I watched Dean out the corner of my eye as I collected the secure waste from the bins. As the copier finished Dean collected the papers and put them in a vanilla envelope, putting the originals back in a folder.
I left the room, rushed downstairs and turned the shredder on. This was my last job of the day. Every evening I picked up the secure waste and shredded it. Just one of the many menial tasks I performed. I had a long day starting at eight in the morning and finishing around six in the evening. Delivering the internal post, making coffee, doing the sandwich trolley twice a day and shredding the waste, plus of course anything else that I was asked. Office Assistant they called it. I called it general dogs body. The money wasn’t that good but it was a job and not particularly hard. After my past I couldn’t really complain.
I finished the shredding and locked up. Signed out at security and waited outside for my lift to arrive. Dave turned up almost immediately. I got in the car and we waited. Not long after Dean came out, got into his car and drove off. We followed him discretely. We knew where he was going as we had done this several times before. Once a month in fact for the last 6 months.
As usual Dean met up with his twin brother Donald, as they were not identical it was fairly easy to tell the two apart. Dean pulled up alongside Donald’s car and handed the envelope through the window. Donald handed Dean an envelope in return, bulkier than Deans. That envelope we knew was filled with cash. They chatted for a couple of minutes and then with a final joke went their separate ways. Throughout the exchange I had been clicking away with my digital camera. I had reams of pictures of these transactions between the brothers all digitally dated.
Dave and I had been planning this for sometime. The four of us had all gone to the same school, even been in the same class. That’s where any similarity ended however as the twins had married well and been introduced to there jobs by there new in-laws. The twins had married twin sisters from a middle class very Catholic family. Church every Sunday and all that stuff which made Dave and I laugh as we knew that the boys had almost as bad a background as we had. Only difference was they didn’t get caught. Nothing serious, just boys being boys really but the girls involved were a world apart from the twins they had married.
Dean was well up in the business but was having to work his way up the ladder. He had given me a job out of sympathy more than any old friends loyalty. He turned Dave down flat when another vacancy turned up. This whole thing had started one evening as I was doing the security waste. I had seen Dean copying some papers. When I commented on the fact that the file was a security file he turned quite nasty.
“If you want to keep your job you will keep your nose out of other peoples business.”
I didn’t need telling twice, but after that I kept a close eye on him. That night I told Dave what I had seen “That’s strange, maybe we should keep an eye on him. Let me know if it happens again and we can find out what he does with the stuff.”
I kept an eye on him but nothing happened for weeks. Then I caught him again. This time I just ignored him. I called Dave and told him to be outside the office ready to give me a lift when I came out. I kept an eye on Dean from a distance. As everyone else had gone most of the office lights were out so I hid in one of the cubicles and watched hoping my breathing wasn’t as loud as it sounded to me.
Once he had finished Dean put the envelope into his briefcase and then locked the original in a filing cabinet. I knew he would go to his own office before leaving so as soon as he was out of site. I signed out at security and rushed down to the underground car park that served the office block. I hid behind a pillar until I saw him heading for his car and then I jumped over the wall. Running to the road I called Dave on my mobile and waited for him to turn up.
He took so long we almost missed Dean as he left but luckily he got caught at the traffic lights. That was six months ago and we had followed him every month since. Always on the same day of the month. Once the copier ran out of paper so while he went to get some from the stationary cupboard I took a quick look at what it was he was copying. It was the monthly financial report, all gobbledee gook to me but the heading was plain enough. ‘Financial Report. April 2006′ and below that in red was ‘Security Level 5 and Above Only.”
Now that Dave and I decided to act on the information we had we couldn’t make our minds up what to do with it. We could demand money, or even promotion for me and a job for Dave but it all seemed small to what they were doing. We knew they were selling the information to a rival company because that’s where Donald worked. It was decided after the twin weddings it would look bad if they both got jobs together because of the marriage so an old friend of ‘daddy’ gave Donald a job. The friend had subsequently died and his son was brought back from the USA to run the business. He of course knew nothing of the brothers so just treated Donald like any other employee.
Deans company was well known in the area for it’s fundraising for local charities. Every May they held a ball. All the local dignitaries were invited and the employees were allowed to buy tickets so they could mix with the hoy palloy, the local rich and famous. I got tickets for myself and Dave and it was at this event that we suddenly decided what we were going to do with our information.
Dean attended with his wife of course and as he walked in Dave and I stared goggle eyed. She was stunning, really gorgeous, great figure and about ten years younger than Dean, and us come to that. Long blond hair and legs that reached the sky. She mixed with the dignitaries like she knew them personally, which in a lot of cases she did.
Dave and I worked our way over to Dean and I said “Hi Dean going to introduce us to your wife.”
Well the look she gave us could have killed an elephant and before he could reply she said, “I don’t think so.” She took his elbow and lead him away. He didn’t even look back.
“Snotty bitch.” I said
“Fucking right.” Dave agreed “Mind you I wouldn’t say no to a night in bed with it would you?”
And that’s how it started. We made jokes about her all night, what she would be like, how we would make her beg for more and how she would just keep begging us to fuck her brains out. All the usual stuff guys say when they talk about a horny looking woman they know they will never get.
The following day while we discussed the night out we got back on the subject. I don’t know which one of us suggested it but before long we were making plans on how to get her knickers off. The first thing we had to sort out was how we were going to approach Dean. We had enough stuff to put him away for years and the effect it would have on the credibility of his in-laws would be devastating so in a way we had them both. But we needed to get them together somehow and not in a public place In the end it was just luck that gave us the opportunity that we needed.
Dave and I were out having our usual Friday night on the town when we were walking down the high street and who should come out of the posh restaurant across the road but Dean and his wife. The owner showing them to a limousine that was waiting for them.
“It was so nice to see you both again. We do look forward to your anniversary each year and thank you for your continued custom.” he said as he opened the door of the vehicle for Deans wife to get in. Dean crossed his palm as you would expect after posh nosh and then the car pulled away.
“Come on.” I said grabbing Dave’s arm. Not sure what I was up to he followed me back to our car. We knew where they lived so I headed in that direction. “If they are headed home this could be our opportunity.”
“Shit! I never even thought of it.” Dave said
Limo’s don’t go too fast up country lanes so we soon caught them up. While they went into the house and switched on some lights I grabbed some photos from the bag in the back of the car. We headed for the door set in this ancient stone building and I knocked as assertively as I could. A moment later Dean appeared.
He was not pleased to see us. “What do you want? Do you know what time it is?”
“Yes Dean we do but we have something to show you that we think is important.”
“Well if it’s work show me on Monday. I’m busy.” and with that he closed the door.
“Not quite as planned.” I said angrily and knocked again, this time louder and much harder.
The door flew open, “What!” I had taken out one of the eight by ten photo’s of Dean and his brother and just held it at eye level. As soon as he saw it he grabbed it and said “What the hell is this?”
“I think you know what it is. Maybe we should discuss it inside.” I said confidently. The blood had drained from his face and involuntarily he stepped aside. Dave and I brushed passed him and waited for him to shut the door. He was still staring at the photo.
“Just give me a minute. I will tell my wife I have some business to attend to.” Dean said and walked off. He didn’t realise we followed. As he stepped into the large lounge his wife turned around. “I just have something to sort out dear a I wont be long.
“That’s ok it concerns your wife as well.” I said and just walked over to her and held out my hand. “Hi I’m Mike.”
She looked bewildered and a little disgusted at the way I had just brushed passed Dean and introduced myself. “Err, Cathy.” she said barely able to bring herself to even touch my hand let alone shake it. Dave had followed me in but stayed by the door. I assume to stop Dean from leaving. I took in this beautiful woman with eyes that hid nothing of the lust I was now feeling. Dressed in a low cut cocktail dress that did little to hide her ample cleavage she squirmed under my gaze.
“I suggest you go and sit with your lovely wife.” Dave said. Still lost for something to say Dean complied. He was never the confident type at school, always following never the followed.
“So Deany boy. Been a bad boy eh.” I said
“I don’t know what you mean.” he replied without very much conviction.
“What is this? What are you talking about? Dean, send them away.” Cathy said.
“I don’t think so Cathy. You don’t mind if I call you Cathy do you?” I said and added before she could reply, “Good.”
“I don’t know what you think you have there but it’s not what you think.”
“What we have Deany boy is you selling secrets to a rival company. To your brother in fact.”
“Dean?” Cathy said still bemused
“No you fool what you have is part of a security test. Nothing more. An exercise to see how good our security is.”
“Well security sucks because you’ve been doing this for at least six months and probably a lot longer.”
“Wha….” Dean gasped, “You mean….?”
“Yes Deany boy, we have been keeping tabs on you and your brother for ages. We have hundreds of photos. Times and dates the whole lot. Even Donald giving you money.”
“Oh my god.” Dean looked shocked
“What is this? Dean, what is going on?” Cathy was totally confused.
“Your husband has been selling secrets to his brother. I am sure you know Donald works for a rival company. Dean has been selling him the monthly financial report for ages. I am sure your aware that he could go to prison for a very long time as well as face a lawsuit for any financial loss to the company. Not to mention the stigma it could attach to your family as well Cathy. All those hoy palloy finding out that your husband is a thief, an industrial spy.”
“Dean? Please say it isn’t true and throw them out.” Cathy said quietly “Please.”
When he didn’t reply she cried “Oh my god what have you done? Why?”
“It would seem that Deany boy here has got a gambling habit. He owes, some not very nice people, quite a lot of money.” I answered for him as he just sat with his head bowed.
“Dean!” Cathy shouted, “Tell me it isn’t true. Say something for Gods sake”
Her raised voice shook him from his daze. “I’m afraid what he says is true Cathy. Donald and I had the idea so that I could get the money and he could curry favour with his new boss. It has been going on for over a year. But I don’t owe any money, I managed to pay it off.”
I turned to Dave who till now had said nothing, just stood next to me. “Get that Dave?”
Dave pulled his phone to his ear and after a couple of clicks the last bit of conversation reverberated round the room. With a smile he said, “Wonderful things mobile phones, and it’s on video by the way.”
Cathy started to sob. Mumbling “Stupid stupid man.” over and over.
Dean took a deep breath. “How much do you want?”
“Oh we don’t want money, we could have got that months ago. No we want something else, something special.” I said
“Whatever it is Dean you give it to them. This will break daddies heart and poor mummy.” another sob left her mouth.
“Pull yourself together Cathy don’t let these morons get to you. Remember who you are.” Dean said. It must have hit a note as she took a deep breath and seemed to pull herself together. “Now! What is it you want?” Dean asked.
In unison Dave and I looked at Cathy. “Well it may go someway to keeping us happy if Cathy was to take that dress off.” I said
Cathy was stunned, her mouth dropped open and her hands automatically lifted to her chin. Her arms covering the ample cleavage she was showing in her posh frock. “No! Never. You go to hell” she said, shocked.
“You can’t….” Dean started, “Can she leave the room while we discuss this. I need to say something….personal.”
“No!” I replied, “But we can move over there if you like.” I nodded across the large room.
Dean got up and Dave and I followed him. The distance allowed us to lower our voices and not be overheard. “You can’t do this. She’s innocent. She had no part in this. She was educated in a convent for Christ’s sake. She knows nothing of men apart from me and believe me you wouldn’t want our sex life. Why do you think I gamble?”
“Maybe we should let her decide?” Dave said
“What do you want from her. Is it just to ogle at her you perverts.” Dean said realising he had raised his voice.
I put my face into his. “No. She can start by getting her kit off. I don’t know about Dave but I fancy a nice slow blow job. The last time we met she used that mouth to sneer at us. Now we will see who is in charge.”
“She wont do it.” Dean said stubbornly.
“What? Never given you a blow job Deano?” Dave asked.
“It’s not that….
“So she has then.” I interjected.
“She’s not very good at it and only does it to please me. I told you she was educated in a convent. She knows nothing about sex. We only do it once a week to keep me quiet. Her marital duty as she puts it.”
“Well if it’s a choice between you going to prison along with the ensuing social castration. Or doing what we ask she should have the choice at least.” I said. Then I headed back across the room .All this time she had been staring at us, agitated. Now she shrank into the settee.
As we approached Dean whispered, “At east let me be the one to tell her what you want.”
“That’s ok with me.” Dave said
“Ok Cathy. This is the situation.” I said, “We have enough information on Dean to send him to prison for a very long time. Not only that but the social stigma attached, not only to the crime but him being in prison, will be with you for the rest of your life. You and your family, including of course your sister. As it was Deans brother Donald who received the goods will also go to prison. Do you understand the situation you are in?”
I had to give her credit. She took a deep breath and visibly pulled herself together. Sitting upright she said, “I understand. What do you want from us?”
“I will let Dean tell you that and you can make your own mind up”
Dave and I went across the room so they could be ‘alone’. Her face reddened and I could see her shaking her head. After a few minutes serious discussion, in which it seemed Dean was the most agitated they looked over and beckoned us.
Dean sat silently. “I will do as you ask.” Cathy said. “But Dean has told you that I….am not….”
“Not much good at sucking cock. Yeah he said.” I interrupted, “But are you willing to do it, and are you willing to be guided by us so that we can enjoy it more.”
She hesitated and looked up at Dean. “I don’t have much choice do I if that’s what it takes to get Dean out of this predicament then I will do it.”
“It will certainly go some way to ease your position.” I said
“What do you mean? Some way?” Dean asked
“Well a quick blow job isn’t going to make up for 30 years in prison let alone the rest of it.” Dave said
“Dean!” Cathy said, “Please leave us.”
“No! I think he should stay. We don’t want him calling the police while he is out of the room do we?”
“You don’t expect me to stand here and watch as you do….whatever to my wife do you?” he said angrily.
“Dean be quiet,” Cathy said again, “If you hadn’t been stupid enough to get us in this mess these men wouldn’t even be here.”
With that she stood up and lifted the halter neck over her head, she took a deep breath and with her eyes closed she dropped the posh frock to the floor. I could see she was shaking. Her bra was not what you would term a turn on, although half cup it was made of thick material
“Now the bra.” I said. She did well, reaching back and unclipping it, letting it drop to the floor. Those tits hardly moved, a slight drop but no more. They stood out in front of her proudly. She stood for a second and then her upbringing clicked in and her arms came up, pushing those wonderful mammeries together in an attempt to cover her embarrassment. I walked up to her and lightly touched her arms. “Put your arms down, your hiding nothing.” I said gently
Pulling herself to her full height, which was about five foot seven, she let her arms drop to her side. Staring straight ahead. As I ran a hand over her arms and then across her shoulders she closed her eyes. Screwing up her face as I moved down to her breasts, a shudder as I brushed her nipple. Dave had joined me by now and we took a tit each, playing with it gently, running a hand down her back to the waist band of her not so sexy briefs. I lowered my mouth to her nipple and felt her tense as my tongue brushed it, then tense again with a sharp intake of breath as I took it into my mouth. Dave never was very imaginative or inventive and just followed what I did, when I did it.
Cathy was shaking like a leaf and I could see tears in her eyes as she stared ahead, her eyes flickering. “Now I need you to go to your knees” I said. She complied without a word. I guided her through undoing my zip and lowering my jeans and boxers and told her to do the same to Dave. I told her to take each cock into her hands and talked her through how to manipulate them to the best advantage, using her thumb to increase pressure to the bell end as and when needed. Then I told her to focus on Dave and to use her spare hand on his balls. All this I did with a degree of tenderness in my voice and she didn’t put up any objection, though she did try to turn her head to one side.
“Now I need you to open your mouth and put his cock in.” She hesitated but slowly her mouth opened and moving forward she took him past her lips but no further. “That’s it. Now slowly close your mouth and then move your lips from the top down to the bottom, all the time playing with his balls, and then back again.”
She did as I told her and nearly choked as Dave’s cock hit her throat. She took a minute to gather herself and then continued. Slowly I talked her through the refineries of cock sucking and I could tell by Dave’s face that her technique was improving. All the while I played with her tits and ran my hand up and down her back down to her bum. I motioned for Dave to move back a little so that Cathy would have to lean forward, raising her bottom off her knees. This allowed me to run my hand over her bottom and between her bum cheeks to her inner thighs, I deliberately avoided her pussy at this time. As I brushed her inner thighs she gave a sharp intake of breath. She went to pull away but Dave held her head to his cock and I had a hand on her back, holding her still. Dean went to get up but I glared at him leaving him in no doubt that he only had one chance
As I ran my finger over her bum crack she again took a sudden intake of breath, but no comment. I ran my hand up her legs and when I reached her knees I applied enough pressure so that Cathy lifted her weight and spread her legs slightly allowing me to slide my hand smoothly over the thin material covering her pussy. Now I had access to both her tits and her love hole and I made the most of that opportunity. While remaining soft in my touch I explored a little deeper with each move until the material had slipped first into her pussy and then slightly to one side, then all the way over. They were not dry, a slight wet patch showing which told me she was enjoying this more than she appeared to be. Or in fact more than she should be if Deans assessment was right
“Sit on the settee Dave, right on the edge so Cathy can bend over you.” He did as I asked and while Cathy was standing I lowered her panties to the floor. She stepped out of them as she went back to her knees. I pulled her up so she remained on her knees with her legs spread but reaching forward. Now I had the access I wanted. As she got back to work on Dave I went back to my ministrations on her pussy. She gave a slight moan as I slipped a finger into her wet hole. Still no objection so I used my hands to full effect, again playing with her nipples and running a hand over her bottom, sliding it under and into her pussy, which by now was sopping wet. I slid a finger in and she almost bit into Dave’s cock but he was so far gone he must have thought she was just taking a firmer grip. By the time I had slipped two fingers in, her body was shaking slightly and her pussy was pulsing on the inserted fingers.
I wasted no more time, I ripped my clothes off and slowly tapped my cock at the entry to her hole. She threw herself to one side sitting on the floor, “No! No I cant….not that. I just cant, please not yet.”
“Fuck off bitch if I wanna fuck you I’m gonna fuck you. If not then the old mans going to fucking prison bitch.” Dave said moving to grab her.
“Shut up Dave.” He hadn’t noted what she said. The ‘not yet’ part of her statement had clearly caught my ears and it said that she expected it to happen sooner or later.
Dean jumped up “You cant do that, you said a blow job not a fu…” he stopped remembering his wife was present, “Not sex, you said a blow job.”
“You’re a bloody fool Dean.” Cathy said, “You honestly believe that they were going to make me do….suck, and then go away and forget everything. Well, did you?”
He didn’t reply, just lowered his head again.
“So what are you saying Cathy?” I asked gently
“I maybe naïve, but I am not as stupid as my husband. It was obvious this was just a start. But….I cant, not yet. Not like this.”
“But how do we know if we settle for the blow job today you will be as compliant tomorrow. Or how long did you expect us to wait?” I asked.
“I know you wont wait. I also know your information against that fool will still be here tomorrow, or next week or next year and that you will make the most use of it that you can.” She said stubbornly.
“So what would you suggest and what do you offer.”
“I will do whatever you want, if you will give me time to adjust to this situation. I cannot say that I will be any good at it, but I have no doubt you will want me to do things that disgust me. You cannot expect me to just do them willy nilly. I need time to prepare myself, to adjust.”
“Cathy you cant. You have no idea what they will get you to do.” Dean said.
“I know they will send you to prison, and that would serve you right. The attached effects of that on my family are the only reason I am naked, in my own living room, bargaining with two men with my body on my wedding anniversary. So this really has nothing to do with you.”
“So if I understand you Cathy. It’s not what we want you to do that you need to adjust to. But the fact that your in this situation at all. Once you have adjusted then you will comply with all of our wishes. Is that correct?”
“Yes. I will do this for you now, but the rest I cannot do, my….body, wont do it. Not just like that. I would have to deny my beliefs, albeit temporarily to do as you ask and that cannot be done in an instant. I am sure you understand that you are asking me to go against everything I have ever been taught.”
“Yes I understand. Shall we continue then?”
Dave and I moved in front of her and she slowly got to her knees and started playing with our cocks. Once hard she took first me then Dave in to her mouth. She was a quick learner and was having the desired effect. I stepped to one side and continued playing with her tits. I let my hand move down to her pussy and while she did jerk, she did not pull away. It wasn’t long before Dave shot his load with a look of triumph on his face as she tried to pull away, his hand on her head preventing such a move and his come hit the back of her throat. She did pull away now and spat some of his juice out onto the carpet. Before she could throw up I lifted her head to my own rigid cock and slipped it in to her mouth. After a second to recover she again went into motion.
I don’t know if it was because I treated her with some degree of respect or what but she seemed to work harder on me even coming up with some moves that I hadn’t mentioned. If I moaned she did it again, and I moaned a lot. I deliberately moaned louder as my orgasm rose. I put my hand to her head and said, “I’m coming, any second.”
Her eyes looked up at me but she made no move to pull away. As my come hit her throat she gagged slightly but didn’t stop until I stepped back. She sat on her knees for a moment, gasping for air, gagging and almost throwing up, but she managed to keep it all in and slowly recovered.
“Get her a drink Dean.” I said. “For a novice you suck cock very well.” She raised her head and looked at me but showed no emotion, just a slight twist to the corner of her mouth. Dean handed her the drink and she emptied the glass, giving it back to Dean obviously wanting more.
Dave and I had been getting dressed as she drank, “I take it when we return tomorrow you will be….adjusted?” I said
She nodded and curled up in a ball sitting on the floor. Dave and I left them to sort themselves out.
As we got outside Dave was on a real high, “Fuck me she fuckin loved it. We can have them titties anytime we want em and he ain’t gonna be able to do a thing about it. We should of fucked her as well then she would really know what a man is. Why the fuck did you stop at the bj?”
“Sometimes Dave you’re a bloody fool. Try thinking with your head and not your balls. When we go back tomorrow we will be able to do anything we want. In time she will become an incredible fuck. If we had gone further tonight she would probably have just lay there in the future. It would have been like shagging dead meat. Now, she will take part and if we handle it well she will come to enjoy it a bit more than I think even she suspects.”
“She fucking better. If she backs out tomorrow you will be to blame and I will be well pissed off.”
When Dave dropped me off I said “I want to be there about ten am. Early enough for them to be up but not to have gone out so pick me up at nine.” I spent the next couple of hours thinking of what we had done. I had to admit she was a real turn on, and them tits were to die for. I was almost certain that she would keep her word. How long it would take for us to get her fucking like a whore I didn’t know but I wondered if what they said about convent girls was true.
Dave picked me up as arranged and we made our way over to Deans. I knocked on the door and when Dean saw it was us he tried to slam the door closed. I barged against it and said, “If you ever try that again I will hand you over to the police and while your in prison I will use your wife like a whore Do you understand?” when he didn’t answer I repeated, loudly “Do you understand?”
“Yes. Yes I understand.” he said defeated
“Still asleep, she was crying pretty much all night. Even when she was asleep she was whimpering. I was just going to take her breakfast up.”
“Make some coffee. I will take her breakfast.” he was about to say something but the look I gave him stopped him cold.
I grabbed the tray of food and went upstairs. After two wrong rooms I found her laying in bed sound asleep. I placed her breakfast on the drawer unit and after looking at her laying there in a far from sexy nightdress I touched her shoulder. “Cathy. Cathy. I have got breakfast for you.”
To begin with she wasn’t sure who it was but as recognition fell in she almost screamed, pulling the bedclothes up to her chin and squeezing herself so far up the bed she was squashing herself against the wall.
“Calm down. I have breakfast for you. All I want to do is talk. Come on settle down and let me put it on your lap.”
The euro breakfast was set out on a knee tray so once she had put her legs down I set it in place. I sat on a chair in the corner of the room, well away from her and allowed her to eat in peace. Once she had eaten and had started to sip her coffee I said, “Would you prefer to talk up here or downstairs with Dean listening.”
“Up here I think.” she mumbled. “What do you want to talk about?”
“I think you know. You did very well for a religiously educated woman. Was it a boarding school by any chance?” I asked.
“I don’t see that it matters. It has nothing to do with this does it.”
“Considering it was your first time cock sucking you did very well, not perfect but well.”
“I would like to get dressed please. I will be down momentarily.” she said dismissing me.
“Let me say this first, so you have something to think about as you dress. And so you have some idea of what you agreed to last night.” I said. “I will be the one to say when you get dressed and when you get undressed. If I say suck cock then you will suck cock if I say fuck you will fuck. Think of that as you dress and when you come down we can discuss it further”
Her pleading of the previous night must have come flooding back as she fell back again to the wall and said, “Yes I will. I am under no illusions as to your wants. I haven’t had time to think of anything else really have I?”
“I suppose not. But I thought you should know, as opposed to think what I may want.”
“Yes I understand.”
“I will be downstairs, don’t be long, and don’t get too heavily dressed either a thin dress will do fine.”
I went downstairs and Dean and Dave were sitting on the sofas opposite each other in silence. I walked into the kitchen and helped myself to a coffee. Five silent minutes later Cathy slipped into the room wearing a button down dress, cut low but not low enough to show too much tit. But it had buttons all the way up the front. I could see her battle dress underneath, thick knickers and bra.
She sat next to Dean who tried to slip his arm around her. She pushed him away which made him angry. “You didn’t do much of that last night did you.” He said viciously
“Dean shut up. If it wasn’t for you none of last night would have happened. You are to blame for last night and for anything that may happen from here on. You. No one else.” Cathy said just as vicious
Dean looked at me, “What does she mean? Surely you can’t continue with this. She did as you asked. You said it would pay the debt.” He didn’t say it with very much conviction
“No Dean what I said was if you let us have her it would go someway towards repaying us for our silence. But you don’t honestly think that one quick blow job is going to go anywhere near paying what you owe us do you?”
“No! I wont have it. Your not doing it again. I wont let you.” Dean said springing out of his seat.
I pushed him back and Dave held him down till he had calmed. I smiled at Dean and said “What makes you think the choice is yours? Cathy and I made an agreement last night. I think we should discuss it. Don’t you Cathy? Have you thought about what I said upstairs?”
Cathy looked at Dean, anger written all over her face. “Dean stay out of this. I told you last night it is no longer any of your concern.” She turned her attention to me. “Yes I have thought of what you said, and if that is what you want then I will agree but I have some provisos.”
“Fuck off bitch your gonna fuck like it or not.” Dave said.
“Dave shut up and listen.” I interrupted . “Cathy please continue.”
“I don’t ask much. I will comply with all your wishes as best I can and hope you will both have a degree of patients. You have to understand my background will fight it all the way but I will comply. However I, how shall we put it, want Sundays off. I always meet my parents on Sundays and go to church. I need to know that this will continue and that I will be able to go to confession. I must be able to confess, I must.” she started to whimper slightly
“I agree Cathy. I would not put you through the personal torture that you would be open to if I denied you that right. Now as to the rest I take it I have your total support?”
She sat erect. Took a deep breath and said. “You have my total and complete submission.”
“Cathy I ….I am so sorry.” Dean whispered
“Don’t be. You will suffer as much as I will believe me. I have no doubt that these two will be only too glad to make you watch my humiliation and usage whenever they can. It will serve you right. I do have one other request though. He must suffer every bit as much as I do. I don’t care what you do or how you do it he must suffer for what he has done to me.”
“Agreed” I said, amazed at the anger she was so openly showing her husband. If I had to make a judgement I would say that she hated him right now.
She stood up and slowly undid the buttons on her dress, dropping it to the floor. Then her bra came off and then, very slowly her knickers. She was naked, gorgeously naked and she was firm from head to foot. One of the rooms I had entered earlier was a gym and I had no doubt she used it regularly.
“I think Cathy wants to suck my cock.” I said standing up. Dave moved next to me.
She looked at me, a smile on her face but a kind of hate in her eyes. She moved over to where I was standing and got to her knees. She did all the things I showed her last night, and yes, she was getting much better at it. Dean muttered something but nobody took any notice. He must have realised that his wife was not being forced to suck this hard cock. She did it all by herself. As I shot my load into her mouth I again held her head, pulling her close and I felt my bell end go down her throat. She gagged once but seemed to get used to it and then she just kept sucking and sliding me further and further down her throat till I was cleaned out.
As I pulled my cock out of her mouth I said, “I think Dave is in need of your services my dear.”
She didn’t even blink. She looked at him and as he undid his belt she went over to him and worked on him as well as she had me. “You see Dean. Your pretty wife knows what will happen if you don’t behave. She loves you enough to do whatever and whoever I say, whenever I say.”
Dave was not as patient as me. He started ramming into her throat long before he had come, but even this she handled well, though gagging quite badly at one point till I made eye contact with Dave. Who slowed down a little so she could settle her self. All this time I had been playing with her tits and again slipping my fingers into her pussy. She was wet and in any other woman I would have said eager for a fucking but that didn’t really apply here as Cathy wouldn’t know what it meant.
I pushed Dave back a little while holding my hand under her pussy. As she followed Dave she bent over. I moved behind her and rubbed my cock against the doors of heaven, ready for entry.
She tensed and stopped sucking Dave’s cock, though she did not take it out of her mouth and continued to work it with her hand. Slowly I pushed into her, as her hole tightened, I stopped and pulled out slightly. She was breathing heavily now and gone back to sucking cock. Each time I pushed my hardness in, it went a little further, and while I am not that big I got the feeling it was more than she was used to. Once all the way in I set up a rhythm, I fucked her slowly to begin with, allowing her to suck Dave in and out at the same speed. As my passion rose I got faster, as I got faster her breathing got heavier and so did Dave’s.
Suddenly Dave said “Change places, before she sucks me dry.” He pulled his cock out of her mouth so quickly that Cathy almost fell forward, it was only me pulling her hips, therefore her, on to me that held her up. The sudden thrust of my cock deep into her made her moan loudly, then she put her hands on the seat in front of her and I pulled out and sat in front of her. Once we restarted I soon found out why Dave had been so close. For a woman who had only just started to suck cock she had picked it up pretty quickly and it wasn’t long before I could feel my orgasm rising. I knew Dave was close by the grunts he gave out but I wasn’t sure what was happening to Cathy. She was moaning as loudly as my cock allowed her to and moving all by herself now. Pushing back Dave as I thrust into her mouth.
Dave was really pumping now and let out a loud sigh as he shot his spunk into this gorgeous woman, my load followed almost straight away and I held Cathy’s head so that she would take it all, pumping well after I had shot all my juice into her mouth. Cathy was shaking violently and when I released her she tumbled to the floor rolled in a ball shaking and moaning loudly tears running down her face.
Dean rushed over to her, “You bastards, what have you done to her?” and then to Cathy, “It’s over now my love, it’s all over.” he pulled her to him and put his arms around her shoulders.
Violently she pushed him away, “Why did you let them do that to me? Why? Why them?” she was still shaking and her hands went between her legs as she lay back down on the floor.
I had a sneaking suspicion I knew what was happening here. I pushed Dean toward the settee, “Stay there or else.” As Cathy was laying on a deep pile rug I put my arm under her head and pulled her towards me, pointing for Dave to go the other side. Again he followed my moves as I started on her nipples and then ran my hand over her belly to her quim. She opened her legs and as my lips touched hers she responded, after a second of kissing, her arm came up and around my neck and pulled me to her passionately. I pulled away and Dave took over with her lips while I moved on over her breasts and then her belly. I kept going till I was between her legs and then slowly, very slowly I kissed her inner thighs. Closer and closer I moved until I was kissing her pussy lips and then her pussy and then slipping my tongue inside. Then I hit her clit a sudden jerk upward, she pulled Dave tighter to her mouth and I knew I was right. Our little Cathy was in the throws of a prolonged orgasm. I immediately got to work with my tongue and it took only seconds for her to start thrashing about like a whirlwind. So hard was she thrusting about she nearly knocked my teeth out. I know she bit Dave’s lip but he couldn’t get away as she held him so tight. Then suddenly she let him go, her arms went wide and she screamed, “Noooooo, you cant, you cant do this nooooo not you not you.” and then pushing me away with her legs she curled up again. Her hands working between her legs like pistons until she came to a juddering stop. Exhausted, she just lay there. Eyes open and glazed with her hands stuck between her legs.
I sat on the settee and said, “Get us a drink, make hers a double.”
“What have you done to her?”
I laughed, “At a guess I would say she has just had her first orgasm. With a man at any rate. Now get the drinks.”
Dean looked shocked, but did as he was told. First he tried to pull Cathy to a sitting position but she just pushed him away, seemingly preferring me to do it. I dripped whisky into her mouth and slowly she came around. She sat with her back to the settee and her knees to her chest. Slowly tears started running down her face. Not crying as such, there was no sobbing just the tears.
“Please Cathy tell me what to do.” Dean pleaded
“I suggest you run her a bath. Then while she soaks you can order a limo and book a Table for six at a restaurant. Make it the Elmore Hotel. We will be back around seven this evening. Book the table for eight.”
“Why six, who will be there. More of your cronies to use my wife.” Dean said bitterly.
“I wont tell you again Dean. One more remark like that or even in that vein and I will go straight to the police is that understood?” I said into his face.
“Yes, sorry.” he whimpered. “I will run Cathy a bath as you suggest.”
Dave and I left and as we went to the car he said, “Why did we leave we just got her fucking.”
“Because now we are going for her sister. Think about it Dave tonight you could have twins sucking your cock.” I laughed
“Oh fuck me man your wicked. Wow.”
Dave drove us to Donald’s house. As he didn’t know us I just said, “We have just come from your brothers house as we had something to show him. He suggested that we show it to you as well. Would it be possible to come in for a moment?”
“Er yeah ok if Dean sent you.” Donald said.
He lead us into the lounge. The whole house was smaller than Deans and not half as up market. He pointed me to a seat and as we settled I pulled the photo out of my pocket and handed it to him. To begin with he didn’t seem to know what it was. Then recognition replaced confusion.
“What is this.?” Donald asked.
“That is a picture of you handing money over to Dean for the company financial report. One of many that we have taken over the last few months.”
“What does Dean say about it?”
Dave played the message of Dean admitting everything.
“Hi Babe…Oh sorry I didn’t know you were busy. I’ll come back later.”
“No please.” I said holding out my hand. “Clair isn’t it? Please take a seat as this involves you as well as Donald.”
Clair was totally different to Cathy. She oozed confidence and sensuality. She still had a great figure even though she was a few pounds overweight A little confused she sat next to Donald. “What is it Donald?” she said noticing his concerned look.
“I’m not too sure yet.” he said to her and then gazing at me, “Maybe you should tell her.”
So once again I explained the situation that Donald and Dean had got themselves into. What the consequences could be and the damage to the family name.
“So let me get this straight Donald. You and Dean have been spying for your company against daddies company. Is that right?”
“Well it isn’t ‘daddies’ company is it he is just a share holder.”
“A major share holder. With money to lose if the company goes’ broke. Or gets taken over.” She shrieked. “And that would kill him. He would die of shame being broke let alone having you in prison and all his friends ignoring him. How could you be so stupid.”
“I was fed up of being second best. Dean always gets it easy. This time I was going to get up the ladder, and at his expense. I didn’t mean any harm by it. It was for us.” He said confidently.
“No it wasn’t Donald.” she said. “It was for you”
“Never mind all that. now” He said and turning to me, “What do you want. How much is this going to cost me?”
“Money. Well let me see.” I said sarcastically, “Thirty years in jail. Millions of pounds of value lost in the share price. Heaven knows how much compensation you would have to pay. Mummy and Daddy devastated and spurned by society for the rest of their lives. What price would you put on that Donald?”
“Well if it isn’t money, what do you want? Clair asked. Dave and I looked at her openly leering. Making no pretence as to what we wanted. “You have to be joking.” She said, obviously horrified
Donald said “What? What do they want” He had obviously missed the looks we gave Clair.
“Me you bloody idiot. They want me.” She snarled “They can creep in a corner and die. No way am I doing anything with you two.”
“That’s a shame Clair. I know how devastated your parents will be. Can I use your phone to call the police.” I said quite calmly.
“No wait a minute.” Donald said jumping up, “Let me talk to Clair alone for a moment.”
“Of course we will wait outside, but the door will be open so don’t use the phone.” I said calmly
Dave and I left the room but left the door open so that we could watch the two of them discussing their predicament.
At one point the conversation got a bit agitated and loud. “I cant do it. I wont do it.” She said
“But you don’t even know what they want.”
“I don’t care”
“Then I will go to prison.”
“No. There must be another way around this.”
“Then tell me what it is and I will do it.” Donald was shouting now. He realised we could hear and calmed down.
After a while they beckoned us back. As we sat down Donald said, “What do you want her to do.”
“I would rather discuss that with Clair as it is down to her to keep you out of prison.” I said.
“Just tell me what you want me to do.” she said angrily
“Well an hour in bed would be a good start. A bit of cock sucking and a fuck would go down very nicely right now.” I said calmly
She went bright red. Donald was so angry he jumped off the settee, his fist raised. “Sit down you idiot.” Clair said sternly. “That won’t help at all will it and anyway this is for me to decide.”
“Both of you in bed with me. One hour to do as you want. And that’s it.” she said plainly
“That will do for a start.” I said
“What do you mean for a start. It’s that or nothing.” she said
“Ok!” I said getting up. “No doubt I will see you in court. It has been a pleasure to meet you.” I turned to the door and Dave, as ever, followed. As we reached the front door I thought we had blown it.
“Wait!” footsteps hurried into the hallway. “Wait. Please. One minute.” Clair said.
I nodded and she went back into the lounge A moment later she appeared, looked at us and disappeared up the stairs. I followed, Dave close behind. She took us into a bedroom which was obviously hers and stood next to the bed, waiting.
“Strip.” I said. Slowly she stripped off her clothing, revealing tits every bit as good as her sisters and when the bra dropped every bit as firm. The bra was much more feminine, as was the thong that appeared under her jeans. Once naked she stood, sort of hiding her tits with her elbows but not really trying very hard.
“Please.” she said, “I have only ever been with Donald. I am not a prude but am not sure what you expect of me. Be patient and please don’t hurt me.”
I nudged Dave and then said, “Before we do anything Clair I need to know that you are going to do this of your own free will and I need to hear you say exactly that. Ok? Just so there are no misunderstandings”
She stood there naked. “Yes I am doing this of my own free will. You and you friend can have sex with me.” She was shaking as she said it.
“And what can we do Clair, anything, everything or what.” I urged
“Yes anything, everything whatever.”
“So whenever we see you we can do whatever we want with you and it is because you want us to. Is that correct?”
“Yes can we please get on with it.”
It was more a plea than a statement. I walked up to her and ran my hands over her body. She made no move to get away, or sign that she was enjoying it. She just stood with her eyes closed while Dave and I first played with and then sucked on her nipples. My hand ran over her belly to her bush and still she didn’t try to get away. I signalled for Dave to strip, which he did and then I led her hand to his erection. She handled it delicately at first but then like she had done it before. When I applied pressure to her shoulder she went down to her knees. She opened her eyes slightly, looked up at me and then slowly slipped Dave’s cock into her mouth. She had certainly done this before. I stripped my clothes off and placed her hand on my cock. She moved from Dave to me, taking me in her mouth and then back to Dave.
After a while and as Dave’s breathing got more rapid I lifted her onto the bed. Dave lay waiting for her to mount him but I positioned her in a sixty nine and then lowered her head to his cock. Dave started on her pussy which again it seemed she had done before. I worked on her nipples again, pinching them a little as well as squeezing her tit’s a little harder than I had before. My other hand roaming over her back and down her buttocks, slipping between the cheeks and sliding into her pussy as Dave licked at it. I don’t know if it was Dave’s spit or her own juices that I wet my fingers on but I had a feeling it was a good mixture of each.
As I slid my fingers to her pussy I brushed the crack of her bum hole and the wetter my fingers got the more I penetrated till my finger was well in, as I slipped another finger in she moaned slightly. Now with two fingers in her bum hole and a tongue working at her pussy she started to move, rocking slightly in time to my fingers in her butt hole. I had heard that in some religions it was accepted to butt fuck a woman so that she wouldn’t get pregnant and wondered if this was something that she did with Donald. I decided there was only one way to find out.
I positioned myself behind her and rubbed my hard cock against her pussy, running it up to her bum hole. I did this a few times until I could see the glistening juices spread from cunt to arse, then I slowly at first slid my cock into her bum hole. She stopped sucking, whimpered, but didn’t pull away. I pulled back a little and then slowly back in. I did this a few times until I was all the way in and then still whimpering she carried on sucking Dave’s cock.
To my surprise after I had got into a rhythm she started pushing back on me and the whimpering changed to moans. Moans of pleasure. I pulled her back to me and rolled on my back, pulling her off Dave who jumped up to complain. As soon as he saw my finger to my lip he knew what I was doing. Clair was rocking on my erection in her arse, her legs were wide open and Dave made the most of the opportunity. He got on his knees and Clair rocked forward she rocked herself onto his cock. She gave out an audible gasp but didn’t stop rocking. In fact she started rocking further and a little faster. She didn’t need to be held, she was doing the work, moaning and groaning as she did so. After a while she speeded up, whispering to herself, the faster she went the louder she whispered until it was plain what she was saying. With every rotation she whispered, “God forgive me. God forgive me.” over and over. When her orgasm hit her she was shouting it, frantically fucking us both to orgasm and beyond.
As Dave and I pulled out of her it seemed to send her into an even stronger spasm of pleasure. It seemed ages before she burst into tears and curled up in a ball, something she did have in common with her sister. Unlike the sex which was far more advanced than anything I believed her sister had been capable of until now.
As she calmed down I said, “Well that was interesting.”
“Fuck off you bastard.”
“That as well. So does he know you like your arse fucked, let alone a double fucking.”
“No!” she gasped, “And neither did I. I don’t, hell I’ve never done it before not up my….bottom. And never with two men. I told you I have only ever been with Donald. I don’t know what happened ok. It just did.”
“You telling me that Donald doesn’t know you’re a hot sexy cock lover?” Dave said.
“I’m not, you cant tell him what happened here. Please you mustn’t tell him he will hate me. I really don’t know what happened. I don’t understand it.”
“Well it’s not my place to tell him how great a fuck you are, or can be. If he doesn’t know after five years then tough. You do suck his cock though right?”
“We have a varied sex life. But nothing like…. That.”
“You dress differently to your sister as well. Nice sexy undies I noticed, even though you both have great tits and a great body.”
“What has this to do with Cathy?”
“Well you didn’t think that only Donald was going to suffer did you.”
“No not Cathy. She must be horrified. She wont be able to cope with anything like this.”
“Well she did. Last night and this morning. We came straight from fucking her to fucking you.”
“I have to call her. She will be in bits I know her. She will fall apart.”
“Well I need you to get in touch with her anyway. You need to do something about her dress sense. I like sexy undies, the sexier the better. Sometimes none at all. So you can take her shopping this afternoon for some clothes ready for tonight. We are all going out for dinner. Get dressed we had better go and see Donald. In fact don’t get dressed just come as you are. Then he will know this is for real.”
She didn’t protest like I expected her to, in fact she lead the way. As we entered the lounge Donald was pacing the floor. “What was all that shouting. You better not have hurt her you bastards.”
“Shut up Donald.” I am not hurt. They did what they wanted. And they did it to Cathy last night and this morning. So it is not only me you have disgraced but my sister and your brother.”
“Cover yourself Clair. Don’t let them gawk at you.” Donald said trying to change the subject
“Donald there is probably no part of me that they haven’t seen already so shut up and if you don’t like it go away. Oh and we are out to dinner tonight it seems with your two new friends my sister and your stupid brother.”
Once dressed I said, “We will collect you about seven fifteen. Be ready, and Clair, sort your sister out. If she is wearing those battle pants tonight I will rip them off and she can go out bare arsed.” With that I turned and Dave and I left the house.
“I cant believe what we just did. A double fucking penetration and she took it. What’s even better she fucking loved it.” Dave said.
We talked all the way to my place about what had happened and what we wanted to happen. Then he dropped me off and I chilled out for the rest of the day. Constantly thinking of double fucking her again, and her sister.”
Dave picked me up at six thirty and I had to say he had done a job on himself. Hair cut shaved and even suited and booted. I actually felt a bit shabby next to him as it was all new clothes and I was wearing old stuff. Tidy and smart but old. “Where did you get that lot?” I asked.
“Well I thought about what you said and you were right. We can do really well out of this so I reckon it was worth investing some dosh. Cost a bloody packet mind but not bad eh.”
“No you look totally different, I hope you polished your manners while your at it.” I laughed. We arrived just before seven and the door was open before we reached it. Dean showed us in and said, “Cathy will be down in a moment. Why did you have to do that to Donald.”
“Because I could. Don’t ever question me again Dean, or you will regret it.”
A moment later Cathy came downstairs. She looked absolutely stunning. Dressed in what, for her, was a very short dress with a really plunging neckline, her hair swept to one side and an air about her that oozed confidence in the fact that she knew she looked good. “You look stunning.” I said. “My compliments.”
“Thank my sister. She gave me your message and we went shopping.” she said taking the arm I and Dave had offered, “I have to say I thoroughly enjoyed myself. Even if I was, and am embarrassed at how I look.”
“You have nothing to be embarrassed about you look stunningly classy.” Dave said. I think Cathy was as shocked as I was. “Ok so I can be a gentleman at times, but you do look fucking great.”
Cathy laughed and so did I. Dave poor thing didn’t get the joke and Dean was relegated to footman walking behind us. The chauffeur opened the door and we all got in. Cathy Dave and I on the rear bench seat and Dean by the door. “Tell the driver to collect Clair and Donald.” I said
We travelled in comparative silence. I was unsure as to the outcome of the evening though I knew what I was going to do , this was in a public place and the two husbands were going to be humiliated. Not that I was going to fuck the girls in public, but they would be spending there time between Dave and I and the men would be paying the bill.
As Clair and Donald got into the car it was surprising just how much the two girls looked alike, ok they were twins, not identical but twins. They had dressed the same. Down to Clair I thought. Clair was the more confident but Cathy was the better looking. But you would have to see there faces to know the difference between them. Donald came to join us on the bench seat but I sent him to sit with Dean. So now I had Cathy on one side and Clair on the other.
My hands rested on a knee either side of me and I said, “You done a great job Clair, you both look stunning.”
“Yes well when I told her what you said she almost feinted. She did feint when I told her what she would be wearing. Have you seen them, her undies I mean. “
“No I didn’t want to put her through that embarrassment. Not just yet anyway.”
“Your kidding, right.” Clair said, “You fuck her silly in her own bed but you don’t want to embarrass her by looking at her knickers.”
I smiled. “I could see she was nervous, despite her attempts at confidence and I didn’t want to knock her newly gained confidence out of her right from the start.”
“Oh how thoughtful of you. Your still going to fuck her though aren’t you.”
“You seem a little agitated this evening,” I said “may I ask why?”
“I’m sorry. I didn’t mean to be sharp. I will explain later if I may, away from those two.”
“As you wish.” I said
The car pulled up and the chauffeur opened the door. The boys got out first and held out hands to assist the girls. Dave and I pushed them aside and did the job instead. Dave escorted Cathy and Clair was with me, again the two husbands were relegated to footmen.
Dean went to the front as we approached the door and opened it for us to step through. He had a smirk on his face till he realised how silly he looked opening the door for his wife and the man who was going to fuck her. Dean gave his name at the counter and we were led to a table at the back of the restaurant, not private but not in the open either. We ordered a drink and our meal and then Dean said. “We need to know when this is going to stop. We cannot, will not, allow our wives to be used in this manner.”
“We will discuss these matters after dinner if you don’t mind. I think the ladies would like to enjoy their meal.”
Dean went to say something else but my glare told him of the danger of that. Donald sat meekly allowing his brother to hang himself. The meal went without any further problems, in fact it was quite relaxed all things considered. While Dave and I were not in the same class as Cathy, Clair was a different matter and enjoyed a lot of things that I would class as normal. Music tv films and such. She did have her snooty side but it seems that being married to Donald, ‘in the lowlands’ as she put it had brought her down to earth a little. As the brandy was brought out I said, “Would you ladies like to go to the lounge while we discuss these matters or would you rather stay and hear what has to be said.”
I’m not having that fool talk for me, I will say my piece for myself.” Cathy said, surprising angry.
“Me too.” Clair said
“So Dean, Donald, what do you wish to say, speak freely as it will be the last opportunity you will have.” Dave seemed to automatically leave these discussions to me, and anyway he was too busy playing with Cathy’s leg to be too interested. Though I knew him well enough to know he would miss nothing of the conversation.
“You know what I have to say. This evening has been very nice for some, but for others it is torture. It will not happen again. Tonight is the last time.”
Nobody said a word, Clair shuffled her feet and Cathy looked at Clair. Donald just sat looking into his Brandy glass. I took my mobile and made a call. “Can you come in now please.”
Cindy was looking at me with that snobbish look on her face again. Little did she know…
It started about three months ago when I had to hire a new secretary. My wife and I own a company that installs air-conditioners and we frequently handle multi-million dollar contracts. Since we are both open minded about sex we decided to go for the hottest girl in the book and see if we can coerce her into thinking our way.
During the interview this girl was hot. Cindy came into the room with that self assured look that only comes with time, plenty of complements and knowing how hot you look. I should have known. She sat there in that short little number, blonde hair, blue eyes, 5’10″, 140lbs, 36-24-34 and the nicest pair of tits I’ve ever seen. Sexy as hell, it was all I could do not to jump up and grab her right there during the interview. Linda (my wife) wasn’t much better off either. She was flirting the whole time, crossing and uncrossing her legs, light accidental touches, the whole works. Man she was hot!!!
But things changed pretty quickly. The day Cindy started I could see things weren’t going to go our way easily. This girl knew she didn’t have to do the boss any favours to ensure that she would live comfortably. Within a week she was cold and threatening with sexual abuse lawsuits if we even flirted with her.
But that was going to change…
I knew I had to get to her somehow, but how? Then Linda came up with this plan, I must say I’m glad I married her, bright, sexy and with just the right amount of lust. When she explained what she had in mind I just knew it was going to work. It started off fairly easily, letting Cindy handle confidential documents and leaving them lying around the office where she could openly see it. Cindy thinks she is so smart. But we had her covered the whole way.
Poor little Cindy… But it is time for the fun to begin. I pressed the intercom and said, “Cindy, come in here for a minute please?”
She took a seat in front of me and I said, “Wow you’re looking exceptionally hot today! Did you dress up for me?”
Obviously irritated with my little compliment, she frowned and snidely said, “As if the way I dress has anything to do with you. This is the last time I warn you, I will sue you for sexual harassment if you don’t stop this shit!”
Unfazed by her little tirade I stood up, taking a rather thick file of papers and handed it to her. She was obviously unsure of what I wanted her to do.
“Go ahead, take a look.”
She opened the file.
Oh, if I could describe the look of shock on her face. Yes… I knew we had her. Her hands started to tremble as she paged through the file, we had every detail of every dirty little criminal thing she did the past two weeks. The first tear started to form in the corner of her eye.
My cock started to stir.
“Now, what do you suppose we do about your little indiscretion, Cindy?”
She looked at me with a tear running down her cheek.
“Speak up, I can’t hear you.” I was enjoying the situation. She winced slightly.
“What, what are you going to do?” she sobbed.
“I simply can’t see how we cannot report this to the police, Cindy,” I said. “You know that industrial espionage is a criminal offence and that you have cost us two contracts already. Big ones I should add at that!”
Man this was fun. She just sat there crying…
“We were so impressed with your work Cindy, why did you have to do this?” switching to the good guy again.
“I didn’t think I’d get caught, I was extremely careful not to try anything while anyone else was in the office,” she sobbed. “And they offered me so much money.”
Ah yes, the money, she would never know we actually arranged that.
“How much?” I asked (my cock was steadily growing harder through all of this). She just sat there.
“I asked how much, Cindy!” I said sternly.
“Ten thousand for the first set, and five for the next.”
“Was it worth losing everything?” She started sobbing again, poor little bitch.
“Is there anything I can do to repair the damage, or change your mind? Please?” she pleaded.
I expected that, in fact that was exactly what I wanted to hear.
I sat down on my desk right in front of her, appearing to be in deep thought. “You can start off by sucking my cock,” I said. Dropping all pretence. Oh the look on her poor little snobby face. I guess she wasn’t going to sue me for sexual harassment now…
“What?” she said. I could see this was not what she had in mind.
“You heard me, get off your skinny little ass, come over here, and give me a blowjob!” I said sternly. She still hesitated. “Do I have to call the police Cindy?”
Still sobbing, she reluctantly got up and kneeled before me. “Come on girl, hurry up, I have other things,” or holes I thought, “to still do today…” She hesitatingly unbuttoned my pants and pulled down my zipper.
“I really don’t want to do this, please don’t make me!” she said, showing me her best little please feel sorry for me face.
I got up and pulled down my pants freeing my rock hard cock.
“Just think about the police, jail and jail rape, Cindy.”
Just thinking about that sexy little mouth sucking on my cock have given me a semi permanent erection for the past week, since I knew she took the bait. Broken, Cindy lightly started to lick the underside of my cock, the feeling of her tongue on my glans almost sent me over the edge, but I controlled it. I didn’t want her to get of this easily the first time, I had plans…
She moved to take the head of my cock into her mouth, but I wasn’t interested in doing things slowly. I grabbed her by the hair and shoved all eight inches into her mouth and throat. She started to gag (sending wonderful feelings through my cock) but I just kept on going.
“Oh that feels so good my little cocksucker,” I said.
This first time she was not to experience pleasure. That was reserved for me. I continued stroking into her mouth, with her trying to compensate for my size so suddenly violating her, but each time she thought she had a rhythm going I would change mine and continue feeling those delectable choking movements in her throat.
“You just love sucking me don’t you?” I asked, but of course she couldn’t answer.
I knew I wasn’t going to last long and I sped up my pace.
“Do you want me to come all over your pretty little face?” I looked down and saw her looking at me with those beautiful blue eyes and angelic face, which was just enough to push me over the edge.
I started coming down her throat but pulled out to give her face a nice cum coating. I just love cumming onto beautiful girls’ faces. I spurted cum into her hair, onto her face and I got one great shot straight to the eye. Have I told you that I like cumming onto girls’ faces?
Cindy looked at me with something, if I didn’t know better I would say lust, in her face (apart from the cum that is).
She started to wipe my cum of her face but I stopped her, “No, you will wear my cum on your face proudly, or you can go to jail. It’s your choice.” By this time the poor girl’s resolve was broken down and she just left it there with a sigh.
“By the way, if I’m not ready for a fuck within ten minutes you should pack your bags for jail,” I said as I pulled my pants back up. “And no, you cannot touch me.” She sat there looking dumb for a second before the realization hit. I wanted to fuck her too!
“No! I won’t fuck you!” came the cry.
“Have it your way,” I said. “I’m not going to go through this each time you know, and time is running out, nine minutes.”
Another minute passed before she started to undo her shirt, slowly taking it off as seductively as she could. I feigned ignorance, but my dick was already getting harder just thinking about fucking her tight pussy. As she unbuttoned her shirt I could see that she had no bra on and that her gorgeous breasts would be on open display soon. This definitely got my attention and I openly started to ogle her breasts, which came into view one button at a time.
They were delectable; it was all I could do not to get up fuck her senseless. But I wanted to humiliate her even further. Her shoes were next, but it obviously wasn’t her first time seducing a man. Knowing now that she had my attention she let her legs fall open, flashing her panty to me.
She winked at me and puckered her lips, to which I said, “Seven minutes, and I’m not even close to hard enough to fuck that pussy of yours.”
She blushed deeply, but determined not to go to jail she started to take off her skirt but I stopped her, “Keep it on, I like it better that way, for now any case.”
I just love the slutty look of a girl frigging herself with her skirt hiked up around her. This left her with only her panty and her skirt and I could see that she was struggling to take off her panty.
“Six minutes and I’m still soft.”
Her face took on a look of desperation, she was not going to make it. Cindy took a few seconds and blushed an even deeper red.
“Yes Cindy, I want you to masturbate for me. That is the only way you are going to succeed.” I could see this news hit hard. Very few women like displaying themselves while masturbating and Cindy was not one of them.
“Please don’t make me do this, I will much rather suck you again!” she begged me.
“No, I want to see you get yourself off, five minutes and I’m getting softer.” I said plainly.
The nineteen year old girl realized she had to rush against time and she just gave in. Blushing a deep red all the way to those juicy melons of her she started to stroke herself through her skirt. Slowly she wiggled her skirt upward to show more and more of her panty, all the time rubbing her slit through it. I could see the outline of her mound through the white cotton panties she had on. Imagine a girl walking around without a bra and wearing cotton panties! Man I did look forward to fucking this little bitch.
Her efforts was having an effect on me though, my cock was stirring again. After about a minute of rubbing herself through her panties she slipped a finger under it, moaning lewdly.
“Tell me how much you are going to like me fucking you.”
“Ooh no, I couldn’t enjoy having sex against my will,” she said, now rubbing her clit vigorously but still blushing deeply.
I said, “You might not know it yet, but I am going to give you the best fuck you ever had.” Her eyes flashed with a mixture of hate/lust. “Now shut up and make me get hard, you have two minutes left.”
I didn’t tell her but the way she was getting herself off had my cock fully erect again almost a minute ago. I was simply enjoying this too much to let her know. Cindy slipped off her panties and spread her legs wide, giving me the prime spot in this lewd show. I could see her clit poking through its hood as she held her lips apart with the one hand while frigging herself with the other. By this time she was so hot she started licking my semi-dried cum off her face. I could see she was getting ready to come.
I didn’t want that to happen.
“Stop Cindy!” I said. She either ignored me or was too engrossed in her own fun to stop, but I stepped closer and took away her hand.
Cindy groaned, “Please, please I need to cum.”
“No, you will stop right now. Or must I discipline you?” I threatened. This was the first time I threatened her and it had the desired effect. I took a small vibrating egg out of my drawer and told her get up and bend over. She reluctantly obeyed, suspiciously looking at the egg. Whatever she was thinking, she was right. I lubed the egg up with a generous amount of KY-jelly and pressed it against her anus.
“Please…” she said. Might as well start working on the other hole too, we are going to have so much fun. “Please don’t do that,” she begged in vain.
“I’ll do whatever I want and you’ll listen.” I said. “We can consider it our own correctional services for a criminal such as you.” I increased the pressure and the egg suddenly went in, her face wincing in pain. I turned on the vibrating action of the egg and told her to sit down. The egg would keep her excited but the slight discomfort will keep her from cumming.
“Now we should discuss your new contract,” I said.
Now I don’t know if you have ever tried to discuss a contract with your boss after he came all over your face, made you masturbate in front of him while having a vibrating egg in your ass, but I can assure you Cindy did not care about that fucking contract I had in front of me. She didn’t read it, didn’t even think, she just signed. Ten pages, of which eight gives me total control over her and the other two is a detailed admission of guilt. Not that she’d have any choice in the matter really. I’ll have to invite the lawyer who wrote the contract over to ensure that he gets a proper thank you from me (well he’ll probably get it from her).
The vibrating egg was doing a good job of keeping her horny. In fact I’m sure it made her hornier by the minute. She looked as if she wanted to jump onto my lap and fuck me, not the other way around.
“You want me to fuck your pussy yet Cindy?” I asked.
“Speak up, I didn’t hear you.”
“I said no!” she yelled at me, but she wasn’t very convincing.
“Let’s see if we can change that,” I said. “You will sit still and look in front of you, any movement and I will spank you! Do you understand?”
Cindy nodded her head, too afraid to speak.
She jumped when I turned up the vibrating egg to its maximum setting, her eyes growing big with the added stimulation in her ass. I walked behind her and groped her breasts. Her nipples were painfully stiff and I played with one, tracing slow circles around it.
My fingers rubbing small circles over her clit had her moaning softly. When she started to shudder under my fingers I asked her again, “Is your cunt ready for my cock?”
She looked at me with a mixture of lust, discomfort and frustration, “Please, I need to cum.”
“I didn’t hear you, did you ask nicely?”
“Please fuck me,” she gave in, “please take out your big cock and fuck my pussy until I scream, I don’t care that I am being forced, don’t care if the world is watching me just fuck me… Please?”
I was rock hard once more. To hear this young snobbish little bitch in heat begging me to fuck her had me so horny I was on top of her in no time. I pulled her from the chair and threw her on top of my desk. While I ripped open my pants she spread her legs and pulled her knees into her breasts lewdly displaying the entrance of her cunt.
“Fuck me now!!!”
I put the head of my cock at the entrance of her pussy and took her in a single stoke. Man she had a tight pussy. My balls hit her ass giving her all eight inches and started pumping.
“Oh your cock feels so good, give it to me,” she screamed. Nothing remained of the snobbish little bitch that she was an hour ago.
“Fuck me, fuck me, fuck me.” She was now a whimpering sex slut wanting no more than a good fuck.
“Oh, it feels so good.” The feel of the egg vibrating away in her ass added to the overwhelming feelings she was experiencing and it was just too much for her.
“Aghh, ohh, aghh I… I’m cumming!” she screamed.
I pulled out and immediately turned her over. She was like a doll in my arms and I spread her ass cheeks to get to her anus. Her third hole was going to experience my cock today.
“Oh no! Please don’t…” she whimpered. I took out the egg and spread some more KY on her sphincter. She started squirming.
“Please I’ve never had a cock in my ass.”
I held her down, “You will do whatever I said remember. You can still go to jail you know.” Cindy knew she was beaten and tried to relax, she knew she didn’t have any choice.
“I’m going to fuck your ass now Cindy, try to relax and it won’t hurt too badly.”
I put my well lubed cock to her anus and pushed. It held tight for a moment, but then Cindy managed to relax and the head slid in.
“I’m fucking your virgin ass, why don’t you thank me, Cindy?” I started riding her roughly, not caring if she was in pain, she was mine now.
“Unghh, Th.. Thank y… yoouu.” she managed. Her face contorted with pain but it ebbed away with each stroke, slowly turning into pleasure. She moaned. I was in heaven.
“Oh please don’t stop, oh fuck my ass please, it hurts so good!” she yelled, obviously starting to enjoy my sodomizing efforts.
Her ass was tight, I don’t think I would have fit if I didn’t prepare her with the egg.
“Oh god, I think I’m going to cum again! Fuck me, fuck my ass!” this was too good, the little bitch enjoyed an assfucking!
I kept pumping her ass and was soon lost in my own pleasure. “Yes, yess, yessss!” she yelled. I didn’t even hear the door open. “Oh, oh, oh, I’m cumming!” Cindy screamed.
I was so close when I heard, “Well I see you have her broken in already.”
The surprise nearly stopped me from cumming, but when I saw Linda standing in the door smiling at me with her skirt hiked up and her hand in her panties it was simply too much. I started pumping my cum into Cindy’s ass in big spurts. I pulled out and continued cumming all over her butt. Cindy just laid there exhausted with my cum all over her.
Yes, you could say I did break her in.
The checkout beeps were still ringing in May-Leigh’s ears as she sat in the security office starring at the wall. She had been caught with her hand in the till. She had to admit this wasn’t her first time at trying to get some extra money from work to pay her bills but the new security guard was so astute she had no chance of getting out of this one.
“You seemed like such a nice girl May-Leigh, I don’t understand why you would do such a thing. What will I tell Max?” He leaned in to her, his nose inches away from hers. She had to admit, Toby was an extraordinary looking man, he was tall and toned with the most gorgeous soft black skin. It was obvious that he worked out as his shirt clung to his muscles.
“You don’t understand Toby, I was just trying to pay my bills.” May-Leigh uttered shamefully.
Shaking his head he moved towards the phone and picked it up, her eyes were all over his body as he stood tall over the other side of the room. Dropping her eyes to his groin she had to double take, not only his shirt clung to him it seemed. Realising she had been caught staring at him she began to blush as he spoke on the phone to their boss Max.
“May-Leigh, what on earth were you thinking?” Max said as he pushed open the security room door.
“I was going to pay it back, honest, I just needed to pay the bill before they cut me off.” She uttered as her face flushed with shame.
“I will take it from here Toby, please continue your duties.” Max said ushering Toby out of the door, closing it and locking the door before pulling the blind down at the window.
“You know what I told you before about this May, you really need to ask for help from me.” Max pointed out as he turned to face her, his face stern as he looked around the now fully enclosed room. Walking to her chair he gripped her shoulders and pulled her to her feet in front of him, she was only 5ft and standing against him she felt so small.
“You know what this means now don’t you?” Max said softly pushing May to her knees in front of him.
Seeing her vulnerable face really turned him on, sliding his hand down to his pants he slowly unzipped them and reached in to pull out his hardening cock. Running the head of his cock over her lips he grinning with anticipation.
“Open your mouth you little bitch and suck my cock like a good girl. You know I can make this all go away if you are good today!” He gushed with excitement as he felt her lips over his throbbing meat.
“Oh yes!” He exclaimed, his hands on her head as he pushed himself in and out of her mouth, hearing her gag as he thrust himself as deep as he could go. His balls bashing against her chin as he thrust harder.
“You know, I might actually take a little more today. This is the third time now and I have to say, you owe me at this stage.” He groaned as he pulled his cock out of May’s mouth. His hard cock was glistening in the light from her saliva, his hands reached under her arms and lifted her from her knees.
“What do you mean Max? I always give you what you want!” May said with her head facing the floor.
“No May, you give me what you allow. I want to fuck you this time.” He grinned with his hand on his cock, rubbing himself as he looked at her.
“Oh Max no, I can’t do that. I don’t want to!” She exclaimed, trying to back away from him.
“So you would rather I call the police and tell them I have caught you stealing money three times?”
May shook her head as Max lifted her shirt, pulling her bra down to reveal her pert little breasts.
“Good girl! Such nice tits too, I love these little things.” His voice echoed before his lips enveloped her nipples, slurping sucking noises filling the air again but from his sucking mouth this time.
“MMMMMMM they taste good May, but bend over and place your hands flat on the desk there… NOW!” Max ordered her and she obeyed him, she really didn’t want him to call the police and she was certain it would all be over soon.
Soon May found her skirt pulled up above her waist and her thong pulled to one side as his cock was rubbing against her soft shaved pussy.
“Such a nice pussy May, you really should show it off a little more. I will show you how I can look after it for you.” He moaned before sliding the head of his throbbing cock inside her. She was so tight around him that he had to stop and concentrate on something else for a moment, he didn’t want to cum yet. He wanted to savour this moment for as long as he could.
“Oh yes, your pussy loves this cock May. Can you feel how much you want it?” His gasping words filling the room as his hands grabbed her breasts, playing with them roughly as his hips once again began to thrust. With one more hard thrust he had his whole cock inside her and his fingertips now dug into her shoulders for extra leverage for his thrusting.
“You good little slut, you love this don’t you? Tell me how much you love it? TELL ME!!”
“I love it!” These words from her was enough, he built up the thrusts, hard and fast now. Making the desk bang against the wall, it was noisy and she wanted them to be quiet but it was no good there was no stopping him now.
“Oh fuck, this pussy is so good.” He pushed in hard with each word, making May squeal softly.
She could feel every movement as his thick hard cock kept thrusting into her tight pussy, her hands gripping the desk he was fucking her so hard.
“Ohhh…. May…..” Max continued as he began to shake, his thighs pounding against hers making her ass shake. He was leaning over her now, hands on hers almost holding her down.
“I am gonna cum!” He groaned in her ear as she shook her head. His groans filling the room now as she felt his cock twitch and empty his hot load inside her, his cum deep in her pussy filling her up.
“Oh god, that was so good.” Max muttered as he pulled his cock out and put it back in his pants. She lay over the desk, the feel of his cum dripping out of her and down her thigh.
“Clean yourself up May, before I leave.” He said throwing a tissue box over to her.
Sliding her coat over her uniform she was delighted to be going home, it had been a long day and she wanted to shower after the incident with her boss Max earlier on.
“May-Leigh, WAIT!!” She heard someone calling for her, oh god what now, she thought to herself as she stopped and turned to face Toby.
“Hey Toby, what’s up?” She asked as she began rooting through her bag for her security pass to open the door.
“Hold it May, would you come with me again please. I found something on the security camera’s that you definitely won’t be getting out of.” He growled as he strode towards her, grabbing her roughly and marching her back to the office.
“Ouch, get off you’re hurting me! I haven’t done anything.” May chorused before being thrown into the same chair as earlier.
“Oh haven’t you? Then what do you call this?” His hand pointing to a monitor over the other side of the room, she couldn’t quite make it out but it looked like this room. She began to shake and realised suddenly that what he was showing her was her boss violating her to let her off on the charge of theft.
“Oh my god, what? Where? I mean how did you get that?” She asked not able to make eye contact.
“So that’s how you get away with things, you filthy little whore.” He said softer than she was expecting, as he walked towards her.
“It, I, we… I didn’t want to do it but I had to.” She uttered full of shame.
“You’re coming with me!” He grabbed her arm as he spoke and pulled her up, marching her out the door and to Max’s office.
“Come in Toby, what has she done this time?” Max said looking up from a conversation on the phone he was currently taking.
“Mr Washington, I am extremely unhappy about something I seen whilst watching the security monitors this afternoon.” Toby uttered whilst looking at Max and May rotationally.
“What do you mean Toby?” Max answered as he hung up his phone call after completing the conversation.
“I mean you and her in my security office this afternoon.” Toby added
“Oh that..” Max smiled, suddenly laughing louder. May looked at them both wondering why Max was laughing, she could see Toby was unhappy and wouldn’t like to be Max right now but instead Toby just broke out into a huge smile. Backing up towards the office door she heard a click as she realised he was locking them in the office. He then began to close each of the blinds in the office and switch the light on.
“You see May, I noticed this earlier and brought it to the attention of Mr Washington. He rightly informed me that it was your punishment for trying to steal so I wanted to know what I had to do to get a piece of your fine ass and he said the security tape was enough evidence to tell the police you were trying to bribe him. So we come up with a new deal, this time you will take both of us on film or we call the police and report 3 thefts and a case of blackmail.” Toby laughed as he began to undo his pants right in front of her.
“No, please. I can’t do that, I can’t” She repeated as he continued to move closer.
“Well that is a shame May, isn’t it Max? We didn’t want to call the police for this but I guess you give us no choice.” Toby said whilst motioning for Max to call the police.
“No please, don’t call them.” May uttered sadly.
Toby smiled as he began to slide his hand in his pants, opening them up and taking out his cock. Looking at his huge cock, May felt her eyes water she didn’t know how she would cope with it.
Toby was playing with his cock looking at her, smiling.
“I don’t think I can wait for this one Max, maybe we should just fuck her hard now!” Toby said, eagerly.
“Your choice Toby but tell her to get naked first.” Max said, who had by now also taken his cock out and was rubbing it as he watched May do as Toby told her to and undress for them.
Standing there with no clothes to cover her decency, May shivered as she looked at the two men who wanted to ravage her.
“Bend over the desk, May.” Toby ordered before pushing her towards it. Max threw him something but she couldn’t quite make out what it was until she felt it, he was rubbing something onto her, it was cold and he was applying it to her ass hole. Panic set in and she continued to question what they were doing without getting any answers.
“All ready for you Max.” Toby smiled as May watched her boss sit down on the sofa that was under the window in the office. At this point Toby grabbed May roughly by the arm and pulled her towards the sofa.
“Wait.. I gotta start it running.” Tobby added as he went to the desk and pressed something which made a beeping sound, even without looking May knew it was a camera.
“Now climb on Mr Washington, May.” Toby ordered from the desk as he set up the item he was playing with.
May felt Max grab her hips and pull her backwards, she held herself up in a reverse cowgirl kind of position before feeling his cock on her skin again, he felt very slippery on her skin this time and it suddenly clicked what they were going to do to her.
“Please don’t, please.” She uttered as they both laughed.
“You can either relax and maybe enjoy it May or tense up and get hurt, either way its happening.” Max growled from underneath her.
Max grabbed her hips tight as Toby pushed her down, Max was rubbing his cock head over her ass. She felt panic rise, even though she was trying to relax she was scared.
He was pushing his head slowly into her untouched ass, she knew now that they had put lubricant on her ass earlier, it was working for Max helping his slide into her ass with less resistance. May gripped Toby’s thighs as she felt Max’s cock push further into her ass, she let out a yelp as it felt so uncomfortable. Slowly his whole cock was inside her ass, she was sitting on his lap now with her nipple in Toby’s mouth as he made her caress his long, hard, thick cock it was so big she could hardly fit her petite hand around it.
Max grabbed her hips and began to slowly bounce her ass over his cock, his sounds proving the immense pleasure he was getting from it.
He pulled her back and lifted her legs to either side of him, he was holding most of her weight on his thighs but she wasn’t heavy and his cock being buried ball deep in her ass was giving him such a thrill, he didn’t seem bothered.
“Want to join the party Toby?” Max groaned as he held her legs apart, her pussy now on show to Toby.
As Toby dropped down slightly to the right height she felt Max throb inside her. Toby angled his cock against her pussy, gliding his head over her clit and teasing her before leaning forward and slipping slowly into her cunt. His cock was going in slowly, really opening her up and making her scream softly as he pushed what felt like ten inches into her. Both of them still now as they penetrated her deeply, Max thrusting his hips softly to fuck her ass as Toby went a bit harder and faster fucking her pussy whilst leaning down to suck her hard nipples. She felt full as the two cocks used her small body.
Toby pulled out and walked over to the desk as he picked up the camera and appeared to zoom in on Max and May, Max noticed and got faster making May screech with pain.
“I wanna do her standing.” Max ushered to Toby as he began to rise and lift May with him, holding her by the legs.
“Stop!” Toby said placing the camera back.
Max still had his cock inside her ass, standing with her legs wide open and in the air, Toby walked towards them, taking some of May’s weight before sliding his cock back into her pussy.
“Great idea Toby, turn sideways.” Max urged as both cocks thrust in and out of each hole. Her body being elevated into the air so they could fuck her the way they wanted. Suddenly Max gasped and got faster as May felt him twitch in her ass.
“FUCK!” He shouted as she felt him cum deep in her ass, his cock pumping out more hot sticky fluid into her. Pulling out he pushed her weight onto Toby.
“That’s me done, she is all yours.” Max uttered.
Toby smiled and sat her on the desk before pulling out and flipping her over. Pushing his legs between hers he pushed them further apart with his foot, her tits squashing against the desk under her. Grabbing her firm ass he pushed her cheeks apart and guided his cock back into her pussy. His thrusts were hard and fast almost desperate. He pushed her thighs hard against the edge of the table making her yelp a couple of times. The squelching from her pussy over his cock was undeniable and Max began recording.
“Cum inside her Toby!” Max uttered as he smiled at May.
“Is she on the pill?” Toby groaned questioningly.
“Who gives a fuck, just creampie the bitch.” He laughed whilst asking May to smile for the camera.
Toby lifted one of her legs up onto the desk and got more depth, she was convinced he had eleven inches inside her, it felt like nothing she had ever experienced and before she knew it she was groaning hard. Her pussy muscles contracting over his cock.
“You know Mr W, I think this little whore just cum over my cock.” Toby laughed as his thrusts got harder.
She felt his twitch and throb with two more thrusts he slowed as his cock emptied his cum inside her tight hole. It was more than Max, she could feel his cum fill her deeply as he groaned and the waves of sticky cum halted. He pulled out after grabbing the camera and told her to keep in the position, she knew he was filming this creampie.
“Push it out May, let us get it on film.” Toby ordered as he slipped a finger inside her, obviously unhappy with her efforts. She felt the rush of cum empty her pussy and run down her thigh.
“That is some good stuff boss, this should keep us going for a while.” Toby echoed as he threw clothes at May, unlocked the door and pushed her, naked, out into the cold corridor of her work office.
This is part two following the Fetish route, a different track with the same characters from Chapter 1. If you wish, an Incest route can be found from my home page.
All characters are over 18. Please leave feedback, both good and bad, it is only through feedback that we can improve.
That said, I hope you enjoy! Fyrestarter
Lissa couldn’t believe her ears, round two? Her ordeal wasn’t over? She watched in stunned silence as Stacy pulled the memory card from the camera and slotted it into a nearby laptop. She could see that Outlook was open, an email prepared.
“Y…you said you wouldn’t…”
“Once we’re done here, but I need to make sure you stay compliant.” Stacy grinned. Even as she was standing there, power over her former boss she couldn’t help but touch herself, the thrill too exciting not to.
Lissa was starting to squirm, but this time due to another reason. The wine had not only clouded her head, but filled her bladder…
“Please…” she almost whispered, afraid for the response, “Please, I need to go..” and she nodded to what looked like the bathroom door.
Stacy grinned mischievously sending a chill down Lissa’s spine as she walked back to the restrained older woman. “You need to go?” she asked coyly, a finger tracing up and down Lissa’s pussy lips.
Lissa’s body convulsed as Stacy’s finger tip brushed her swollen clit, part from pleasure, part from the additional strain this put on her holding back her complaining bladder.
“Please…” she begged again, but this only made Stacy work her pussy harder, sliding a finger inside her. Lissa’s body reacted to the stimulation and fought her control. Biting her lip, Lissa closed her eyes, begging her body to hold on as long as she could, but then she felt Stacy’s tongue licking her and she almost screamed in frustration.
Then there was a knock at the door and Stacy stopped immediately, leaving Lissa panting, squirming, a mix of being close to orgasm and her urgent need for release.
“He’s here!” squealed Stacy in delight. Lissa barely registered what Stacy had said when in walked a tall man with broad shoulders, followed closely by the small, naked form of Stacy. Her eyes widening, Lissa realised who the man was,
“Brent?! Help me!” Then she watched in horror as the man she knew as Brent, the man from the pictures emailed back and forth turned, lifted Stacy up and kissed her hard on the lips.
“Hey baby, has she been good?”
Stacy grinned at her boyfriend, “She’s ready, and she’s happy to do what we ask…” she finished, nodding to the open laptop.
Lissa couldn’t believe her senses, “You… you’re… Brent?”
Stacy bounded over to the tied up woman’s side, leapt up onto the bed and straddled her chest, her pussy inches from Lissa’s gaping mouth. “This is Brent, my boyfriend. Once he saw a picture of you he said he’d love to help me get my own back. Hell, we’ve been fucking like crazy over the stuff you’ve been doing for us online, why wouldn’t we want to share you in the flesh?”
“You weren’t wrong baby, she looks so much better in person!” Brent rumbled, as he undressed. Lissa struggled to see what he was doing around Stacy, but the young girl’s pussy was blocking her view. Stacy was pinching her nipples in excitement. Feeling Lissa’s breath on her naked sex was getting her hot, that and knowing what she and her boyfriend had in store. Thrusting forward a little, Stacy pressed her wet pussy into her ex-boss’ mouth.
Lissa’s head was spinning, her world crashing down around her, but her tormentor wasn’t going to let her go. When Stacy pushed her young pussy into her mouth she was going to resist, but just at that moment she felt fingers stroking her own pussy once more.
She groaned out in pleasure, sending vibrations through Stacy’s near-dripping cunt and instantly had to catch herself. Her own pussy was sending waves of pain into her head, screaming for release. Stacy felt her ex-boss’ head trying to shake from side to side and got up,
“Oh shit, please!!!” Lissa cried to the tormenting couple, a tear leaking down her cheek. Her legs crossing, trying everything she possibly could to stop herself from peeing.
“Come on baby, let’s let her go…” Brent said, staring at Lissa squirming on the bed. Lissa didn’t even register that he was now naked, she was just focused solely on not pissing herself as Stacy undid her restraints. As fast as she could move, Lissa bolted for the door to the bathroom and almost cried when she got in there.
The toilet seat had been clamped shut, she tried futilely to force it open, but to no avail. Stacy and Brent were both standing in the doorway, totally naked, almost laughing at her panicked state. Lissa felt tears run down her cheek, she literally could not hold on any longer and there was only one option.
She jumped into the shower cubicle and pressed her back against the wall. “Please don’t watch…” she begged her two tormentors, but even as they laughed at her, Stacy bringing the camera up, Lissa could feel it happen.
Her bladder took control for her and released itself. Lissa spread her legs as the hot stream of piss flowed hard from between them, splashing against the clear wall of the cubicle. She was ashamed beyond belief at the thought of pissing herself in front of these two people, but worse than that, having it caught on camera!
Stacy stepped closer, honing the camera in on Lissa’s gushing crotch. Lissa felt like it would never end, looking up she saw that Stacy was not only grinning as she filmed, but was also toying with her own pussy! Then, looking to Brent she gasped, the stream of piss stuttering with her. Brent was watching as intently as Stacy and was stroking his hard cock right there in the doorway!
Even through her humiliation, Lissa could not help but notice just how much bigger Brent’s cock was in real life. It was thicker than she had ever seen even if not as long. The fat, round purple head seemed to be leaking precum as he stroked it, his eyes never leaving her.
As her stream of warm pee subsided Lissa realised that as much as she hated to admit it, her pussy was still tingling slightly, her knees weak. Stacy swooped in and turned the water on. In seconds Lissa was drenched in warm water, frozen to the spot as Brent approached her. Pinning her against the shower wall he ran a hand up her inner thigh and stroked her smooth pussy.
He kissed her neck as two fingers slid deep inside her, Lissa’s head was spinning, overwhelmed by all that was going on. She felt her body on the verge of betraying her again when Brent picked her up and laid her on the floor. Gripping his thick, hard cock he got between her slippery legs.
“Pinch your nipples for me.” He said in a deep resonating voice. It was how Lissa had always imagined it when she had read his orders in the office. “Pinch them for me now…” His demanding tone was conflicting her reasoning. What on earth was she doing? She should be getting out of there, calling the police, but here she was, on the bathroom floor of a stranger, having just cum by his girlfriend and now pissed herself in front of both of them. On the floor, his throbbing penis ready to be pressed inside her, being ordered to pinch her nipples for him…
Her hands drifted to her round breasts and circled her already hard nipples.
“I’m waiting…” Brent rumbled. Lissa’s fingertips gripped her own nipples and she bit her bottom lip as she pinched them, hard, tugging them out. Just as she did so, Brent pressed his dick inside her. Squeezing his girth into her, balls deep, in one swift motion. Lissa cried out as she was stuffed fuller than ever before.
She reached out to stroke Brent, touch her breasts, further her sexual feeling rippling through her at the thrusting of his cock inside her, but she felt her hands pinned above her head. Stacy was there,
“Oh no, missy, he’s my boyfriend. You’re just here for OUR enjoyment.” Saying that, Stacy swung her leg over Lissa’s head and sat on her face. Pinned to the ground, Lissa had Stacy’s wet pussy ground into her mouth while her boyfriend pistoned inside and out. “Suck it! Suck my pussy, make me cum or you won’t!” Stacy ordered.
Lissa was in no situation to refuse, and the continuous use of her leaking pussy was causing her body to respond. Snaking her tongue out she lapped up her tormentor’s pussy lips, dipping it inside and swirling it around. In almost no time she felt a wash of Stacy’s juices splatter out over her face, but she didn’t get up. Stacy was screaming and panting as orgasm after orgasm wracked through her young body, turned on as much by the power over her ex-boss as her tongue on her pussy.
Lissa hated how close she was too, her hips thrusting up as much as she could to meet Brent’s fucking. “Babe, I think she’s gonna cum!” Brent told Stacy.
Stacy slowly got off Lissa’s face and went to her pussy. Lissa screamed louder than ever when she felt Stacy’s tongue on her clit, circling it as Brent fucked her relentlessly. It was all too much and she nearly passed out as she came and for the second time that night squirted.
Her cum splattered out around Brent’s thrusting penis and up over his thighs. Over and over her orgasms roiled through her until she was spent, Brent remaining motionless still buried inside her. She had no energy to resist when Brent wrapped his arms around her and got her to her knees in front of him. She didn’t even realise that Stacy had left until she walked back in,
“See now the only one who hasn’t cum yet is poor Brent here… I think you need to rectify that.”
Lissa went to turn to face Brent, thinking that Stacy meant blowing him,
“Whoa there!” He said, stopping her and turning her back round, her ass facing him, “not that hole.” Lissa didn’t even register what he had said until she felt a pressure at her ass hole. She gasped, eyes wide,
“Oh god no, please not there, anywhere but there!” She felt Brent’s strong hands on her hips holding her in place, her pleas ignored, his soft round head easing into her.
“Tell you what, if you don’t cum in the next two minutes we’ll leave you alone. If you do, Brent cums in your ass.” Stacy grinned.
Lissa knew she didn’t have a choice, but she did have a way out, she just had to stop from cumming. Easier said than done she realised when the reason for Stacy’s disappearance became clear. A familiar hummm emanated from the young girl’s hands and Lissa almost came right there when she felt the vibrator on her clit.
Stacy wasted no time in rubbing it all around her swollen clit, dipping it inside her dripping pussy. All the while Brent still had the very top of his pulsating shaft pressed into her ass. She didn’t know how long it had been, but Lissa felt her body reacting to the stimulation. When Stacy announced that the first minute was up Lissa almost cried. She was desperate to cum.
Eight seconds later and she came hard, all over Stacy’s hand. “You lose.” The girl said just as Brent pushed harder into Lissa’s ass. Stacy slid the vibrator back into her ex-bosses pussy as her boyfriend took her anal virginity.
Lissa groaned out almost as loud as Brent as he bottomed out inside her ass. Brent felt like her ass was going to squeeze his cock right off, but he managed to slide an inch out and back in again. Within minutes he was fucking her, harder and harder, his heavy balls slapping the base of her pussy. Lissa felt them bang against the end of the vibrator with each thrust.
Why oh why was her body nearing another orgasm when she was being violated in such a way?! She managed to look up and see Stacy stroking her pussy as she watched her boyfriend fuck her ass. Watched as Stacy crumpled to the floor as another orgasm took her, just as her own body wanted to.
She held off as long as she could, but when she heard Brent grunt, “Oh fuck, here it comes!” She lost it once again. Her ass was pumped full to the brim with Brent’s hot thick cum. He pulled out and spurted more up her back as the first squirts leaked of of her used ass.
Her own orgasm had her pussy clench so hard that it pushed the vibrator out. And so there she was, her ass full of cum, her pussy leaking more juices, cum splattered all over her back, on the floor panting with pleasure being watched by two strangers. Her nipples were so hard they ached, Lissa collapsed onto the floor.
Brent knelt in front of her, his thick, slick cock in her face. “Clean it.” He said simply. She looked into his eyes, exhausted, fully aware the camera was still rolling she obeyed, sucking it deep down her throat…
All the while one thought was running through her head… What on earth was she going to do?
When Amanda left, I had just about had it. All these sexually tinged encounters — whether in my head or not — all these near misses, and the uncertain future as a whole was doing me in. Before I could cope, I needed a breather.
I marched to the nearest closet I could find, looking for a few minutes to myself. The minute I found one and got inside, I saw how I failed.
I had to step into the one closet where Lindsay Lohan was on her knees, with a cock right in her mouth. Once she saw me and got it out, we both just stayed still and quiet –and so did the guy with the cock, apparently.
“Come fucking on!” I finally called out.
Shaking my head, I sat down on the nearest chair as I heard Lindsay and her ‘friend’ scatter. I heard the door open and close, but when I looked over, only Lindsay was still there.
“Well, obviously….” Lindsay started but couldn’t finish. “I mean, that was….” she still couldn’t excuse. Mind you, this was 2003 and Lindsay was still considered a good girl back then — one of the last time periods where she was. She wasn’t as experienced and open at this sort of thing as she’s….presumed to be now.
“Look, you work here, right?” Lindsay finally steadied herself. “I’ve seen you talk to Amanda. This place has been good to you, right?” I couldn’t argue, so I stayed quiet, which encouraged Lindsay to add, “If….what you saw doesn’t stay between us, it’ll be bigger than the movie. Probably wreck it in some ways, really. That’s no way to be good to it, really.”
“Really?” I asked, perhaps harsher than I should. “The movie’s what will get wrecked?”
“Hey, it won’t get buzz for the right reasons! Not the reasons Tina and Mark want!” Lindsay argued. “And you think Rachel, Amanda and Lizzy will break out if they’re too busy talking about my mouth?” she pointed out. “You don’t want their big break ruined, right?”
“That’s really all on me?” I nitpicked. “I wasn’t the first one in this closet.”
“Hey, don’t treat me like a criminal!” Lindsay spat. “I’m old enough for that stuff and then some! None of us cheated on anyone, so there!”
“Now you’re proud of it? You just said it’d ruin the whole movie and your co-stars. Which is it?” I counterattacked. By then I realized we could go round and round on this all day. I really didn’t have the patience or desire for that.
“Look, I’m sorry, okay?” Lindsay actually gave up first. “I just….I never got caught doing stuff like that before. Hell, I just started doing it. I’m getting bigger out there, so if I’m ever gonna do stuff like that and get away with it….I figure I don’t have much time left. I guess you made it run out, huh?”
I gave a little laugh, although I wasn’t in a laughing mood yet. Lindsay continued with, “I want a little more time to….push myself. Before I gotta go back to being a good girl. Can you just help me do that? Please?”
Under normal circumstances, I’d probably just agree to keep quiet. If I hadn’t had any sexually-related encounters with someone from this movie, I’d probably say yes right away. But under these circumstances, this was the breaking point.
Lindsay would get to keep her reputation and cocks, and I’d be left with nothing. Again. Nothing but more blue balls, and a barely plausible dream that I could make this gig start a career.
If I was getting nothing else for it in the future, I needed something now. Something to make the past and the future all worth it, if only for a few glorious minutes.
I deserved some of those minutes, I told myself. I wanted them. And after all those moments with sexy ladies on this set, what better way to top it off? And who better to do it with?
“You want to keep having….secret fun?” I let out.
“I was having it earlier, yeah,” Lindsay said.
“But I stopped you before you finished,” I recalled. “I don’t think he gave you….all the fun you wanted. If you really want it….I wonder how much.”
I let my eyes wander over her red top, grey skirt and boots — and all the shapes and figures they showed off. I actually hoped I was getting hard enough for Lindsay to notice, if she needed the deal sweetened. I was new to the “extort someone for sex” game, so I just went off what perverts in movies would do — after shaking off comparing myself to them.
Another look at Lindsay’s chest, open v-neck, legs, hair and slowly aroused face, and I was able to stomach it.
I settled into my seat and pushed my hands onto my pants, accentuating my bulge. In case she still had time to question this, I started unzipping and unbuckling to distract her. Once I finally exposed my cock on this set, Lindsay gave me her full unquestioning attention.
“Not too shabby,” Lindsay said, her raspy voice turning sultry. Maybe she was just putting on a performance, since I practically blackmailed her. Yet she got back on her knees and took me right down her mouth, in the performance of her life.
I was torn between thrusting into her mouth or reaching down to her tits. But when I saw them move in her top, and felt her mouth and tongue work on every inch of me, it was an easier decision. If I didn’t distract myself with Lindsay’s tits, I’d fuck her mouth way too quickly.
Of course, feeling those plump beauties didn’t help me contain myself. Especially when I couldn’t feel a bra beneath that sweater.
I reached down further to try and lift her shirt up, while I still could. Lindsay was going faster on my mouth — for whatever reason — but I was clearly interrupting her technique. She popped off me right as I almost exposed her chest, then went and did it herself.
Once she was topless, she went back to sucking me, although my attention was down below. I grabbed her again, this time with no barriers between my hands and her tits. The difference was almost overwhelming. Especially when I rubbed Lindsay’s nipples enough to make her moan on my shaft.
“Am I gonna make you cum?” Lindsay asked in a teasing, smoky purr. Clearly she was pulling out all the stops to finish me faster. But I didn’t care — and I had to fit in a few things first.
Instead of answering her, I bounced her breasts up before she could suck me again. Getting the message, Lindsay sat up higher and let me place her tits on my cock. She let me stroke myself with her boobs, yet she soon took them off — only to go down on me and lather me up thoroughly.
With my cock fully wet and even harder due to her moans and seductive eyes, Lindsay tit-fucked my soaking shaft by her lonesome. I sat back and watched the show, almost out of ideas to prolong it. As I realized I might cum soon, I reflected on the things I wouldn’t get to do — which didn’t seem fair either.
After letting myself enjoy her tits for two more seconds, I sat up with more effort than ever before. “Go over to the wall. Turn around and put your hands up,” I ordered before I lost my nerve. I even nodded my head towards the door, subconsciously reminding her I could still blab if she didn’t listen.
Lindsay kept a poker face on, getting up and walking to the nearest wall. She faced it and turned around, leaving her naked back, clothed ass and boots on display. Leaving the boots alone, I sat on my knees and worked on lowering her skirt and underwear instead.
When they came down and Lindsay stepped out of them, her bare, heart shaped ass was right in my face, like I wanted. Wasting no time, I planted my face between her cheeks and my tongue between he pussy lips. Licking her out like a madman, my hands went on her hips and squeezed, as I practically motorboated Lindsay’s ass.
I heard her moan as I rapidly licked her up and down — I assumed it was genuine. She sure felt genuinely wet, though, and I genuinely couldn’t get enough. Putting my hands on her ass and jiggling her supple flesh did help.
I wasn’t even touching my cock, but Lindsay’s taste and her noises weren’t helping it go down. Maybe it’d be enough to fuck her for more than a minute, though. I figured this was the time to find out.
To get Lindsay ready, I thoroughly licked every inch of her pussy, then thrust my tongue in several times. When I took it out, I put it below her opening and licked up — all the way up her pussy and up her ass crack.
After my tongue reached her cleft, I got up before Lindsay could comment on my extra effort. I lined my cock up against her lubed lips, put my chin on her head and thrust in to the hilt. My hands went on her waist to steady her, which also helped me stay steady as I pumped her rapidly.
I looked down and saw Lindsay push her rippling ass against me, then rested my head on her shoulder. My lips went to her ear, nibbling it and breathing my approval and grunts, although my voice couldn’t have been as arousing as her’s. She further proved it by cooing and cursing her approval, getting herself ready to go off.
I was almost out of tricks to stretch this out more, and almost out of things I had to do. Save for one on both counts.
I made myself pull out of her and take her back to my seat. “What the fuck?” I heard Lindsay groan as she caught her breath. Without answering her in words, I sat back down and had her sit directly on my lap, fitting me right back into her.
With her riding me and facing me, I could finally put my mouth on her bouncing chest. I caught her left breast with my lips, all as my hands slid over her ass. Lindsay bucked on me while her tits bounced onto my face, which went back and forth on each breast as fast as it could.
Finally there was no way around it. My left hand went over to stroke her pussy further, but my right stayed clamped on her ass. Their stimulation, and my oral work on Lindsay’s chest, would hopefully be her last straw before mine came.
Unfortunately, it felt like it would be a photo finish.
Before Lindsay could cum on me, I had to get my cock out of her. It did feel like she was cumming right on my balls — but when I came, it landed up on her tits and neck.
We still rode out our orgasms and the different ways we were painting each other. When I got my bearings, I noted the more visible paint job I left on Lindsay’s upper body — and so did Lindsay.
“I thought you’d let me have it in my mouth,” Lindsay reminded. It did seem I denied her that mouthful of cum a second time. I wiped a spurt off her right tit and put my wet finger near her mouth, yet she licked it up too quickly and wiped and licked the rest off herself.
After she was done, she got off my lap and left awkwardness, uneasiness and unfinished business in her wake. Strange, since this was supposed to finish my little sexual running gag on this set. I finally had my release, thanks to an in her prime Lindsay Lohan — which should have felt more triumphant than it did.
I figured the euphoria would fully come after I got dressed and left, ignoring the awkward silence with Lindsay. “It’s all safe with me,” I did manage to tell her before I left, at least putting her mind at ease about that. Her clean image was safe, and her more daring desires were still secret.
The irony of that was impossible to ignore over the next 11 years. So was the unintentional triumph of fucking Lindsay when I did, no matter the circumstances or awkwardness.
Little did I know just how it would matter later.
“You’re the guy?”
I heard Lindsay Lohan’s question over the music. Part of me was still nervous about it.
The other part remembered she was asking if I was the guy for the story. Not if I was the guy from 11 years ago. Hell, there was probably a lot she didn’t remember from 1 year ago.
“Yeah, I’m the guy,” I finally confirmed. Lindsay didn’t notice my little pause, as she found us seats at the club.
I was lucky enough to contact someone who could keep up with Lindsay’s club schedule. Then I was lucky enough to get here before she left, and to get her attention enough to talk. Maybe I could stretch my luck a little while longer.
I didn’t know if I’d caught Lindsay while she was on the wagon, falling off it, or if she was way off it again. There were so many conflicting tabloid stories, I didn’t know which Lindsay I’d get.
She didn’t have a drink in her hand, her now light red hair looked neat, and she had a black coat, white shirt and grey skirt on with no cleavage. It looked promising so far, but appearances could be deceiving — as Lindsay herself taught me once.
“So they’re telling me you’re writing a Mean Girls sequel?” Lindsay asked. Well….that could be due to bad sources, not drunk or drug stuff. Hopefully.
“It’s a reunion. For my magazine,” I corrected, handing her my business card. “We want to do a cover story and photo shoot next month. We’ve got almost everyone other than you.”
“Almost?” Lindsay asked. “Did you get Rachel?”
“No, she won’t be able to make it,” I admitted. “Amanda, Tina, Lizzy and Lacey are all in, though,” I added, praying Lindsay wasn’t feuding with any of them. Her expression didn’t change — and I chose to believe there were no chemicals involved. Encouraged, I continued, “But if we get you, we’ll really be good to go.”
“You mean you’re not right now?” Lindsay asked. Damn. I figured she wouldn’t catch stuff like that. Maybe she was too on the wagon. “If I don’t agree to this, what happens?”
I sighed, having falling into a trap — and not the one I feared getting into. But maybe appealing to her ego was the way to go here.
“Look, we already don’t have Rachel. If we don’t have you too….it’ll be harder to get this story off the ground.” I confessed. “I mean, Amanda, Tina, Lacey and Lizzy are great….but they don’t move issues like you do. Obviously. You being with them….with us….would be a really big boost.”
“So you need me,” Lindsay figured out.
“Yes,” I groaned, then dared to get more personal. “I’ve been putting this thing together for two weeks. I went above and beyond for this project,” I said without getting more accurate. “I’m not even the guy on the magazine that does that. But if I don’t pull this off, I’ll never be. So….it’d be a big boost for everyone involved.”
“You’re the one that needs me,” Lindsay rubbed it in further.
“Yes, that’s been established,” I struggled not to lose patience — but perhaps I failed with my next argument.
“And you probably need it too. You can’t go back on Oprah for a while, or do more nude scenes with porn stars,” I needled. “You need another way to prove you’re on the straight and narrow. Or at least convince people you are. Going back to your last real hit is your best option. You won’t get a better chance like that for a while.”
I tried to keep a poker face on, but I was succeeding less than Lindsay. That shouldn’t have been right for so many reasons. Still, I’d come this far — why would the universe let me fall short now?
“But I’ll get one eventually. That’s usually what happens,” Lindsay pointed out. There was no way I could argue with that concept — if not the logic of it. “You made it sound like this is your only chance.”
“I wouldn’t go that far,” I tried to lie.
“I would. This is your big break, and it’s all riding on me now,” Lindsay hit the nail on. “So you need this more than I do. Which means you need me to cooperate to save your career. If I’m not pleased by you, I can choose to ruin you. No matter what you put yourself through.”
This was getting way too specific. And familiar. And quite troublesome. That inevitable sense of cruel irony washed over me again — only this time, Lindsay wasn’t the butt of the joke. Maybe I was 11 years overdue to be the butt.
“You know, maybe this isn’t the right place to do this,” Lindsay predicted. “I could stand to go home early for once. We can hash out the rest there.”
I followed Lindsay out of the club, now savoring the loud music that made it impossible to think. When we got into her car and sank into silence, I missed the music immediately.
I didn’t know what to say. I didn’t have anything to explain Lindsay’s last few choices of words — except the sadly obvious answer. She remembered who I was and how I blackmailed her for sex, and this was her revenge. Ruining my one shot at a real career was as vengeful as it got.
First I felt desperate, wanting to beg her not to turn this down to hurt me. Then I felt apologetic, wanting to assure her I’d never used a girl like that before, never had since, and never would again. Then I felt outraged, since she’s the one who could have turned me down. Especially since she had no more problems looking like a whore in public after that.
Before I got angry enough to say that, we had arrived at her house. On the walk there, I realized that calming down was for the best, if there was any hope left for me. Unfortunately, I had no alternatives worked out by the time we got inside.
“Wait right here, I’ll be right back,” Lindsay told me before going up her staircase. I waited there without moving an inch, or sitting down on any of the couches. She probably wasn’t being literal with the ‘wait right there’ order, but I wasn’t taking a single chance. I had no legs to stand on, and I did a poor job of hiding it — so in two ways, this was my own fault.
If having sex with the hottest version of Lindsay Lohan was something to fault. Blackmail be damned and being a nice guy be damned. But then again, I didn’t have sex with Lacey, Tina, Lizzy or Amanda through blackmail. For one reason or another, they wanted me anyway.
They were all decent people that way. They were decent, gorgeous, talented women that way. They wouldn’t hold a mistake over me like Lindsay was planning to — however she was planning to.
“Okay, I’m done,” Lindsay called out, letting my torment begin.
But….what I saw then wasn’t exactly the torment I expected.
Lindsay came downstairs in the tightest, littlest red dress I could imagine. Her cleavage was pushed up and virtually every inch of her legs was on display, yet she was mercifully barefoot. For a moment, she wasn’t the train wreck the world had come to define her as — she was one of the sexiest women alive again.
All for me. After she all but told me she remembered who I was, and what I did to her. No way that was a coincidence — or a good one. “What the….” I started.
“Sssh. No talking,” Lindsay said softly, almost like 11 years ago. That didn’t help my confused boner either. Neither did this next part.
“I’ll tell you when to talk. When to thrust, when to move your hands, when to use your mouth,” Lindsay continued. “If you do anything I didn’t tell you to do….then there’s no story for you. That includes cumming too. Especially cumming.”
At that point, Lindsay turned her back to me and pretty much brushed her ass against my groin. I let out a groan, despite not knowing if that was allowed too. “That’s acceptable,” Lindsay concedes. “But you do anything else without my permission….your career is over.”
Okay, now my boner was less confused. So was the rest of me. Didn’t mean I liked being clear about this. “I can’t cum once?” I had to be clearer on.
Instead of answering with words, Lindsay turned around, pressed the front of her body against me — pushing up certain parts of it along the way — and slid her hand down to my crotch. Her head rested on my shoulder as her hand cupped my bulge, but didn’t free it.
Every part of me was a frozen, erect statue at that moment. Before I could think about changing that, Lindsay whispered, “No touching. No thrusting. Or it’s all over.”
I tried to remember that, even as Lindsay slowly stroked my bulge. Even as she moaned her appreciation in my ear. Even as her free hand took mine and put it between her own legs. Even as she tried to hump herself against my hand, which couldn’t even stroke her like she was stroking me. Yet she still seemed to make it work for her.
Lindsay pulled away slightly so I could see her face. It was better to look at than her visible, half naked chest, or her hand still on my clothed cock, or her swinging hips working themselves over my frozen hand. Perhaps remembering the toll the last decade took on her face would help me calm down — then I wouldn’t be so aroused by the rest of her.
This morning I read another email informing me that I would have a visitor, this one at 1:00AM. “He” sent instructions and said things would be much different because I’d have to fuck the guy. Just three nights ago I’d serviced His friend Billy with a sloppy blowjob while he sat in my driveway. I had to send my stalker photos to show that I’m completing his tasks.
He wanted to see my smiling face before my dirty deed, then several of myself giving head, and one with jism plastered on my lips. I had been sure to erase the photos from my phone after uploading them. Tonight, I would be uploading action shots of actual sex, not something I was eager for Ray to know about.
It was exciting to be wanted so badly that a man would go to these lengths, but I love my husband and hated sneaking around like this. He would probably try to find the guy and fight him, possibly causing Him to share the photos as promised.
No, Ray mustn’t know about this. I wasn’t looking for sex on the side, I told myself; my hand was forced. Still, it was like nothing I’d ever done to meet an anonymous guy for a blow & go. I felt slutty for enjoying any part of it, but also a little proud of my bravery.
After he’d left, the drying cum on my face was such a turn on that I would taste it while playing with a toy. I smile, picturing how I had lost track of time diddling myself. Ray got home and I jumped into the shower to scrub Billy’s dried cum, something I should have done immediately. It had been total bliss to lie on my California king, fingertips gently making circles on my clit remembering how my face got messy.
These visits were the latest demands of a mystery man. He had threatened to publicly share photos showing my face that were taken during my first and only orgy. We had sent naughty pics to other couples hoping to meet for a swap. This asshole must have gotten them that way and recognized me.
At first, the emails demanded to see me in lingerie or using a dildo, and few wishing to see my painted toenails. I had to forward these images every night to stop the threats, but the demands were becoming more extreme.
If I considered denying them, I just had to imagine the shame I’d feel looking neighbors in the eye. My perfect soccer Mom life would be over if my town knew!
Earlier today, I wrote to ask about just giving another blowjob instead of having to fuck this guy. I explained how Ray and I were not using birth control and for Him to please consider my family.
The cold response was a reminder that I could best serve my family by helping to keep my lifestyle private. I reminded him that if I wind up murdered, the police will check my computer and find out who he is using fancy forensic gadgets, and he reminded me that him and his friends are just horny, not violent.
I couldn’t get out of fucking this guy, but as I finish a tall glass of red wine, the knot in my stomach goes away. To keep these pictures from being shared, I am willing to do almost anything, and that scares me a little.
Is it because we are swingers that I find it easier than a normal, vanilla wife, to jump into bed with some guy I don’t know? Oh my God, this is so horrible, I think to myself. I’m not even jumping into bed; I’m climbing into his backseat so he can fuck me like a whore.
The reality of situation comes flooding in and I’m frozen in front of the bathroom mirror with mascara starting to streak my pale face.
My phone made that familiar sound; I had a new message and it was time. Billy’s visit now seems like a warm up to this. Where before I got away with only sucking a cock, the guy pulling into my driveway tonight was going to fuck me.
While my husband puts in some overtime, I’m going to be entertaining someone’s sick needs. I only know he is a friend of the guy tormenting me, or he is the guy.
Like before, I was told to say certain things and have him use the camera on my phone to keep a photo journal. When he leaves, I will upload them to the man referring to himself as Peter Pole.
My instructions were clear: a gentleman by the name of “Tim” would arrive shortly. Billy was white, a country guy in his twenties, but Tim was going to be black and about forty. I was to join him in the backseat of his car and bring 3 items with me: my largest dildo, my smallest vibrator, and condoms.
Tim could fuck me and I was told I had to suck his cock as many times as he wanted to keep fucking me until he had his fill…or until the condoms run out, I thought. I’m not on the pill because of how it makes me feel and there’s no way I’m risking that.
I’ve been with my share of men and can probably get him off with my mouth before he fucks me, maybe saving myself from the sex part. I can guess that knowing I’m his for the night though, he won’t be in a hurry to leave. Ray was working an overnight shift and I had a feeling this was going to be a long night for us both.
It’s 1:02 AM and I see headlights in my driveway. I grab my jacket and almost trip walking to where a newer SUV is parked. A handsome black gentleman with some gray showing smiles and welcomes me inside.
Thankfully the inside of his car is warm from the heater and I see that his adjustable seats left him room to spread out a large blanket. He kisses me and his full lips almost smother me. He is very excited and soon I’m being pawed at and feel his tongue whipping the inside of my mouth.
When I push him back to get some air, he motions for me to join him in the backseat. Soon we both have shoes kicked off and are grinding with the contents of my bag laid out beside us. It’s nothing to say he is larger than my 5 foot 2, petite frame, but I liked that he was in good shape and we kiss while I rubbed the growing tent in his pants.
I have prominent nipples on my perky B cup tits that I’m glad don’t flop around and are a good fit for my small body. Tim inhales one of my tits, latching onto me and suckling hard, making me wonder why I had worried so much.
I was told what to say to let him know we had begun. Looking downward and blushing I said, “If you lick my pussy then as thanks I will suck your big black cock so you can fuck me all night. I will do whatever your friend says, I love being His little whore.”
Tim smiled big and told me to take off my jeans. I was instructed to have easy access so I didn’t wear panties. He brushed a hair from my cheek then gripped my throat with a firm hand, forcing my cunt to squeeze in response.
“This time look me in the eye and say it”, he insisted with such intensity that I was frightened.
This time I spoke in truth, the honesty never being lost on us both. I was thankful he had not let my shyness go unchecked. As he positioned himself between my legs, I closed my eyes and considered thanking the man blackmailing me.
Tim kissed my freshly shaven thighs, then pushed my legs far up into the air so my feet touched the roof. He told me toes & ass were his thing, then he dove in. He licked my rim a few times then plunged his tongue deep into my ass. My pussy instantly got wet.
The more he tongue fucked my ass, the more my pussy begged for attention. He loved my tight ass and said he couldn’t wait to stick his cock deep inside me.
He might have needed some practice at making out, but he licked my pussy and asshole like an expert, darting his tongue into a different hole and flicking my taint. I found myself using the script but meaning every word, “Please put your big cock inside me and make me your whore!”
Tim said no. I had to deep throat his cock first, so he climbed on top of me. He straddled my face, reached behind my head to grab a fistful of hair, then fucked my mouth hard.
His dirty talk started softly, then Tim’s words were more bold, more degrading but also very arousing. “Look at you, you dirty slut. You like that big cock in your mouth? If you do, squeeze that pussy.”, to which I would clamp down on his two soaked fingers swirling inside my pussy.
My eyes watered as Tim treated my face like a pussy. I gagged repeatedly, my neck and chest drenched in my own spit. I couldn’t help it, so I knocked his hand away so I could finger my pussy and slap my clit.
My lips stretched in order to wrap around his wide head. The length was above average but not as long as Ray’s. It was the extreme width that excited me now, my pussy tingling as I pictured my curled toes pressed into the soft roof of this interior.
Tim paused a few times and took photos, even getting me to smile in some. The emails had been clear that He wanted proof I was being a little whore.
I begged to be fucked. I wanted that wide cock to stretch my pussy. I needed it. Tim smiled as he picked up my blue toy.
“Okay, you want me to use that?”, I asked. Nodding, he puts down my phone and pulls out his own, directing me to read a message from our mutual “friend”: WARM HER UP WITH THE DILDO THEN FUCK HER ASS. ONLY HER ASS
“Hell no! That dildo is way to big for my ass and there’s no way you’re going to fit. I’m sorry bu-”, then he shot a hand out and quickly covered my mouth, leaving me wide eyed and frozen stiff. His other hand went to my asshole right away, one finger trying to find its way in so I squirmed.
I enjoyed anal with Ray but it was not something I did every day, and definitely not without lube and a toy. Tim’s strength and my weakened resistance was too much for me, so I stopped moving away from him and allowed his fingers in.
His extended rimming had left my ass wet and very receptive to the massage and poke technique he now skillfully employed.
In spite of my protests I was flipped over on all fours and my ass pulled into the air. He stretched my ass and slowly push my toy inside. With the head of my blue jelly dong being firmly gripped, he allowed me time to breath and relax so the burning could subside.
With the dildo inside, he licked my rim again, something I never would tell him felt amazing because it would only encourage him to fuck my ass.
“Mmm, please put a real cock in my pussy. I don’t want my ass fucked baby”, I said with a nervous smile, my head turned around to judge his response. Seeing him enjoying a raunchy view of me on all fours with a blue cock halfway up my ass, I could tell what he wanted.
“No, I think I’ll fuck your ass, whore.”
“I told you that-”, I began but was silenced as a hand came down hard on my exposed cheek with a slap.
“Shut up, bitch! You like cock in every hole; isn’t that what you put on your adult profile when you meet guys to fuck?” The truth of that was undeniable since these guys knew all about me, but I couldn’t answer him.
He slapped the other cheek, just as hard but this time I was ready and moaned a little. “Well? Don’t you say that? Doesn’t seem a slut like you needs to tease a guy.”
“Yes, but it’s not a tease, I just don’t do that often”, and with that he tapped on the glass of the car’s backseat window. I looked up and almost screamed from the shock of seeing a smiling face pressed close to the glass.
It was Billy, from a few nights ago, and he had been watching the show from outside. It would have been comical to see the dildo pop out of my ass if I hadn’t been so scared that I caused it as I jumped.
The next few minutes felt like they happened in slow motion. Tim throws himself on top of me, pinning me to the seat under his weight, and the door opens allowing another set of hands to work against me. Billy leans inside and takes hold of my wrists, pulling them above my head as I’m twisted by them both and Tim grabs my legs.
Now I’m stretched out on the seat with Billy’s hand over my mouth while he keeps my hands restrained. Tears are flowing as I scream through his hand, but my attackers only exchange smiles.
I’m wearing only my thin top now, wrestling with these strong men. I try kicking and bucking to free my legs, but Tim slaps my thighs until I stop. My legs burn from the slaps and I listen closely as he begins speaking. I can’t help the a little squirming and sobbing, as I begin to feel how trapped they have me.
“You brought these things for a reason, and now you know. The big dildo is for stretching your ass so we fit without trouble and the vibrator is to make you go nuts once I get balls deep! The condoms…they were to make you think your pussy was getting fucked.”
He chuckled as he reaches for the 8″ blue jelly dong. Slowly, he pushes the thick cock into my tight little butt hole. I wanted to scream and beg for him to stop. This wasn’t what I was used to.
“Don’t act like you don’t like it. You also put on your profile you had a rape fantasy. Was that bullshit too?” As he finshed speaking, I felt the head poke my rear entrance.
He pushed slowly and my lubricated ass accepted its width, the pleasure pain of the stretch makes me scream. Were a hand not over my mouth, I’d have screamed to the tree tops. Unfortunately, our house was a few miles outside of town and the trees would have been the only ones to hear me cry for help.
When over half of the dildo had been swallowed by the asshole, Tim stopped pushing and grabbed a shirt he had on the seat next to him.
“It’s clean”, was a confusing statement until he ripped it and quickly made a gag, securing a long strip with a knot. The remainer of the torn t-shirt was tied around my wrists, allowing Billy to relax his grip.
While I welcomed the break from Billy’s strong hands, I dreaded what they planned for me. They tied my bound wrists to the handle of the door Billy had been leaning in, then he closed it and walked around.
It was obvious that I had no way out. My hands are tied to this guy’s door handle and I’m laying on a beach blanket. I can move my legs, but I wouldn’t dare try to kick one of them.
As I lie on my back in this unfamiliar SUV, I look down. My light pink top only seemed to spotlight the hardness of my nipples. I can’t see Billy but Tim is stroking his cock and looks ready to pounce on me.
He takes his pants off and as he climbs onto the seat between my legs, Billy leans into the open door behind him, video camera in hand with a red light blinking. The blue dildo is is deep in my rectum as Tim kneels between my trembling thighs, the thick head of his dark cock inches away from the opening to my pussy.
He squeezes the veiny dick and I see a drop of precum appear at the tip, which he wipes on my clit. I’m unable to say no, so I shake my head quickly back and forth in protest. He sees my reaction and pulls away, making me think for the moment that he understands. Tim wraps his large hand around my throat and squeezes.
He leaned to where he is an inch away from my face, then says, “You are a fucking whore and you are going to be fucked like one!” That’s when he quickly pulled the dildo from my ass in one stroke, which actually hurt more than when it was being inserted.
The pressure on the sides of my neck from his hand now feels ten times stronger and I know he is squeezing from the raised veins on his brow. I can’t help it; being choked during sex has always turned me on and I let out a low moan.
Tim pushes the wide head of his cock into my tender anus and it’s clear to me that these guys are going to get anything they want from me. I feel lightheaded from the lack of bloodflow he is causing but I can feel my ass being filled again.
It was a sickening emptiness when he pulled out the dildo, but now my ass felt warm. He is slowly feeding inch after deliciously painful inch of dark meat into my butt. Through teary eyes I can see his hips bucking against me harder and harder but my eyes are getting so heavy. He is grunting with every stroke and I feel his slickness being accepted.
His cock hits all the way in my stomach. Kinky chest hairs tickle me as his sweat drips over us both. While he pounds my helpless frame with such intensity that I’m lifted off my seat, the heat of my orgasm burns in my cunt. The sources of pleasure are too much for me.
His rythmic thrusts into my ass while squeezing my throat is too much to contain and my body is racked with crippling pleasure. Through the makeshift gag, I scream , a final release before darkness creeps in.
The scene blurs for me and Tim’s almost animalistic sounds become distorted. The pulsing warmth spreading through my bowels told me that Tim was cumming.
~ ~ ~
I couldn’t sense the passing of time, but my wrists were sore from the bonds and now it was Billy between my legs, humping and panting. He had taken Tim’s place, fucking my ass for all he was worth.
Billy didn’t hurt me like Tim but I would never had allowed either of them to fuck my ass, and here they were taking turns on my butt. I had a chance to think now that the fear had passed.
These guys weren’t murderers; they were rapists who couldn’t get enough of my body. Just then I realized that the pain was completely gone, Billy turns to Tim and says, “Dude you fucked her ass too good, she’s all loose now!” I was offended and made the most evil eyes I could at him.
Tim handed him the small white vibrator from the seat and it went right to my clit. With a flick, Billy has my body involuntarily latched onto his cock and I cannot help but squeal and thrash around.
Now a second rapist had forced an orgasm from me, his cock buried in my bottom and pleasure shooting through my clit. He soon joined me in orgasm, his cock jumping inside my ass as cum spilled out my crack around his burning member.
Billy readied himself for a dismount, but leaned in and kissed my cheek before climbing off me. His softening dick was like a cork for my ass. My abused butt spilled out the mixture of cum from my two attackers. The camera flashed again, capturing my drooling asshole, gaping as it drained.
“Don’t scream bitch, and I’ll take the gag off”, one of them said and I nodded. Tim pushed Billy aside, demanding one last “ride in her ass”. After being stretched like I had, there was little reason to fear Tim’s size, so I didn’t fight him when he rolled into a doggystyle position and untied my wrists.
Tim was thicker than any man I had allowed to fuck my ass. I found myself getting wetter and enjoying the force of Tim’s cock inside me. Soon I was pushing backwards onto his cock, trying to coaxe him deeper. Tim couldn’t go as deep as some, but he definitely stretched me wide to fit his cock. “You love being a dirty little slut, don’t you, Susan?,” Tim whispered in my ear. I couldn’t lie.
“Yes!,” I called out. “I love being a dirty slut!” Tim slapped my ass, alternating cheeks, as he fucked me harder. He grabbed my hair, pulled my head back for leverage and dug deep into my butt.
I felt like I was going to explode if I didn’t cum soon. I grabbed my white vibrator. The instant I touched my clit with it, I felt another surge of electricity go through me. My ass pulsated around Tim’s cock as I came. “Fu-fu-fuck! I’m coming!”, I managed to get the words out before collapsing onto the slimy blanket.
Tim groaned as I felt his erection throb inside me. He shoved me forward, allowing more spunk to drip from my well used ass. I moved under his cock quickly, just in time to feel the heat of hot cum hit my face.
His juices were gratifying on my tongue. I wiped some off my cheek and rubbed it on my pussy lips, circling my clit as she grew bigger and thicker, something cum does to my body. I began to shake, my eyes closed tight. I could see Him in my mind, standing there, watching me get myself off again.
Tim smiled as we kept eye contact. His eyes were so powerful to me, I couldn’t look away as my body was overcome with pleasure. As I dressed, I remembered to thank Tim for fucking my ass and sharing his cum with me. He gave me a hug and helped me calm down.
His head out the car window, Tim smiled and said, “Call anytime slut!”, then drove away with Billy. I climbed into bed, my white vibrator close at hand, envisioning the man behind this arrangement seeing my photos. Would He touch himself? What would He want to do to me?
All characters & events are purely fictional and over the age of 18. Please enjoy…
Jill Wilson lived the perfect life.
At 47 years old, she excelled at everything she ever did. She went to one of the best law schools in the country and graduated at the top of her class. She had a sterling career in business, and previously as a high powered lawyer. She was the darling of her neighborhood and the pillar of the community. She was the perfect ‘good girl.’
Because of her unparalleled resume, Jill entered the world politics and in a matter of months, she easily became the mayor-elect of her hometown. It was the first step of her highly ambitious plan to become the first female governor of her state.
But what she didn’t count on was her past coming back to haunt her…
It was mid afternoon on a cold day. The small celebratory event for her supporters was winding down and Jill glanced over at the last person waiting to meet her and shake her hand; an intelligent looking young woman in her late 20′s, sharply dressed, very attractive, and slightly snobbish in appearance.
“That was such an inspirational speech you gave earlier Ms. Wilson. You’re a true inspiration to women everywhere,” she said with an extended hand.
Jill smiled and they shook hands. “Well, I certainly appreciate the support miss…”
“Sarah Harding. My dad is the news director at one of the local affiliates. That’s how I got a press pass to hang around here with all of you.”
“Oh right, Harding. I know that name. I’ll have to thank your father personally some day for all the favorable coverage I’ve gotten from that network. But I am a little surprise that they’ll give these press passes to just anyone,” Jill teased.
“Actually, I didn’t just get this from just being his daughter,” she smiled. “I recently graduated college with a BA in Journalism, and I’ve also started my own political blog which I hope will become big some day.”
“That’s wonderful,” the mayor-elect replied. “My son is a journalism major himself. Maybe when he comes to my next event you can give him some pointers on covering politics. It’s all he ever seems to talk about these days.”
Sarah grinned, “I’m sure I’ll get the chance some day. Speaking of which, my blog has really started taking off these past few months and I may be on the verge of breaking my first major story. An anonymous source sent me something which I think will be of some interest to you. I’d like to get your thoughts on it if you don’t mind.”
Sarah pulled a small camera-phone out of her pocket and played a video for the future mayor. Jill’s stomach turned in knots as the grainy video played. It was a long forget scene of her in a college dorm, on her knees, lewdly sucking off a group of frat boys taken over 20 years ago. The men were rough with her and even made her gag by holding her head tight and shoving their erections in her mouth. Her eyes watered and saliva was everywhere. But even worse, it was obvious that she was enjoying herself.
“How dare you,” Jill hissed. “Put that thing away before someone sees it.”
The mayor-elect grabbed the blogger’s arm and pulled her out in to the outside hallway where it was empty. She tried her absolute best to put on a fake smile so that no one would ever know just how angry she was inside.
“You’re hurting me Ms. Mayor,” the young woman sarcastically stated.
“What the hell do you think you’re doing showing me that video at an event like this? I was young at the time, and you better not go public with that either or else…”
Sarah raised an eyebrow, “Or else what? You clearly knew that you were being video taped while you were enthusiastically sucking all of those cocks, and whoever tapped it sent it to me. I’m just doing my job reporting the news. Don’t you think the voters of this district have the right to know that their mayor is such a fine cocksucker?”
“Please don’t,” Jill replied in a more somber tone. “I was young and curious. I’m a much different person now.”
“Well, whatever the case, I’d say you have a real talent there. The guy who sent this to me wrote that you gave him the best blowjob he had ever gotten in his life- even to this day.”
“I want you to know, that if you plan on blackmailing me, you’ve got another thing coming,” Jill said with as much force as she could muster. “I’ve got a lot of connections in….”
She immediately cut her off mid-sentence. “I highly doubt that you’ll do anything Ms. Wilson. I’ve read a lot about you and you’re about as ambitious as they come. You aren’t about to throw away your political career or your hard earned reputation on account of an old video clip are you?”
“What do you want?” Jill asked bluntly.
“I’m actually very impressed to find out that my soon-to-be mayor has such an extraordinary talent when it comes to fellatio.”
“What do you want?” Jill asked again. “Money? A job recommendation? Let’s get to the point here. You obviously want something and I’m a very busy woman.”
“I don’t need your money, my father has plenty of that. But I’ve always wondered what it would be like to bring a powerful woman down on her knees. That’s been a fantasy of mine since I realized I had a thing for women.”
“You bitch. Just because you…”
“Now that wasn’t a very lady-like response Ms. Wilson,” Sarah stated in a condescending tone. “Aren’t you supposed to be a role model for women everywhere? Wasn’t that a major them of your campaign?”
Jill tried sound as brave as she could in the face of defeat. “I…I’m not a fraud. I truly believe everything I’ve said during the campaign, and I still believe that I’m a strong representation of those values. And if you think you’re going to blackmail me, then you can rest assure that I won’t stand for it. You’re nothing but an obnoxious little brat and I’m going to make sure that you’ll pay for this.”
“Calm down Ms. Wilson. I’m so used seeing vile things going inside of your mouth, not the other way around. So if you keep this up, this video clip of you in your college days will be uploaded to the web so that the entire porn loving world will be introduced to that extraordinary oral talent you have. Plus I’m fairly certainly that a sex tape of an attractive mayor-elect would make national headlines.”
Jill paused for a long moment before everything finally sunk in.
“I can’t believe this is happening to me. I’ve worked so hard all my life…I’m a good person…”
Sarah patted her on the shoulder, “I’m sure you are. So how about a fair trade? Your actions in exchange for the video. I’ll promise that this will remain our secret.”
“What do you have in mind?”
“You have a holiday event coming soon for your supporters and staff right?”
Jill nodded, not liking where this was headed.
“That sounds like so much fun,” Sarah grinned. “I once attended a Christmas party at my father’s work, and it was a blast. I found myself becoming attracted to one of the analysts there who dressed up in a hot little Mrs. Santa outfit. She wore a short red skirt and she was flirting with one of the young lawyers all night. I followed them when they snuck off and I’ll never forget the feeling I had when I found out that she was pantyless the entire time. That little slut lifted her skirt and he ate her out. Then she got down on her knees with her little Santa hat on and started….”
“I get the picture,” the politician inserted. “What’s your point?”
“The point is that I think you would look absolutely superb in one of those holiday outfits. I want you to wear one of those sexy Christmas outfits, with a long red hat with a white cotton ball attached, black boots, and a knee-length red skirt. Best of all- no panties.”
“You’re out of your mind. There’s no way in hell I would ever do something like that for you. I’m going to…”
Sara reached back inside her pocked at pulled out her phone again and hit play. The video continued playing and it showed a particularly naught scene with Jill’s young mouth wide open as an unidentified young man jerked himself off onto her tongue while she swallowed.
“Fine,” Jill muttered in a deflated voice. “Put that away. I’ll do it.”
***MRS. SANTA WITH NO PANTIES***
A few days had passed and Jill stood in front of the mirror to try on her outfit she had her assistant pick up for her. The holiday party was a few hours away and she was more nervous now than she was during election night or for the debates.
She put the final touches on her wardrobe. Her hat was on nicely, her large red coat was a perfect fit, and her assistant did a great job purchasing a skirt which didn’t show too much of her thigh. After all, she was pantyless underneath. The only bright spot, she though, was that at least she might be able to bump up her approval rating and soften her image by being seen in a light-hearted outfit. The biggest criticism of her was that she could be rigid at times.
“You look great mom,” her son said, standing in the hallway.
Jill was slightly taken aback by her son briefly checking out her exposed calves and feet.
“Thanks Tim,” she replied, acting as if she didn’t notice his wandering eyes. “After my first campaign I wanted to do something a little more festive for a change. I’m glad you like it.”
“And I’m sure people wouldn’t mind seeing you like that. You look kinda hot in that outfit mom,” he smiled.
“Oh cut it out. I’m your mother.”
“Seriously. It beats looking so stiff and nervous like you normally do in those suits you’ve been wearing lately. I’m sure people could relate to you more this way.”
She shrugged. “Well, I guess you’re right about that. It’s getting old hearing all the pundits and reporters talk about how rigid they think I am, like I can’t relate to people. Maybe it’s time for a little change.”
Jill once again noticed her son checking out her figure.
“Looking at something?” she asked.
His eyes shot back to his mother’s face. “Uh…no. It’s just…you look so different I can hardly recognize you.”
“Why? You didn’t realize that I had legs?”
She jokingly pulled the front part of her skirt slightly up and stuck out her leg to expose her thigh.
“Okay, now you’re starting to make me uncomfortable here,” he joked.
“You’re the one looking,” she quipped. “Come on, the event starts in an hour, we better get going.”
“Great idea. And by the way, you really do have great legs mom.”
Tim smiled and walked away after having given the last word. Jill felt a strange sensation between her thighs as the thought of her son checking out her figure began to sink in. It was an unusual thrill for such a prim & proper woman.
‘If he only knew what’s under my skirt,’ she thought to herself.
***THE CHRISTMAS PARTY***
The party was as expected. Everyone in the room applauded when she stepped through the door, and everyone had a great time. She loved walking around the room and shaking everybody’s hand. Seeing the smiles and adoration of her supporters was a culmination of everything she had worked hard for all her life. Her dreams and political aspirations were coming true. She was so caught up in the moment that she almost forgot that she was bare bottomed underneath her skirt.
That was, until Sarah came up to greet her…
“You’re looking festive today,” Sarah stated sarcastically, with her finger tips rubbing the sexy Santa outfit. “I sure hope a picture of you dressed up for the holidays makes the front page of our local newspaper. The people would love to see how stylish their new mayor is.”
Jill put on a forced smile, “Thanks. I try my best to be stylish whenever possible.”
“Really? I didn’t realize that walking around a family-oriented party with no panties was in style. I guess I have some catching up to do with all the latest trends.”
“You’ve got what you wanted,” Jill replied with annoyance. “I did what you asked. Now I expect you to live up to your end of the deal so we can both go back to our lives.”
“I don’t know if you’ve noticed this or not, but your son really does have a wandering eye. I’ve seen him checking out some of the more mature women in here. And believe it or not, I’ve seen him glance in you a few times, especially at your marvelously sculpted legs.”
“Leave him out of this. We had deal remember?”
Sarah nodded, “And I fully intend to honor it. But why not have a little more fun first? I’m sure you son would be up for it.”
“If you’re implying what I think you are, then you some serious issues that you need to deal with,” Jill said in a disgusted tone.
“And what exactly do you think I’m implying?”
“You obviously want me to flash him.”
Sarah grinned, “Oh gosh no. That would be far to tame for a woman of your sexual abilities. I want you to go a couple of steps further than that. You know, tease him a little, play with him, give him what he obviously wants.”
The politician froze in her tracks. She was completely caught off guard by those words. She felt appalled that another woman could ever make such a request to her face. And she was just as shocked that those strange feelings she felt when she caught her son looking at her legs had returned.
A whirlwind of thoughts swirled through her head; “How could she ask me that? Is she serious? Is it worth it? Could I actually go through with it?”
“I…I don’t know what to say,” Jill responded with a trembling voice. “You’ve got to be joking. I mean, he’s my son.”
“I’m absolutely serious. Are you telling me that a warm-blooded woman with a healthy libido such as yourself has never thought about mother/son incest? It’s a growing fantasy and it’s becoming much more acknowledged thanks to the internet. Your son is a handsome guy and I’m almost certain it’s crossed your mind at some point while living with him.”
Jill wanted to flat out deny it, but the feelings she had a short time ago prevented her from doing so.
“I…I’m not that kind of woman,” the politician stammered. “I’m a respectable person. I’m a good mother. I could never do such a thing.”
“You’re a secret slut Ms. Wilson,” Sarah confidently stated. “That’s what you are. You’re an overachieving cunt who tries so hard to act perfect, and you’ve managed to suppress your sexual needs for all these years so that voters would actually believe that you are. I’m sure you son would love to help fix that for you.”
Hearing those words lit a fire between her legs. Deep down she knew that Sarah was right. She knew that she had suppressed her sexuality for the sake of appearing as ‘the perfect woman’ in preparation for a political career. And she knew that she couldn’t suppress it any longer.
“If I do this, do you promise that this will be over? I need a guarantee from you.”
Sarah flashed a large smile, “I promise to destroy whatever evidence I have of your slutty college past, or hand them over to you- whatever you want. Just do as I say.”
The politician stared at the younger blogger for a moment. “I’ll do it. As long as you make sure no one ever sees that tape, I’ll do what you ask. But this is the last straw.”
“You’re making a wise decision Ms. Wilson. I’m sure you’ll even enjoy it. There’s something about a mother and son giving in to their sexual urges for each other that drives me wild. It’s the ultimate taboo and an unbelievable thrill.”
“Is that what this is for you? A sick and twisted way for you to finally witness your incestuous fantasy?”
The young lady shamelessly nodded. “It is. And I also love reversal of power. I used to fantasize about bringing down powerful business women in the sexual sense- making them mine and degrading them for a while. A politician is step above a business woman or a lawyer in my book. So I hope you aren’t taking this too personally Ms. Wilson.”
“Well it’s a little late for that,” Jill replied with contempt in her voice. It’s hard not taking this personally when you’re making me show up to an event like this without any panties on, and forcing me to do things with my son under the threat of blackmail.”
“You’ll get over it. In the mean time, I want you to do exactly as I say and this will all be over…”
The young blogger leaned forward and whispered something in the politician’s ear, and the politician’s eyes widened as she was told of her task.
“That…That’s too far,” Jill stammered. “He’s my son. I gave birth to him.”
“I don’t think he would mind that at all Ms. Wilson. Your son looks like a healthy young man with a strong libido.”
“Hell never do it, even if I wanted him to.”
Sarah raised an eyebrow and flashed a sly grin. “He wouldn’t? What makes you so sure about that?”
“Tim isn’t like that. He’s an honor student and he always stays out of trouble,” the politician replied.
“He also has a penis doesn’t he? I’ll tell you what, if you’re so sure that your son doesn’t want to fuck you, then why not raise the stakes?”
Sarah smiled, “Offer yourself to him, if he declines, then that would be the end of it. You’ll never see me again, and I’ll make sure that my dad gives you favorable press coverage throughout your tenure as our mayor, and even after that if you decide to run for governor.”
“And if he accepts? What then?”
“If he accepts, then I guess you’ll just have to go through with this and be his slut for a while. Then this would be over for you. It’s a simple proposition.”
As much as it pained her, Jill felt that same sensation between her legs that she felt earlier. The thought of physically being sexual with her own son was the ultimate taboo- and strangest of all, it might actually become a reality.
Jill took a deep breath. “If this is what it takes to preserve my political career and reputation, then so be it. Just make sure you follow through with your word.”
***STRIPPED DOWN & DEGRADED***
It was 11 am. Jill asked her son to follow her to a private conference room in the building. Her phone was left on in her pocket so that Sarah could hear every word spoken.
“So what do you think of my outfit,” Jill asked after mustering all of her strength.
“Like I said before, it looks great on you,” he replied. “Are you feeling insecure or something? Trust me, every guy in the room is checking you out.”
“It seems that way. You’ve been gawking at me all morning in front of everyone.”
Tim blushed, “Oh, sorry mom. I wasn’t trying to be rude or anything.”
“I know you weren’t,” she said. “But I don’t want to give anyone the wrong impression. In this day and age, people might think there’s something going on between us.”
“Seriously? Everyone in this room knows I’m your son.”
Jill nodded. “Are you saying that you’ve never thought of me in that way before? I saw how you looked at me when we were at home earlier today. You were practically undressing me with your eyes while we were in my bedroom. People aren’t ignorant to these sorts of things anymore.”
“Okay…I may have had dirty thoughts about you,” he confessed. “But that’s only because my friends wouldn’t stop teasing me about how hot they think you are. They always rub it in my face whenever they come over, and one of them even talks about how he spies on his own mother and that she’s okay with it.”
Jill’s head began to spin and there were a bunch of questions she wanted to asked, like which one of the boys had a mother who was okay with a peeping son? Jill knew all of their mother’s from PTA meetings from when they were in high school, and the thought that one of them was okay with a peeping son was particularly surprising to her.
She shook her head and carried on. “Look, I’m not mad at you or anything. I just want a little honesty about this.”
“Well, your Christmas party is one heck of a place to talk about this. I mean, jeez, this is embarrassing mom.”
“Believe me, I don’t want to have this conversation anymore than you do,” she replied.
Note: This is my first story ever, so please comment and tell me what you think! If people enjoy it then I’ll continue with more chapters. The story is fictional and does not portray any actual people or events, though it is a fantasy of mine. It is rather soft in the first chapter, but will get more rough in later chapters (which will be uploaded if people like this one).
All of my friends and I are 18 years old and in our final year of high-school. Our entire year group was having a three-night stay at a huge farm. According to our teachers, the little vacation would give us a break from studying and help solidify our friendships, which would continue on into our adult lives. In actuality, the three-night stay would transform me into a horny slut to be used and abused by my group of friends. I’d always been bisexual and kept it a secret, simply because there was just no reason to tell anyone, since being bi meant I could date girls and appear straight despite my attraction towards guys. I kept it a secret also because I was scared of how my friends would react and I didn’t want to be treated any differently.
At the camp, the guys and girls had separate buildings to sleep in, and in the morning we had breakfast at different times. The girls had breakfast first, then the kitchens were rapidly cleaned, then the guys had breakfast. After breakfast the teachers handpicked a few people to help the chefs clean the kitchens up. Of course, my two friends Dean and Michael and I were picked to do it. However it wasn’t too bad, because there were two chefs; a really hot girl, and a really hot guy, both of them in their early twenties. We ended up having a very interesting conversation as we discovered the male chef was gay.
“What! You don’t look it,” said Michael in surprise.
“To be honest, most gays don’t actually look gay,” said Micah the chef with a laugh. I couldn’t help but feel incredibly drawn to him, as I had absolutely no gay friends or acquaintances and had never conversed about it with anyone before. And remember, he was really hot. As we cleaned and dried dishes and talked about how we’d driven since four in the morning to arrive there for the camp, I caught Micah glancing at me in interest a few times. The thought that he could be attracted to me caused my heart to race from excitement and adrenaline. But I’d never been with a guy, so I had no idea what to think. Eventually our teacher came over, inspected our progress and let Dean and Michael off because they were dirtier than me and appeared to have done more work.
“Just help out for a few more minutes and head back to the rooms; you know where it is yeah?” Mr Kromton asked me.
“Yep, I’m in room two,” I answered confidently. He nodded and headed off to the teachers building, relying on me to take care of myself. I assumed it was because I was one of the smartest students in the grade. As Mr Kromton left the room, I turned and bumped straight into Micah who had been trying to squeeze past me to reach the dishwasher.
“Oh! Haha, sorry,” I said, perhaps a little too chipper. He grinned, openly looking me up and down with an almost hungry expression which sent a jolt of nervousness, excitement and arousal throughout my entire body.
“No worries. Anna will be back in a sec, she’s gotta take all the rubbish out,” Micah briefly explained, still soaking me in with his eyes.
“Cool,” I said, rather breathlessly. I suddenly realized that I was smiling far too much. I think he realized too.
“You seemed a bit quiet earlier,” Micah went on, in an obvious attempt to start a conversation as he continued cleaning.
“I um, had something on my mind,” I said nervously, as I too returned to cleaning. I didn’t know whether to hurry up and get out, or take my time and see what happened.
“Like what? I could help you figure it out, whatever it is,” said Micah with a smile, as he moved closer to me. I stared up — yes, he was slightly taller than me — into his deep brown eyes and cocky smile. I nearly dropped the plate I was holding as my breath caught in my throat.
“I suppose you could,” I murmured, biting my lip and feeling myself blush. He gently pulled the plate from my hands and placed it on the kitchen bench, then pushed me against it and leaned closer. The touch of his hands on my waist caused me to swoon in his arms as I placed my hands on the bench behind me to stay balanced.
“God you’re a cute little thing,” were his last hungry words before he leaned straight in and kissed me rather dominantly. I kissed back, my heart positively pounding and my penis growing rapidly from the intense arousal I was experiencing from my first ever kiss with a guy. His arms wrapped around my waist and roughly pulled me into him, and I wrapped my arms around his neck in response. Then the door opened, and there stood Michael, eyes wide in shock.
“Wow, Jaime,” he said, as I quickly stopped kissing and felt myself blush horribly.
“It isn’t what it looks like,” I said hurriedly.
“I forgot my phone and was just coming back for it,” Michael explained, still looking rather aghast at what he’d witnessed.
“They don’t know?” asked Micah in surprise. This caused Michael’s eyebrows to widen even further.
“Know what? There’s nothing to know, this was just a misunderstanding,” I said quickly, still blushing from complete and utter embarrassment of being caught by my friend kissing some random guy.
“You were clearly enjoying it, I mean, a straight guy wouldn’t have reacted that way,” said Micah with a chuckle.
“I was not! I was just, taken by surprise,” I protested.
“No you looked fairly into it man,” said Michael awkwardly, as he found his phone next to the sink and picked it up.
“God please don’t tell any of the others, Michael seriously,” I said rapidly. He began heading for the door and I hurried after him, with only an apologetic glance back at Micah.
“How can I not say anything? How long have you been gay?” asked Michael with a flabbergasted expression. When we walked out the door and into the cold night air, darkness enveloped us and I was suddenly very scared of what would happen if Michael told the others.
“I’m not gay, I’m just a little bi-curious, I didn’t even want that to happen,” I spluttered out desperately.
“You looked like a little girl having her first kiss man, you were loving it,” Michael chuckled. His laughter helped calm me down a bit and I was relieved to know that at least he wouldn’t reject me for what happened. But I still couldn’t let him tell the others. I moved in front of him and put my hands on his chest to stop him from moving any further.
“You can’t tell the others, please, please don’t tell the others,” I pleaded.
“Why? Look you kissed a guy, it’s not a big deal,” said Michael.
“It is a big deal,” I groaned.
“Because you’re gay,” Michael continued in amusement.
“No, I’m just… I’m scared of how they’ll react,” I admitted. It was so cold that our breaths were coming out as mist and mixing together in the night air. My hands were still gently on his chest, and neither of us moved.
“None of us are homophobes. You’ll be fine. I can’t keep a secret this big man,” Michael said with a pained expression. I felt rather panicked and wasn’t sure what I could possibly do to convince him.
“You don’t understand, I’m begging you, I’ll do anything Michael, anything,” I pleaded desperately, moving closer to him and clutching his shirt weakly. I noticed that he too was taller than me and I was forced to look up into his eyes, which were grey and calculating. Practically all of my friends were taller than me, since I was only 5’5″ and they were all higher than 5’8″. I was probably friends with all tall, athletic and hot guys because I was always subconsciously attracted to them.
“Anything?” Michael asked, a small smile ghosting his lips. I seemed to read his mind, and the thought of us doing something… sexual, brought back all of the aroused feelings I’d experienced just moments ago with Micah. My body reacted against my will and I felt my heart pound as my dick began to stiffen again.
“Anything,” I confirmed lustily, despite the fact that this was one of my best-friends I was talking to.
“Well I’m not gay, so no kissing,” said Michael, as he placed his hands on my shoulders and pushed down. I let him force me to my knees, and knew exactly what he wanted. I looked around nervously and then back up into his eyes again from my submissive position.
“What if someone sees?” I asked fearfully.
“No-one will see, its pitch black, which should help me imagine that you’re a hot girl,” said Michael with a chuckle.
“No need to be mean,” I said, feeling dejected. At least Micah was actually attracted to me, Michael seemed to only want to use my mouth to get off.
“I’m not attracted to you; I’m just letting you suck me off because you clearly want it so bad,” said Michael rather nastily, confirming what I’d previously thought.
“I’m doing this because I don’t want you to tell anyone,” I protested weakly.
“Sure, sure. Well, get to it, we haven’t got all night,” he said in amusement. I took a deep, nervous breath as I reached up and found his zipper in the darkness, and pulled it down. I glanced up again for reassurance, and could just see his excited expression from the light of the dormitory. My arousal returned as my shaky hands reached up and pulled his boxers down and saw the shadow of his semi-erect penis spring forth. It was rather large, which I expected since Michael was a pretty big guy. It was definitely bigger than mine. I felt my face redden from humiliation as I moved closer to it and gently licked the head, which twitched and grew larger from the wet contact. Despite the humiliation of being on my knees, sucking my friends dick — or perhaps, because of the humiliation — I felt my dick grow rock hard as I put Michael’s cock in my mouth and began to suck. I twirled my tongue around the head as I bobbed up and down on it, like porn stars do.
“Oh god yes, your mouth feels exactly like a girls,” Michael groaned in ecstasy. It turned me on immensely to know that he was obtaining so much pleasure from having his cock in my mouth. Within moments it was rock hard and at least 7 inches, and I began stroking it as it got wet from my sucking, which caused him to groan more. After a minute or two, I felt him grab my head and begin forcing his cock deeper into my mouth. I stopped stroking and adjusted myself to allow him to fuck my mouth. I was so turned on from being on my knees and letting him have his way with me, it made me desperately want to stroke myself off. Suddenly his groaning got more ragged and his grip tightened, as he brutally shoved his cock deep into my throat so hard it caused me to gag. I put my hands on his powerful thighs, feeling helpless as I gagged again and again on his cock. He kept going, taking no notice of my attempts to pull away, until I felt his cock pulse against my gag reflex and spurt hot liquidy cum directly into my throat. I gagged hard and uncontrollably swallowed, as drool and cum began dripping from my mouth, my eyes watering.
“Holy fuck you’re actually a hot little slut,” Michael panted, as he kept his cock in my mouth and forced me to swallow everything. “I’ll be wanting this more often.”
To be continued…
Bill walked into his office after a meeting. He was shocked to find his secretary, Daphne, sitting cross-legged in his large leather chair.
“Daphne? What are you doing?” He asked apprehensively while putting on smile.
The raven haired assistant brushed her hair. “Hey Bill. I just needed a couple files and seeing as how you were in your meeting, I took the liberty to help myself.” She switched legs giving the boss a nice view of her black hose. “And while I was doing so, I discovered something ve~ry interesting.”
Those words made the 36 year old executive’s body stiffen in place. His collar seemed to tighten and chills ran down his back. Suddenly the room felt hot as his glands began to perspire. Daphne swung the monitor around. On the screen was a shot of a pair of hosed covered legs and a red skirt. The legs shifted around causing the skirt to ride up and gave an open shot of a pair of white panties. The video continued for a few more minutes as the gams crossed and uncrossed and as a hand came down to relieve an itchy thigh and, yes, an itchy crotch.
Daphne noted a few things about her dirty blonde haired boss as he watched the video. The first was the soundless horror emitting from him. The second was the bulge forming between his pants. Emphatically, she hit pause on the video.
“There’s more, as you know, but I think that’s enough. But wait? What’s this?” She bent down to retrieve something on the floor. As she did so, a nice blue bra appeared in the open part of her blouse. She sat back up and flashed a CD in front of his face.
“What’s that?” He said with a mixture of fear, arousal, and anxiety.
Daphne placed the disc in the computer drive and waited it for it to play. The image on the screen faded into Bill sitting at his desk engaged in the trail end of a phone conversation. He stroked his cock with his free hand. The whole time he was staring at his computer screen.
“No I haven’t done her….”
“Because I won’t! I just enjoy watching her…” He stroked faster.
“Yeah, she has these very fuckable pair of legs. And she comes to work wearing the shortest skirts too. Perfect for when she’s bending over or sitting at her desk…”
“Of course she has a nice pair of tits…”
“I’m telling you she’s so clueless! She’s never going to figure it out! The whole office ogles her and I have the best seat in the house…”
“Oh she’s an idiot, but she’s fine at her job…It’s not why I hired her though!” He said before bursting into laughter.
“OK, OK, I gotta go too. Tell you more about her later. Bye.”
Bill put down the phone and continued to jack off. This time he added more vigour.
“Oh gosh, Daphne…” He breathed deeply.
He continued for a few more minutes until he reached a self-serviced climax.
The scene cut to another shot of Bill, this time fully clothed and engaged in conversation. Daphne was standing beside him as they looked over a file on his desk.
“So you’ll go over this folder and brief me on it, right?” He said to her. Her slightly hunched position allowed for the perfect down-blouse opportunity which Bill exploited.
“Of course, I’ll get on it right now, sir.” With that, she collected the file and moved off camera. The click of her heels could be heard up until the door opened and closed. When that happened, Bill, who had been fixated on her the whole time, unfastened his pants.
“Wow, what an ass!” He exclaimed to himself while he pulled out his cock for the second time. Like the one before, he stroked himself until he spilled. The video ended with him panting.
Bill was caught with his pants down, literally. He struggled with the right thoughts to cope with this all. “How the hell did you do this? Get out of here.”
Daphne laughed. She picked up a photo frame from Bill’s desk. “Mmm, the boss’s wife really is a looker isn’t she? One would wonder why anyone would want to betray her…”
Just then the rattled executive noticed the computer screen change again. This time it was an image of Daphne’s face! Her pink lips, straight black her, matching eyes, rosy cheeks. It was a live shot of her now. Bill’s eyes widened. The camera was in the picture of his wife.
“You bitch…” he growled.
The secretary put the frame on the desk so it faced Bill. The computer screen captured the image of a startled and divided man. His legs quivered yet the bulge in his crotch and look on his face remained determined.
“Sit down Bill,” Daphne ordered.
The man took another look at his pathetic self. He shook his head in disbelief yet still reluctantly sat down in the chair opposite of the secretary.
Placing her hand on her hip, Daphne stood. Her full outfit consisted of a black pencil skirt with a large leather belt and a tight white nearly see-though blouse. The sight of this woman made Bill’s dick dance every time and right now was no different, even if he was caught by the balls.
“I know you’ve been ogling me for a long time Bill.” She said as she seductively ran her hand up her thigh and to her ass. She rubbed it. “While I walk away from you. While I’m at the photo copier. Or even when I’m fetching coffee.”
She leaned forward on the desk and played with her breasts. “Or while I was talking to you in your office and you peaking in to, oops…” She unbuttoned her blouse so that her white cleavage was very visible. “Get a look at my breasts.”
“I really don’t blame you for that part. All my bosses have ogled my beautiful body.” She ran her hands through her hair and stretched her body (and breasts) out, effectively putting it on display for Bill. She then played with her skirt, slowly lifting it to give her boss a look at her panties.
“But you are the sickest one of them all Bill! Setting up a hidden camera and videotaping me under my desk?!” She put her hand to her crotch. “Looking for shots up my skirt, dreaming what’s beyond these panties.”
“No…” Bill tried to deny it but it was all true. This luscious and sexy woman was turning him on immensely.
“Didn’t expect me to find out, did you? I’m just a bimbo idiot with big boobs, right?” She continued to tease him by running her hand up her leg. “Well Bill, surprise! I’m a secretary. I’m good at observing and attending to details. I knew you were mentally undressing me every chance you got and it only got worse for you when I discovered those videos and the camera under my desk.”
Daphne continued her oration. “Bet you thought it was really sly of me to give you a taste of your own medicine in filming you with this neat little toy,” She said while pointing to the picture frame. “I wonder what your darling wife would think of you if she found out that her husband was perving on his assistant. Or maybe the entire office? And your superiors? Hmm…?”
Bill’s eyes once again widened at the thought by this vindictive yet sexy woman. “Daphne, we can talk about this…”
Daphne smiled and sank into her chair. “That’s good because I’ll tell you what were going to do.” She played with her shirt to make her cleavage more visible. “Every Thursday I’m going to get a little extra on my paycheque.”
“But Friday is pay day Daph, you know that…” He weakly mustered while still staring at her unavoidable breasts.
“Oh I do. I’m going to take Fridays off so I’ll need it one day in advance.” She twirled the ends of her hair and leaned in forward. “And these paycheques are going to be double, aren’t they?”
Bill’s cock stiffened but his voice was full of peril. “There’s not enough money in my budget for that!”
“Yet there was for secret spy cameras? Take it out of your salary, I don’t care.”
She laughed at his predicament. Then she observed the bulge in his pants. “Mmm, you’re hard. It must really turn you on to be controlled by me. And it must really turn you on to know that I watched you jack off…Because I did.”
She continued on. “You know what, why don’t you stroke it for me now?” She asked even though it was more like a command.
Bill rubbed his crotch. He was so tempted. She aroused him so much and every word she said was true. Quickly, he unzipped his pants and pulled his cock from his briefs.
“Mmm, what a monster cock! It makes me so horny so have someone jacking off for me and that someone being my boss.” She teased him while he tugged on his cock for this woman. The threat of exposure to his wife and colleagues scared him into doing what she said. “That’s it: stroke it for me Bill.”
Daphne reached into a drawer and pulled out a cheque book. Throwing it in front of Bill, she instructed him to cut her one right now as he masturbated. “Right now I want a little advance, as a good faith gesture that you’ll comply with everything I’ve said.”
Bill picked up the pen to try to scribble down a number when the raven haired aide played with her blouse once again. She manipulated it so it sat along the fringes of her black bra. “Just remember that I have plenty,” She pushed up and wiggled her breasts. “of assets to you as a secretary.”
She climbed on to the desk and slithered along the top of it. Her ass poked in the air and her breasts hung low. “Think about that number long and hard,” She said while seductively crawling back and forth in place.
She knelt on top and made her backside face Bill. She tugged on her skirt so it coiled itself along her waist and rubbed her panty clad butt. “This ass.” She declared, “Bet you thought about fucking this ass. Maybe, just maybe, if you’re good enough to me with that cheque, I’ll let you take me one night.”
“Yes…” He moaned while stroking his dick with more intensity.
“Would you like that?” She asked while playing with the fabric to expose more skin. “Maybe you can bend me over your desk and fuck my brains out, huh?”
Bill nodded once again. Her dirty talk was as arousing as her voluptuous ass. He pressed on with the action at hand while trying to come up with a figure.
She knelt on the desk and played with her breasts with one hand while running the other down her belly and to her crotch. She lifted her skirt. “That’s right, stroke that cock for me. Cum for me,” She said as started to rub her own region. “Mmmm, this has me really turned on. I might have stroke myself too, eh Bill?”
“Please do…” the boss cooed.
Daphne parted the panties to the side and exposed her bare crotch. She simultaneously teased him with massages to her tits and pussy. “Yeah, that’s right,” she cooed. “So hot…”
“You’d like to fuck this pussy really bad, wouldn’t you? Your wife will never find out. Unless I tell her…” She licked her fingers and inserted them. “But that won’t happen because you’ll hand over those hefty cheques, right?”
“Fuck yeah,” He moaned.
“Maybe I’ll stop wearing panties to work to allow for easier access and a better view…” She proposed while gasping in her own self-pleasure.
Bill responded with more fapping.
“And maybe I’ll let you titty fuck these big, beautiful, voluptuous breasts,” she said while pulling them out of their carriers. She lifted them and wiggled them around for her helpless boss. “Wouldn’t you love to suckle on these nipples?”
“Oooooh, yess…” He exclaimed again. His dick was tingling with the feeling of pre-cum.
She pinched her nipples and circled them like a radio dial. “I bet you would like to milk these nipples for all they have, eh?”
Her seduction and blackmail successfully continued. Pre-cum juices began to ooze out of his spout. He fired at a more furious pace. Daphne wiggled her titty flesh in front of him while moaning and laughing.
She saw that he was about to reach his climax and had an impromptu sick idea. “You can’t cum unless I tell you or the whole deal is off. I’ll tell your wife.”
Bill leaned back in his chair in annoyance. The mental anguish and frustration was going to kill him. Thus started the psychological battle to not explode.
Daphne continued to tease with the nipple play. She cupped the mound in her hand and pushed it upwards while lowering her head. With a swift sweep of her tongue, she licked the flawless tit flesh.
“Mmm, so good…” Daphne released her nipple with a smack. “You should try them some time Bill.”
“Just remember, you open up your wallet to me…” Daphne hinted while she rubbed her breasts and flipped her hair back. “…And I open my body to you.”
“Yes…” Bill said as he desperately tried not to explode. “Please, Daphne, I need to cum!”
“You need to cum?”
“I need to cum. Please let me cum!”
“Not yet, hun,” She teased as she stroked his face. “Before you do, I need you to acknowledge one thing.”
Daphne smirked. “That I have you by the balls. I control you. I call the shots. You’ll still have your job and I’ll have my job, but in our working relationship, it’s my word.”
The sexy secretary watched him agonize over the combined effect of having to hold his cum in and being forever at the mercy of his assistant. She decided to stick it to him with the acknowledgement of his humiliation.
“By the balls,” She repeated. “What do I have you by?”
Bill was in physical pain from withholding his spunk. “MY B-BALLLS!!”
“Good,” she said while reaching down to grip his testes. She gave the sac a squeeze and then granted him overdue permission. “You may cum now…on yourself.”
And with that, Bill had his release. He sent a huge load dripping onto his thigh and onto the chair. By the end of it, the boss sat back and panted while his sticky love juices sat on top of him.
Satisfied, she put her breasts back in her blouse and got back in her chair. She played with her hair with a victorious demeanour. If she smoked, this would have been the perfect opportunity to light up.
“So, how ’bout that cheque now?”
Bill took the pen in his hand and, with a trembling arm, filled out all the necessary fields. “Think about it,” He heard her say just as he reached the amount. He paused then wrote down a figure. He signed it, ripped it out of the book and handed it to Daphne. She took it with eager arms.
“Mmm, two thousand dollars…” She moaned. “You’ve done well.” She slipped the cheque into her breast pocket and stood up. “Now if you’ll excuse me, I have some photocopying to do,” she said while buttoning her blouse back up and straightening her skirt. She combed her black hair with her fingers and placed it nicely on her chest.
Then she moved around the table to exit the room. On the way out she grabbed his testes and shook them. “By the balls…” She whispered before sauntering out of the room.