandals. His red toenails sparkling as he flexed his toes back and forth in a nervous gesture. His ankles were strapped to the legs of the chair.
His hands demurely folded in his lap as he looked at his red fingernails while he was being questioned.
“With what we have taught you this week, do you now feel it is better for you this way?”
“Yes,” he said meekly with his eyes cast down utterly ashamed of the words he was speaking.
“Do you like dressing as a woman Mrs. Vargos?”
“No, not really. I find it so humiliating.”
“You do agree though that your husband has the right to insist that you dress like a woman under the circumstances?” she asked him seeing how uneasy he was in the chair. He was rubbing the long nail on one of his fingers as if the bright red nail polish might somehow come off.
“I don’t know, I guess so,” he said his voice almost giving way to his desire to breakdown and cry again.
The thought of these people holding his legs apart and vigorously tapping a wooden spoon on the sides of his hanging balls for a prolonged period of time for a wrong answer was foremost in his mind now. His balls still ached from all the times they had held him down this week and done just that to him, only then to make him immediately try again.
“Even to the point of holding your husband’s desires that you be a beautiful feminized man. Regardless of the public’s opinions and reactions at seeing your feminized appearance and your own since of embarrassment while being dressed as a woman?”
She looked at him without blinking waiting for an answer. There was a noticeable pause.
Martin shook his head unable to say it. His eyes full of tears. He didn’t want this. No man should have to say yes to such a question, but a man would say yes to keep his balls from being abused again.
“It’s ok Mrs. Vargos,” she said in a sympathetic tone, “I promise you that in time the embarrassment you are feeling now while dressing as a woman will subside, and you will become comfortable in your new lifestyle.”
She looked at him sitting there with his hands in his lap holding a white lace handkerchief, his head held low.
“Look at me Mrs. Vargos,” she said requiring him to look her in the eye now.
“You will be leaving here tomorrow morning to go back home to be with your husband. You have come a long way since you arrived. Don’t you feel much better about yourself and your situation than when you arrived? she asked with a smile.
“Yes,” he said to where she could barely hear him. His groin throbbing from the last time he tried to answer these questions.
“That’s very good. You have a wonderful feminine side Mrs. Vargos and you should allow yourself to express it. We are here to assist you in that.”
Martin’s head dropped again and his shoulders shook as he sobbed using the lace handkerchief in his hand to wipe the tears as was required when he cried now.
“If you find you have any problems or questions, or need a refresher course we will be glad to assist you. The spa is here for you anytime you need it,” she said with a stern smile.
“We will bring you back Mrs. Vargos, if we need to,” she said bluntly and with a tone of finality. She lay the wooden spoon on her desk in front of him. “Do we understand each other?”
“Please don’t,” was all he said drying his eyes.
This was obviously no spa at all. Martin had been secreted away to a secluded place to coerce and force him to cooperate in his role of a woman and loving wife. A retreat where he was the only client.
Though technically Martin was to be known as a feminized man in the public eye, he was to be so feminine in his appearance and actions that it had been decided that training him as if he was to actually be a woman was the only way to approach this.
Martin sat in the room alone now. Still strapped by the ankles in the straight back chair. Reflecting on what Dorothy had talked to him about in the garden. The efforts his father and those around him had gone to, to force Dorothy to accept his place as a male wife in an arranged same sex marriage.
Dorothy had refused to concede his male identity and never accepted his place as a feminized bride. In the end he did pretend to do so to stop the blatant feminization of his body which he was being forced to endure, and so that he could exact some revenge.
Martin’s father genuinely loved Dorothy and so wanted Dorothy’s affections in return that he even agreed with Dorothy’s request to secretly have Martin’s marriage to the woman he was married to annulled with money and allegations of his infidelity. Then Martin’s father, with much reluctance and guilt, had his own son Martin placed in an arranged same sex marriage with the Baron. He knew all along Martin would soon be feminized and forced to be publicly humiliated by having to dress as a woman for the rest of his life.
They had done so many things to Martin this week without explaining why they were being done. Martin’s own imagination was scaring him. He said what they wanted to hear and pranced about in his charm classes when instructed to do so.
They had put plastic suction cups on his nipples before bed and pumped them so the flesh was pulled so far into the cup that it actually hurt. Then he was left with his hands secured behind his back till it was time to take the cups off. His nipples slowly discolored turning red and then a deep purple.
“Why are you doing this to me?” he had asked the woman while she put the 1″ diameter cups on his nipples when it all started. He was not given an answer.
“Please. These things hurt,” he whined by the third night now knowing the routine. His words were always ignored by the woman attaching the cups to his nipples. She worked purposely and methodically, ignoring Martin. She pumped the cups quickly and though Martin expressed discomfort form the suction she left him this way. She looked the suction cups over and when she was satisfied with the results she gave him a smile and left the room. Martin’s hands were always secured behind his back for these treatments so all he could do was sit their and endure it.
He looked at himself in the mirror. His nipples stretched into the cups as they were turning color again.
“My god, what are they going to do to me?”
It was late evening on the eve of Martin’s departure, with all that had happened during the week, Martin was still fixated on the deal his father and Dorothy had made that gave his life away for this new feminine life.
“Those fucking bastards,” Martin thought to himself through tears gripping the sheets with his feminine red polished fingernails digging in deep as he twisted the sheets in his hands. Martin wasn’t sure who he hated more at the moment, his father for agreeing to this initially or at Dorothy for suggesting it to his father and now seeing it through and making sure it all happened even after his father’s death.
He didn’t want to make the Vow of Chastity to his husband. It would be the ultimate humiliation, but he felt he had no choice now. He just couldn’t do this anymore. His husband was scheduled to leave on another business trip soon. A ten day trip and Martin would be left with male concubines at night. Young men with big dicks and permission to use them. Martin use to plead with these guys, but now he was just an involuntary participant who allowed them to have their way. He couldn’t stop them. He had tried many times before unsuccessfully.
Taking the Vow, Martin would be accepting one more humiliating ceremony in public as a princess and having his sexual activities openly discussed and publicly celebrated again, but the concubines would be history. It had been suggested to him by the counselors during a session that he might even be able to have his erections back eventually if he took the Vow, since his penis would be in a chastity device at all times anyway. It was only suggested, there were no guarantees. That would be totally up to the Baron, but it did make the option of taking the Vow of Chastity seem more appealing.
Martin’s eyes squinted shut now as his deep blue heavily made up eyelids closed and his face grimaced once again. He grunted in a rhythmic muted tone. He was told the Baron had been so concerned for his emotional well being while being away alone for so long that he had sent him six dozen roses and two male concubines for his last evening at the spa.
One of the well hung young men had mounted him and was now thrusting hard and deep in Martin’s tight lubricated bottom. The stretching Martin’s butt hole took to accommodate the huge cocks that entered his ass, was quite uncomfortable for Martin to say the least, but his well lubricated orifice and the muscles squeezing so tight in an involuntary support of his butt fucking was like heaven to the concubines cock.
As Martin was receiving his butt fucking the other concubine crawled up on the bed in front of Martin and forced his large erection between Martin’s trembling red lips. His head was held steady as the young man gripped Martin’s hair above his ears on each side of his head while he pumped Martin’s face brutally. Martin’s swollen lips tight around the man’s cock also providing involuntary pleasure to the second man. The concubines had been instructed that Martin liked it rough.
Each time Martin put his hand up to stop the pull of his hair and get some relief from the face fucking his hand was pushed away. Martin squealed a muffled protest when felt the man mounted behind him push hard and held him firmly. The concubine’s orgasm was an intense one.
Martin cried some more as the concubine pulled his spent erection out of his anus abruptly and lay on his back next to Martin on the bed while he was still being face fucked. The man smiled as if he had just had a wonderful experience. The man removed his condom and laid it on the nightstand next to the bed.
The face pumping halted and Martin felt such a great relief as the grip on his hair loosen. The man pulled his cock out slowly and Martin allowed it slowly leave his lips.
Through painted red swollen lips an almost despondent Martin said to himself quietly as he stayed in the doggie position with his butt high in the air.
In a confused state Martin lifted his head and mumbled to himself.
“Dorothy had female concubines. Why can’t I have female concubines. Why was he allowed to have erections and sex with women. Why didn’t he have to have sex with different men too? It’s not the same. It isn’t fair…….” he blubbered lowering his head as it was pushed down while the concubine came around the bed now to mount him from the rear.
Fair? Martin’s mind was now comparing the lives he and Dorothy were forced into for fairness? It was as if he couldn’t get to the exit of his ordeal and was giving up hope, but he needed to sit closer to the exit door. Anything that would better the life he was in now. Even being allowed to wear 4″ high heels versus 6″ high heels now would seem like a victory and an improvement in his life. Martin drifted off into uncontrollable sobs again as he awaited the concubine to mount him from behind.
Martin didn’t move from the pillows. His mind ached at the fact he couldn’t change the direction his life was tumbling in. Nobody seemed to care about his mental anguishing over all this, since the new direction in his life is where everybody felt he would be better off. The counselor had made it quite clear over his week stay that those who had control of his situation and his family felt he would be better off living as a woman. The long sessions his testicle took with the wooden spoon reinforced what his penis and balls were good for, at least as far as he was concerned. Not to mention the degrading and humiliating charm classes and social graces he participated in while nude.
If being male and having a penis was causing Martin’s anxiety in his new feminine lifestyle, then his maleness would get the attention that it deserved. He was told that the thing he should understand most about his penis was that he had one, and to get over it. A penis does not decide who one is or who one is to become or how one looks. It is just a penis.
The concubine laying on the bed rolled over to face Martin. He had a smile of satisfaction on his face, while the other one got in position to mount him from behind.
“Please, no more tonight,” Martin said in a soft cracking voice.
The concubine never said a word. He reached out an caressed Martin’s hair and gently rolled his nipple in his fingers. Martin flinched at the show of affection from this man. This was a concubine he had never met before. A man he lay eyes on for the first time less than an hour ago.
“I’m going to take the Vow of Chastity with my husband when I get back tomorrow you know,” Martin said staring off blankly waiting to be mounted again, and the man laying next to him smiled.
“He’ll like that I think,” Martin said in an emotionless resigned voice as his hips were adjusted on the pillows by the other concubine.
Martin felt his butt cheeks being spread wide apart again. He felt the head of the young mans hard cock touch the tight anal entrance.
Martin tried to envision himself as the head of the manor. Dictating the new rules he would have put in place and those that would either have to agree or be fired. In that powerful of a social setting and wealth, he would surely be able to find somebody who would take money to help him exact some kind of escape, and revenge for satisfaction.
He was only seconds into his thoughts before the concubine entered Martin aggressively, sinking his shaft full length on the first lunge.
Martin screamed at the sudden deep penetration and his red fingernails once again dug into the pillows. Though the emotional aspects of being forced to have sex with a man was still much more painful for him than the physical aspects of actually having anal sex, this penetration was more painful. The worst part of it all was when Martin had to sign the checks, with his Marcia Vargos signature that paid the concubines for their services.
Yes he would take the Vow of Chastity tomorrow just so he could end nights like tonight. He would not fight the Baron’s advances anymore. He would dress like a woman for him if that was what he had to do for now. He would resign himself to the fact that performing for the Baron would be preferable to the life he now lived and to save himself from the degradation of two men he had never seen before crawling in bed next to him and having sex with him, so he wouldn’t feel lonely and miss the Baron’s affections, but that would be tomorrow. Tonight Martin was having sex with his male concubines.
Tomorrow he would be going home. After being here for a week he knew the perimeters they had set for him and the one thing he now feared more than sex with his husband the Baron was, that his husband might decide he wanted him to have breast implants. Dorothy had forcibly received breast implants to help him be more cooperative with his husband. It would be a fine line for Martin, but he had to prevent breast implants at all cost while he quietly pursued some way of getting away from all this.
Martin put his face into he pillow as he cried louder.
“I don’t want breast,” he squealed. Martin was humped for another ten minutes vigorously before they all rested for a while. Unfortunately for Martin it would all start again later in the evening.
Outside the door, in the hallway while Martin was being entertained by the concubines, Dorothy was talking with Jessica the head counselor.
“He believes the concubines are from the Baron, right?” Dorothy said looking seriously at the woman.
“Of course he does,” she said grinning. “Don’t worry about it. He’ll take the Vow.”
There was a loud squeal from Martin from inside the room.
She looked at Dorothy. “Sounds like you picked a couple of good ones,” she said giving him a seductive look.
“Big dicks can change minds.”
Jessica looked at Dorothy’s red high heels and painted toes, then up into his eyes.
“Are we still on for the evening?”
Another squeal broke the silence.
“Yes. I’ll see you then,” Dorothy said turning and walking off. He put something in his purse as he walked away.
Constance lay in her luxurious bed propped up on satin pillows reading a cheap romance novel. People of her stature and social graces didn’t read such trashy things, but she liked them and kept it her fun little secret. Her husband was sitting in a chair at the end of the bed. The chair had a very high back and was turned against the bed so he could have some privacy and Constance wouldn’t have to watch what was happening. All she could see was the back of the chair. He was receiving a blowjob from a young whore that Constance had hired to do the deed. After all she didn’t want her husband’s nasty penis in her mouth.
It was not uncommon for some of the wealthiest of couples to use professionals for such sexual deeds. Constance always said it was a physical thing not and emotional tie or love. She had made many appointments for her husband Leo to have his dick sucked over the years.
That is when Constance received a text saying that Lady Vargos intended to ask her son to accept his Vow of Chastity.
“Leo Darling. That god awful faggot of a man that is married to my Anthony is going to ask him to accept his Vow of Chastity. I thought the little fag wanted out of this marriage.”
“I don’t know dear,” the heavy voiced man grunted as he tried to focus and enjoy the expert manipulations of the young girl as her head bobbed up and down quickly in his crotch.
I never expected what was to come of me, and even now, I’m still shocked by what I did.
My name is Shawn, and I was just out of college and had a really hard time finding a job. I spent four years studying to be a teacher, yet I only ended up working at a fast food place and playing guitar for a band.
The story takes place in early November, but it really started on Halloween. My band, “Pedestrian Wolves,” was doing a show at a local venue that housed small local bands. We played a mix of new wave and metal. We usually wore suits, but all our hair was long and black, our fingernails black, and we wore make-up that was a throwback to the gothic-industrial music of the late 90s, early 2000s.
But being Halloween, we all went in costumes, but kept them matching. We we’re the humunculi from an anime we were all fans of. Our singer/keyboardist, Vanessa, went as Lust, with her luscious black hair made wavy, and a dress that went past her legs, but exposed her breasts, and let me say that they were glorious!
Our drummer, Kent went as Gluttony, since he was overweight, he wore a bald cap, and tights that were just embarrassing. Jimmy, our bassist, the ladies man of the group went as Greed, and looked all sleek. And I went as Envy, the shape shifter. In the show he was a guy, but could change his shape and looked pretty androgynous with a belly shirt and skirt.
We played our gig, and some anime nerds really dug our outfits, but those unfamiliar with the show kept mistaking me as a woman the entire time. I was embarrassed and got pretty frustrated at first. I was short, only about 5’5” and I was thin, I was never able to gain weight, no matter what I ate. Even worse, I was never able to really build up any muscles. But, after a few drinks, I started to get accustomed to the cat calls and whistles. I decided to play it off, best I could. There was a part of me that enjoyed it, after the alcohol worked its way, but nothing I would pursue… or so I thought.
The next day, someone through our Facebook page contacted me and asked if I could lay down some guitar parts for some of his songs.
I didn’t really think too much of it, as I’ve been asked before, usually by young kids with shitty emo lyrics, but this guy, Pete, was a bit older, in his early thirties, and judging by his facebook page, his taste in music was up my alley. He was big into Pink Floyd and Radiohead, two of my favorite bands.
I messaged him back, asking about what he was looking for, and some samples. He messaged me back that he mostly worked with drums, synths, and piano and played a few small gigs at some bars, but he wanted to record an EP to sell at those shows. He even offered to pay me a hundred bucks.
Let me tell you something, when you’re 23 years old, working at a burger joint, flipping burgers, with a college degree under your belt, making maybe 200 dollars a week, a hundred bucks sounds mouth watering.
I asked him what brought me to his attention, and he had replied that he took his younger brother to the Halloween show and I caught his eye. There was a hint of “what-the-fuck” in the back of my head, but my wallet snuffed it before I could give it a passing thought. I agreed to meet Pete the next day and we bid farewell there.
The next day came and I woke up to a shower and coffee before packing up my acoustic guitar and headed off to meet Pete. He lived not too far away, a town over. I had no problem finding the place as we went there often. There were some nice bars near by that my band mates and I had frequented.
His house was small, but the lawn was kept and the front porch looked clean, despite an old welcome mat that had definitely done it’s job over the years. I rung the bell and shuffled my feet with my guitar slung over my back.
The door opened, and Pete stood there. He was tall, bigger than six feet. His shirt was tight against his arms, it was apparent he didn’t have a problem putting on muscle mass. He greeted me with a smile, “Shawn, I’m glad you wanted to do this.”
“Hi, it’s nice to meet you, I was just glad you weren’t some snotty teenager crying about some freshmen he dated for three weeks.”
He chuckled, “Well, I do this for fun, but I saw you the other night and I was awe-struck.”
I was flattered, I never really got that big of a compliment on my music. “Thanks, I do my best.”
“I noticed, would you like to come in.” His smile was accentuated by his eyes that seem to just pierce me.
“Do you live alone?”
He lead me to a room in his house that had a computer desk, a piano, and a drum set. “I do, no girlfriend or roommate here. Just me.”
“That’s got to be nice, I’m back living with my parents. I don’t make enough to afford my own place.”
“Well, there’s always opportunities out there, I’m sure one will find you.” He gave me that piercing smile, and it looked like he was eyeing me up.
“Thanks, I hope soon.” I felt a little uncomfortable, but do I need to repeat that there was a hundred bucks on this?
He then moved over to the door to the room, “do you want a drink or anything?”
I put my guitar down and replied, “Sure, I’ll take whatever.”
He walked out of the room as I tuned my guitar. I strummed a few chords playing a random progression when he re-entered with two glasses.
I took the cup and sipped from it. I was surprised that it was a rum and coke.
“I hope you don’t mind, I find a little liquor loosens me up.”
“It happens to us all.” I wasn’t opposed to a drink, and I took another sip.
We talked and bullshitted for awhile, about what he was looking for, the drinks dwindled and he returned with another and as I took another sip, he pulled something from his pocket.
“I hope you aren’t offended by weed.”
I was definitely on good terms with the herb, “Not at all, as long as you share.” I felt the alcohol in my system now, as I reached for the pipe. I did not realize how strong his drinks were.
“Excellent, you know some think it’s weird for a guy my age to do this.”
I chuckled, “Oh you’re not that old.”
“I’m ten years older than you!”
“So?” I muttered before inhaling the smoke into my lungs. I passed the pipe back to him before exhaling.
We passed it around a few more times before it was spent. I was feeling very loose at this point, not my favorite way to play, but I had no problem performing.
“So, don’t take this the wrong way,” he began. I sobered up slightly when he said this and looked at him, he chuckled before commenting, “But I really liked your Halloween costume. You pulled it off very well.”
I laughed, “Oh, are you a fan of Fullmetal Alchemist?”
“My younger brother is, but I’m familiar enough.”
“Thanks, I wasn’t sure, the character is very androgynous.”
“Yeah, but you pulled it off, I bet you could even pull off looking like a girl, that is if you wanted too.”
I was a bit taken back, “Excuse me?”
“You know, like with a skirt and cute shirt, you could do it!”
I was thinking it was just the pot and booze talking, I should of left at this point and I wanted too, but a hundred bucks was hard to turn your back on. I decided to put up with it. “I don’t think I could, I really couldn’t.”
“Yeah, you’ve got that long hair, you could put it in pig tales, and shave your legs and wear a skirt.”
In my head I was picturing it, and I really could, but that’s not something I would want to do, “No, I don’t think I could.”
“Prove me wrong!” He cried, “My ex left some things behind, she was about your size!”
I was starting to blush, “I couldn’t!”
“You’re blushing! You’re going to do it!”
“No, no, I couldn’t!”
He then replied, “Try it, I’ll double the money.”
I finished the glass of rum and coke with one gulp, toying with the idea. Another hundred bucks? I couldn’t turn it down, and I just had to put on some girls clothes. Looking back, I probably shouldn’t have finished the drink, as it really messed up my reasoning. “Okay, but I just have to put it on, right?”
“And let me see, of course. So I can judge.” He gave me that smile again.
“Show me the clothes.”
He took me up to his bedroom and opened up his closet, inside was a box with “Margot” written on it. He pulled it out and opened it up. “I get to pick what you wear!”
“Well, I’ll make it easy for you, something slutty.”
I was ready to stop there, “What?”
“Well, if I give you something more conservative, it’d be easier to pull it off, but I give you something slutty, then I’ll be more likely to tell you’re a boy.”
“Yeah, that makes sense.” I was drunk.
“Okay, then go and shave all the hair on your body, you have to try to pull it off too. There’s some make up in the box too.” He handed me a small bag from there.
I peeked inside and saw eyeliner, lipstick, and blush. I knew how to put all this stuff on, as the band regalia required it. “What am I to wear?”
He dug through the box until he found what he was looking for, he was definitely familiar with what was in there. I wondered how many times he had gone through it since his break up. He pulled out a pleated micro skirt, dark red and black. He then pulled out a black tank top, a black bra, and a pair of black, lacy panties. He handed them to me, and then put a pair of black leather boots with 3 inch heels on the pile. “This.”
I looked at them, and I admitted to myself that I would of dug any girl wearing this. “Okay, but only for a few minutes.”
He chuckled, “I promise, as long as your comfortable.” He pointed me to a bathroom off the bedroom, and before I closed the door, “Don’t forget the pig tails!”
I closed the bathroom door and began to lather up my legs. I had shaved them for the Envy outfit, so the leg hair wasn’t hard to shave, same with my chest and armpits. I went over my face once more, just to be safe. I then looked through the lipstick and found a deep dark crimson, and applied it to my lips, I traced the eyeliner around my eyes, and applied a little blush. I looked in the mirror at the person staring back at me. There was almost the perfect naked chick looking back at me, except for the dangling cock laying half erect. Why am I getting turned on by this? I thought, but figured it was from the nerves and booze. I slipped on the panties, tucking my penis as best as possible, I applied the bra and found that it had gel pads in it to add two sizes. His ex must have been pretty flat. I slipped the skirt on, threw on the tank top and adjusted it. I then sat down on the toilet and pulled on the leather boots. I stood up and found it a bit difficult to walk in the heels in my drunken state, but I got the hang of it. I was about to walk out when I remembered the pigtails. “Why did he tell me to put on pigtails?”
I thought about it, but still put my hair up into two pig tails, letting a few strands hang down the side of my face in front of them. I turned back and looked in the full length mirror. Damn.
That’s all I could say, I pulled it off, and he was right. Then I thought about the position I’m in. I’m in a guy’s house, who only saw me dressed as an androgynous shape shifter, he got me drunk and high, and put me in ladies clothes.
What. The. Fuck.
Seriously, what the fuck was I doing here? How did I let him talk me into this.
There was a knock on the door.
“Uhm, I’ll be out soon.”
“Okay, I was just hoping you weren’t going back on the deal. Two hundred bucks is a lot of money.”
Damn he was right. I said to myself: “Okay Shawn, he can’t make you do anything you don’t want to.”
I took a deep breathe and opened the door and went into the bedroom.
“Oh wow, Shawn, or should I say Shannon? I think you lost this bet.”
I looked up at him sheepishly. Even with the extra three inches from the heels, he towered over me.
“I’m not Shannon.”
“You’re dressed as one!” He laughed. “Now come closer, I want a better look.”
I took a few steps forward, but lost my balance and fell forward towards him. He held out his big arms and caught me, pushing me up against his chest. There I was, dressed as a slutty girl, up against the chest of a toned guy, his arms wrapped around me.
“Why hello there.” He cooed
“Uhm, yeah. Sorry.” I apologized, looking up into his face. He had a very masculine smell and it filled my lungs. He let me go and I stood up, catching my balance, then I heard a click. I looked back at him and he took a picture with his phone.
“Did you just take my photo?” I asked, sternly.
“Two hundred more dollars, if I can get a few pictures.”
Damn, that was a lot of money. “No!”
“Please, baby? You look so sexy, Shannon!”
“I’m not Shannon!”
“Okay, it’s just you look so good.”
I did look good, I wasn’t going to deny it, but I couldn’t just let him take pictures of me, I couldn’t be some object he was just going to jerk off to later. “I can’t.”
“Why not, it’s not like anyone could recognize you. I’ll make it three hundred, plus the other two. That’s five hundred dollars. What’s what, like a months pay?”
“Yeah, but… I don’t know.”
“How about this, you let me take one picture, if you don’t think it’s sexy, then you can have my phone and delete all the photos.”
“And if I do?”
“You let me take a few pictures, of whatever pose I want, and you leave with five hundred big ones.” He then pulled out his wallet and pulled out the five one hundred dollar bills. “Take this one, and check, you’ll see they’re real.”
I held it up to the light. I was literally holding more money than I’ve seen in so long. “One picture.”
He smiled. He was enjoying this. “Okay, get on all fours on the bed and look at me.”
I reluctantly did.
“Now come on, get into it!”
I sighed, I arched my back a little and looked up at him. “Good enough?”
“Almost there, baby. Give me a sexy look, use your face to tell me you want my big cock in your mouth.”
“WHAT?!?” I shouted.
“Come on, I said get into it. You’re a slutty woman looking for a big cock. Just play along. You got to try to make it convincing!”
I tried to give my best cocksucker face, but I just wasn’t that type of guy. I never wanted to do anything with a guy, I never gave them a second look.
“Almost there, babe, say “I want your cock.”
“I’m not saying that.”
“You want this to be fair?”
In a bored tone, “I want your cock.”
“Come on, get into it!”
“I want your cock,” I said it with more feeling.
“Tell me how bad you want it.”
“I want your cock real bad, baby.” Did I just say that? It must have been the booze.
“One more time, beg for it!”
And I did: “Oh Pete, just let me have that big cock of yours!” I don’t know what happened to me there, I just gave in to it. Pete was so dominant now.
I heard him click the picture, and then he turned the phone towards me. “Well?”
It looked sexy. I didn’t even say anything.
“Now come on, Shannon, get up and bend over my dresser, showing me that cute butt of yours.”
I kept telling myself, “Five hundred dollars.” but as I bent over and looked into the mirror over the dresser, I couldn’t deny it looked sexy, I felt my cock begin to stiffen. What was happening to me?
“Stick that butt out a little more.”
I couldn’t help it, I did what he said. I heard another click, then I felt his hand run up my butt cheek, followed by a slap. I jumped forward and moaned. Wait, did I just moan? My cock was hard now.
“Sit up on the dresser now, and spread those sexy legs of yours.”
I got up on the dresser and spread my legs. I can’t tell you why, but I even gave him my best “fuck me” face.
“I see you’re getting into this baby, look at your little cock standing straight up. You like being naughty.”
“Yeah, I do, baby.” Did those words just come out of my mouth?
He had me bend over again, followed by another slap on my bottom. Then he had me pushing my “breasts” together, and a close up of my face licking my lips.
I felt so loose now, it was starting to be fun. And I was getting horny. Why was I getting horny?
“There’s one more picture I want to get, baby.” He said as he got closer to me.
“What?” I could tell he was unsure of it, and it started to bring me out of it.
“Well,” he said moving closer to me, “I want one of you kneeling down.”
“Okay, I can do that.”
“With my cock in your cute little mouth.”
I stopped. “No, I couldn’t do that. I’m not gay.”
“Oh, stop it Shannon, you’re such a sexy girl.” He was right up against me, he placed his arms on my hips. “And you’re so sexy. I just think you’d look so sexy letting that little slut in you out to play.”
“Listen, dude, I don’t swing that way.”
“Sure you don’t. You’ve been enjoying this.”
“I’m drunk and high.”
“And doesn’t being stone make every ounce of you skin feel so good.” He whispered into my ear.
I felt his breathing on the side of my face, his hands began to run down my hips and around to my butt. He grabbed my cheeks, and I just let him. He was right, his hands felt so good. He rubbed them up my back, and back down, massaging my ass cheeks. I felt my cock harden again, it was stiff now. He was so close to me now, I could feel the bulge in his pants rubbing against me.
I looked into his dark eyes, “I really can’t.” He began to rub his crotch against me. “Sure you can.”
I couldn’t take my eyes off his as he moved in closer, I felt his mouth breathing close to mine before he put his lips against mine and began to kiss me.
His one hand was on my butt cheek, while his other was rubbing up and down my spine. I couldn’t deny how turned on I was. I began to kiss back. I never kissed a man before, but as his tongue twirled with mine, I found myself enjoying this greatly. I was his babe right now, and I wrapped my arms around his neck and kissed him some more.
He then pulled back, I didn’t want him to stop, “Come on, one more picture.”
“I-I” I felt his hand take mine and place it against his warm crotch. I could feel his cock through his jeans, and I began to rub it.
We kissed again as I rubbed it, maybe I could just get him off now before this goes further? Once he released, he won’t want to do this anymore, and I could just go home. “I am in control here,” I told myself. I have control over his cock, I can make him cum. I felt so empowered by these thoughts.
“Oooh, girl, that feels so good. Oh baby.”
I felt more in control, and more turned on. I kissed him harder now, rubbing faster.
“That’s it baby.” he whispered into my ears. “Now come on, I want to see your sexy body kneeling down.”
And then, I don’t know why, but I pictured myself down in front him.
“You just have to put it in your mouth for one picture. That’s it.”
I giggled, “Okay, cutie,” did I just call him cutie? “One picture.”
I knelt down in front of him, and found myself looking straight into the crotch of his jeans. I could see it bulging, just asking to be let out. I unbuttoned his jeans, and pulled the the pants off. I reached inside his boxers and found his dick. I never felt another man’s before, it was soft on the outside, but I could feel the stiffness of his erection begging for release. I could smell the musty odor wafting out as I pulled the erection out from the boxers.
There it was, in front of my face, a giant veiny cock. Swollen and pulsing begging for my mouth. I swallowed my pride, telling myself, “five hundred dollars.” I grabbed it with my hand and wrapped my lips around the end of it. It was a little salty from the sweat, but there was something about this position. Something that stirred my own cock. Here I was, kneeling down with this guys dick in my mouth.
“Look up, sweetie!” I heard him say.
I peered upwards with his dick in my mouth, and he snapped a picture with his one hand, but before I could pull off, I felt his other hand against the back of my head. He wasn’t going to let me off.
“Now, doesn’t it feel good in there?” He said as he began to thrust lightly. I felt it move back and forth over my tongue.
So…my life has pretty much come down to this. I came home from work to see that my wife had bought a new skirt. She had tried it on and was modeling it for herself in the mirror. She looked great. The skirt nicely accentuated her sexy curves. And judging by her reaction to her image in the mirror she really liked it. But the first thought that popped into my head was, ‘that’s a really cute skirt, I can’t wait until she goes to work so I can try it on.’
I’ve been a closet cross-dresser since puberty first changed my life. In fact I was probably more like 10 years old when I first tried on a pair of my sister’s panties. I remember it was after school one afternoon. My sister was at a friend’s and my mom was just getting started on dinner. I happened to notice the panties on top of the hamper in the laundry room.
They weren’t all that sexy. They were just girl’s briefs, white with blue trim at the waist and legs. But the silky-smooth material was irresistible. I had seen them before, and others like them. But something in that moment made me stop and wonder what they would feel like. So I grabbed them, stepped into my room, and closed the door. I don’t remember many of the details other than once I had put them on I was hooked. They were so much softer and smoother than my briefs.
After that moment I would sneak my sister’s panties, and sometimes my mother’s panties, from the laundry whenever I thought I had enough time to enjoy them. Not every pair I saw, though. I was selective. I wasn’t into sniffing them, or turned on by the fact that they had been worn and had been rubbing all day long against a pussy. I couldn’t explain it at the time, but I can say now it was just the sheer femininity of them.
It was shortly thereafter that I discovered masturbation. The panties helped of course. At first it was just a natural progression from feeling my erection through the sexy nylon of the panties. But after stroking myself to my first orgasm I knew it would be a regular part of my secret panty wearing.
All through junior high and high school I would steal panties from the hamper, or even clean panties from my sister’s drawers. I would wear them under my clothes around the house, and even when I was outside playing. On occasion I would wear them all night long when I was sure I would have enough privacy to get away with it.
And eventually the panties weren’t enough. I would try on their bras and slips, and even their dresses and skirts, whenever I had the opportunity. In fact, whenever I was home alone I would put on a pair of panties and often a dress or skirt, and then go about my business as if I was a girl and it was a normal day. Sometimes I would pretend I was on a date with a guy while I masturbated. Sometimes I would pretend I was a slut and imagine myself being ravaged, stripping my clothes off as part of the fantasy.
I was devastated when I got to the point where their bras and dresses didn’t fit anymore. But I never outgrew their panties. When I finally graduated from high school and moved out for college I was overjoyed. I was a little bit sad about not having constant access to my sister’s panties. But I quickly realized that I could finally buy my own and keep them in my room as long as I wanted. And fortunately I had a roommate that kept to himself so I was able to build a fairly nice collection of panties and assorted lingerie that was all my own.
Even better was when my roommate graduated two years ahead of me and I ended up living on my own. I no longer had to hide anything and I was able to wear panties, lingerie, and whatever feminine clothing I wanted, almost whenever I wanted. My wardrobe grew to include a couple dresses and skirts. I even found the courage to buy myself a realistic dildo after I discovered the joys of anal self-pleasure. From there my fantasies expanded to include being a girl on a date with a man and having intercourse, or being forcibly taken from behind by a guy or another girl with a strap-on. I would experiment with whatever I could think of, bringing myself to orgasm and sometimes tasting or swallowing my own cum.
But I knew that eventually I would want to grow up and have what most consider a normal life. I dated a bit, but always kept my personal activities a secret. On one occasion a potential girlfriend discovered my secret wardrobe and freaked out. On another occasion a girl caught me wearing panties on a date and called me a pervert before finding her own way home. So I knew I would eventually have to choose between my life with panties and a normal life with a regular girl.
The transition turned out to be easier than I thought it would be. Once I had met the right girl I was able to suppress my inner desires, at least enough to develop a relationship. And she was totally worth it. Vivien was beautiful, with long blonde hair that had natural waves, deep blue eyes, and full, luscious lips. She was well proportioned, with tits that were just the right size, a narrow but not-too-skinny waist, accentuated by those wonderful, womanly hips, and lusciously smooth legs. And she made me laugh. She was one of the few people I had ever met that could make me feel at ease in just about any situation.
We started slowly. But after only a month or so I was sure she was the one. So I boxed up my feminine clothes and very reluctantly dropped them off at Goodwill. It was a bitter-sweet parting, and I actually turned around once and almost changed my mind. But once the deed was done, I was able to fully commit to Vivien. Our relationship grew quickly after that. We spent every minute that we could together. The sex was fantastic, but the way she made me feel when I was around her was far beyond anything I had ever hoped for.
We dated for a year before getting engaged. And another year later we were married. By then we had both graduated from college and found fairly good jobs. It was a wonderful life. The only downside was when our work schedules didn’t mesh. There were times, not extend times but often entire weeks, when Viv would be heading to work just as I was getting home, and we would have to wait for the weekend to spend any time together.
It was during one of those periods when my secret passions came back. I would say it was a gradual process, but in reality it happened almost overnight. I was alone one evening, folding some laundry, when the feel of her panties in my hands brought everything back. Without a second thought I had stripped off my clothes and had the panties on. And I thanked my lucky stars in that moment that Vivien and I were nearly the same size. She’s a hair under 5’8″ and I’m just a shade over 5’10″. And we’re both slim. So her clothes, as I discovered that evening, fit me rather well.
For the rest of the week, while our schedules kept us apart, I tried on nearly every stitch of clothing she had. Most of it fit, and quite a bit of it I liked a lot. So from that point on I would wait for the times when our schedules were off and I would wear her clothes around the house.
Eventually I grew bold enough to sneak a pair of panties either from the hamper or from the drawer and wear them under my work clothes. I even had a couple of close calls at work, and once at home, that made me nervous about getting caught, but not enough to make me stop.
But virtually all roads lead to a fork. And eventually the inevitable happened. On this fateful day I had worn a pair of Vivien’s panties under my work clothes. They were so comfortable that I actually forgot I was wearing them. She he was supposed to be working that evening so I wasn’t afraid of getting caught. But on this occasion she had actually gotten the night off, having traded with a co-worker who wanted a night off the following week. So when I got home I just naturally started to change my clothes. She was sitting on the bed, asking me about my day and talking about random things that had happened to her over the week. Without thinking I pulled off my shirt and then my pants. And before I realized what was happening I was standing in front of her wearing only my undershirt and a pair of her pink panties.
I held my breath, hoping she wouldn’t say anything. But her silence wasn’t because she didn’t notice. She was sitting on the bed, her mouth hanging open, too stunned to speak. Not knowing what to say I just kept silent myself, wanting to hide but unable to move.
Finally Vivien broke the silence. “What in the hell is going on? Why are you…wearing my panties? What…?”
I just hung my head, knowing that my secrets had finally come to light. There was no way out. I was totally caught. I could lie my way out, but what would I say? So after a long, pregnant silence I turned and was about to head into the closet to find something ‘normal’ to change into. But as I started to walk away she stopped me.
“Oh no you don’t. Don’t you dare walk away. You get your sorry…panty-wearing…sissy ass back in here. I want to know what’s going on.” Her tone was demanding. And since I was caught I figured I may as well get it over with. It was the moment of truth, if you will. From this fork in the road I would either spill my secrets and have Vivien walk away in disgust, followed by a nasty and humiliating divorce, or I would spill my secrets and hopefully find that she can live with it. Either way, I couldn’t pretend any more. Even if I hadn’t been caught, the desires were becoming so strong that it was only a matter of time.
I walked back to the bed and stood in front of her. Her eyes went back and forth from my face to the panties I wore. And her expression was a swirling mixture of anger, disgust, and confusion. Then finally, “Start talking!”
And so I did. I started at the beginning, just as I have here. I told her about my childhood, and the discoveries that I made that changed me inside. I told her about the things I had tried, about the self-sodomy and eating my own cum. I told her about how she changed my life, but that our schedules had given me too much of an opportunity to regress, not that it was her fault in any way. And finally I told her how the desire had become so strong that I wasn’t sure if I could ever go back to pretending they didn’t exist.
It was a long story, but I held nothing back. And by the time I finished she had tears in her eyes. I had no idea if they were tears of pain or fear, or if she would ever be able to accept me. But it was clear that things had changed between us. And after a long silence she finally responded. Her voice was quiet, almost a whisper, and devoid of almost all emotion.
“I’m not sure what to think about…this…right now. I’m…I think I would like to be alone. Tonight.” Her meaning was clear. And while it wasn’t an outright rejection, I knew I would be sleeping in the guest room.
I turned around and started picking out some clothes for the next day. But when I started to pull a pair of briefs out she stopped me. “Oh no. There’s no point in stopping now. No reason to…pretend…anymore, right?” Then she got up and pulled open her own drawer, taking out a pair of thong panties and a matching cami. Tossing them to me she said, “You may as well wear these. If it gets you off so much you should definitely wear them.” Then she grabbed the briefs from my hand and tossed them into the trash before going into the bathroom and shutting the door behind her.
I picked out some work clothes and took them, and the panties and cami she had given me, and headed out. I could hear her mumbling as I walked out. I couldn’t really hear everything she said, but the words “pervert” and “sissy” came up more than once.
I got maybe two hours of sleep that night before having to get up for work. Not knowing how late she had stayed up I did my best to be as quiet as possible. I showered in the guest bathroom and then put on the thong and cami she had thrown at me. They were actually one of my favorite sets, and I had worn them on several previous occasions. Had I not been facing an impending inquisition and possible firing squad I would have been overjoyed in that moment. But reality was heavy, so I finished getting ready for work and left.
We still had two more days of opposite schedules to go, so Vivien was gone by the time I got home. For the most part I was glad. I wasn’t ready to get into an argument, if that’s where this was heading. But part of me was disappointed. After a long, nearly sleepless night I really needed for us to talk about things. But either way, it had been a long day and I needed to unwind.
I went into our bedroom to change my clothes. As I started to take off my pants and shirt my mind went back to the day before. I actually found myself wishing Vivien was there to watch me undress, to see me wearing her panties again. I settled for watching myself. I stood in front of the mirror and stripped down to just the thong and cami I had worn all day. In all honesty I had really enjoyed wearing them. They felt great and fit well. I was still a man, so I looked a little silly in the mirror. But seeing myself wearing thong panties and a cami still sent a tingle through my body.
I went to the dresser for some clean socks. But when I opened the drawer I immediately saw that all of my underwear was gone. Vivien must have taken them out during the day. I had no idea what that meant. The second thing I saw was just as curious. Where my underwear should have been were two pairs of panties, one with a matching bra and one with a cami similar to the one I was wearing. There was also one of Vivien’s old nightgowns. And on top of them all was a note.
It was brief, but concise. “Tim, I’m still not sure what to think about this. We definitely need to talk, but will have to wait until Saturday. Until then, this should be enough to get you through. (If not, you’ll have to get some panties from the hamper.) I threw out your old underwear, figuring you wouldn’t be wearing them anymore. You should probably sleep in the guest room until Saturday too. Until we figure out the future of our relationship I don’t think we should sleep together. Still, you should be comfortable, so I’m giving you one of my old nighties. –Vivien.”
That was it. But to me it said a lot. There was very little emotion in the note. But at least she hadn’t thrown me out. And she had left me some of her panties to wear. So perhaps there was hope for us after all. I took the silky, feminine items she had left me and carried them into the guest bedroom. That’s when I found another reason to hope. On the bed were laid out two of Viv’s summer dresses. On them was another note that said, “You may as well be comfortable, if this is what you really want.”
Immediately I pulled on one of the dresses. It had been a few weeks since I had worn one, and it had been nearly three years since I had worn one without fear of someone finding out. I still had some fears about how everything would turn out. But at that moment I felt more free than I had in a very long time. It felt great to walk around the house in the dress and not have to worry about when Viv would be home.
And going to bed was a new adventure altogether. I had worn her nighties around the house before, but was never able to wear one all night long. It felt very sexy and feminine. In fact, it felt so good that I ended up masturbating twice before I was able to go to sleep.
The next day was Friday, and it went pretty much the same as the day before. I showered in the guest bathroom and then put on the fresh panties and cami that Vivien had left for me. Putting my work clothes on over the panties I headed off to work. All day long I kept thinking, ‘I could really get used to this. I just hope Vivien is still around while I do.’
Friday evening, though, went a bit differently. Not knowing how things would change after the weekend I stopped for a few personal supplies on the way home. Some things I was running out of, some things we usually shared but may not be sharing in the future, but some things I just wanted to change. Mainly I wanted to get myself some lady’s deodorant, always having preferred the feminine scent to the more manly scent of my own deodorant.
There were no notes for me when I got home, and no more gifts of clothing. So I slipped on the same dress I had worn the evening before and went about my evening. But my mind kept fixating on two things. I was worried about how our talk would go in the morning. By the end of the weekend I would either be starting the divorce process, or starting over with Vivien but with no more secrets.
But no matter how our talk ended, I was going to be wearing panties for the foreseeable future. There was no way I was going back to briefs. There was really no reason to. Ever. And so I found myself lost in thoughts of the changes I would make. While I never actually wanted to be a woman, I had always preferred things that were feminine, preferred being feminine. Before I met Viv I had actually shaved my legs and body a few times. I loved the way a woman’s legs felt when they were freshly shaved, and always wanted to experience that for myself.
So before going to bed that evening I found myself doing something else I hadn’t done in over three years. I took my electric shaver, and, using the mustache trimmer I trimmed the hair on my legs and ass down to just stubble. Then after a soak in a hot bath I sat on the edge of the tub and shaved my legs smooth. I was no expert, at least not yet, so it took me nearly an hour. (It’s not so easy to shave behind your knee if you hardly ever do it.) But after a final rinse in the shower, which also served to clean out the tub, every part of my body except my head and arms were completely hairless and smooth. I wondered what Vivien would think about it. But I knew that it was basically all or nothing from this point. My skin tingled as I dried off. And not wanting it to dry out I stole Vivien’s moisturizer and rubbed the lotion all over my freshly shaved body.
Now that my legs were totally smooth, the silky nightgown Viv had given me felt even more amazing on my skin. And like the night before I ended up stroking myself to orgasm before I was able to sleep. I wondered if this would become a nightly need, and I fell asleep hoping it would be Vivien taking care of that need in the future.
I slept pretty well considering everything that was going through my mind. But I still woke up earlier than usual for a Saturday. I figured Viv would sleep longer since she hadn’t gotten home until after midnight. So I got up and got dressed, putting on the last clean pair of panties I had. Like the others, I had worn them several times in the past, and liked the way the looked and felt. The bra also felt nice. I had only worn it once before, but it fit quite well considering I had no tits to fill it. Finally I slipped on a clean dress, and after an application of my new feminine deodorant I headed out into the kitchen for some breakfast.
Walking around the house in the dress felt great, especially the feeling of my smooth skin as my legs rubbed together and against the dress. And knowing Vivien was actually home and could walk into the room any minute brought an added thrill. But I still found myself jumping at every sound, wondering when Viv would finally get up and what she was going to say when she saw me.
It was mid-morning when Vivien finally emerged. She was looking rather casual, wearing a dress very similar to the one I was wearing. She walked into the kitchen and poured herself a cup of the coffee that I had started when I heard her in the bathroom. Then she came into the living room and sat down in a chair across from me.
“Good morning,” she said very cordially. “Did you sleep ok last night?”
“Actually, I slept pretty well last night,” I answered. “How about you?”
“Not bad. It was a bit hectic last night so it took me a bit longer to relax. I’m glad it’s Saturday.”
I watched my Amelia, my new flatmate walk to the kitchen. I took a moment from my videogames to watch her walk past. She was only wearing a shirt and panties. It hadn’t taken her long to get comfortable around me, her having only been here for a month. She reminded me of myself a few years ago. I was only three years older, but I noticed despite being a girl that Amelia was a bit of a loner and only had few, but loyal friends.
She was nineteen, tall and skinny with a blond bob. I couldn’t help but notice her long legs as she bent over, giving me a peek of her white panties as she bent over to look in the fridge. Feeling a twitch in my groin, I quickly readjusted myself. Our flat was a heatbox. I was only wearing a singlet and soccer shorts. I guess I had gotten pretty comfortable around her as well.
“What are you up to tonight?” I asked casually.
“Nothing much, Vin.” She replied, her head still in the fridge. “I’m low on cash. I was just going to watch a movie tonight. What about you?”
“It’s a boring night in for me as well. All I was going to do was smoke a joint and read, but if you’re keen, I’ve downloaded a couple of movies. Maybe we could watch one of those.”
To tell the truth, I had plenty to do tonight. But the idea of hanging out with Amelia in her skimpy clothes seemed to override everything else.
She liked the idea, so as I rolled a joint, she got onto my computer and chose a movie we could put on the tv. We smoked the joint and sat down to watch the movie she chose- some crappy horror movie I downloaded but had no real interest in watching. We sat on opposite ends of the couch. I was a little disappointed, but occasionally I’d sneak a quick look at her, growing more and more aroused as I checked out her legs again. Her shirt had ridden up, giving me a decent view up her legs. My view seemed to glide over to those perfect panties. I was worried she caught me a couple of times when she looked over in shock. At one stage I think I saw her glancing over at me with a cute little smile. A few minutes in, it started to rain heavily outside, chilling our unit. Amelia jumped up and skipped to her room, returning with a blanket.
“Mind if I sit a bit closer? This blanket is good, but with you under it as well, we’ll be warm and toasty in no time.”
I couldn’t help but agree. She sat right next to me, draping us both under the blanket. Feeling the buzz from the weed, I welcomed her being closer to me and before long she was leaning on my shoulder. Being this close to her was driving me crazy. I had to slightly twist my body away from her so that my raging erection didn’t go anywhere near her. My heart was beating in my throat. Throwing risk into the wind, I nervously wrapped an arm around her. Instead of acting weirded out, she accepted the gesture and snuggled in closer. I could feel her tense and flinch at the scary moments in the movie. Before too long, a romantic moment happened in the movie. The main character began to get it on with some random big-breasted bimbo. Of course her breasts had to be pulled out and splayed across the screen as she pretended to bounce on the main character.
I chanced a quick glance at Amelia and was surprised to find her already looking into my eyes.
“What do you think of her,” she asked. “Her boobs are huge! Mine are so tiny compared to hers.”
I looked at Amelia and looked at her chest quickly. Not that I needed to, I had already snuck glances at her body at every opportunity. She was right, her breasts weren’t anywhere near the size of the actresses’. Amelia’s were smaller, about the size of a B-cup, but the matched her skinny figure well. From what I could tell she had perky nipples. As I looked down before I noticed that her nipples were hard and poking through her light shirt.
“Big boobs aren’t always a good thing,” I said as casually as I could. “You need to look at the person they’re attached to. Huge boobs don’t always look right on anyone.”
“Do you think mine suit me?” asked Amelia as she looked into my eyes again.
I was taken back. As much as she had bounced around the unit wearing next to nothing, she had never been this forward with me before.
“Yeah. You’re tall and slender and your chest matches your figure.” Did I just say that?
She made a satisfied sound and snuggled in closer, putting her head across my chest. Seriously if she was going to keep getting closer like this, she was going to feel my hardness any second.
The sex scene in the movie was really drawn out. Despite the arousal I was feeling, I was nervous about Amelia getting closer and closer. As my flatmate she was out of bounds, I decided when she first moved in. I thought it was a good idea to not shit where I eat, especially when you’ve signed a year long lease with it. All the same however, I couldn’t help but think she was into me as well.
She snuggled closer and I felt her elbow graze my erection. I twitched involuntarily and nervously looked down at her to see if she had noticed. She didn’t seem to. I quietly breathed out a sigh of relief and tried to focus on the movie when I felt her hand slide over the top of my penis. I looked down and found her blue eyes looking into mine, a cheeky grin on her lips.
“Is this because of me or the movie?” she asked, with a naughty twinkle in her eye.
I swallowed my nervousness and didn’t say anything. Instead I just leaned my head down and kissed her. Our tongues danced in each other’s mouths as her hand caressed the top of my manhood through my shorts. We lied like that for a while, tasting each other and forgetting the movie. I ran my hands over her body, feeling what I had been aching for for the last month. I ran my hands over her ass, teasing the edges of her cotton panties. I felt up her body, my hands eventually cupping her young breasts, so soft and firm. I felt a moan rise in her throat, stopped by my mouth. Her hand left my penis. I shuddered as she felt her way down to the leg hole of my shorts and ran her fingers up my thigh to wrap around my naked shaft. As she stroked my hard cock, my hands found their way under her shirt, going up until I found her hard nipples. We both paused for a moment. I quickly grabbed her shirt and pulled it up over her head. She made no effort to stop me. As she sat before me topless, I lapped up her beauty as I took in the soft glow of her pale white skin. In the dim light from the television she looked both beautiful and sexy. I pulled off my own shirt and pulled her in close under the blanket and kissed her, feeling her naked chest on mine. She ran her hands over my hard chest and stomach. With a quick movement she pulled down my shorts and grabbed my shaft, slowly stroking it. I tried to reach towards her panties, but she gently stopped my wrist.
“Not tonight. I want to take care of you.” She said, her smile disappearing for a moment when she stopped me.
Without another word, she slowly lowered her head down towards my rock hard shaft. She breathed in deeply, seemingly taking in its scent. Then slowly, she reached down and kissed the tip of my shaft. She kissed her way down to my shaven balls and gently kneaded them with her hand. She kissed her way back up to the top of my erection and softly wrapped her lips around the head. Her mouth was hot, wet and soft. As she lowered her head, taking more of me into her mouth, her eyes never left mine. She straddled my left leg and slowly grinded on it as she gave me the best head I had ever had in my life. She eagerly swallowed my cock, coating it with saliva and massaging it with enthusiasm. The pleasure was overwhelming and I felt the distant stirring of an orgasm deep inside of me. Pulling her head up to my own, I kissed her deeply. I pushed her back and got on top over and began to lick and suck on her nipples, pausing occasionally to kiss her and nibble on her neck and earlobe as I rubbed her breasts in circular motions.
Again, I tried to reach for her panties, but she stopped me.
“No.” She said firmly, as she massaged my wet penis.
“Why not? I just want to make you feel good. Like you’ve made me feel. We don’t have to have sex… I just want to return the favour.”
“That’s not it.” She said reluctantly. “I’m just not sure if you’re ready for me. All of me.”
“All of you?” My curiosity was captured.
Amelia looked at me apprehensively and stopped stroking me. She seemed lost at finding words.
“I’ve seen the pictures you keep on your computer.” She said, her voice rising slightly.
“Pictures? What, like my porn?” Like that mattered. Every male I knew had porn or some version of it somewhere in their home. As long as she didn’t find my HIDDEN porn I had nothing to worry about. Although it was a bit dodgy that she looked through my personal files without my permission.
“Yeah, I’m not talking about the normal porn in your documents folder.” She said, as my blood ran cold.
Oh god. She had found the hidden stuff. I thought I had buried that stuff deep in my files. How did she manage to have found it? Was this some sort of prank? Did she want to see if I really liked girls? Did she think I was some sort of creep?
As I panicked in my own mind, Amelia must have taken my silent terror as anger and looked like she wanted to cry. Instantly, any anger I had disappeared. For a minute neither of us spoke while I tried to find my words.
“That stuff was just a phase. I don’t know why I kept it.” I stammered. “I know you must think it’s weird, but to me a girl is a girl, regardless of what she has between her legs.” Oh crap. The secret is out.
What else could I say? It was far from a phase. For years now I had been collecting pictures of cute and passable cross dressers and transsexuals. I’ve been with girls before, but there was something just so… hot about them. I think it was because they looked so much like what they wanted to be and that their efforts weren’t in vain. A lot of the pictures I collected of cross dressers and transsexuals actually looked more feminine than some of the girls I’d seen. For years it had been my deepest, darkest secret, something I hadn’t even told my best and oldest friends. And now all of a sudden someone I barely knew knows!
Amelia watched me for a while. I could almost hear the cogs turning in her head as she decided what to say. I had a lump in my own throat, worried that her reaction might not be what I’m hoping. Then again if she knew my secret already, why would she take things as far as she did a couple of minutes ago? I honestly didn’t know what she would say.
“I know you’ve been checking me out.” She said simply.
“You’re an attractive girl.” I said, confused. Shouldn’t she be grilling me about my ‘exotic’ porn?
Amelia looked deep into my eyes. She leaned forward, so close I could feel her breath and her beautiful face filled my vision. She kissed me deeply and passionately. Her kiss was filled with longing and affection. I was so lost. What was going on here?
She leaned back, once again and stood up on her knees which were straddling my thighs. She took a deep breath and stiffened. Before I could ask her what she was doing, she grabbed the waistband of her white panties and pulled them down quickly. Her pubic hair was trimmed short and neat into a thin landing strip, ending at the cleft of her vagina. I took a sharp breath and reached out to explore this new part of her body. The rest of her.
Before I could touch her however, it happened.
Amelia’s sex was only just out of my reach before she shifted her hips. Suddenly, before my eyes, a small penis and balls were where her vagina should be. My eyes widened in realization. Amelia had tucked her equipment in so well I didn’t realize her true gender. I watched in amazement as her tiny penis became erect, free from concealment. Her penis was already small enough flaccid and would have been lucky to be a third of the length of my decent eight inches. Slowly I lifted my gaze and looked at her naked before me, taking her in properly for the first time ever. It was an overwhelming experience as I took all of her in at once, this angel of a girl. With her light blond hair, porcelain-shite skin, hips to die for and cute little penis, I was lost for words.
“When I first moved in, I wasn’t planning on telling you. Only three other people know my parents and one best friend. I’ve been on hormone replacement therapy since I was 12. I never wanted to be a boy and my parents accepted me and helped me become a girl. I thought I could hide my ‘secret’ until I saved enough to get a sex change. I thought that no one would accept me like this.”
Amelia shifted uncomfortably and looked like she was going to cry again.
“But then I moved in with you, Vin. And it felt good when I knew you found me attractive. I always knew you looked when you could and my confidence grew. Then one day you went outside for a cigarette and I saw that you left your door open and a video paused and I couldn’t help but look. It was a ladyboy posing in lingerie. I’m sorry I looked through your files, but I couldn’t help myself! I never knew I could be attractive like this! That people can and will accept me! And it was all thanks to you! Until two weeks ago, I was scared of boys and their advances. They might find me attractive as a girl, but how would they really react when they saw… the rest of me?”
I was dumbfounded. I like to think I’m a pretty reasonable guy, but this was the first time my porn had helped someone. Then again, this wasn’t a normal situation.
“I’m glad my porn has helped you,” I said slowly. “But you’ll have to give me a second… this is a lot to digest.”
Amelia was still as she kneeled over me. Tears began to roll down her cheeks and she began to shake. Like an idiot, I shook myself out of my stoned stupor and realized. Here was a girl, like other girls but different, ashamed of her own body. But she took a chance with me of all people, and here I was, killing her confidence that she had fought so hard for. Yeah, she had invaded my privacy but I had to stop her before she began to cry. In a moment of clarity I knew what I had to do.
I kept my mouth shut as I sat up to get closer to Amelia. My actions were going to speak louder than any words I could say. My lips met hers and I kissed her as I pulled her body onto mine. We laid back, our hands searching each other’s bodies. My hands came to rest on her ass, pulling her ever closer. I could feel the heat from her little erection as it pressed against mine. As my tongue tangled with hers, I risked sliding a finger towards her rosebud. With a moan of approval Amelia raised her ass to give me better access. My fingers came to rest on her cute little asshole as I pressed lightly, rubbing it. Amelia backed up, only a little, trying to grind her ass harder against my fingers.
Amelia stopped and said, “Will you make me a woman?”
“Amelia, you already are a woman.”
She smiled. She was so adorable and sexy at the same time. I couldn’t help but smile back. She climbed off of me and took off to her bedroom. A moment later she returned with a bottle of lube. I accepted it and shifted her onto the couch again, facing away from me. Amelia was on all fours, her gorgeous round ass facing me. I took in a deep breath, full of longing. Between her white cheeks was her little pink rosebud. I rubbed some lube onto my fingers and began to trace small circles around her entrance. As she quivered, I watched her tiny testicles shake. She was hairless from behind. In my mind I knew I was looking at a male ass, but it was so cute and feminine. I pushed a finger in, marvelling at the heat and tightness of her body. For a while I gently worked her ass with one finger, until it I was able to fit another in. After a few minutes I managed to fit in three. As I watched her grind back in pleasure, I couldn’t resist.
I leaned forward and gave her asshole a quick little lick. I felt Amelia gasp and lean back against my face. She grasped my hard cock and began to suck the top half as she stroked the lower half with her hands. I could feel her tongue circling the head of my cock. The sensations driving me crazy killed any self-control I had. I pushed my tongue into her ass, swirling it around and making Amelia shake. I cupped her tiny balls with one hand and played with them as I did my best effort to fuck Amelia’s ass with my tongue. Amelia began to moan louder. It wasn’t long before she was a shaking mess on top of me.
I pushed Amelia forward as I grabbed the forgotten bottle of lube. Quickly I slathered my shaft in lube and positioned myself behind her, my erection ready to enter her. Slowly I began to push myself forward, into her. The top of my penis began to work its way in. Once the tip had slid in, Amelia relaxed, giving me less resistance. I continued to push in, taking my time. A couple of times I had to stop when Amelia made pained moans, but she never told me to stop.
Suddenly she pushed back against me. It felt like I had just ploughed into magma, my shaft pushed to the hilt into her ass. My dick was enveloped in wet, tight heat. I leaned forward and turned Amelia’s head so I could kiss her cheek. Together we started at a slow rhythm. I made sure to be gentle and let Amelia work at her own pace. I was just happy to enjoy the ride, watching her round ass pushing my shaft in and out. When she picked up the pace I grabbed her shoulders and began to match her rhythm. It wasn’t long before I was slamming her against the arm of the couch. Amelia was a panting mess, her legs jelly as I slammed into her harder than any other girl I’d been with. I reached down and squeezed her tits, tweaking her nipples, never slowing down from the pace I was keeping. We were both covered in sweat as we fucked on the couch. The only noise that accompanied the heavy rain was the loud slap of my groin against Amelia’s ass as she panted and moaned. I turned into an animal as I pushed myself to fuck her faster, my balls colliding against hers at every stroke.
One of Amelia’s arms reached back and grabbed my hip, pushing me back softly. I slowed down and stopped, regretting that I couldn’t reach the welling orgasm that was deep inside my balls. I pulled myself out of her and let her get up. She turned around and pushed me onto my back.
“I know you’re going to come soon. I this to be special… for both of us.” She said as arousal beamed off of her perfect features.
Amelia straddled me, grabbing my cock and pointing it upwards. She lined herself up, and I watched her lower herself onto my shaft gently. Her little shaft bounced and bobbed pointing at me as she allowed me inside her.
She leaned forward, showering me with kisses, her erection pressed between us. I began to fuck her, no, make love to her. My animalistic lust was gone. I wanted to show Amelia that she was what she thought she was. Our lips met in a kiss full of want. I wrapped my arms around her as my cock pumped in and out of her without a hurry. Despite the slowed pace I was not going to last much longer.
I felt Amelia increase the pace slightly, her mouth never leaving mine. I slowly rotated my hips, matching her pace. Without a word, she leaned back and grabbed my hands. Using them as leverage, she arched her back as she grinded me deep into her. She was bringing me closer at every movement. A thin strand of precum ran from the tip of her penis onto my stomach. Passion took over both of us as we moved together. Our sex was slow and deliberate, as we matched tempos and worked together. I was mesmerized by her beauty as I watched gyrate on time of me.
I felt Amelia clench down, finally pushing me over the edge. I took a sharp breath and rammed myself deeper into her one last time, grunting as I exploded inside of her. She came at the same time, moaning loudly as she released, spurting hot semen all over my stomach and chest. I filled her with cum and was lost in pleasure. Our orgasms were overwhelming and felt like an hour of intense pleasure in ten seconds. As I still jetted inside of her, Amelia fell onto me and found my mouth once again and kissed me as she squirmed on my chest, her semen sticky and hot between us. After our orgasms finally ended, we were completely spent.
This story is about my conversion from a cross dressing sissy to submissive transformed slut owned by Mistress Rebecca George. All characters are over 18.
Having been to the beautician for a full body and face wax I check into the hotel to prepare. The suite consists of a large living room and a comfortable bedroom with a large bathroom. The bedroom has a nice dressing table with mirror and stool. A full length mirror is adjacent. The king size bed is of an older style with metal barred head and framed foot. The living room has a soft leather couch, occasional tables, a desk with cane based chair with arms, and all the usual hotel comforts.
I carry my case into the room placing it on the rack provided. Quickly I divest myself of the drab clothes that I must wear daily. I admire the smooth hairless reflection in the mirror. This is my first full wax and I am pleased with the result. I select the outfit for the day and lay it out on the bed.
I fasten a white leather suspender belt around my waste. It is very tight and has a metal buckle on its back for attaching various restraints. I sit on the bed and unroll white lace top seamed stockings up my legs. Standing, I hook the suspenders to them and check for seam straightness in the mirror. Once satisfied I step into a white G string and slide it slowly up my legs and into place. I like the way the thong shows off my pert little bottom. A white push up a cup bra is next. It just manages to give the hint of cleavage as it forces some flesh out the top. I pull a sheer white camisole with lace trimming over my head and settle it over my bra. It is not very tight but hugs my body lines nicely. Sitting at the dressing table I apply heavy covering make up as a base. I use blusher to highlight my cheekbones, paint my eyelids with silver eye shadow and Shape my brows with a pencil. Bright red lipstick completes the make up. I am satisfied with the result. I look a bit tarty but not over the top. Silver clip-on earrings, bracelet and choker feel so good. I slip a tight white stretch mini skirt over my feet and stand to pull it into place. It just covers the lace of my stocking tops. Four-inch high white stiletto sandals and a blond wig complete the look.
I check myself in the mirror and feel a stirring in my panties I know this will spoil the look if I don’t do something about it. Quickly lowering my skirt and G string I hook a white leather restraint to my penis and pull it between my legs and balls and hook it to the suspender belt. Once the G string is replaced a nice feminine line is achieved with even a hint of lips between the legs. It is not very comfortable but this is worth it for the correct look. After pulling up the skirt I reinspect myself in the mirror and know I am ready to meet you for the first time.
As there is a little time to spare I set up my digital remote control camera on a tripod, and focus it on the couch. I pour some white wine into one of the two glasses on the coffee table and sit on the couch to wait. The mini, of course, rides up exposing some bare thigh. A nice way to greet you, I hope. I take some shots of myself in various poses, some sluttish some demure, as I wait.
This day is a big step for me. I have been corresponding with Mistress Rebecca for some time since first seeing her on a photo sharing site. She is a goddess in pantyhose with flaming red hair. She has many gorgeous outfits which she loves to show off. I wonder what she will be wearing today.
I hear the sound of a key in the door and I get that breathless pounding feeling that I used to get when I first started dressing all those years ago. A feeling that has subsided with time and experience as I have become used to the look and feel of soft feminine clothes caressing my body. But this is going to be a whole new experience as it will be the first time I show myself to another person in the flesh rather than in photo on the net.
What will the day hold? I hope that it will lead to a dramatic change in my life. A possible step towards a new me.
You open the door and walk in smiling when you see me waiting.
“Ah, good, a camera,” you say.
I don’t stand to greet you as I am in awe of your beauty and wish to remain below you. You are dressed in a tight black leather halter neck dress. On your legs you have thigh length leather stiletto boots the tops just covered by the dress. Your make up is strong and striking as is your long red hair. Your gold earrings and choker contrast beautifully with the rest of the outfit.
Having placed a suitcase next to the door you walk over, pick up the camera remote control, then gently squeezing my shoulders you force me to stand. I am a little shorter than you. Pulling my head forward our lips touch and you force mine apart with your tongue. After an eternity you pull back and inspect. My lipstick is smeared as is yours you send me to the bedroom to repair the damage telling me that I may not serve you in that state. When I return you have also made repairs. Pushing down on my shoulders you force me to my knees in front of you.
. “Now,” you say “I will teach you to serve like a real woman must “.
With that said you unzip you dress and remove it. Underneath is revealed your true self dressed in crutch- less panty hose with a pair of silken panties barely covering your bulge as it strains to be released. A black tightly laced corset completes you attire.
Pulling my head forward you say “Lick its length you slut”. I do so and taste the precum that has soaked through the panties. Occasionally I hear the click from the camera remote and know you are keeping a record of all of this.
After some minutes of this you push me back and say “Pull them down you slut”. I gently ease your pantys down your legs and expose IT in all its erect glory.
“Kiss it slut,” you say. I readily oblige looking forward to another taste of the salty cum that I know and love having many times tasted my own in order to train myself. I run my tongue around the head savouring the smoothness and taste of it
“Open wide,” you say as you grab the back of my head and force yourself into my mouth. Although I have practiced before with a dildo, I have always been in control. How deep will you force me to take it? Will I gag on it? Questions quickly answered as you slowly force the full length into my throat. I feel I am going to suffocate and so I gag, you pull back only to push forward again as soon as my spasm stops. I gag again. You pull back again and repeat the movement with the same result.
“You stupid slut,” you growl “you will learn to do this’. Pulling me to my feet you lead me behind the couch and bend me forward over its back. My skirt rides up and my G string clad bottom is exposed. You can also see the bulge of my restrained penis in the crack between my cheeks.
“Don’t move slut” You whisper as you walk towards the suitcase near the door. This, you move to a side table out of sight. I hear it open and some sounds as you rummage through it. Returning you drop a riding crop on the floor in front of me and grabbing my wrists force them behind me where you cuff them together. A gag ball is placed in my mouth and secured with a leather strap. You force my legs apart and they are kept that way with a bar with a cuff at each end locked onto my ankles. All through this I have felt my own pre cum seeping into the thong of my G string.
Noticing this you say “You are obviously enjoying this too much, perhaps some pain will cure you and make you realise that only my pleasure is important, and that yours will only come through serving me”. Having picked up the crop you disappear out of sight. After what seems an eternity I hear the whistle of the crop through the air followed by an intense sting to me bottom. The sound and the pain are repeated many times and all I can do to try to protect myself is to wiggle my butt which just spurs you on even more. At last you stop.
“Are you ready to try again” you ask. I can only nod. You stand me upright and giggle as I hobble back to the front of the couch. I nearly fall as I kneel down. You check the camera focus, remove the gag and repair my lipstick for me. I wait at your pleasure.
“Open wide little slut and serve your mistress” You whisper. I comply, as I must. You slowly force your way into my mouth and over my waiting tongue. You pause to allow me to become used to the sensation and then slowly push towards my throat. You sense a contraction in my throat and pull back just enough. Then, when it has passed continue inwards. After a couple of these attempts, you achieve your first aim, to have all of it in my mouth and throat. Looking up I see you smile and hear the click of the remote. I am happy too, as I am now serving you well.
In and out, you now move it just as you would in my pussy if I had one. Again I feel the excitement welling up between my legs but I can only dribble as it is so tightly held in the restraint. Back and forth, you seem to harden and grow even more as time passes.
“Are you ready to taste my cum, you slut?” you growl. I nod as best I can. Smiling you pull back enough so that it will land on my tongue. I feel the head spasm and hear your intake of breath. Then glorious globs of salty goo flood into my mouth. I can’t believe how much there is. It tastes so good. I swallow it to stop it overflowing my mouth and staining our clothes. Finally you finish and after one last push deep into me, which catches me by surprise, you pull back out. You stand awhile in front of me and I notice a drop appear from the end. I stick my tongue out to catch it and you push the head back in for me to suck the last of the treat out of you.
“You are really getting into this aren’t you, my little cocksucker” you hiss.
“Yes mistress” I breathlessly reply. After unlocking my cuffs and the spreader bar, you send me to the bedroom to repair my makeup.
“You may also use the toilet if you need to but don’t touch yourself or make yourself cum or you will be sorry,” you say. I am tempted as I am starting to enjoy the punishment but do not as I need to comply with you will. On returning, I find you lounging on the couch with a glass of wine. A hard wooden chair with a cane seat is pulled up facing you about a yard away. You indicate that I should hitch my skirt up and sit on it. I do so and discover that the cane irritates my well-caned bottom and the hardness of the seat hurts my penis and balls where they are pulled between my legs. To relieve the pain I spread my knees a little.
“Stop wriggling and clamp those thighs tight you slut, I chose that chair to make you hurt some more”.
Walking to your case, you pull some leather belts out and return. A long belt is placed around my thighs and pulled very tight. Another around my waist holds me to the chair back. My wrists are restrained by short belts to the arms of the chair. My bottom burns and balls are squashed. Tears trickle down my cheeks.
“That is what I wanted to see, my little sissy” You laugh.
“Is you mouth and throat dry after all that sucking” smiling.
“Yes mistress” I answer.
“Good “You laugh, sitting down and having another sip of the wine.
“Now you must sit and suffer silently while my cum is replenished ready for the next step in your fall to true sluthood. You may gaze upon my beauty, reflect upon what you have learnt and wonder what lies in store next. Be assured that it will not all be pleasurable”.
“Oh, by the way did you give yourself an enema in preparation for this meeting?”
“No mistress I didn’t have the equipment” I reply, head bowed.
Jumping to your feet you reach out and slap me across the face saying, “Did you think I would fuck your dirty hole? Fortunately I have a kit so that you passage will be squeaky clean for me to enter.” You hiss at me.
For some reason the thought of you, giving me an enema worries me more than any other anticipated punishments. I hope you are gentle and don’t try to over fill me or make me hold it for hours.
“Of course there are advantages in this enema for you slut. Do you know what they are?” You smile.
“No mistress I don’t”. I whisper head bowed.
“It is my custom to force my slave to clean me off with her tongue after I have filled her tight pussy. Sometimes I prefer to pull out and come again in her mouth. Either way I am sure, you will prefer not to be cleaning too much dirt off. Do you agree my dear little whore?”
“There may be some pain involved in this operation, but it will be nothing compared with the punishment you will receive if you don’t cooperate. I will probably use some lubricant when I enter you later if you have been a good girl, but I can guarantee that I won’t if you resist my will”. You whisper.
I can only nod my agreement so great is my fear.
Undoing my bonds you drag me to my feet and lead me to the bedroom telling me to remove the mini, G-string and the camisole. I comply quickly. You point to the bathroom and I walk in there. It is a large room with a full-length bath with shower, separate shower and separate toilet cubicle.
“Stand facing that wall and suck in your tummy. I want a before shot” Smirking.
I do this and you take a photo in profile from the door. Walking behind me you release the cock restraint from the back of the suspender belt. The belt swings between my legs as my cock returns to its usual position. When I start to remove it you slap me hard on the bottom saying “leave it on for now slut”.
“Get in the bath and wait on hands and knees while I prepare the equipment. During the enema I will tolerate some low volume weeping and whingeing but if you scream I will gag you. Is that understood”. You leave without waiting for my reply.
On your return you prepare the enema, filling the bag with warm water and hanging it from the shower rose. Having plugged it into my tight little hole you open the tap to let it run in. I am surprised at how large the tip feels in my hole.
“Tell me when this starts to hurt whore so I know when you are half full”.
I feel my tummy getting heavier and the skin starting to stretch but no pain yet. In fact it is quite a pleasant sensation. Before long I start to feel uncomfortably full but no pain yet. At the first sign of pain I groan “Please mistress, no more I am full”.
“Don’t make me laugh bitch. The bag is only half empty. So you are only half way to true pain”. You say, slapping my bottom.
As the weight of water increases so does my pain and I begin to sob.” Please mistress, no more I can’t take it”.
You ignore me and increase the flow. It hurts so much that I can no longer speak. All I can do is weep.
Suddenly you pull out the nozzle end quickly replace it with a butt plug. You pull the cock restraint strap between my legs and, pulling it very tight and hook it onto the suspender belt. This makes sure that the plug will not come out. You help me to stand and climb out of the bath. I stand facing the wall as you take photos in profile to show my now distended tummy. The suspender has ridden up high in search of a narrower place to sit. This puts more than usual pressure on the restraint strap. I am in extreme pain as you force me to walk all around the three rooms slapping my bottom as we go. I notice my reflection in a mirror. I look pregnant. After several laps of all the rooms you lead me to the toilet, release the strap, remove the plug and sit me down. Ah, blessed relief as I drain out.
Closing the door you say “Come out when you are finished and we will give you your next flushing”.
After wiping myself I am reluctant to leave the safety of the cubicle.
“Get out here you little sissy or I will make the next one even bigger”.
I step out gingerly and climb back into the bath and prepare for more pain and humiliation.
“How many more will I need mistress” I ask.
“Until you run crystal clean. My guess is at least four more.” You smile while preparing the bag.
I groan as you plug the nozzle in again and I start to fill again. The ritual filling, parading round and voiding is repeated over and over until you are satisfied that I am ready to receive you.
“Well done slut. You have held more each time. I am pleased with you progress. Wipe those tears away, repair your make up and come to me when you are ready to be ravished”. You retire to the living area to partake of some more wine while I try to make good the damage to my make up. I reattach the restraint and slip my panties and skirt back on.
I join you. You allow me a small glass of wine which I drink politely while seated on the cane seat. My bottom burns, my hole is sore and my spirit is crushed.
“Stay there while I prepare the bed for your ravishing” you say as you walk to the bedroom.
I obey and contemplate my fate as I sip my wine and listen for any hints of what is in store for me in the next room. It is not long before you appear at the door and beckon me to come in. I finish the wine and walk gingerly to the bedroom where I find you standing next to the bed. The bed is bare, save for the base sheet and one pillow. Leather straps are attached to both the head and foot. You Indicate that I should lie down I comply and you cuff my wrists to the uprights at the head. Sitting down next to me you pull my skirt down around my legs and remove it. You lower my panties far enough to remove my restraint. You pull my panties back up to cover my now forward facing penis.
Having removed your dress and panties you straddle my chest saying “Now suck on my clit and make it big, hard and ready to fill you”.
You force the semi erect member into my mouth. It is not long before you are stiff and filling my throat as well as my mouth. After some time you seem satisfied with my performance and pull out of my mouth. Climbing off the bed you grasp my left ankle and pulling it towards the bed head you force me to bend my knee so that the ankle may be attached to the strap fixed to the top of the bed head. You repeat the procedure with the other leg. I am now completely vulnerable to your advances. My wrists are tied to the lower portion of the bed head and my legs are pulled so far back by the other straps that my bottom is completely off the bed. My ankles are pulled well apart so that my hole is completely exposed when you pull aside my thong.
Disappearing out of sight I hear you rummaging around in your suit case. When you return you are wearing latex gloves and carrying a tube of lubricant. I sigh with relief that you are not going to take me dry.
You sit next to me and pull my thong aside. I suddenly feel a cold sensation round my hole as you liberally apply the lubricant. Next I feel a finger gently exploring my insides. This is followed by another finger and then another. I am starting to feel quite stretched. I hope you are not going for the whole fist. At the forth finger I start to whimper as It is becoming painful.
“Whimper and cry all you wish but only quietly or I will gag you. You may wriggle your arse too as that turns me on.” You whisper.
Four fingers seem to satisfy you and you continue to work them in and out preparing me for the real onslaught which I know will shortly follow.
Your fingers are still inside me as you climb round my leg and kneel facing me in preparation for my penetration. Slowly I feel the withdrawal of the fingers. Your thighs are pressed against my buttocks. Once the fingers are out I feel the head pressing against my poor little punished hole and you are leaning right over me. The pressure increases and I feel my self stretching to accommodate you. Just when I think I can stretch no more I feel a sharp tearing pain and the tip is inside me. My tears flow readily and I beg you to go no further. Laughing you redouble your effort and push even harder. The pain increases as I am unable to relax sufficiently to allow your easy passage inside. Undaunted by the resistance you force your way further and further into me. I have never felt any thing this large and hard in me before. Finally, you are fully buried inside me and you start the journey back out. I am starting to relax now although the pain is still strong. Sensing this you begin the rhythmic back and forth movement which I associate with all good ‘lovemaking’.
Although the pain is still there I start to feel the first small sensations of pleasure. My own little clitty is slowly dribbling its juices into the front of my panties. A most pleasant feeling seeps through me. I am starting to feel like I think a real woman must at the time of her deflowering. Pain and pleasure combine to give a feeling of peace. I am starting to feel like the real thing. I try to push back towards your thrusts in an effort to take you deeper and deeper.
Sensing that I am now converted to the slut you want you smile and concentrate on your own feelings and sensations.
I am no longer crying but breathing hard from the pleasure and exertion of pushing. Your breath is also laboured and is starting to get a little irregular.
“Please don’t cum too soon “I cry out.
“I’ll come when I please, bitch”.
I can sense from your breath that you are near the end. I hope that I will come myself soon or that you will allow me that release when you are finished.
With an intake of breath you plunge deeply into me and I feel you explode inside me as your breathing becomes ragged. The head of my own stiff little clit throbs as I come into my panties.
Seeing this you scowl at me and slap me hard across the face saying “You have come without my permission. I will punish you for that later”.
Pulling out of me you climb around and grabbing my head you force yourself into me saying “Now, clean me off you bitch”.
I do as I am told, licking and sucking until all the salty cum taste is finished. I am glad for all those enemas as I can’t smell or taste anything unpleasant.
You leave me like this for a few minutes and return with a wine and my camera. As you are photographing me I can feel you’re cum slowly dribbling out and onto the sheet.
“The maid will be impressed with that mess. But I guess the blood with it proves you were a virgin”. You laugh as you slap me repeatedly on each bottom cheek in turn.
After releasing my ankles you pull my legs and lower body towards the side of the bed so that I am lying next to the mess that has dribbled out of me and then re fasten both my ankles to one corner of the foot of the bed having first removed my soiled undies. I can see that there is indeed some blood mixed in with the creamy cum that has oozed out of me.
Carefully you use my panties to wipe up the rest of my cum from my belly and then stuff the whole lot into my mouth. Fortunately, as they are very brief, they don’t choke me. A leather belt pulled tight around my head and across my mouth holds them in and creates a very effective cum gag. I am well restrained and can only wriggle around a little. I wonder what you have in store for me now standing smiling down at me.
Although restrained by both ankles and wrists I can still move my head around sufficiently to see most of the room.
You pick up my male clothes which I had folded neatly next to my case and my shoes and carry them into the lounge room saying “you won’t need these again for a while”. My car keys and wallet are in the pockets of my jeans. My heart pounds and I feel a cold sweat overtaking me as you laugh in the other room.
Returning you slide back into your panties and zip yourself into your dress. I sense that you are about to leave as you check your appearance in the mirror. “I am leaving you now. The maid will be along soon to clean up. I hope she is not too angry with you for the mess. I am leaving the crop, gag and restraints in case she feels like punishing you. The contents of the camera I am taking as evidence that you were a willing participant in all of this in case you try to claim otherwise’.
With that said, you leave the room and I hear the outer door open and then close behind you. I am alone, restrained and gagged. I am clad only in sandals, stockings, suspender belt, bra and camisole with my little clitty uncovered for all to see. When will the maid come? Will she be cruel or kind? Will she use and abuse me? Or release me and help me get home? Questions running through my head as I lie and ponder my fate for what seems an eternity.
Click. A key turns in the lock. My heart is beating furiously. A footstep louder as someone approaches.
A tall striking woman in her mid twenties appears at the door and pauses with a look of disdain in her eyes. She is dressed in low heels, stockings, tight black short skirt and white blouse. Long blond hair is tied back and her make up is subdued.
“Well. What sort of little pervert do we have here? And look at the mess it has left for me to clean up. I guess you hope I will release you and help you get home. Well that may happen. But it will only happen with your complete cooperation. Nod if you understand”.
I nod vigorously.
“Good. I will now release you. Don’t try to escape as I don’t think you will get far looking like that. Imagine getting arrested and thrown in a cell full of crims and drunks dressed in only those things”.
After releasing my bonds she helps me from the bed and takes forces me bend over the back of one of the chairs. “This is punishment for soiling the bed”.
She whips me mercilessly with the crop until my bottom is once again completely covered in red stripes. Standing me upright she removes the gag, throwing the undies into a bin. “Now get on your knees and lick up the mess you have made on the bed”.
I immediately comply and soon there is only a wet patch of saliva to be seen. “Now strip the bed and remake it with the fresh sheets from my trolley. I spend the next half hour doing her bidding preparing the room for its next occupants.
When she is satisfied she inspects the contents of my case. A red G string is selected to replace the now discarded white one.
“Put on your restraint and these panties fix you make up and wait for my return. The room account has been paid and I will take you out of the building by the staff entrance. We will then go to my place so that I may toy with you some more. Although your type doesn’t interest me sexually I will enjoy punishing you and having you wait upon me. I do have some friends, of course, who would love to come and play with you in a much more intimate fashion. I am taking your skirt with me as I don’t think you will get far without it”.
That said she leaves the room and I refit my restraint, slip into the clean panties and sit down to repair my make up. Having packed every thing back into my case I sit and wait for the return of my new tormentor once again pondering my fate.
After a half hour, wait the door opens and the maid returns, no longer dressed as a maid but in some very sexy street wear. She is braless and her nipples are visible through the light material of her little T shirt which is quite short and leaves her midriff bare above a very tight and short mini skirt. Both skirt and T are a pale pink. Her legs are clad in skin tone tights as stockings would not be covered by such a short dress. Pink stiletto sandals with 5 inch heels accentuate the length of her legs. Hair that had been tied back for work is now free to flow around her shoulders. Silver earrings and necklace complete the look. I am short of breath and my clit is stirring at the sight of such beauty.
She throws me my skirt which I slip on and adjust so that my stocking tops are covered. She indicates that I should turn about for her to inspect me which I do.
“Oh good those red panties show through the skirt as I hoped they would. Makes you look extra sluttish. Hope we get some interest in you on the walk to the car. You will do your best to wriggle that arse as you walk won’t you”.
“Yes. I mumble”.
She slaps me on the bottom saying “Yes mistress is the answer I must hear or there will be much pain inflicted”.
“Yes mistress”. Eyes now downcast I say.
Picking up my case I follow her through the door and down the hall to the service stairs. I do my best to walk with that womanly swing to my hips. My companion has no such trouble as her shapely bottom easily rolls from side to side in a most provocative way.
Upon reaching the ground floor we proceed out of the stair well and down an uncarpeted hallway to the staff exit. A security guard looks up at the sound of our heels tapping rhythmically as we walk towards him.
“Hi Leslie who is the new girl?” he asks.
“None of your business, she’s mine so leave her alone” my mistress hisses.
He opens the door for us and slaps my bottom really hard as I pass.
“If your tongue ever wears out licking her slit, and you want a real man inside you come back and see me”. He leers at me.
I smile at him and follow my mistress down the dimly lit street towards the staff car park. A few youths whistle and make obscene propositions to us as we tap down the street. Finally we reach the car, a convertible Mustang. Climbing into the driver’s seat she unlocks my door and I climb in throwing my case onto the back seat. The seats are low and our legs stretch out in front of us. Our skirts ride up our legs exposing, in my case, the tops of my stockings and a glimpse of thigh. I try to pull the skirt down in an attempt to retain some dignity.
“Don’t do that, you slut, I want you on display for all to see. In fact I am lowering the top and taking you for a cruise in the gutter lane so as many people as possible can perve on you. I may even force you to blow a few men in the back seat to see if you have any money making potential”.
“Oh please mistress, don’t make me do that. I might catch some horrible disease” I plead.
“Well, if you are very good, I might just let you work from home where I can check the clients rather than pick up these street bums. Is that ok with you”.
“I guess so mistress” I whisper in fear.
So, we go cruising along the nightclub strip slowly in the gutter lane. The striking look of the car and its driver attract glances from any male who sees us. Although my looks are not to the standard of leslies the sight of my lace top stockings, exposed thighs and hint of red G string visible through the thin and now stretched material of my skirt are enough to get me some favourable, if lewd comments from the men on the pavement.
Eventually Leslie drives out of the city and we head towards the suburbs and her house.
It is much further to her house than I suspected. We travel through remote suburbs and into an area with large houses set in spacious grounds.
“It must be a long drive to work each day at the hotel mistress” I comment.
“I don’t work there you stupid slut. I am part owner with your cruel friend in the leather outfit. Remind me to punish you for presuming I was some sort of menial servant”.
We arrive at a property surrounded by a high wall and pull into a drive way with a gate.
It is opened by remote control and having passed through we approach the large house travelling a long drive way. Round the back we enter an underground parking area large enough for eight cars. My car is parked in the corner.
“Don’t get encouraged at the sight of your car. You won’t be driving it for a very long time if ever.” She smiles.
We alight from the car and I follow her to a stairwell carrying my case. Up the stairs she stops and directs me into a small bedroom. There is a bed, robe, dressing table and an open door through which I can see a small bathroom. I open the robe and find a selection of outfits hanging. Maids, school girls and nurses uniforms are joined by a selection of more conventional dresses ranging from classy to tarty. There are drawers full of a range of under clothes, all of it sexy and skimpy. Bras, suspenders, panties, slips, camisoles, stockings pantyhose and corsets fill the drawers. Many pairs of different styles and colours of shoes are lined up below the hanging outfits. They all have very high spike heels.
“There is some compensation to your position to make up for the pain and suffering you will endure here” she laughs.
“Yes mistress” I whisper breathlessly. My heart is pounding with excitement at the prospect of dressing in these lovely clothes.
The mistress beckons and I follow her past a kitchen, a dining room and into a sumptuous living room. A beautiful young girl dressed in a pale blue baby doll night dress matching panties and high heeled sandals rises and rushes to meet the mistress. I assume at first that this is a daughter but the passionate greeting kiss soon dismisses that idea as does the sight of my mistresses’ hand caressing the girls’ bottom through the thin material of the panties. The kiss over the two of them turn toward me, arm in arm.
The girl is about 5 foot 4 in tall with long blonde hair. She has quite small breasts and nipples clearly visible through the night dress as is her hairless vulva. My clit strains against its restraint in response to her beauty. I dare not speculate upon her age.
“What is this that you have dragged home?” the girl asks.
“This is our new maid darling. She will wash our clothes and make our beds and do whatever else we wish” says my mistress.
“Can I punish it if it’s naughty? “She says in a little girl voice.
“Of course you can, now go and fix your make up while I instruct the maid”.
After she leaves the Mistress tells me to kneel in front of her to receive my orders.
“That was Sandra. She is mine. You will call her ‘young mistress’ and will do just as she says. If she wants her clit licked you will do it. If she wants to piss on you, let her.
If she asks for your clit inside her politely decline as if I find out that you have done that I will cut it off and feed it to you. Apart from that one thing that is forbidden you are her slave. Understood?”
“Yes mistress” I whimper.
Sandra returns carrying a riding crop and grinning wickedly.
Grabbing my hands the mistress pulls me to my feet and leads me behind a wooden chair.
Quickly the two of them bind me to the chair so that I am bent forward over its back with wrists and ankles secured to the arms and legs. My skirt has ridden up exposing my already striped and reddened bottom. I feel a cold sensation on one cheek as something is rubbed on my skin followed by the prick of a syringe puncturing my skin. I feel a cold liquid entering the muscle. It hurts.
“Just your first hormone injection slut. We will soon shape you like a real woman with these” says my mistress.
“Sandra will now whip you as punishment for suggesting that I was a maid at the Hotel. I will not gag you as we will enjoy your screams and there is no one to come to your aid out here.
The crop whistles through the air and I scream as it hits my bottom. The girl strikes again and again working her way down from the top of each cheek in turn to the exposed and previously untouched bare skin of my thighs. Finally, she lands one across both buttocks, which catches the tip of my clit as it nestles between my cheeks in its restraint. I nearly pass out. Fortunately the older woman realises what has happened and calls a halt to the whipping.
“Careful: my dear we don’t want to damage that as some of our friends prefer their toys to be intact”.
They release me and force me to sit on the hard seat revelling in my obvious discomfort.
“It is late and time for us all to retire” my mistress says.” Tomorrow you will start work at 7am. Be dressed in your chambermaids’ uniform when the cook releases you from your room. You will be perfectly groomed with wig make up and jewellery. You will wear your clit restraint at all times except when showering or on the toilet. The cook will give you your duties for the morning until we are ready to take over with your training. Don’t stay awake to long trying on your clothes, as you will have a very busy and long day tomorrow. Above all do not play with your clit and make yourself cum. I will know and will punish you severely if you do.”
I am led to my room and locked in. Apart from cum, I haven’t eaten for some hours and am quite hungry. I hope they feed me at breakfast.
I take off all my clothes and leaving them in a pile in the corner shower myself. Once dry ,I try on the chambermaids uniform discovering that I will need help to lace the corset in the morning and then try to sleep with my bottom burning, my clit throbbing and my tummy rumbling.
Arising early and feeling very hungry I check myself for body or facial hair. Finding none I shower and prepare my make up. The pain in my bottom and clit has fortunately subsided so that I can sit at my dressing table and prepare for the day. Once satisfied that my face is suitably feminised I select the lingerie to match the maid’s uniform .The uniform consists of a burgundy corset with a white translucent short skirt attached to the bottom of it and a high neck blouse in the same material above it. There are strong laces to close the corset at the back and buttons up the back of the blouse. I will need help with both of these.
I chose a pair of seamed white stockings which I slide over my legs. I fasten my white leather suspender belt from the previous day around my waist. It is the only one with a fastener for the restraint. I attach the stockings and restraint and then slide into a pair of white lace panties. The bra I choose is skin coloured and like all the others in the drawer is perfectly padded so that it pushes what little breasts I have upwards so creating the illusion of a cleavage. I find a beautiful pair of white pumps with five-inch heels which I slip into and parade around in to get used to them. Silver earrings, necklace and my blond wig complete the preparation. As it is nearly time to be released I step into the uniform and admire my image in the long mirror while I wait.
The skirt is full and flows around my hips as I sway in front of the mirror. My panties, suspender and stocking tops are just visible through the thin material. The blouse attached to the top of the corset is high necked with long sleeves. My bra is visible through it but as it is skin coloured looks a little like bare breasts. I am quite happy with the result and look forward to the arrival of some one to lace me up.
A key turns in the lock and the door opens revealing a tall woman in a white cotton uniform style dress, white stockings, flat lace up shoes and a blue checked apron. In a deep voice she announces that she is the cooks’ assistant and is here to lace me up.
Leading me by the wrists she takes me to a bare wall in the bedroom and forces me into the traditional frisk position with hands against the wall above my head height and legs spread. Taking the end of the lace she threads it through the holes of the corset.
“Breathe in deep you bitch and I will give some shape to your body”.
With that I feel the lace pulling the corset back together. I breath in and find my tummy being pulled in as the lace is pulled tighter and tighter. There is some discomfort but no pain as I feel my insides squeezed upwards against my diaphragm reducing the space available in my chest. Once the lacing is finished I find that I am restricted to short breaths. I hope I can get used to this feeling. Once the buttons on the back of the blouse are done up I am allowed to walk to the mirror to inspect my new look. I am surprised at how shapely I look. The assistant is standing close next to me and I feel a hand on my bottom fondling me cheeks and running a finger over the head of my clit which immediately responds with a dribble of pre cum.
“You like that don’t you slut? The cook doesn’t want you just yet and told me to enjoy you while we wait”.
I try to move away but find my arm in a vice like grip.
“I am much stronger than you and will hurt you unless you submit to my will” she hisses.
Forcing me to follow she leads me across the room until she is backed up to the stool at the dressing table. By pressing on my shoulders she forces me to my knees in front of her. After removing her apron she unfastens the buttons on the front of her dress and sits down. As I had suspected there is the telltale bulge of an excited clit straining at the front of the French- knickers she is wearing. The panties are loose fitting so she has no trouble in pulling them aside allowing her clit to be exposed through the leg hole. I am relieved to see that it is not huge. It looks to be a comfortable mouthful.
“Well girl, don’t hesitate. You know what is expected. Get on with it”.
I lean forward until my lips touch its head and run my tongue all over it savouring the pre cum coating it. Slowly I move forward wrapping my lips around it and sliding down its length until the tip enters my throat and I have its full length inside me. I slide back along its length very proud of my new found ability to take the length into my throat. Back and forth I move my head and sucking as hard as I can all the while. Soon I hear an intake of breath and feel a spasm through the length of the clit. I position my mouth so that the cum will land squarely on my tongue. Large globs of yummy cum overflow my tongue and flood my mouth forcing me to swallow in order not to spill any. I continue to suck until the last drop is extracted and the pull back to release the deliverer of my feast to the open air.
“About time you finished little girl. Now it is my turn to feed you some breakfast” a deep voice growls from the doorway. Spinning my head around I see a huge bear of a man standing in the doorway smiling wickedly. He is dressed in white pants with a chef’s tunic above them.
The assistant hurries out of the way and is replaced by the chef standing before me as he unzips his fly and slides his pants and under shorts down his legs
“Oh my god” is all I could say as before my eyes was the biggest cock I had ever even imagined. In its semi flaccid state it was two inches thick and ten inches long. How was I ever going to suck this monster? He sat down and gripping it in his let hand, lifted it up and presented it to me while pulling my head forward with his right.
I opened my mouth wide and just managed to get the still soft head between my lips. Feeling me hesitate he forced my head slowly forward so my lips slid down the shaft. It reached the top of my throat and could go no further. Over half its length was still outside my mouth. The pressure was released from my head and I was able to slide back off it until only the head was still in me. My head was once again forced forward until I could take no more. The monster was starting to harden as I once again pulled back. I could feel my lips stretching tighter and tighter. In the background I could hear the assistant giggling.
I was pushed down onto it again and it grew again as I pulled back. I felt that the corners of my mouth were splitting. My mouth was completely filled with it and I could not suck as my cheek muscles were stretched to maximum. I hoped that he would soon cum as I didn’t think I could take much more. After a couple more strokes it seemed to have stopped growing but not before I tasted the salty taste of blood in my mouth when one corner of my mouth split open. Back and forth I was forced to go for what seemed an eternity until finally he held still with just the tip in my mouth and I felt it spasm on my tongue and then flood my mouth with his seed. I couldn’t swallow fast enough to contain the huge quantity and some slipped past my lips and oozed down his shaft. Once drained he pulled out and said “Lick the last of it off me you clumsy girl”.
I ran my tongue along its full length until it was clean and then sucked the last drops from the tip.
He stood, pulling up his pants as he did so, saying “Fix up your make up and join us in the kitchen in five minutes”.
I was left alone to dab the blood from my mouth and re apply my lipstick. This done, I left the room and headed to the kitchen I found that due to the height of my heels, I could only take short steps. I felt quite weak both from a lack of food and from the tightness of the corset.
“I guess you would like some breakfast?” the cook asked as I entered.
“You are not allowed to eat until you have delivered the mistresses their breakfast” he said. “Sit over there while we prepare their trays”.
I sat and waited thinking that all I had eaten in the last twelve hours was cum.
Eventually the trays were ready. The assistant took one and I the other. I followed her along the hall to a flight of stairs which I climbed very carefully as I was fearful of falling. After knocking on a door we were summoned into a sumptuous bedroom.
The two mistresses were seated at a table on a covered balcony overlooking the garden. They wore matching translucent white wraps and white high heeled slippers and nothing else. Their naked bodies were displayed clearly through the thin material.
“About time you arrived” said the mistress.
“Sorry Mistress” said the assistant “but the maid insisted upon sucking all the kitchen staff dry thus delaying the breakfast.
Both mistresses laughed at this. “Don’t worry dear. She will be punished for her greediness”.
We unloaded our trays onto the table and the assistant was dismissed.
“Kneel down here beside us while we eat, maid” the mistress ordered.
I did so and soon found the tiles to be quite hard on my knees. My stomach rumbled at the smell of the croissants that they were eating.
“Are you hungry maid? I thought all that cum would have filled you.” They both laughed.
“Yes mistress” I replied looking at the floor.
“We don’t want to over feed you because from experience I know that large doses of hormone tend to increase weight. Therefore, we will restrict your intake to compensate. They tell me that cum is high in protein”. They both laugh again.
“If you beg like a dog we will give you some scraps”.
I put my hands up and pant pretending to be a dog.
Both Mistresses turn in their chairs and face me with their knees spread exposing their slits to me.
Breaking off a piece of croissant the mistress says, “These taste a bit plain for a begging sissy like you. I think a little woman juice is needed to add some spice”.
With that said she wiped the morsel deep through her slit and through it in the air for me to catch. I caught it well and eat it quickly enjoying the spicy taste.
The young mistress repeated the procedure but made the catch much harder so I missed it and it fell behind me.
“Eat it off the floor, bitch”. The young one said.
I turned to do so and was kicked hard in the behind so I nearly landed on my face. I picked up the food with my mouth swallowed it and turned to see my mistress pull a piece of croissant out of her cunt. It glistened with here juice. As she threw it on the floor for me to retrieve my younger tormentor pushed a slice of toast inside her.
After I had eaten the one off the floor the young mistress leaned back and indicated that I should eat the toast straight out of her hole.
The toast was sodden with juice but tasted fine. Seeing this trick my mistress followed suit end I spent the next half hour eating from their pussies.
Eventually they tired of the game and I was told to stand and receive my instructions.
“Firstly you are to pick up all our soiled clothes from yesterday and take them to the laundry. Latter when you have time you will wash all the delicate clothing by hand and the rest by machine. After drying you will iron those that need it. You will wash your own at the same time. Mid afternoon I have arranged for you to receive some training in some womanly arts such as make up and deportment. You will receive your hormone injection at this time. This evening I have friends coming over for dinner and you will be a French maid and serve them for the evening. After your training session you will have some time to prepare for the evening. You will give yourself several enemas in case some of my friends decide to use you in that way. Then you will dress yourself and get the kitchen slut to do the final lace up. Be ready to greet the guests at seven o’clock and bring them to the lounge room. Now go and get a tray and clear the table”.
I picked up the dirty clothes and took them to the laundry. Picking up a tray from the kitchen I returned to the bedroom to take the dishes away. The mistresses were on the bed in sixty nine position busily licking each others slits. They ignored me as I cleared the table and left.
I left the tray in the kitchen and was about to leave when the cook said “Don’t go just yet I want to adjust something on your skirt”.
He showed me four small hooks around the hem of the skirt and corresponding loops at the base of the corset. This allowed the front, back or sides of the skirt to be held in raised position giving easy access to whatever part of me was desired. He hooked up the back of my skirt exposing my panty clad bottom which he slapped hard as he sent me on my way to start the washing.
I put the clothes on to wash then hand washed the bras, panties, suspenders and stockings by hand. The cook managed to slap me on each trip through the kitchen.
Each trip through the kitchen is a nightmare as I am carrying a clothesbasket, my scantily clad bottom is exposed and I have no way to protect myself.
The weather being warm, most of the clothing dries quickly so I carry a load to the laundry for ironing. Having placed the basket on the floor I am startled to find the kitchen hand, Sue, has followed me. Putting her arms around me she pulls me close and kisses me deeply. Her tongue probes all through my mouth as she draws the kiss out for an eternity. I feel her hand slide over my bottom until it finds the tip of my clit. She caresses the end of it through my panties running her fingers over the slippery head. Next, I feel her hand inside my pants insistently kneading and massaging the clit tip until I know I must cum soon.
“Stop mistress has forbidden me to cum without permission and will punish me if she finds out’. I whisper.
“That’s your problem, not mine” Sue snarls cruelly as she turns me away from her and bends me forward over the washing machine.
Pulling my panties down she kneels behind me, takes the head of my clit into her mouth, and sucks hard. My restraint stops her getting any more in her mouth. My clit is emitting a continuous dribble of juice and my breath is coming in short gasps induced by the constant leakage. Restricted, as it is in the restraint, the clit cannot swell as it wishes but tries to stiffen anyway. Suddenly I can hold it no longer and what little cum left after the continuous dribbling squirts into Sues’ mouth, which continues sucking until the last drop, is swallowed. Standing up she gives me a vicious slap on the behind and leaves silently.
I kick my wet panties from around my ankles and throw them in the dirty washing basket. Then, trying to run, I head to my room to repair my lipstick and replace my undies. My high heels and tight lacing makes running impossible so I make an easy target for the cook as he chases me repeatedly hitting me with a long handled spoon.
He stops chasing me at the door and I escape to my room.
Once in the relative safety of my room I look through my panties drawer and select a pale pink pair of bikini briefs. After removing my shoes with the impossibly tall heels I slip the fresh panties on and put my own sandals on, with the more manageable heels. I unhook the skirt hem from the corset hoping that the change to lower heels will make me fast enough to evade the cook.
I repair my lipstick walk quietly to the kitchen and gingerly peek round the door. Sue is nowhere to be seen and the cook has his back turned. I make a dash for it and reach the laundry unscathed.
I have just started ironing when I hear a sound at the door. Turning I see the cook advancing carrying a leather strop and a plastic shopping bag. Grabbing me firmly he forces me to the washing machine and bends me forward over it. I fear the worst.
“So you think you can evade me, slut. Well I will soon slow you down. Don’t move or I will cut your clit off.”
Kneeling behind me he attaches a leather cuff to each ankle. There is a short chain between them. I know that my steps will be very short now. Next he pulls my panties down and I feel something hard forced into my bottom. The object is cone shaped as I feel it gets larger the further in it goes. I am stretched to the limit until suddenly it is inserted fully and I close behind it only now feeling a small diameter tube through my hole. I do feel rather full inside. I realise that he has fitted me with a butt plug. He steps back and I hear the swish of the stop as it races toward my naked bottom. Then the pain starts as over and over he whips my already punished bottom. I scream and try to run but am so slow with the chain between my ankles and the feeling of fullness in my hole that I make a very easy target. Once I am crying uncontrollably he stops.
I sink to the floor sobbing. He stands over me laughing loudly.
“Better get on and finish the ironing as the mistress will call for you soon”.
I iron for about a half-hour and am nearly finished. I have at last stopped crying but I know I must repair my make up before I go to my mistress.
The cook appears at the door and says “Go and fix your make up. I will have a tray ready for you to take when you return. Taking short steps, I head to my room only receiving a playful slap as I pass.
The make up repair takes some time as the tears have made a real mess. I return to the kitchen to find a tray loaded with sandwiches, cakes coffee and soft drink.
“Take this down stairs to the play room. It is through the black door in the garage.” The cook says.
I take the tray and when I reach, the stairs find that I have to take one step at a time, as the chain between my ankles is only just long enough to allow this.
Upon reaching the door I place the tray on a low table next to it and knock. I hear muffled screams from inside, which get much louder as the door is opened by the young mistress. I pick up the tray and enter a well-equipped dungeon like room. The screams have been replaced by sobs. I place the tray on a table just inside the door, which is shut behind me. Surveying the room I see a selection of hooks chains rings and other devices set into or hanging from the far wall. A rack is set up over near the right hand wall and a large selection of whips; crops and other torture tools hang from the left wall.
In the middle of the room is the source of the sobbing. Now dressed in super high heeled white pumps, white stockings hooked by suspender straps to a tight corset which leaves both her clit, bottom and breasts exposed hangs Sue. She has obviously been having hormones for some time as she has quite well grown breasts. Her arms are pulled up toward the ceiling by a rope through a pulley so that her feet just touch the floor. Her left bottom cheek has red stripes from being whipped.
The mistresses are dressed identically in black leather. Thigh length boots over stockings suspended from leather corsets with metal studs accentuate their beautiful figures. Their breasts are bare and they wear brief black G strings to cover their slits. Their menacing beauty takes my breath away.
“Sit over there and watch what happens to girls who defy me” my mistress orders. Pointing to a high backed wooden chair with arms and studded leather insets for back and seat, positioned near the rack. Various leather straps are attached to parts of the chair. The seat is saddle like with a raised ridge in the middle.
I hesitate when I see how sharp the studs on the seat look. A quick slap on my behind gets me turned and seated very quickly. The studs are not sharp enough to cut but dig into the skin quite painfully. They irritate my already punished bottom and stick into my clit and balls through the thin material of my briefs. The raised centre increases the pressure between my cheeks forcing me to spread my knees to relieve the discomfort. The relief is short lived as I am quickly secured tightly with leather straps which allow no movement and increase the pressure of the studs against my delicate parts.
“Do you know why Sue is to be punished?” I am asked.
“Watch the video screen and tell me which episode has caused her downfall”.
On the screen a series of clips are played. The first is of me sucking firstly Sue’s clit and then the cooks cock. Next we see Sue fondling me through my panties and then sucking me to climax.
When the screen goes blank I say “is it the last scene mistress”?
“Of course it is, you slut. Didn’t I say you would be punished if you climaxed without permission?” she asked, and then slapped me hard on the face.
My mistress steps back and folds her arms under her breasts. I am in awe at her beauty.
“I know Sue forced her attention upon you and that you protested to stop her, but I could see you enjoyed it and didn’t struggle very hard to stop her. You will soon realise that, in your position, any pleasure will be matched with an equal dose of pain. I am sure that the punishment will soon be looked forward to as you come further under my spell and become more female than male.” She smiles and turns toward the sobbing Sue, who, seeing her coming starts to struggle against her restraints.
Her words to me are strangely calming and the discomfort I feel between my thighs seems to reduce as I watch the beautiful forms of my mistresses as they glide about the room with their bottoms undulating and breasts jiggling. I wonder if I will ever look a little like they do.
“I think we will move our attention a little higher on her body” my mistress says to her young consort as she pinches Sue’s nipple between her long ruby nails.
“Oh please, no” pleads Sue.
“Oh yes. Can I do it?” asks the young mistress rubbing a bamboo cane gently over her own pubic mound.
“You have been a good girl lately so you may start on her. Only on her left breast though. Save the other for me.” My Mistress smiles.
Without hesitation the young tormenter swings and lands a perfect slice across the top of the breast. Sue screams and the sound of the next blow is unheard. The mark left, however, is easily seen directly below and parallel to the first.
“Beautiful shot. See if you can keep them all so neat and tidy. You are learning well my little lover.”
Thwack. Another lands in line with the last as she works her way down the breast toward the nipple. Her accuracy is amazing considering the struggle Sue is mounting against her bonds.
“Don’t hit the nipple as I have a special treat in store for them” shouts the mistress above Sue’s frantic screams.
The next blow bypasses the nipple and she continues to colour the lower portion of the breast.
Finally her work is done and she steps back to survey her handy work. She giggles and gently rubs a finger between her legs over her clit. The gusset of her panties is wet with her juices and a shine is obvious on the inside of her thighs above her stocking tops.
Sues breast is completely red save for a narrow stripe across her nipple. She sobs uncontrollably as she hangs against her restraint.
“What are you planning for the nipple?” asks the youngster with a wicked grin.
My mistress holds out her hand. In it is a small metal device with four metal prongs clamped together. When she squeezes the back of the device the prongs pull apart allowing them to clamp onto a small item. Having spread the prongs she positions it over Sue’s nipple and let’s go. Sue sucks in her breath as the prongs bite into her soft pink flesh. There is a small ring attached to the end of the device.
“It doesn’t hurt too much yet as the prongs are not too sharp but wait and see what happens when I hang this weight from it” mistress comments to her companion.
Mistress hangs a weight from the clamp. The prongs bite into the tender flesh. The nipple stretches to twice its length. Sue’s eyes bulge and she screams.
After some minutes she calms a little.
“If she keeps still the pain subsides. But watch what happens if she struggles”.
She pinches sue hard on her other nipple causing her to struggle. The weight starts to swing causing Sue to scream again from the pain.
“Now my little lover. You may get to work on her other breast. Please make it match the appearance of the first one in readiness for its clamping.” My mistress says to her young friend.
Pulling her hand from between her legs the girl snatches up the cane and takes to her task with pleasure. The wet patch on her panties is now mush bigger and her juices are running down the inside of her thighs and wetting the tops of her stockings.
Soon Sue’s other breast is as red as the first and the clamp and weight are applied. Sue is just hanging and quietly sobbing.
“Release the maid, Lisa” the mistress commands her young assistant “I have work for her.
My bonds are released and I stand as commanded.
“Kneel before Sue and suck her clit until it is stiff. Do not make her cum. I just need her stiff for her next torment.”
With difficulty I kneel. The plug in my rear becomes more obvious in this position but at least my clit is no longer being squashed.
Taking her into my mouth I suck and slide back and forth. I am amazed at how quickly Sue becomes hard. I know she is ready as the pressure on the roof of my mouth is very high as her clit strains to stand upright against her belly.
Suddenly I am pulled away by the mistress who then steps for ward and slides a rubber ring down Sue’s clit so that it must stay stiff and against her tummy
I am ordered out of the way, and told to kneel near the seat I have vacated. I have a good view of Sue hanging there with her red striped breasts, stretched nipples and clit standing upright
Suddenly the mistress strikes with her cane slashing furiously across Sue’s belly and of course hitting her clit as she does so. Sue screams with the new pain coming from a different site to all the others. Her clit, surprisingly stays stiff as it is reddened by the beating. Suddenly she is silent as she passes out from the pain.
Undoing the rope and allowing it to pass through the pulley the mistresses lower Sue to the floor.
“Help us to lift her” she orders me.
The three of us pick her up and lay her on the rack. Mistress removes the rubber ring and her clit subsides.
We roll her over and the mistresses secure her wrists and ankles to the ends of the rack. Her breasts, still weighted hang through holes in the platform upon which she lies. My mistress turns the wheel at the foot end which applies some stretching pressure to Sue’s tortured body. A restraint is attached to her clit which is the connected to a smaller wheel. When this is turned her clit is stretched and pulled toward the foot of the rack. She is left in this position to regain consciousness.
Mistress approaches me carrying a strange rubber bag which she forces into my mouth.
Connecting a bike pump to it she inflates the bag which quickly invades my whole mouth and starts down my throat. When I start to choke she stops inflating, removes the pump and steps back to admire my stretched cheeks.
“This is an inflatable butt plug which I am going to use on Sue. I wanted you to understand how it works. At the moment it is only partly inflated. Sue groans as she wakens in the back ground. After deflating the bag and removing it Mistress takes it to sue and forces it through her rectum and into her passage. She quickly inflates it and I can see Sue’s back rise as her stomach is forced out by the increased pressure inside. Sue groans at the discomfort inside her.
“You have seen quite enough maid. Go to the kitchen and have some lunch. Return in half an hour with dry panties for us and to collect the tray” mistress orders me.
I leave the room and negotiate the stairs with care as my ankles are still restrained. At the kitchen door I hesitate wondering what the cook has in store for me. Hunger finally gets the better of me as I have had very little real food since the previous day and I step sheepishly into the kitchen.
“Send you up to get fed did she?” he smiles fiendishly.
“Yes” I answer head bowed.
“Well. First you will have to worship my manhood again. If you satisfy me I will feed you something. On your knees bitch”.
I drop down and soon have the head of his cock forcing its way into my throat. Fortunately he comes rather quickly, filling my throat and nearly choking me. He withdraws and I suck the last drops from its tip.
“There is bread over there and some butter. Make yourself some sandwiches and there is coffee in the percolator”.
Thankfully I make myself a sandwich and coffee which is quickly devoured as I am soon due back to deliver fresh panties to my mistress and her consort.
Carefully negotiating the stairs I go to the mistresses room an after a short search find a drawer full of panties. I select two pairs of sheer black bikinis and head back to the torture room.
Upon entering I find the two mistresses making love on a huge sheepskin rug on the floor. Both have removed their panties and my mistress is wearing a strap on dildo which also has a second shaft which enters her own pussy. She is vigorously humping her young lover who is on her back under her quietly moaning with pleasure. Their skins are glossy with perspiration while their pubic regions are dripping with their juices.
Hearing me enter my mistress looks over her shoulder and says “leave the panties on the table and release the slut from the rack. Take the tray to the kitchen and wait in your room for the beautician to arrive. She will prepare you and instruct you in your evening duties. Sue, you will go to your room and also prepare for the evening”.
Approaching the rack I find Sue stretched to the limit. Her arms and legs are taught and her clit is stretched tight between her legs. Her breasts hang through holes in the base stretched by the weights on her nipples. She is covered with welts on every bare piece of skin. She moans quietly as I release the pressure and help her to stand unsteadily next to the rack. Having removed the clamps and weights from her swollen nipples I helper to walk to the door. She moves slowly and stiffly as I follow her to the kitchen where she waits while I leave the tray.
“Please come with me and help me undress as I don’t think I can manage on my own” she implores.
Feeling sorry for her I follow her to her room which is near mine and help her out of her clothes. At her insistence I rub some soothing cream on her welts and leave her to go to my own room.
A large severe looking woman is waiting for me. “Where have you been you slut? I don’t like to be kept waiting.” she hisses at me.
Standing up, she slaps me hard on the face. I burst into tears and beg for mercy.
“There won’t be much of that over the next couple of hours. I have much to do with you to prepare you for tonight” she as she roughly turns me around and unlaces my corset.
She unbuttons her dress and removes it exposing her underwear which consists of a flesh coloured body suit that tries to contain her fat and stay up stockings.
Grabbing my head she pulls me with her to the bed end upon which she sits and forces me to my knees in front of her. She pulls my head between her now spread thighs. I can see the wetness on the gusset of the suit which has small press studs securing it.
“Now I will have some pleasure before we start on your preparations. Undo the studs with your teeth you bitch”.
I grasp the edge of the gusset in my teeth and pull until the studs are released. The stretchy cloth springs back to reveal a mass of long pubic hair. I almost faint at the stench of sweat, stale urine and poorly wiped bottom.
“Now eat me bitch”.
Having no choice I start.
I don’t know how long I worked at the foul task but finally she climaxed covering my face in her juices. She released my head and with relief I was able to stand and get away from that horrible place. If it had been one of my mistresses I would have loved it but not with this creature.
I could smell her on my face and longed to wash my face.
“Remove the rest of your clothes bitch” she said as she stood and fastened the crotch of her bodysuit.
As I undressed she opened a large leather case and removed a syringe and bottle of liquid.
“Lie on the bed. It is time for your hormone injection’.
I lay down and felt her roughly inject the fluid into my bottom.
Slapping my cheek hard and ordered me to go and wait in the bath room.
She soon entered and told me to wait on hands and knees while she prepared an enema.
I soon felt her force the nozzle into me and the warm soapy water flooded my passage. Soon I was begging her to stop as she was overfilling me. She just laughed and pinched me hard on the bottom. Finally she was satisfied I was full and with difficulty I stood and moved to the toilet where with a great rush I emptied.
“Now we will fill you again” she laughed.
It took four huge fills to cleanse me to her satisfaction.
“You may now shower and then I will prepare you for the evening entertainment’.
With great relief I was able then to clean off her stench from my face.
Soon clean and dry I returned to the bedroom where she indicated that I should sit at the dressing table. Sitting next to me she proceeded to make up my face.
“Watch carefully what I do as I will only teach you this once’.
She expertly made up my face. At the end of the process I was very impressed at her skill as I looked at my womanly reflection. It was perhaps a little overdone and sluttish but pleasing all the same.
“Stand and I will help you dress” she ordered.
Around my waist she placed a black bustier which laced up from the back. The bodice was padded so that when she laced me tightly, working from the bottom up, the small breasts that I had were pushed up so forming the illusion of some cleavage. She applied a lot of pressure to the lacing forcing me to breathe out. I felt weak at the end of the process but loved my new narrow waisted shape.
Next she handed me black seamed lace top stockings which I slid up my legs and fastened to the suspenders on the bustier after she checked that the seams were straight.
My clit restraint was handed to me next and was soon fastened to a newly fitted hook on the bustier back pulling my male parts out of sight.
She passed me a pair of sheer black panties. They were G string style and high waisted.
Sitting I pushed my feet through them and pulled them to knee height. Standing I slid them gently up my thighs, loving the silky feel as they slid over my stockings, and into place. The front was sheer as was the gusset which was wide enough to cover my clit and other parts between my legs and then narrowed down where it pulled into the crease between my cheeks. The tip of my clit was just visible from behind.
The soft material caressing my clit tip as I moved soon had me dribbling a little pre cum into the thong.
Noticing this, the fat woman said “Oh good. Your mistress likes her girls to show a little wetness. It shows they appreciate their position and also excites her guests. Now we will lace you into your uniform and shoes”.
I slide the black maid’s uniform up my legs and put my arms through the sleeves. It consists of a central corset which is soon laced tightly around my waist a short flowing skirt that barely covers my bottom when I am standing upright and a blouse at with plunging neck and puffed sleaves with white lace trims. A white apron and cap complete the set. There are hooks on all sides of the skirt to hold the skirt raised to expose me to view and touch. There is a small pocket in the apron.
“Always keep a lipstick in the pocket as you are going to need to recover your lips regularly during the night”.
She selects the shoes. They are black and impossibly high. The heels are seven inches of wicked spike with soles only half an inch thick so that my feet will be steeply sloped. There are ankle straps with little locks to prevent removal. Once the shoes are fitted I find it impossible to take any more than short steps. My calves are stretched tightly and they force my back to arch a little.
“Try kneeling” I am told.
I find that it is very difficult but not impossible to get to my knees and then stand up. After fitting a blond shoulder length wig and the cap I admire the look in the mirror. I am ready to serve.
“Practice walking, kneeling and curtsying until the mistress calls” she says as she leaves me.
The next hour is spent practicing my womanly walk. My steps are short and mincing and I find I can kneel elegantly with practice.
Finally the intercom sounds and my mistress summons me to her chamber. Upon entering I find Sue, dressed in the same uniform as me except that her reddened breasts are exposed through a space left in the blouse, standing near a table on the balcony where our mistresses sit. They are both naked and enjoying the sun on their smooth skins.
I approach and curtsy.
“Turn about so I can inspect you”.
I do so and she expresses pleasure at my look.
“You two will now bathe us and help us prepare for the evening pleasures”.
The next hour or so is devoted to bathing them; washing and brushing their hair and helping them dress.
They wear identical tight sheer black long dresses over stockings, suspenders and g strings.
They are braless and bare shouldered with nipples protruding. High heeled shoes complete the outfits. They look like models.
“Leave us while we are made up and look after our guests as they arrive”.
We pass the make up woman on the stairs as we descend to wait in the entrance hall.
“Hook up the backs of your skirts. The mistress likes her guests to have easy access to a maid’s bottom” she hisses as she passes.
We help each other to expose our already reddened backsides and wait for the arrivals.
“Do you have to work in the kitchen?” I ask.
“No. Tonight I will be helping you to serve drinks and food to the guests. There is extra staff brought in to help down there. Watch out for the barman, he is really cruel to us girls. He thinks we are freaks and enjoys hurting us. We will also be required to serve our guests in any way they command. I hope your lipstick is full” she answers.
The doorbell rings. Sue opens the door to reveal a beautiful leather clad woman leading a younger woman, in a long white cloak, by a leash connected to a collar round her neck. We curtsy as they enter and I notice that the younger woman is only wearing lingerie under the cloak which swings open as she walks. She wears white high sandals, white stockings and suspender belt, sheer panties and a low cut bra which exposes her nipples.
I take them to the reception room where the function is to be held. While I fetch a tray of drinks the young woman is taken to a corner of the room and told to sit on a hard wooden bench. Pulling her cloak aside to expose her body she sits. Her leash is locked onto a ring in the wall. She sits with knees clamped together, her back straight and her eyes downcast.
“Spread those legs slave. I want you pussy exposed for all to see”.
Once spread it becomes obvious that those panties are crutch less so that the smooth hairless labia which are painted in lipstick are exposed for all to see. My clit weeps with the sight of it.
I have to go behind the bar to get a tray of drinks and the barman pinches me hard saying “I hope that hurts you sissy” as I leave.
As I serve a drink to the first guest others arrive.
In each case it is a master or mistress leading their slave. All the slaves wear the same cloak with the same lingerie underneath. Once they are seated and restrained on the bench some differences become obvious. Through their panties become visible little boy/girl clits, some are restrained and others hanging forward, while some are like the first girl with her real pussy.
The last to arrive is Mistress Rebecca with her slave. Once seated it becomes clear that this slave is different to the others. She is a transformed boy with large implanted breasts. Although her penis is still intact she is castrated. She is quite beautiful.
Eventually there are eight young slaves sitting silently on the bench. Their masters and mistresses mingle and chat. Whenever I pass one of them I receive a slap or pinch on the bottom as does Sue.
One man detains me as I pass and tells me to put the tray on the bar and return to him.
I do so and he forces me to my knees in front of him. He has tight leather pants with an exposed zip.
“Unzip me and worship my dick” he snarls at me.
I unzip him and release his huge penis from the pants. It is already swelling as I take the head into my mouth. Within seconds my whole mouth and throat are invaded by its length and girth. Grasping my head in both hands he forces his way in and out. I am being fucked in the mouth and throat rather than me giving him head.
Finally I feel it spasm and he floods my throat with cum. He is as deep in me as possible and all I can do is swallow to save from choking. Pulling back he releases me and a few drops fall to the floor at my knees. I lick the last drop from the tip and he steps back to zip himself up.
“Lick up that mess bitch” I hear my mistress say.
As I do so she addresses the guests.
“She does that so well with so little training. I am sure you will all want to use her in some way as this is her first night on the job. Please restrain yourselves and save yourselves for the long night of entertainment ahead”.
Flicking my bottom with her crop to get me standing she sends me to the bar where there is a mirror to repair my lipstick. As I do so I feel the barman’s hand between my legs. He squeezes me hard so that I almost faint and laughs as I mince away with my tray of drinks.
Time passes as the guests enjoy the food and drinks. The slaves on the bench are left alone apart from occasional inspections by their masters and mistresses who feed them small portions of food and sips of drink.
“It is now play time” mistress says “bring in the couch, maids” pointing to Sue and me.
I follow Sue to an anti room where we pick up the couch and carry it to the main room and place it in the middle of the floor where all can gather around. It is a narrow wooden bench about six feed long and 18 inches wide covered in padded leather.
“Who will be first?” my mistress asks.
“Take mine, she needs the punishment quickly” says one of the women.
“What has she done?” my mistress asks.
“I caught her with a boy. Fortunately I stopped them before she was penetrated. Now she must learn that only I can provide the satisfaction that she craves. Can one of your maids get her prepared for what we discussed earlier?”
I was soon kneeling in front of the girl with my tongue lapping her clit to make her wet. So was entranced by her taste and perfume that my own clit was dribbling profusely.
In the background my mistress was issuing instructions. “Get him hard in readiness to receive her”.
My task was soon complete as she was now dripping with cum and my saliva. I was ordered away and went to repair my lipstick. Sue was sucking hard on the tip of a huge penis protruding from a leather clad man lying on the couch. She too was soon called away as her job was done.
Two men picked up the girl holding her at the back of each knee and shoulder. They positioned her astride the prostrate man with the enormous knob pressing against her vagina.
“Please no mistress” she called as they lowered and then forced her down onto the massive member “it will split my open”.
“That is exactly what I want. You will soon realise that men only bring pain to girls like you’ her mistress replied.
She screamed suddenly as the whole length disappeared inside her. Sitting astride him then she sobbed but didn’t move.
“Hump him you slut” she was told.
There was no movement from her until, with a thwack; she was hit by a riding crop. She was soon riding him rhythmically to the beat of the crop on her cheeks. A steady stream of pink stained cum was visible on the shaft each time she lifted.
Another master moved in behind her with his erection protruding from his zip. Holding her down on the first man he pushed her forward so she was lying on his chest exposing her bottom to him. Scooping some cum juice up from her soaked crease he coated his shaft end her arse hole. Then positioning his knob against her hole he forced himself inside.
She screamed as she was split open and her blood flowed onto his shaft. He soon buried himself inside and humped her back and forth. Her body was also moving back and forth on the first shaft still buried inside her cunt. She cried and cried her tears falling on the leather clad chest below her. The double fucking continued for many minutes until her anal rapist was ready to cum. pulling out of her he backed off and walked to the side of the bench. Pulling her upright by her hair and turning her head he forced himself into her mouth and throat where he quickly dumped his load. After waiting to be sure it was all swallowed he pulled out and retreated to watch.
Meanwhile the first master was also ready and soon lifted her off him self and pushed her down to where he could force her mouth over him. With great difficulty he forced the huge shaft past her lips and into her throat. She gagged repeatedly as he fucked her throat until with a spasm he also emptied himself.
He then lifted her head off him and cast her aside where she fell to the floor bleeding from mouth, cunt and arse her body convulsing as she sobbed.
“Maids; Return the couch to the anti room and take this used girl and leave her on it to recover. Then clean up the mess she is making on the floor” said my mistress.
We quickly comply and as we are licking up the blood and cum from the floor while our mistress addresses her guests.
“It is now time for the real entertainment. We shall now retire with our slaves to the dungeon. Maids and barman please go ahead and wait at our service.”
Sue and I follow the barman to the dungeon where he opens up the bar for service and we wait to take orders.
The mistresses arrive with their guests each with their slave on a lead. As we take orders the slaves are relieved of their cloak and led to various restraining positions where they are variously strung up or stretched out for torment. Each is gagged. I watch enthralled as various clamps are placed on nipples, labia and clits both male and female. My own little clit is dribbling a steady stream into my panties.
All around the room slaves are writhing in pain as they are subjected to whippings, stretching’ penetration and clamping.
Mistress Rebecca beckons me to join her. “You will watch me play with my slave. You need to see what awaits you once I have purchased you from you’re current mistress.” I am led across the room to where the mistress has parked her slave.
Mistress leads her slave to the device near the far wall and places her over a large steel phallus mounted upon a hydraulic ram secured to the floor .Her ankles are secure to ring bolts set into the floor. A leather belt is fastened around her waist with chains that are then secured to the ring bolts on the floor. This forces her to bend his knees and support her weight with hers calves and thighs. Her arms are secured behind her back with cuffs.
Mistress touches a button and the phallus rises until it is forcing its way into the hapless slave’s bottom and is stopped at that position. Soon the slaves’ legs succumb to fatigue and she slowly slides down onto the steel phallus. As she reaches full penetration a painful electric shock is administered through the phallus forcing her to try to stand up. She holds up for a few minutes until the leg fatigue sets in again and she gradually sinks back onto the shocking device again. Mistress lets this continue for some time until she takes to the subs breasts and clitette with a cattle prod. This makes the sub jump and bounce on and off the electric zone of the phallus. The punishment is unrelenting until the sub passes out.
“This is what you can look forward to when you are under my control” Mistress Rebecca whispers to me. My heart flutters with fear. My clit dribbles with anticipation.
My young mistress approaches me and leads me to a device like a vaulting horse with a studded leather covering upon which she instructs me to lie face down after first removing my panties. My face just overhangs one end while my legs hang down over the other and my feet are just on the ground. A leather strap is fastened over my back at waist level and my wrists are secured with straps to the floor. I feel a cuff placed on one ankle and my legs are spread by a bar which is then attached to the other ankle.
Unfastening my restraint from my waist she pulls my clitty down and fastens to another strap from the floor. A head harness is fitted which has a strap under my nose and another across my forehead which is in turn pulled back and fastened so that my head is held back. I feel my skirt flipped up over my back.
“If any one wants to use this maid please feel free. As you can see, her arse and mouth are both easily accessible for penetration and her bottom and clit are ready for punishment.” The young mistress announces to the guests.
Almost immediately I feel the burn of a cane cutting across my bottom followed rapidly by many more blows. My screams are soon silenced by a gag, which only allows a whimper as the blows rain down. My tears run down my cheeks and puddle on the floor.
After an eternity the blows stop only to be replaced by a new torture as a large penis head presses against my bottom. The force increases rapidly and suddenly I feel as If I have been split apart as the massive shaft is forced inside me. This is the largest object I have ever encountered entering my passage. I feel a trickle of liquid running down the inside of my legs. It must be blood. The whole length is inside now and must be a foot long. I try to move as it is slowly withdrawn and forced back inside over and over again but can only wriggle a little. I can hear laughter and lewd comments from the onlookers.
Hours pass it seems. Really it is probably five or ten minutes. Suddenly the movement stops with the massive rod fully embedded in my bowel and I feel a pulsation from the head of it as it spews forth a stream of cum far inside me. After some seconds I felt the huge beast slowly withdrawn from my punished hole. As I start to relax I feel another push at my sphincter and realize that I am to be invaded again. Slowly another only slightly smaller prick insinuates its way inside me and the rhythmic pumping starts again. The pain has now reduced from extreme to just a dull throbbing and so the need to scream is replaced by sobs and tears as my ordeal continues.
The gag is removed from my mouth and I know better than to say anything or beg for mercy. The chance to speak is soon removed as another penis appears in front of my face and is pushed against my lips. Having no other choice I open wide to accept this new assault. The corners of my mouth almost split with the size of it as its length disappears to the very back of my throat. In my immobilized state I am not giving head but rather, being fucked in the mouth as the rod is forced in and out in time with the other at the rear. Quite quickly the front man climaxes onto my tongue and overflowing my mouth as I am unable to swallow quickly enough. The rear man soon follows and they both withdraw to be replaced by another pair of similar size.
After what seems an eternity they are all sated and I spend a little time recovering. I can feel fluids running down my thighs and chin that must be blood and cum. This is soon confirmed as my mistress kindly replays some footage of my punished rear on the screen of a hand held video camera used to record my humiliation. The damage to my hole is frightening to look at and makes me wonder weather I will ever walk again.
Mistress Rebecca asks my mistress if she is allowed to cane me.
“Of course you can” Is the reply.
Seconds later I hear the swish and feel the bight as the cane slices into my flesh. My cheeks are soon on fire as blow after blow lands upon my behind. She methodically works her way down from the top of my crease to the tops of my legs. The crowd soon pleads for me to be gagged as my screams are loud and constant. She then works down each of my thighs careful not to hit my dangling boy bits. Once these areas are completely reddened she gives my balls a playful tap with the cane. Unfortunately the hit is harder than she plans and I pass out.
Later, I do not know how long, I start to come to as I feel my bonds being released. I am pulled roughly to my feet and fall in a heap on the floor when let go.
“Get up slut” my mistress barks.
I try but fall again from the pain to my torn and reddened rear. My mistress instructs Sue and the barman to help me to my room. The barman grumbles all the way saying that it is not his job to help sissy sluts to walk.
As we reach the door to my room I trip and fall bringing all three of us to the floor.
The barman’s anger overcomes him and he starts to punch me in the face and scream obscenities at me. I feel my nose and jaw break from the assault just before I pass out again.
I awaken in a strange room. Looking around I work out that it is a hospital room. As I become more aware I realize that I have a drip in my arm. Trying to move I find that I am restrained at the ankles and across my tummy. There is a dull throbbing pain in my face chest and bum. As my hands are free I feel around my body and discover that my face and chest are heavily bandaged.
“Oh, your awake” turning I see a nurse entering the room. “How do you feel” she enquires.
“Quite sore,” I answer.
“I’m not surprised you have had quite a lot of work done.”
“Can you tell me what has happened please” I plead.
“You were brought in by your mistress with a broken jaw and nose and with severe damage to your rectum. We repaired and modified your face as instructed. With a smaller nose and chin and fuller lips you will look much more feminine. We also repaired the damage to your rectum and made it wider to reduce risk of damage in the future.”
“What about my chest?” I ask.
“Your mistress felt that a nice set of implants would complete the transformation. The bandages will be removed shortly and you will see what a great job we have done.” She leaves the room and I feel for my little boy bits to see if they still there. They are.
The nurse returns with a doctor. “Still a bit sore I hear. That will soon pass. We will now uncover your new self. There will be some bruising but the swelling will have gone and you will be pleasantly surprised at how good you look.” The doctor says.
Having released my bonds they sit me up and remove the face bandages. I see myself in a mirror held by the nurse and am shocked by the change. Staring back at me is a beautiful woman. Next they remove the chest bandages and I look down to see a magnificent set of c cup breasts. The mirror is again held up and I am astounded by the new me.
“For the next week you must wear a sport bra at all times and then you may wear what you like” I am told.
“We will remove the drip now and you can shower put your make up on and dress, as you will be picked up this afternoon. I suggest you don’t have anal sex for a few days until your bottom has healed a little more”.
The drip is removed and I am left to make myself presentable. Walking to the bathroom I just love the feel of my new breasts as they undulate ahead of me.
The shower finished, I admire the new me that I see reflected in the mirror as I dry myself. There is some deodorant and perfume available, which I apply to myself. The deodorant is quality but the perfume is strong and obviously cheap. I know from experience that I am expected to use it liberally and so slap it on my wrists under my breasts, around my crotch and my neck. I can’t help fondling my breasts and delighting in the tingle I get as I caress my nipples. I just love the pert nose, small chin and full lips that stare back at me.
Moving back to the main room I see a cupboard, which once opened reveals a set of clothes my restraint and some make up. There is the sports bra, suspender belt, mini skirt and sheer blouse all in white. A tiny thong in red, white four inch heeled sandals and sheer seemed tan stockings complete the outfit.
Having fitted the bra I secure the suspenders to give me something to hitch the restraint to. I push my clitty into the restraint, pull it between my legs and hook it to the back of the suspender. Sitting down I slide the stockings up my legs and, being careful to center the seam, attach them to the belt. The red thong is soon in place, covering the restraint.
The skirt once fitted just covers the stocking tops when I stand and is of such light material that the suspenders and thong are clearly visible. My bra is also clearly visible through the blouse. I look forward to wearing it without bra or with a really pretty one once my breasts have healed. As I peruse myself in the mirror I feel the delicious sensation of precum oozing out of my clitty.
Grabbing the make up case I sit at the dressing table to apply my make up. In the case is everything needed to comply with the note inside, which says “apply plenty of everything to cover your bruises and make sure the look is super sluttish. There are also some earrings and a necklace amongst the makeup.
Suddenly I realize that my juices are probably staining the back of my skirt. Standing and twisting so I can see my rear in the mirror, my fears are confirmed. An obvious stain is visible on the skirt. Quickly removing the skirt I rush to the bathroom and rinse the stain and then hang the garment over a chair back in the sun streaming through the window to dry.
Returning to the makeup I am surprised at how long my hair has become. I wonder how long I have been here. After applying a heavy coat of foundation I heavily coat my lids in lurid green shadow, darken and shape my eyebrows and apply heavy mascara. Some blusher follows and then a very bright red to my new lips. Pulling out the earrings I discover that they are one inch long gold penises hanging from the hooks which I place through my ear lobe replacing the sleepers which had been there. The necklace is a gold chain with matching but larger penis hanging from it. I brush my hair thinking that I need the attention of a good hair dresser.
My mistress walks in at that moment as I am about to stand and retrieve my skirt.
“Ah” she says “nearly ready are you my little slut. But why is your skirt hanging in the sun?” she strides over to the garment and inspects it carefully.
“Oh I see. A stain you randy little bitch. Put it on now so we can leave. We need to get your hair done and buy some clothes appropriate for my new hooker.
I slip into the skirt, grab the makeup bag and follow her into the hall. She is wearing thigh high black boots with wickedly spiked heels over stockings whose tops are just covered by her tight black leather skirt. Up top she wears a beautiful low cut lace bra partly concealed by a short black leather jacket which is open to the waist. Her make up is subdued compared to mine but still manages to make her look sexy. My clit just dribbles at the sight of her.
She leads me to the car and orders me inside. As I sit I try to pull the back of my skirt up to protect it from staining.
Seeing this she hisses at me “Pull it down you tart I don’t want your’ cum on my seat.
Anyway I think you will look the part walking around the shopping center with a stain on you skirt. With the earrings, makeup and those red panties everybody will know that you must sell your self for a living and the stain will confirm it. The perfume will reinforce the idea in their minds. Ah well, best you get used to the idea now.”
I wonder what the future holds for me now. Is she going to sell me to any one who lusts after a bit of shemale action?
I adjust the back of my skirt so that it will absorb the juices that are still trickling from me. The front of my skirt rides up so high that the creamy bare skin above my stockings is clearly exposed as are the suspender laces and even the gusset of my panties. My mistress lowers the roof and we drive off towards the mall.
“Love the look” she sneers at me. “I hope there are plenty of truckers around with CB radios to alert their friends of the view available to them all.”
We are soon on a main road passing through suburban shopping strips and we cruise along in the gutter lane slowly as there is much traffic. Often we are stopped by the traffic and the lights. Attracted by the looks of the car the many people on the street look down on us as we wait to move on. I try covering my crotch with my hands to hide my panties.
“Put your hands at your sides bitch and spread your knees a little or I will punish you” she hisses.
I, of course, comply with her wish. The reaction from the shoppers on the street varies from disgust by most of the women to outright lust from many of the men.
“Apart from the obvious changes I have made to you there are some other things I had done while you were in the hospital. All your body and facial hair has been lazered off and you have a hormone implant, which will keep you dosed correctly for a year. So, what do you think of the new you?” she asks.
“I love it thank you mistress. What is to be my role in your household now?” I reply.
“You will become a sort of personal assistant to me. Your full duties will be explained later. Giving pleasure to my guests will still be part of your role but on the whole there will be some pleasure for you between the pain.” She says smiling.
“Oh thank you mistress” I gush.
We soon arrived at a shopping mall and alighted from the car. My mistress inspected me and expressed pleasure at the obvious stain on the back of my skirt. I tried not to be conscious of it as we walked into the center. We must have been quite a sight with our long legs, short skirts and stilettos clicking on the tiled floor. We were certainly attracted the attention of every male in the place and I heard the word sluts uttered by some of the women.
Our first stop was a lingerie shop. Mistress seemed to know the manager, a slim attractive young woman, as we were quickly ushered out back.
“So this is the new one I heard about. She’s very pretty. What can I help with today?” asks the manager.
“She has just had a boob job and needs plenty of support but I hate the look of the sports bra. With the new size she also needs a whole range of sizes and colours as none of her old ones are going to fit. So how about a couple of sexy support bras to get her through the next week. A black one and a red one will be fine and then we will look at the longer term needs”.
“Take off your blouse and bra so I can check you out” says the manager.
Soon I am standing in front of the naked from the waist up with the girl fondling my breasts as she explores their weight and shape. My nipples are quickly erect and my clitty is seeping again.
“I have the perfect thing” she says and disappears out to the shop.
Upon returning she presents me with a beautiful red bra with lots of lace trim but quite sheer in the cups. She helps me into it and asks how it feels.
“Absolutely wonderful” I gush. “It holds me really well but still looks and feels nice”.
Looking in the mirror I see my erect nipples quite clearly through the cups. My cleavage is very deep and outlined well by the lace over the cups. Half an hour later we leave having tried and selected about six other styles, which I will graduate to once I am healed. I am wearing the red bra under my sheer blouse and my nipples are clearly visible to all through the flimsy material. I don’t care as I am just so happy to be the new me.
My first few days at the hospital wasn’t the typical hospital stay. I’d get fucked by everyone who worked there. Most of the time I was too dazed to realize what was happening but there was always a cock or a pussy that needed attention. The doctors would come in during their breaks to ass fuck me. The nurses would make me lick their pussies clean. I didn’t know what was going on but I wasn’t thinking clearly enough to care. I had swallowed enough cum to consider it part of my diet. Until a couple of weeks later, when my training had started. That’s a story for another time though, let’s get back to the present.
I stepped outside with the client, he insisted on me walking in front of him while I walked to the car. I had put on a new outfit for him. A sexy golden silk miniskirt with nothing more than a black bikini top. My heels gave him a nice view of my firm ass while i walked in front of him. Every so often he’d ask me to stop so he could slap my ass. After a few hard slaps on my ass we finally got to his car. It was a brand new Mercedes with tinted windows. He opened the backdoor and I got in. I expected him to start driving but he got into the backseat with me. Without any hesitation he pushed my forward onto the hand rest, pulled my slutty skirt up and shoved his cock deep into my ass. I had a bit of lube left in there but not enough in my asshole for a proper fucking. He didn’t seem to care as he rammed his hard cock right up my asshole without a word. A few minutes passed as he kept using me without any other interaction except moving up and down my guts. I felt him tense up and I felt my guts get filled with a warm fluid and I had known he came.
“Get out and leak my cum outside, I don’t want that shit in the car”
I exited the vehicle and watched drips of cum fall onto the cement floor. He handed me some tissues which I cleaned myself up with. Once he knew I was clean he grabbed my arm and pushed me into the passenger seat. Then he got into the driver’s seat and turned his car on and we started out trip to his apartment.
The drive home was quite eventful. He had gotten my bikini top off and would roll down the windows every so often when he saw someone worthy of flashing my double D fake tits to. Some of the people I flashed had taken pictures with their camera phones, the client seemed to enjoy that. By the time I reached his apartment I was certain at least 5 people had gotten something on their spank bank.
He made me leave my bikini top in the car so I walked up the stairs to his apartment topless. Once we got into the place I realized who I had gotten assfucked by. He was the police chief’s son. A particularly wealthy and corrupt police chief by the name of Gary Rogers. I could see the pictures of his father all over the apartment that was decorated by expensive furniture and electronics.
“Take it all of sissy,” he said.
I took off my miniskirt revealing my cock and firm feminine buttocks. He walked up behind me and started tying up my hands behind my back. Once he was done he pushed my onto the couch and walked out the room. I heard him talking in the other room, but I couldn’t make out what he was saying. He came back after a while and dressed me up into a black thong and matched laced bra. Then he made me sit on his lap while turned on the TV and started watching a football game. I could feel him hard, and he’d occasionally feel my body up, but he didn’t seem to be in the mood to fuck me. Until the doorbell rang.
6 men in their mid twenties walked in, each with a smirk as they saw my seminude body on the client’s lap.
“So this is tonight’s entertainment?” one of the guests asked.
“Go nuts,” said the client, “There’s lube on the counter, a bunch of Christina’s lingerie if you’re into that. Don’t worry about getting too aggressive she’s just some sissy whore I got for free. Anyway I’m going out with Christina, I’ll see you animals later”
And he just left me there alone with 6 strange men.
They gathered around me in a circle and lifted me and transported me to the bedroom. They spent no time in undressing themselves. They ripped my panties off and one of them, a fit college aged male, pulled his pants off. He had a large erect 8′ inch cock which he wasted no time in getting close to my face.
“Suck it”, he said, as another one of them started spreading lubricant into my asshole.
I started sucking his large member, hoping he’d cum on my face instead of penetrating me with that giant beast. My plan had failed because once he was horny enough he went to the foot of the bed and started violating my asshole. The other 5 spent time feeling up my body and eventually exposing themselves to me so I could suck them off. On got on the bed and pulled my bra off and started titty fucking me. The other four just jerked off while taking turns to get sucked. The 8 incher didn’t get put off by my cock, instead he used it to stabilize himself while he pounded my asshole with no mercy. This was particularly bad because it only took me a few minutes to shoot a massive load, all the way across my belly, while the titty fuckers were exchanging positions, causing a week’s worth of stored cum to splatter on my face, tits, and with some residual thick cum across the bed.
They just used my cum as lube.
Each one of them got a turn on my asshole. Most of them came on my face. Some up my ass leaving cum as lube for the others. None of them only used me once. I had gotten bukakked and the only cum not used as lube was that on my face. By the time they were all done with me the client was home. My shame wasn’t over though, as each of the college boys had taken pictures of my bukkaked face, some with the cocks on my head while the picture was taken.
I was a mess by the end of the night. My make up was deep under several layer of cum. I would have made the most outrageous porn star think twice about getting bukkaked and fucked so badly. But all the client did was laugh before he pushed me onto the bed and fucked me up my ass before returning me to the brothel the next morning, without letting me even clean my face.
“What a beautiful morning!”, I thought to myself as I drove home from the airport. I had just seen my wife off on a two-week trip to visit some friends in Europe, and I was looking forward to some alone time. I work from my home office, but I had very little to do while she was away, so I planned for a couple of weeks of relaxation and to catch up on some reading.
As soon as I arrived home, I slipped out of my jeans, shirt and underwear, and pulled on a pair of surf-shorts. I grabbed a book and a 6-pack and headed out to one of the communal swimming pools in our complex. Our apartment complex is huge, and would be better described as a resort, with several pools, gyms and playgrounds for kids. I decided to head to one of the smaller, quieter pools in the hopes of catching a little sun and reading in peace.
The plan worked. There was nobody else around, so I cracked a beer and began to enjoy this perfect day. After about an hour, an older gentleman, perhaps late 60′s or early 70′s, arrived and gave me a nod as if to say “Hey”. He was dressed in a terry cloth robe, and he walked past me toward the hot-tub adjacent to the pool. As he removed his robe, facing away from me, I remember smirking to myself at the fact that his swimsuit was a little red speedo. It was especially comical to me because he was a big man, well over 6-feet and easily 200lbs.
I went back to my book, grateful that it was a quiet old man invading my solitude instead of a pack of raucous kids. Ten minutes later, I heard the words “Nice day for it.”, and looked up to see the old fellow toweling off in front of me. “Hmmm?”, I replied. “It’s a perfect day for a cold beer”, he reiterated. He didn’t have a beer in his hand so I took it as a signal that he’d like one. “Yeah, it sure is…”, I replied, “Would you like one?”. He replied that that would be great, and as I reached into the 6-pack, he threw his towel onto the lounger next to mine.
When I looked up, I was stunned. No more than a couple of feet from my face was the most impressive ‘package’ I have ever seen. The old guy’s cock and balls stretched the speedo fabric to near transparency. It wasn’t that I was looking at it, exactly, but it would have been simply impossible to ignore. Either way, after a second or two of being mesmerized by this freakish sight, I caught myself and brought my eyes up to meet his… “Here you go, Sir.”, I kind of stammered, hoping he hadn’t noticed my faux-pas. “Thanks, son… And don’t think I don’t appreciate being called ‘Sir’… so few youngsters have any respect for their elders these days.”
He accepted the beer and sat down next to me. “Wife at work?”, he asked, following with “I noticed your ring”. I told him that she was gone for a couple of weeks and he nodded sagely, “Good for a marriage, a little time apart to pursue your own interests”. He obviously wanted to chat, so I put down my book and engaged in conversation with him.
He was a nice old fellow, and interesting, too. He told me all about his life, how he had been a widower for the last 8 years, and how it was nice to talk to someone as his kids lived across country and rarely called or visited. We each opened another beer an continued to chit-chat. Before long, we had finished the 6-pack. I offered to grab another from my apartment, but he insisted that he had some in his place and that he couldn’t keep drinking mine.
“Do me a favor and grab a sixer from my fridge while I take a dip, son. Here’s the keys, it’s apartment 112, just over there…” and he pointed to one of the apartments adjacent to the pool. “Sure”, I complied, and grabbed his keys.
I entered his apartment and went straight to the fridge. The layout was identical to my own, but the art and furniture were much more expensive. When I opened the fridge, I couldn’t see any beer. I bent over to check the bottom shelf, but still nothing.
“Am I out again?” I jumped as I heard the voice. My new friend was directly behind me, dripping wet, speedo still bulging and dark, cigar-butt sized nipples protruding from the silver hair that carpeted his leathery, tanned chest.
“Did I scare you?”.
“Uh… no, sir… I just wasn’t expecting you… yeah, there’s definitely no beer in there… but I can go and get some”, I offered.
He dismissed the idea with a wave of his hand and brushed past me toward the fridge. As he did, he whispered in my my ear, “Nah, let’s fix some margaritas instead”. That huge package of his brushed against my hip as he spoke and I flinched once more. “Jumpy little thing, aren’t you”, he grinned, “Don’t worry, you’re safe with me”, and he patted my ass!
I wasn’t sure if it was in a ‘coach’ kinda way… or not. Maybe 3 beers before noon had me thinking crazy but he seemed a little deliberate about it. I ignored it and decided to get out of his way, but that wasn’t going to happen! He asked me to cut some limes while he mixed the drinks.
Not wanting to be rude, I stood at the counter and began to slice the fruit. Almost immediately, my host was behind me, much closer than I felt comfortable with. So close, in fact, that I could feel that big bulge brushing against my ass! He brought his arms around me and began guiding my shaking hands as I clumsily attempted to cut the small, juicy limes.
The strangest thing started to happen to me… with my front trapped against the counter, and my back and sides completely enveloped by this large, commanding man… my cock began to twitch and inflate.
“You seem nervous, son…” whispered my captor, so close to my ear that I felt his warm, moist breath “Are you uncomfortable?”. I was mortified! If I said ‘yes’, and moved, he’d definitely see the tent forming in the front of my cotton shorts – If I said ‘no’, and stayed where I was, that would just encourage him to further invade my space! While my brain processed this dilemma, my mouth stammered something akin to “Uhh… well… no… Uhh, it’s ok”.
“OK?!!”, I thought to myself, “Of course it’s not fucking OK! This old guy is obviously hitting on me!”. But during this frantic, secret conversation with myself, the more primal region of my brain was acutely tuned to the physical stimulation of my body. My hands were willingly being manipulated by his, my butt screamed out to me that there was a foreign object nestling against it, and my cock… well by now it was so hard it was aching.
“Tell me, son… have you ever kissed a man?”, came that close, warm, intoxicating whisper. “NO!”, I answered, almost TOO emphatically, “I’m straight! Please don’t!”.
He just laughed gently. HE LAUGHED AT ME! “Don’t worry, boy. I’m not going to kiss you… well, not unless you beg me to…”, and he laughed again. “I just wondered… since you seem to be OK with having another man this close to you”. He reached down slowly toward my crotch and immediately discovered my cock standing straight up, with a pride that completely contrasted with my own shame at him having discovered my arousal. His touch overloaded my nerves. I felt electricity shoot from my cock to my brain and back again, my muscles went weak, I could hear the blood pumping around my body, and when he gave my whole cock a gentle squeeze with his big, powerful hand, I almost fainted!
“I guess you’re MORE than ok with it”, he rasped in my ear as he continued to squeeze, “Do you like me touching you?”, and I’m sure I felt him thrust his crotch ever-so-slightly toward my ass. My mind was racing. Consciously, I was fully aware of just how wrong this was, but deep inside the primitive limbic region of my brain, I was being controlled by the pleasure I was feeling from his firm grip on my cock. I wanted to run… to get away from this man who had taken control over MY BODY, but I just couldn’t!
As he gently moved his hand up and down my shaft, my breathing turned to panting. I didn’t have the power to stop him – to even utter the word “No”. He brought his other hand up to my chest and found my nipple with his forefinger and thumb. He tweaked and pinched in a manner that was right on the border of pain and pleasure, all the time rubbing his package against my clenched butt and breathing heavily into my ear.
“Why don’t we get rid of these”, he whispered assertively as he pulled at the drawstring on my shorts. My cock, bereft of his touch, twitched impatiently. As my shorts fell to the ground, it bobbed around in the air, desperately seeking the pleasure of his touch. It didn’t have to wait long! His hands returned to my now naked body, and when he gripped my shaft once again, the sensation was sheer ecstasy!
He placed a foot between my ankles, using it to spread my legs and allow his crotch to nuzzle between my ass cheeks. He continued his ministrations on my nipples, weakening my will and making me feel sublimely submissive – like I was a toy to be played with… an object of pleasure for this man. I could feel his cock growing as it fought against the lycra of his speedo and tried to burrow it’s way further between my cheeks.
My seducer continued to jerk me off ever-so-gently, as he challenged me: “You like the way I touch you, don’t you boy”.
I nodded weakly.
“You want me to let you cum?”
“Yes please, sir”, I answered breathily.
He knew I would do anything he told me at that point, and he used that knowledge to pull me even further into his world of depravity… “Turn around and get down on your knees, son”, he growled into my ear.
With my defenses obliterated by his expert caresses on my body, I was powerless to question his order so I dropped obediently to my knees in front of him, looking up at him like a docile puppy. “Good boy”, he praised, before putting both hands behind my head, gripping my hair and thrusting his crotch into my face. He mashed his semi-erect cock and big balls into my face and rubbed them all over me like an animal marking territory. I could barely breathe!
Looking back now, I think this was the moment he broke me. Here I was, a straight married man on my knees, permitting another man to do this to me. Nothing but the flimsy speedo stood between his cock and my face, and I did nothing to stop him! My own cock still stood straight up in all it’s glory, yearning for his touch to return.
When he pulled back after a couple of minutes, I looked up and met his eyes as a different person – a compliant little boy waiting for orders from his master.
“Take them down, son”, he commanded, referring to the speedo.
I reached up slowly with both hands, grabbed the waistband and pulled the little red speedo down…
To be continued…
Daddies, please tell me what you’d like to happen in chapter #2