The most memorable night of my life happened because I let the loneliness get to me. For a long time I’d done my best at staving it off, distracting myself, but that Friday night I couldn’t hold it off anymore. It felt like my solitude was being rubbed in my face. I learned an old friend of mine had gotten engaged. My brother called me up to talk about his new girlfriend. My friend Denise had been planning to come over and watch a movie with me that night, but instead called to cancel because she met a new guy and had made a date.
Of course I was happy for everyone, but deeper down I was bitter and felt alone. Where was my special someone? I’d been alone for three years, ever since my wife, Gloria, had left me. It was right after we’d had our daughter. Shortly after her birth, Gloria had decided she wasn’t ready to be a mother and disappeared. Eventually my lawyer tracked her down and had her served with divorce papers. It was uncontested. She just signed them and mailed them back. Which was fine by me . . . anyone who could leave her newborn with no attempt at contact wasn’t worth crying over.
Since then, I’d raised our daughter Gina by myself. With occasional babysitting help from my mother, that is. I wouldn’t change it for anything. My little girl, Gina, was the light of my life, and I had only to look into her eyes to see all the struggles were worth it. She was a precious, sweet little girl and I’d walk through fire for her if necessary.
On the other hand, there was a part of me not being fulfilled. In the three years since Gloria’s departure, I hadn’t gone on a single date. My life revolved around Gina and work. I had a couple of female friends, but no one I was interested in taking to the next level. For awhile that was by choice. I didn’t see the point in getting attached when she would just get bored with me or overwhelmed by life and take off. The more time that passed, though, the more I started thinking that I may be able to give dating a try. Unfortunately, I had no prospects. Work and home—those were my only two environments. I was in a rut.
On the Friday I’d gotten all the news about blossoming relationships, work went very slowly. Everything was frustrating me. I was tightly wound and about to explode. Once I finally got to the end of the business day, I picked Gina up from her day care and on a whim, I called my mother. She agreed to pick up her granddaughter and watch her overnight. I wasn’t sure what I was going to do, but I knew I had to do something.
I returned to my to grab Gina’s overnight bag and not long after was waving to her as my mother pulled out of my driveway. I proceeded to shower, dress, and make myself presentable. I dabbed on some cologne from the dusty bottle in my bathroom, and looked myself over in the mirror. My hair had gotten shaggy, since I’d neglected to get it cut in several months. I was clean shaven for a change—usually I didn’t bother shaving except once or twice a week. I was wearing a nice, button down shirt, but also jeans. It was a novelty to wear jeans since I was required to wear slacks at work. I actually only owned one pair of jeans without holes in them. Other than that, there was nothing interesting or different about my reflection. I’ve never been spectacular in the looks department, but I had to admit I wasn’t bad. I’m about 6’2″ and slim. Chasing after a rambunctious three year old kept me from getting flabby, but I wasn’t very active otherwise, besides a self-crafted workout routine. I have a firm jaw, and my eyes are light brown—almost the same shade as my hair.
I left the house quickly, not wanting to get nervous and back down. I’d never been on an actual date, believe it or not, despite being 25. I’d met my wife not too long out of high school, where I hadn’t been popular. (Besides a brief fling with a girl who ended up moving away a couple months later.) We mostly just hung out, no real structured dates. Because of this, I wasn’t used to being out and about. I knew there was a bar pretty close to where I worked. I’d never been there, but I’d heard several of my coworkers talking about it. So that was where I decided to go. I figured it was early, so if this turned out to be a bust, I could always leave and try another place.
It was just starting to get dark as I left and drove the short distance there. (I lived about a ten minute drive from work.) I had no expectations for the night. If I did, it was just that I’d be lonely in a new place and after a few over-priced drinks I’d get so bored that I’d wander back home, heat up a frozen pizza and watch TV. Even though my brother and my guy friends claimed it was easy to pick up girls at bars, I had no clue how to even go about this.
As soon as I stepped into the bar I was struck by how dark and loud it was. Music was blaring and there was the rumble of voices all around. It didn’t take too long to get used to the dark, but the noise took longer. I surveyed the room and saw no one familiar. There were slick-looking guys everywhere, either clustered together, or alone and clearly hitting on girls. The girls themselves were a sight. All sizes, shapes and ages, many of them dressed in tight, revealing clothing. I could instantly see the appeal of places like this! None of these lovely ladies were remotely in my league, though. After tiring of looking around, I inched my way through the crowd to get to the bar. I ordered a beer and wandered off with it, making my way to the other end of the room where I could go back to surveying the inhabitants of this strange place.
I was surprised by how alone I felt surrounded by so many people. None of them knew me, and I wasn’t outgoing enough to strike up a conversation with anyone. So I stood alone, nursing my beer, watching the people milling about me. Everyone either had connections already, or were busy connecting with new people. I was baffled by how easy it looked. I tried in vain to work up the courage to approach someone, anyone, but chickened out each time.
I went and ordered another beer, and as I weaved my way through the drunken people, I caught a glimpse of someone I knew. At least I thought I did. I had to look at her twice to be sure. She looked so completely different that I was taken by surprise. I inched my way closer and took in the welcome sight of a familiar face.
Her name was Jenny and I’d worked with her for five years. I hadn’t even looked at her twice for the first few years. She was just part of the office; a quirky, nice lady who worked in the next room. After Gloria left, I’d taken more notice. At the Christmas party a couple of months before, she’d worn a form-fitting green dress with a short hem line. I think every straight guy in the office noticed her that night. Before she’d always been a dress shirt and slacks type, but after that she wore more revealing things. Still professional, but much nicer to look at.
After that night I’d started finding excuses to drop by her desk, or wander by the break room when I knew she was at lunch. I flirted a bit, as much as I could without being overly obvious about it, and I was pretty sure she had flirted back on a couple of occasions. We hadn’t become friends, but I’d wanted to. I was very awkward when it came to making friends. All I really knew about her was that she was a single mom, around my age, with a daughter a year older than mine, she was single, and she really enjoyed jogging.
Tonight she was decked out in a very sexy ensemble that made it so I couldn’t look away from her. She was wearing a tight black dress that showcased her curves. The hem was short, revealing her long, lean, bare legs. Her shoes were spike heels. There was a silver bracelet around her left ankle and a matching one on her slender right wrist. The dress itself was low-cut, showing off cleavage I hadn’t realized she had. Her short, straight brown hair perfectly framed her pretty face. Her makeup was expertly applied, highlighting her big, dark brown eyes, her long lashes and her wide, inviting mouth. She wasn’t my normal type—she was as tall as me in the heels, really tan, and slim almost to the point of being skinny. Usually I went for shorter women with more curves, but I had to admit there was something overwhelmingly sexy and elegant about her.
Her personality clashed with the impression of elegance, but not in a bad way. She had always been a cheerful, joking woman. Quick to laugh, always with irreverent and unexpected comments. Tonight, she seemed to be striking up random, drunken conversations with whoever she bumped into. Literally, in many cases. She was clearly drunk and boisterous, having a good time. A couple of guys were trailing after her, but she didn’t seem to be taking notice of them. I watched her for a bit, enjoying the sight of her cutting loose. At work she usually seemed tightly-wound, always racing around and jittery. At the bar she was flailing around and grinning. Just watching her made me forget my loneliness and I couldn’t help but smile.
She was getting closer to me and I tried to work out what I would say if she noticed me. Before she got to me, though, she was stopped by one of the guys that had been following her. If looks could tell me anything, I could tell immediately that this guy was a complete ass. He put one hand on her shoulder and the other on her arm, leaned in and whispered something into her ear. Right away her face crumpled, her smile vanishing. She tried to pull back and shook her head. He pulled her in closer, refusing to let her go.
Not even stopping to think, I set my drink down on somebody’s table and crossed swiftly to them. I plucked his hand from her arm and said loudly and calmly, “The lady said no, buddy.”
He turned and glared at me, but I barely noticed. I had wanted to deck him for making her smile disappear, but at the same time, Jenny turned to me, her face lighting up in recognition. “Dennis!” she shouted, throwing her arms around my neck and pressing her cheek to mine. She turned back to the guy who’d been bothering her, still clinging to me, and told him, “I’m with this guy. I TOLD you I have a boyfriend!”
The guy sneered at us and stomped away. The other hanger-on slinked off on his own, not wanting any trouble. Jenny turned to me, giggling and kissed me firmly on the cheek, making an exaggerated smacking sound. “My hero!” she said, almost dragging me to the floor with a clumsy hug.
I steadied us and smirked at her. “Boyfriend?”
She grinned radiantly at me. “Only for tonight.”
I nodded, matching her smile. “You got it. Someone’s got to watch over you. There’s too many creeps here. Need a drink?”
“Oh. My. God. I would LOVE a drink,” she said emphatically; she looked so grave and serious about it that I just had to laugh. She laughed along with me. Linking my arm in hers, I led her to the bar. She shouted her order to the bartender. I don’t recall what it was, but it was colorful and looked very toxic. She seemed to enjoy it, though. I picked up the tab and we took our fresh drinks to an empty table. One of those high, two-person tables where you have to sit on stools.
As she sipped her drink, I took the chance to watch her. I don’t know if it was the loneliness, the unfamiliar circumstances, or the alcohol, but everything about her was striking me as unbearably adorable. The way her cheeks sucked in as she drank from her straw. The way her long legs splayed out from the stool she was perched on. Even her freckles were cute.
“What is it?” she asked, and I shook myself, realizing I’d been caught examining her. She looked wary, like I was about to give her bad news.
“Oh, nothing,” I said, hastily. “You just . . . well, you look very pretty tonight. ”
Her eyes widened a bit and then she smiled, straightening herself up. “Why, thank you! I know you’re just being nice, though.”
“Not at all,” I reassured her. “You really do look great.” We almost had to shout at each other to be heard, so I scooted my stool closer to her.
She reacted by putting her hands on my thigh and leaning in to my ear. “So you won’t be embarrassed that I’m your girlfriend for the night?” she asked.
I smiled and shook my head, putting my hands over hers. We were so close, our noses were almost touching. “Not at all,” I told her sincerely. “What all does the job involve?”
She put her index finger to her lip and cocked her head, making a show out of pondering my question. “Welllll . . . you have to keep the jerks away from me. Give me lots of compliments. Make sure my glass is never empty. And,” she said, nodding at her half-empty glass, “if I have too many more of those, you might have to give me a ride home.”
“I think I can handle all that,” I replied, taking another drink from my bottle.
She giggled, saying, “In that case, you’re better than most of the guys I meet.”
“So, since I’m your boyfriend for the night, I take it you don’t have one otherwise?” I asked, the contact of her hand on my leg making me bolder. I knew the answer, but it seemed a good place to start.
She shook her head. “Nope. Between work and Annie, I don’t really meet many people.”
This led us into a comfortable conversation about our kids and a decision to set up a play date with them someday soon. After this, I noticed her glass was empty and set about remedying that. She trailed along behind me, clutching my arm as though she were about to blow away. After we ordered our drinks, I led her back to the table, my arm around her shoulder, as I’d noticed she was a bit wobbly from the alcohol. Her bare shoulder felt nice under my hand—soft and warm. It had been a long time since I’d been this close to an adult. It made my heart race. I realized suddenly that my loneliness was gone.
“I’ve never seen you drinking here before,” she said once we were back in our seats. The noise in the bar had increased along with the patrons, so she had to get her mouth up close to my ear in order to make herself heard.
I went to her ear to answer. “This is the first time. I was bored and lonely, so I figured I’d give it a chance.” As I pulled away, I had a crazy urge to nibble on her ear lobe. Of course, I squashed this urge down.
“Same here!” she said, excitedly. “I come by every few months, and usually with friends. No one was able to come with me tonight, but I didn’t want to sit at home. I’m soooo glad I ran into you!” She took a long sip of her toxic-looking drink and grinned at me. “You need to drink more. I’m WAY more drunk than you.”
I chuckled and said, “Are you trying to get me drunk so you can take advantage of me?”
She spluttered, choking on her drink. She looked startled for a moment, and then recovered, grinning. “Mayyybe. Would you hate me if I was?”
“No way!” I said. “It would save me the trouble of taking advantage of you.” I waggled my eyebrows, hoping she would pick up on the fact that I was joking. Mostly.
Instead, she just smiled at me strangely and leaned in to my ear, whispering, “Drink more.”
I turned to her, but she’d already returned to her drink, finishing it off. Wanting to oblige her (even though I still wasn’t sure just what was going on) I drained mine too. As I set the empty bottle down on the table, she said something that I couldn’t hear because she was turned away from me.
“What?” I asked.
Louder, she said, “You wanna hear a secret?”
“I like secrets.”
She opened her mouth to continue, then closed it again. Instead, she slapped the table and said with a pout, “Poo. Our drinks are empty.” She jumped up and grabbed my arm, practically dragging me to the bar. This time she ordered the drinks and led me back to our table. I was just along for the ride.
We sat in silence for a couple of minutes just drinking our drinks before I decided to remind her of what we were talking about. “You were going to tell me a secret?”
“Oh yeah! Secret,” she said, loudly. Leaning in really close to me, she put her finger up to her lips, saying, “Shhhhh!” I didn’t say anything, not wanting her to lose her train of thought again. I just sat and smiled mildly back at her, waiting. She leaned in close to my ear, steadying herself with her hands on my arm. Her lips actually brushed my ear as she said, “I have a crush on you.” She pulled back and sipped her drink through her straw, looking off into space. She appeared to be blushing (although in the dim lighting it was hard to tell) and she had a dopey smile on her face.
“Just for tonight you do?” I asked, my heart racing. By this point I’d begun to suspect that this night was about to turn out far better than I could have hoped.
“Oh no! Always,” she insisted, making wild hand gestures. “HUGE crush. Huge.” She punctuated the last word by poking her finger on the tabletop. She put her finger to her lips again and added, “Shhh!”
“I guess I have a secret, too,” I said, deciding to go for it. What did I have to lose? I leaned in, getting a whiff of her faint perfume. I whispered, “I have a crush on you, too.” She shuddered a bit, either from what I had said or from the sensation of my breath on her ear.
She looked at me, disbelief clear in her eyes. “Nuh uh!” she said, shaking her head. She was so cute it was overwhelming.
“It’s true!” I insisted. “Why do you think I keep coming over to your desk every day at work?”
“Because I’m really really helpful?” she offered.
“Well, yeah. But most of the time I make up excuses to come and see you.”
“You DO?” she asked. “You should have said something.”
I shrugged. “I’m shy.”
“So am I. Usually. Not tonight, though.” She grabbed my hand suddenly in both of hers and said, “I have an idea.”
She didn’t say anything else for several seconds, just kept looking down at my hand clasped in hers. Finally I prompted her, “What’s your idea, Jenny?”
She looked up at me, eyes huge. “You’re not gonna hate me?”
“Not a chance,” I said, as gently as I could while still being audible over the noise.
In a rush, she said, “We should hook up. You and me should.” I wasn’t sure I’d heard her right, so I stared blankly back at her. My lack of immediate response seemed to make her nervous, so she started babbling. “I mean, ’cause that’s what people do in a bar? And we’re both alone and you’re already my pretend boyfriend and you’re super hot and we both—”
I cut her off with, “Are you sure that’s a good idea?”
She looked confused and flustered by this question. “Um, what? Yeah, it’s a great idea. The best I ever had. Why?”
This made me chuckle. “I just mean because you’re drunk and I’m getting there. I don’t want you to be upset with me tomorrow.”
She made a little dismissive noise and waved her hand. “Pshaw. There’s no such thing as tomorrow. Not until there is.”
Maybe I was more drunk than I thought, because that made an awful lot of sense to me. “Are you sure this is what you want?” I asked, seriously.
“More than anything,” she replied, tone and face solemn. Her fingers were laced together on her lap. As I was weighing the pros and cons, she added, in the same solemn tone, “You’re super hot.”
That broke my serious mood, and I couldn’t help but laugh. After a moment, she laughed too, hers sounding a bit more manic than mine—probably due to nerves. When we had control of ourselves again, I whispered in her ear, “Let’s go somewhere quiet and see what happens.” She nodded back, grinning.
We made our slow way out of the bar, me choosing our path, and her clutching my arm tight. After what seemed like twenty minutes, we finally emerged into the cool and relatively quiet night. It was a relief after the hot, loud bar. I led her to my car, taking some extra time to make sure I was still alright to drive. I decided that I was. We stopped by the passenger door and as I moved to unlock it, she said, a little too loudly, “It’s quiet out here!” She clapped her hands to her mouth, startled by how loudly she’d said that.
“Yes, it is,” I agreed.
“So, what’s gonna happen?” Jenny asked, her tone softer, her wide eyes hopeful.
I couldn’t resist it anymore, so I pulled her closer, drew in to her ear again and whispered, “Something like this.” This time I didn’t stop myself from taking her soft earlobe between my teeth and biting down gently. She gasped and her hands gripped my arms tight. I dropped my mouth down and, as I’d often wanted to do, alternated gentle kisses and nibbles down the length of her graceful neck. Her gasps became moans. I lifted my face up to hers to see the reaction I’d caused and found myself attacked. She pressed her lips against mine and the resulting kiss was hot and frantic. I ran my fingers through her hair and down her back, feeling her hands moving up to my shoulders. I dropped my keys and found myself pushed up against the side of the car in her eagerness. Her long, lithe body pressed against mine and I held her tight, wanting to get closer still. At some point her tongue had invaded my mouth and started wrestling with my tongue. I was rock hard and wanted nothing more than to get her home and fuck her until we both passed out. I didn’t want to break the kiss yet, however.
I was soon very happy that I held out. A few more seconds into the kiss she suddenly moaned into my mouth. Her body stiffened against mine and her nails dug into my arms. She thrust her crotch into mine and cried out in pleasure. Instinctively, I pushed back, grabbing her ass and gripping it firmly. She shuddered against me, her cry drawing out into a long, satisfied moan. It was quite some time before she released me.
Jenny looked at me, eyes stunned, and mumbled, “How did you DO that?”
I chuckled. “I didn’t do anything. But at least now I know what’s going to happen.”
She smiled back at me, a dreamy look on her face. “Good. ’cause if that was just from a kiss, I can’t wait to see what else you’ve got.”
I fetched my keys from the pavement. With my hands shaking and my heart racing with anticipation, I somehow got the door unlocked and opened. Once she was safely inside I slipped into the driver’s seat and fired up the engine. I drove slowly, making sure we made it safely. It was only a few blocks, but knowing what I was heading home for made the time stretch out agonizingly. I glanced over and caught Jenny watching me drive with an intent look. “What?” I asked, amused.
She didn’t seem to be embarrassed to be caught staring. She just smiled back and replied, “I’m glad you agreed to this. I think this is something we both need.”
“Absolutely,” I agreed, taking the last turn to my street. After parking and opening the door for her, we strolled up the walk to my house, arms linked. My head was reeling. This couldn’t be real—this sort of thing never happened to me.
I let us into the house, locked the door behind us and slipped off my shoes. I turned and ran right into Jenny, who was standing and looking at me. I flipped on the hall light and was struck again by how stunningly beautiful she looked. I didn’t have long to admire her before she pounced on me. She threw her arms around my neck, pressed her lips into mine and her breasts into my chest. For the third time that night I found myself off balance as I was pushed roughly against the door. My hands went to her waist and I kissed her back, having trouble keeping up with her. We’d both been alone for a long time. It was inevitable there would be sparks.
I lost myself in the kiss for a bit and when I came back to myself, my hands had crept around to clutch her ass, and she was unbuttoning my shirt. When she got the last button undone, she pulled my shirt open and over my arms, letting it fall to the floor. My hands went back to where they were and hers travelled over my bare chest. My hands wouldn’t stay put, though; they wanted to touch bare skin, so I let them wander to the zipper on the back of her dress and pulled it down. Then I unhooked her bra, running my fingers down the bumps of her spine to feel where her skin dimpled in at her lower back. I reached up and pulled on the straps of her dress and bra. She broke our kiss and pulled her arms free of her clothes, allowing me to expose her breasts. I felt them before I saw them. I cupped one in each hand, relishing the first feeling of bare tits I’d had in three years. They were round and full, a bit bigger than a handful, but not that big. They felt heavenly all the same. She gasped at my touch and immediately started tugging at the button on my jeans, fumbling with it. I let go of my prizes to help her and was shocked to see her reaching under her dress and shimmying her panties down her legs. This was moving so fast that I doubted we’d even make it into the bedroom!
My suspicion was proven correct momentarily. As soon as I had my pants open, she grabbed my arms and dragged me to the carpet. We were going to fuck right in the hallway! I only got my jeans down to about mid-thigh when I found myself atop her. Her dress was hiked up to her waist and her panties were still hanging from one ankle. Before I could even take stock of the situation, her hands were on my ass, guiding my ready cock right into her sopping cunt. She was so wet that I glided right in. I looked down at her and she was looking back at me, wide-eyed and gasping. “Don’t hold back,” she begged, breathily. “Fuck me Dennis.”
I didn’t need to be asked twice. I pulled out and slammed back in, moaning deeply at the sensation. This inward thrust made her cry out, and desperate to make her come again, I continued my onslaught. Her eyes closed and her face was transformed with pleasure. I increased the speed of my thrusts and her cries became louder and more frequent. Within four thrusts she was digging her nails into my back as she gave voice to her orgasm. I stopped thrusting while she shook beneath me, afraid that if I continued I’d be brought over the edge and it would be all over.
When she came back to her senses enough to realize I’d stopped, she opened her eyes and murmured, “Don’t stop. Keep going. Just . . . pull out.”
I nodded and started moving again, tucking my hands under her shoulders for support. She wrapped her arms around my neck and her long legs crossed behind my ass. I increased my speed and we started moaning almost in harmony. I could tell she was getting near again as her volume kept going up. It was a useful indicator. By the time she reached another orgasm, I was fucking her as fast and as hard as I could manage, and felt my own release building. I’ve always had good control, so I was able to pull out before my climax fully hit. Once I was out of her, her legs clamped back around me, pressing my hardness into her belly. My cock spasmed and spurted between us, coating both our bellies with hot semen. She kept clinging to me in this way until long after our respective orgasms retreated.
Finally her arms relaxed and I pulled my head up, surprised by a sweet and gentle kiss. The kiss didn’t last long. Once it ended, she looked up at me with those big, beautiful eyes of hers and whispered, “Thank you. That was amazing.”
“Mmm. For me too,” I replied, smiling.
“Sorry I couldn’t wait ’til we got to your bed,” she said, grinning.
“I’m sorry I got you all sticky,” I responded with a chuckle.
“I’m not,” she said lightly, pushing me off of her. As she propped herself up on her elbows, her dress flopped down, getting in the pool of cum on her belly.
“Oh, your dress!” I said, helping her to pull it over her head.
She giggled, poking at the puddle of sperm and tracing her finger along it. “Don’t worry about it. The dress did its job. It got me here, didn’t it?”
I smirked. “Well, the dress and what was in it.”
She looked slyly back at me, bringing her finger to her mouth and licking it clean. “So . . . ” she said, repeating this process slowly. “My evening is . . . wide open. Want to show me your bedroom?”
I felt a shudder of lust go through me. My cock, which had started to soften, was quickly becoming erect again with anticipation. “Oh yeah,” I said, my voice thick. I helped her up and led her to my room. On the way, I ducked into the bathroom to grab a towel to clean us up with. Once we were clean, she sat on the edge of my bed, leaning back on her hands and stretching her legs out. She glanced down, seeming to remember that she was completely naked and on display. She quickly crossed her legs and rested her hands on her lap. This time I knew for sure she’d blushed.
To make things less embarrassing for her, I turned off the overhead light and snapped on the lamp I kept on my nightstand. I sat down next to her and traced one finger down her graceful neck and over to one smooth shoulder. She quivered from the sensation. Her hand gripped my cock suddenly and she felt her way up and down its length. (It was about six inches long when fully erect.) “Mmm, so hard again already,” she mumbled, licking her lips. I nuzzled her neck and nibbled on it, using my hands to move her thighs apart. I hadn’t had the chance to really explore her body yet, since things had escalated so quickly, but now I was determined to slow us down a little. My left hand continued to grip her soft thigh as my right crept down to her crotch. I spread her still-moist folds with my fingers, caressing the area with lingering motions.
“Ahhhh,” she breathed, leaning back onto her elbows and closing her eyes.
I worked my way up as I continued my ministrations with my right hand, moving around to her breasts, gripping and caressing one with my left as I kissed and suckled the other. Once both had had sufficient attention, I continued down, trailing kisses down her rib cage, to her sexily curvy belly, down to her crotch, which was my ultimate goal. By this time I was on my knees in front of her. I kissed outside her folds, running my fingers around the area and up into the small patch of pubic hair adorning her mound. I spread her lower lips with my fingers and lightly licked, sampling the taste. She let out a long, low purr of a moan and sank onto her back on the bed, spreading her legs wider for me and lifting her pelvis up to meet my mouth. I slipped my tongue down into her, sliding into her passage. It was the first taste I’d had of a woman in years and I was delighted. She smelled and tasted of sex, but her growing arousal soon overshadowed this with flowing juices. She tasted different from any other woman I’d gone down on—slightly sweet, but tangy. It was glorious. I ran my tongue up and up until reaching the protruding bump of her clit. As soon as I put pressure on it she cried out, grabbing the back of my head and pulling my face into her. Taking this as the not-so-subtle hint it was, I attacked her clitoris with my mouth and tongue, bringing her directly from one orgasm to another, even bigger one. Her cries became wild and her entire body lunged beneath me, her fingers gripping my hair painfully. My chin was drenched with her fluids, and it felt like her orgasm would never end. The second became a third and her fingers relaxed, her cries dwindled to moans and I pulled back from her, taking in the lovely sight of her splayed out on my bed, squirming and dripping, still feeling the after effects of three rapid-fire climaxes. Momentarily, she opened her eyes slightly, looking at me sleepily and content. “You . . . are fucking amazing,” she whispered.
I stood and slid open the drawer on my nightstand, taking out a condom. I asked, “You up for more? That drove me crazy.” I stepped forward, displaying my rigid member. I was aching to be inside her again. Going down on a woman always made me wild.
She sat up, a hungry look on her face. “Mmm, yeah. But it’s my turn.” She stood and snatched the condom from me. “Lay down, I’ll take care of you.”
I did as she asked and watched as she ripped open the wrapper and unrolled the rubber onto my cock. Her big eyes fixed on mine and she crawled forward until she was astride me. With no hesitation, she reached between her legs, aimed me and lowered herself onto my cock, taking my entire length inside. “Ahhh,” she moaned, biting her lip as she looked down at me. She rested her hands on my chest for balance and started moving, slowly at first, then faster, an adorable look of concentration on her face.
Worried about distracting her, but unable to resist, I reached up and clutched her breasts, caressing and gripping them. They felt so soft and round . . . they weren’t huge, but were much bigger than they looked through her clothes.
She cooed and looked down at me, her hair hanging down and tickling my nose. The look of concentration was gone, replaced with a shy one. “So, what do you think?” she asked.
It only took a second for me to figure out what she was referring to. “I think you’re incredibly sexy. And not just these.” I gave her breasts one more squeeze and slid my hands down her sides, over her hips and down to her bottom and thighs. “You have a great body,” I finished, leaning up and kissing her. The kiss quickly went from sweet to passionate. She stopped moving and grabbed the sides of my face, her mouth devouring mine. She let me go and sat up, pulling me mostly out of her, slamming back down to the hilt with a groan.
“Mmm,” I moaned. “You are ravenous, aren’t you?”
She bit her lip again and nodded, making a small incoherent sound. She leaned back down, angling herself atop me and started moving insistently her hands gripping my arms, moving mostly with her lower body. I gripped her hips, starting to move with her, trying to be careful not to throw off her rhythm. She started fucking me harder, pressing herself against me with every down stroke, and her panting moans matched this pace. I flexed my cock inside, both to make it as hard as possible for her and to hold back my inevitable orgasm. I wasn’t ready for this to end yet.
Thankfully I got a break, but still almost lost it due to how intense things became. With one last lunge she grew rigid against me, pressing our crotches together tightly, wrapping her arms around me and letting out another loud expression of pleasure. I threw my arms around her, holding her to me firmly, regulating my breath and trying to calm down as she trembled atop me.
Once it passed, we released each other. With me still nestled inside, her blissful look gave way to one of disappointment. “You didn’t?” she asked.
Again, I knew what she meant and smiled. “Not yet. Very close, though.”
She smiled back, relieved. “You take over. I think I overdid it a little.”
“My pleasure,” I said, waiting for her to climb off me before I sat up. She went to lie down and I stopped her. “Wait,” I said, putting my hands on her waist and showing her what I wanted. She moved with me, taking my cues perfectly. “Like this,” I finished, once she was on her knees.
She giggled, peering at me over her shoulder, her hair in her face. “I see. This should be good.”
“It will be,” I promised, taking position behind her. As I buried myself inside her, it struck me how natural all this felt. With my ex, we’d had trouble with this position, and having her on top was impossible. Our bodies didn’t mesh. It made any positions aside from missionary awkward and frustrating. Jenny and I were having no problems, however. I wasn’t sure if it was because we were closer in height or if our bodies were just a better fit, and really, it didn’t matter. It worked, that was all.
She leaned back into my every thrust, throwing her head back, her short hair flying. It felt incredible to get so deeply into her, and I found reserves of energy I didn’t realize I still had. Before long we were fucking with even more intensity than we had in the hallway. I realized I’d started making a growling noise, and didn’t bother stopping. I felt like an animal at that moment, so it seemed fitting.
“Yes!” she cried, bucking against me and voicing her pleasure. I loved how loud she was, and made a mental note to thank my mother for getting my daughter out of the house. I had a feeling we would have been more reserved and less wild if the house hadn’t been empty.
“Oh god,” she whimpered, already reaching another orgasm. “Don’t stop! Make me come again! Please . . . ” She didn’t have to ask me twice. I slammed into her hard, again and again, wanting to reach the end myself. With a groan that was almost a roar, I exploded inside her. She arched her back and howled in response.
Finally spent, I pulled out and sat back on the bed as she slumped face down on the mattress, panting and still shaking. After about a minute of recuperating, she turned her head to look at me, her hair messy and a sheen of sweat on her forehead. I could feel a layer of sweat on myself. That had been quite a workout. Gasping, eyes huge, she said, “God . . . you’re . . . the best. The fucking . . . best!” She rolled onto her side, putting her hand on my thigh and squeezing.
“I could say the same about you, Jenny. You’re a wild woman.”
She smiled. “So I had a good idea, then?”
“The best you ever had,” I replied, with a chuckle. I got up and disposed of the full condom. “You thirsty? I think we need a drink.”
She nodded. “Among other things. Where’s your bathroom?” I showed her on my way to the kitchen to open a bottle of wine. I was able to visit the downstairs bathroom during my trip. After a few minutes, we met back up on my bed, a glass of wine each. We sipped our wine and sat in silence for a bit. I noticed she was no longer hiding herself—she was sitting cross-legged on my bed facing me, which left me with a nice view of all her assets.
Maybe it was because of all the exertion, or what I’d drank earlier in the night, but the wine hit me hard. I noticed Jenny starting to sway a bit, too. We didn’t speak as we drank. We didn’t have to. The silence was companionable, and I think we were both musing on the unexpected events of the evening. After awhile I noticed she was running her finger along my bare leg and to my stomach, idly tracing my contours. She was following her finger’s path with her eyes and I was enjoying the attention. When she finally glanced up, I was smiling at her. She smiled back and cleared her throat. “Sorry, got distracted.”
“You’re pretty distracting yourself.”
She glanced down at herself and then finished her drink. I stood, took her glass from her, and set the two empty glasses on my desk. I sat back down and caught her yawning. “You tired?” I asked.
“Yeah,” she admitted, stretching.
“Maybe we should turn in?” I offered.
“I don’t want to,” she replied, a slight pout in her voice. I was struck again by how unbearably cute this woman was. Not just in appearance, but in mannerisms as well. “I don’t want it to be tomorrow yet.”
“Me either,” I agreed, touching her smooth shoulder and around to her back.
She looked up at me with her big, brown eyes and then looked back down at her hands. She whispered, “Did you mean that? Earlier, I mean, when you said I was sexy?”
“I did. And I still do,” I assured her.
“But I’m skinny—not curvy enough. My arms and legs are too long, and like sticks. And I could never get rid of this after the baby.” She squeezed the pooch her belly made while she was sitting.
I shrugged and gently said, “Everyone’s different. I think you’re sexy because of those things and more, not despite them. You have great proportions, and you’re graceful. As for your curves—you’ve got the right kinds.”
She giggled, a little self-consciously, and her eyes met mine for a second before she looked away again. “You’re very sweet,” she said, softly. “I swear, I couldn’t have picked a better pretend boyfriend.” She drew in a shaky breath and added, “Could I ask you for one more favor?”
“Of course,” I said, still idly rubbing her back.
“One last time? And like you were really my boyfriend. I . . . just want to see what it would feel like.” She finally met my eyes and she was wearing that shy look again. I smiled reassuringly at her, and in way of answer, I took her face in my hands and kissed her. It was a slow, deep and gentle kiss. It went on and on, and somewhere during it, she taken my hardening cock in her hand, caressing it.
The dreaded first year of graduate school was just around the corner. I had no desire for business; my heart wasn’t into it. A year earlier I graduated with an honors degree in English; I simply wanted to write. The only positive was that the college was in sunny California. I had stuck to my guns for four years, plus an additional unsuccessful year of job hunting. My once-untamable passion was quickly subdued by harsh economic realities. For almost five years I rejected the practical guidance of my working-class parents. In the past I had refused to listen to their supposed real world logic.
My name is Eric Willis, for my entire twenty-three years on earth; I’ve lived in my Seattle Suburb. I’ve been on trips and exchanges, but I’ve never had a permanent address outside of Washington State. With that said, moving was both endearing and extremely overwhelming. It was already August and I still hadn’t found a place. Classes would start in just over two weeks.
I procrastinate as much as the next guy, but my lack of lodging for August had nothing to do with a failure of will. You see, the problem was squarely expensive Palo Alto apartments. Two thousand dollars a month was on the super low end for an apartment in Palo Alto and that was if you had a roommate. There was no questioning it; my future town was more than a tad out of reach.
On my fifth attempt at scanning through the off-campus residence directory, a listing struck me. To tell god’s honest truth, it stood out because it was too good to be true. Suspicious is what it really was.
The amount Philip was requesting from his potential roommate was suspiciously miniscule, at two fifty a month; especially for what appeared to be the most in demand section of town.
I should have moved passed it. Nothing good could come of it, right? But, alas, I was option-less. My mind was put to ease after a Skype interview with the Philip’s girlfriend, Jennifer. I thought it odd that his girlfriend conducted the interview. After all it would be me and Philip sharing the apartment. She stated that she lived elsewhere.
I have to admit her striking presence silenced my critical brain. She was focused and confident, with a sultry, polished look. To be clear, I wasn’t checking her out; I was simply observing her.
Jennifer and Philip had been going out over five years now. She was going into her third year of med school, and he was going into his second year of law school. She lived with other med students in an apartment that was a ten-minute drive from my potential new apartment. Chuckling, said. “I’m never there, though,” an indication that I would be seeing a lot of her.
Brushing her long dark brown hair behind her cute ears, she paused before continuing. “You’re probably curious why we had a background check done on you?”
I brushed it off right then and there, but who wouldn’t wonder about a background check?
“After chatting with you, I trust you, but the check was still needed, Philips parents demanded it. I guess you get that Philip is quite well off, right? But do you know who he is?”
“No,” I said thinking how it would be possible for me to know. Was he some sort of celebrity? I asked myself.
“You live in Washington State, so you probably wouldn’t place his last name.”
My mind tried to reach the answer before she delivered it to me. “Morris?” I thought. Then a light bulb went off just as she spoke.
“Philip is the son of Philip Morris, Senior; the two-term Republican governor of California.” I should have been in awe at that moment, but, to be honest, all I felt was incredibly stupid.
She saw my face and knew. “Don’t feel bad. Most people don’t make the connection.”
“It was on the tip of my tongue. It just didn’t come out, I swear.”
She smiled, not believing me one bit, simply giving me a sly look and an unintentionally sexy smile, followed by her reply: “Sure it was. So, you’re okay with that?”
“I don’t know where I stand politically, but I doubt I’m a Republican. Are you okay with that?”
She got all quiet. Leaning in and placing a finger over her bottom lip, she said, “To be honest, neither am I.”
“Philip’s family and mine have always been really close. He’s been my best friend for as long as I can remember knowing him. The friendship started when we were enrolled in the same junior prep school. It was grade five. We looked out for each other and we still do.
Jennifer and I talked a while longer, talking less and less about Philip, as I learned more about her and she about me. I told her about my recent breakup with my she-bitch of an ex-girlfriend. With a sort of knowing confidence, she assured me that I would find someone new. We wrapped it up, and that was that. In a week I would be driving my battle-worn Subaru from Seattle to northern California.
College teaches you how to maintain a steady head without sleep. My friends and I had been big on road trips back in college, so these things became a cakewalk for me, especially with two packs of Red Bull at hand.
Heading on the interstate, everything came natural to me and Betty my Subaru. Betty was no stranger to California. With my surf boards packed away, Betty made the journey from Seattle to Newport Beach many times during my college years. Having conquered the Southern California road trip’s with my friends, I knew driving to northern California would be a cake walk.
The result being that when I neared Sanfrancisco, I had made what should have been a twelve hour drive in record time and without speeding tickets unlike my first few times driving with my buds. I t only really slowed down on the final leg. The 101 into Palo Alto was under heavy construction, killing the record time I had just hashtaged.
After having arrived in Palo Alto, it was further clear I got the apartment at a steal. Which made less sense as time passed, but I wasn’t complaining. It was a sweet deal for a guy in need.
Philip met me in the lobby. He set out to make me feel right at home right away by helping me move my things in, not that I needed much furniture. The apartment was stacked with all sorts of swag, 3D television sets and designer everything. For a guy who was worth millions and whose dad would most likely be president soon, he was a real chill dude to talk to. When I moved in, I still had more than a week before classes started, so there was a lot of time to; you know, socialize with my peers.
Soon after moving in I received a Facebook message from Jennifer asking how my move went. She apologized for us not having met in person yet. Apparently she was really busy, the same happening to Philip right after I arrived. I wasn’t too concerned. Walking around town was a joy. The girls were flowing a plenty, although none of them came close to matching Jennifer’s level. It was two nights after I moved in that Philip took me to a club in his gun-metal Mercedes SLS. We slid passed the line into the VIP section with celebrity-like ease. There is no way in hell that I could have done that on my own. Saying that doesn’t mean I’m selling myself short.
I considered myself average. With my brown shoulder-length hair, hazel eyes, and flat stomach with a few hard-earned abs, I did well for myself. But I had been in a rut since the she-bitch dumped me.
My height was above average at six-foot-three, which was an inch or two taller than Philip. This was probably our only physical similarity. He had that whole deal of short, blond, hair and blue eyes going for him.
Jennifer and our boy Philip matched perfectly. Speaking of Jennifer, after ten minutes at the club, I finally met her in person. She sauntered in with her sultry pink lips and gave her man a long, deep kiss that left no doubt who she was with.
I sat with them in the VIP lounge with some of their other friends, and Philip ordered bottle service. Peter, who was his bestfriend, challenged me to shots, and I accepted. Pretty soon I was good and juiced.
A cute blonde sat by me. I don’t know if it was the flowing alcohol, but I didn’t wait more than a second before I pounced.
God, I can’t even remember what her name was. We’ll call her Swallows. Really, what was it again? I kid. Her name was . . . Ashley. Right when we got unto the floor, she went wild grinding into me fluidly. I was rigid and ready, alcohol be dammed.
Kissing Ashley revealed two things: She was hungry for a taste of whatever I was serving. Secondly, she had a tongue stud that turned me on more than it should have.
She was wild on the floor, her hands as brazen as her tongue. Soon we were pulling each other off the floor; she seemed to have done this before. She knew what she was doing as she pulled me into the stalls of the female toilets.
With the metallic stall sealed with no concern to privacy, I was pushed against the stall wall. My belt was quickly unbuckled, her greedy fingers wasting little time to cradle my thickening shaft, her untamed tongue teasing my aching member.
She stretched her mouth as she took in my girth. She rocketed her head down and up with rapid suction. Her saliva coted my cock making it slick. The warm, wet joy of her mouth covered my length brining me to the point of explosion with every downward approach. My hand guided her down as close as she could to my balls.
Like if she was bobbing for apples, she kept at it with manic but precise speed, “Fuck, yes,” I exclaimed as jolts of bliss ran through me. Her mouth in its upward approach circling over my cockhead, the tongue stud causing verbal bursts from my lips as my knees buckled.
“Holy fuck!” She took my utterings as her marching orders as her head dove down accepting the bulk of my seed.
She licked everything up and then was up on her feet. We tongued as my right hand dove deep into the ready access awaiting me. My finger’s diving deep into her wet orifice, she moaned for me as I advanced my motions, causing her frame to quiver with every inward thrust.
“Hmm,” she moaned.
Just then we heard movement in the bathroom, someone was entering in the stall next to us. The other stalls were beginning to become occupied as well. She giggled, and I laughed. I quickly buckled up my pants and headed back to the booth.
When I got back, Peter and Philip’s other friends were there, but Peter Philip and Jennifer had already departed. Ashley had to go as well, but she quickly gave me her phone number. After Ashley, exited the club Clayton one of Peter and Philip’s friends high fived me. “Dude that bitch was fine, you’re a lucky fucker.” I kept refusing drinks but they kept offering. I kept saying I had to go. I ended staying a little longer, it’s really a miracle I remember anything from that night.
I got home late, dazed as fuck. I woke up in my room with an aching pain running through my head. It was one of the worst hangovers I had ever had. But it was the best night I had in a while. I needed it; I hadn’t gotten my cock sucked since a month before my girlfriend dumped my ass.
I woke up with two massive ragger’s one running through my head and one in my pants. The second one brought on by thinking about the previous night. After twenty minutes of pumping my meat in my shower, I found my relief. I got out of the shower, got dressed, and headed to the kitchen. Jennifer was sitting at the table having heated discussion with Philip that ended abruptly when I entered.
I grabbed cereal and joined the GQ couple.
“So you were on your game last night. Do you even remember her name?” Jennifer asked.
Shamefully I didn’t. At the moment I simply respond with, “ammm.” I grabbed for my phone, attempting to bounce back, but the damage was done.
“Babe, leave him alone. The girl was all over him. He had to be polite. What was Eric going to do, say no to a girl in need?” Philip said with uncontrolled laughter.
“You’re full of it,” she said jokingly.
“I’ve honestly never had a one night stand before. I don’t know how last night happened.”
“Yeah sure,” Jennifer said, knocking me down once more.
“You don’t believe me?”
“I’m not saying that I don’t believe you,” Jennifer said.
“It sounds like you are, baby.” Philip said once again in my defense.
“Okay, okay, I guess I may have misjudged you, but that’s no reason for you guys ganging up on me,” Jennifer said, as she rose from the table, having finished her health-conscious grapefruit. This was just the second time I had seen Jennifer in person. She was at least five-foot-ten with a perfect hourglass form.
Philip left right after breakfast to hang out with Peter, leaving me alone with Jennifer. I left Jennifer to get dressed for my morning jog. I almost canceled it because I still had my hangover.
Before I left the apartment, I heard Jennifer calling to me. I headed upstairs, the apartment being two levels. Upstairs was where Philip’s room was. Sportily clad Jennifer, wearing bright runners and all, stood at the top of the stairs.
“Do you mind if I join you?” She asked.
“No, feel free.”
As we ran, we talked. She apologized for attacking me earlier. We ended up having along conversation, but deeper than the one we had on Skype. All was well once more.
After that morning, every day following breakfast, Jennifer and I would go running. Actually we ended up spending a lot of time together, while Philip hung out with his best friend, Peter. I thought it was odd how Jennifer clung to me as she did. I had figured she would spend a lot more time at her apartment, but she was over at ours a lot.
I had finally gotten back in touch with Swallows—I mean Ashley. We arranged to have dinner the day before my MBA classes were to start. I woke the morning before the date with a burst of energy and an irremovable smile, because I knew later that afternoon I’d be getting some.
While running with Jennifer in the morning before the date, I told her that I was planning on going out with Ashley. Her response was pretty clear. “Really, you’re going out with that bimbo?”
“One, she’s not a bimbo; two, yes.”
“Do you intend to have a relationship with her?”
“I’ll see how it goes.”
“You’re a guy. You want to have sex. But I know you. You can do better.” After our regular two hours of running, we didn’t hang out like usual. She left to do something and I spent the rest of the afternoon thinking about what she said.
It was an hour before the date. I was safely in the confines of my washroom, in the shower with steaming water cascading down from up above. My hair was full of soap, and so were my eyes, causing them to be shut tight. I wasn’t too concerned at the moment about lacking sight and sang away, thinking I was alone.
I was wrong. I heard the door open and shut, and I froze. Opening my eyelids would useless at the moment, because I was blinded by soap. Somehow I was able to find the knob and turn the shower off. “What the fuck? Who is in here?” I asked.
“Who do you think it is?” asked clear soft voice. It was Jennifer.
“The fuck; what the fuck are you doing in here?”
She didn’t respond. All I felt was her hand over my body soaping me up. My cock was painfully hard. My heart rate increased exponentially, her fingers freely grazing along my flesh. After a few seconds, my vision returned.
I wanted to just burry my full length into her beautiful tight hole, but I refused to lose control of myself.
“Jennifer, you need to go.”
“You don’t mean that.”
“Yes, I do.”
“No, you don’t,” she said, making her point by tilting her emerald pupils, peering down at my rigid condition.
She was right next to me now. In truth, I was in awe of her presence, while at the same time, I was confused as hell. I was off balance and I wasn’t sure what to say. What I knew was that, if Philip caught us, he would be pissed, the fact is she had a boyfriend this wasn’t right.
“You need to leave. What would Philip say?” She simply chuckled at me and left the shower.
I dried off and walked out of the shower, walking into my room. Draped in only my robe, I had a surprise waiting for me. Philip and a similarly robed Jennifer were both waiting there for me.
Philip was on a couch at the opposite end of my bedroom and Jennifer sitting next to him.
Philip began to speak.
“Look Eric, I’m sorry about how everything went down. We should have explained this a while ago. My dad is the governor, and before that he was a homophobic billionaire business mogul. I’m always in his shadow, and I have always had to meet his requirements and . . .”
Jennifer interjected with something that shook me. “Philip’s gay.”
“Thanks Jennifer,” Philip said with a worried and unpleased look on his face. Jennifer rose to comfort him, while I guided myself to my bed, where I took a much needed seat.
“I don’t get it. How are you gay? This doesn’t make sense.”
“Well, I don’t know how else to explain it, but the fact is only one other person outside this room knows about it. You can’t tell anyone,” Jennifer stated. Philip remained silent.
“Who knows? You need to explain.” My head was stinging.
“Peter knows. That’s because Peter isn’t my best friend; he’s my boyfriend. Jennifer is not my girlfriend she is and always has been my best friend. When I told her I was gay seven years ago, she smiled said she knew. Five years ago during college when people began to wonder why I was avoiding girls, Jennifer made the offer of being my fake girlfriend, I resisted at first but she insisted. The cover proved to not be a waist, after I moved here for Law school. Not only did I have sex, but I fell in love for the first time, to Peter.”
As the reality of Philip’s words sank in, I wondered if this had anything to do with why I got the apartment at the rate I did.
“Philip can never come out. You can never repeat this. I’m sorry I went into the shower the way I did, without telling you the full situation.”
“Of course I won’t tell anybody, but I don’t understand what part I play in all this.”
“Well, you were supposed to be my fuck-buddy,” Jennifer said bluntly.
“Excuse me?” I asked.
“That’s why I interviewed you, not Philip. I have needs.”
I looked at them wide eyed as I went for my cell phone. Philip began to have a mini melt down.
“Relax; I’m just calling Ashley to cancel our date. I don’t think it’s going to happen now.”
This move brought a smile to Jennifer’s beautiful pink lips.
Seeing that I was onside, Philip kissed Jennifer on the cheek leaving the room, without a word. Jennifer sauntered over from her chair straddling my waist. “Are you alright with all this?” She asked while her long sexy legs wrapped themselves around my waist.”
“Hell I wanted you from the first day we talked.”
“You’re lying.” She stated with instant rosy cheeks, and an innocent inviting smile.
“Why would I lie?”
“I could believe it if you said, when we met at the club.”
“I’ll prove it.”
“Alright then go ahead prove it.” Jennifer said with a smug, seductive smile.
“You were wearing a baby blue blouse.” Jennifer’s defensive pasture was cracking but she stood firm. But I kept steady onward. “About two minutes in you brushed hair from you left shoulder, and noticed you were wearing Channel earrings.”
Jennifer’s radiant smile was undeniable now, she didn’t utter a word the sexual tension in the air was thick. With once swift movement her robe was released, peacefully drifting toward the floor.
With her body raped around mine, my member began to engorge beyond the need for relief.
Her body gyrated on my member as my tongue entered her eager mouth. We rolled around on the bed until I landed on top of her positioning my cock at her front door; I teased her, knocking my weighty length on the entrance of her wet awaiting pussy.
My tip breaching her hot entranceway sent tingles and a heaviness in my chest, as she dared me to go deeper. With limber ease, she lifted her long, sexy legs beyond my shoulders.
The first time, Alex had been high. Drunk. Stoned. He’d fucked her in the ass and had a great time. She was pale-bodied, slim, long-legged and totally gorgeous. Her ass, after she’d greased it up for him, fit his dick like a hot, slick glove, and he’d ass-fucked her three separate times because of how much she turned him on. Her tits were fabulous – small, but perky – her legs were long and shapely and her ass…her ass was the most fuckably perfect ass he’d ever seen. Her pussy was incredible though he’d only seen her crotch, her neatly trimmed bush, but her ass had just called out to him and he’d answered.
Besides, the way the girl kept sticking her ass up in the air or pointing it his way, it was an invitation and Alex didn’t want to disappoint.
He must’ve licked every portion of her body. She was 5’10″ or so, so there was a lot of girl to lick, but she had a gorgeous, slender figure. He’d licked and kissed her from her face all the way down to the tips of each of her pretty toes, and the only thing he really hadn’t touched, was her cunt.
And now, as he woke up beside her and looked under the covers at the thing that now made his mouth fall open, he wondered about how someone as gorgeous and sweet and willing and quiet could NOT have a cunt.
The dick laying there across her perfect thigh, you see, wasn’t his own.
Alex wanted to throw her – this dude – out of bed. Wanted to hit her or slap her or do something to her.
‘Him,’ he told himself. A dude, a guy. Not a chick!
But then the thighs moved, the body turned. Alex quickly dropped the covers down and smiled at her, Kaitlin, as she woke up. Her smile was a sleepy one, but happy. A glad smile, Alex thought to himself. She looked actually glad to see him there. He couldn’t help smiling back at her.
But then a troubled look crossed her face. She knew. And Alex knew that she knew. She started to sit up, holding the sheet to her front. She started to get out of bed on the other side, but Alex surprised himself by grabbing her elbow – gently – until she turned.
“I didn’t mean to deceive you,” Kaitlin whispered. She turned and started to get up again, but Alex held on. He couldn’t figure what was going on with himself. The girl – the guy – turned back to him. “I really didn’t.” she went on, not trying to pull away now. “It’s just…it’s just that we were having so much fun last night. I didn’t figure we’d end up, you know…”
Alex remembered how she’d knelt down before him in that dark little corner of the hotel lobby. It had been really late, or early, actually, and nobody had been around. Her mouth had felt like liquid fire around his prick. He’d almost cum in her mouth right then and there. He found himself smiling at this memory, and realized he had more than a slight boner from the thought.
“In the corner of the lobby…” Alex mumbled to himself, pleased at the mental image of it.
“No,” Kaitlin said. “Bed, I mean. Wind up in bed. I didn’t plan it, you know….” She turned, still clutching the sheet to herself. Alex reached out and gently tugged on it until she let it go. He gazed at the perfect, shapely hooters that were revealed. They were natural too. He knew from the extreme close-up inspection he’d given each one the night before. No ‘enhancement’s whatsoever. The hand which had held her elbow now drifted up. Her upper arm got goose-pimply; her nipples stood out hard.
“…Oh yes, we did wind up in bed…” Alex said distantly. He ran his hand down her side now, to her waist, then down over her hip, totally engrossed in what he was doing. She instantly grabbed the sheets down over her crotch the moment Alex’s hand started to move in toward it. He shrugged and leaned forward a little more, running his fingers down the side of her thigh, then under her knee. She gasped.
“…stop it, Alex,” she whispered, but the hand drifted even lower, cupping under her calf and sliding down to her heel. Then the bed bounced slightly as Alex scooted further down the bed. He put his hand softly on the top of her foot, then quickly flung the sheet off so he could see what he was doing. The foot was absolutely beautiful. He’d never seen any chick, anywhere, with prettier feet than this…dude. Even the toes were sexy and soft and smooth looking. He remembered spending quite some time the night before, sucking on each of those toes, making Kaitlin moan and catch her breath.
She had exceptionally sensitive feet and toes and ankles and heels and calves and knees and thighs, he thought to himself; just as some of the other women he’d known, had. But it turned him on all the more. A girl with ugly, or plain, sensitive legs was one thing; one with long, beautiful, sexy sensitive legs was quite another!
“…please stop, Alex….” Kaitlin breathed, but Alex’s hand continued touching, caressing. It moved over to the opposite foot and then slid up to the knee. Kaitlin clamped her knees together tight. They’d both raised up from the intensity of the pleasure, but now she held them together tightly. Alex did not mind. He ran his hand up over her knees, then down her thighs, then down and down. The girl tried to hold her hands over her crotch, keeping the crumpled sheets stuffed down there, but Alex pulled gently and tugged, and Kaitlin finally relented and let go.
Alex peeled the clump of sheets up and away, revealing the lovely V of her crotch, and the precise and pretty way her crotch was shaved and trimmed. It was the same thing he’d seen the night before. But then he was leaning over to kiss her there. He wanted to – he needed to. He leaned and leaned, and as he did, Kaitlin leaned back out of the way, spreading her hands behind her on the bed. She let her knees slide down and out of the way as well, and then, just before the backs of her thighs touched the bedspread, Alex pressed his lips to the finely haired crotch and at the same time reached under the girl’s clenched thighs and found the small but stiff cock and balls which had been pushed down and out of the way. They were right there where her cunt would’ve been had she been a real woman.
Alex thought that, had anyone else – or especially one of his buddies – were looking, he would probably have grabbed the dude’s dick and balls and squeezed them until they popped off. But as they were alone, he knew he didn’t have to measure up to anyone else’s ideas of right or wrong. He had his hand, his strong, farmer’s hand, right over that small package of male genitalia, and now decided that nobody would blame him or make fun of him if he didn’t rip the things off or mash them until the fag was screaming in pain. Instead, he cupped them, caressed them. He felt the dick, small as it was, lift up hard. Since it was trapped there between those incredible thighs, it was pointing down and back, but it was stiff. Alex knew how that was, to be that hard and wanting and waiting. He realized his own dick hadn’t softened since his last memory of the night before – before the time this discovery had made. He looked up at the girl’s face and saw that she was not even a tiny bit less attractive in the morning light. More, actually. Her head was fallen back but she sensed him looking and raised her head and turned it directly towards him; her expression hopeful.
He stared into her eyes, her almost too large blue eyes. He didn’t want to hurt her. He didn’t want to make fun of her. She was simply too beautiful. Then he thought about what the alternative was – sucking her dick. A man sucking another man’s penis – his cock. Maybe licking his balls. He wondered if this…chick got off having manly men service her cock, if it was some sort of power trip to have a guy bow down to her and use his mouth on her instead of beating her to a pulp.
But her eyes gave no such impression. She had acted so sweet and happy and was so quiet and womanly. Those, Alex realized, hadn’t, or couldn’t have been all acting. She – he – really was sweet. Sweet and pretty. Sexy too. He glanced down at her rack, then back up again. And then, the thought came to him that her clit was sort of large. He’d eaten a girl once who had a large clit. It had been weird at first but then he’d gotten used to it. It had gotten really stiff and stuck out quite a bit, and then Alex, realizing that this was so similar it really didn’t matter, slid over, pushed Kaitlin’s knees apart and took her cock all the way into his mouth. He began sucking and slurping and licking the thing as if it were a clit, as he’d done to that other clit, and it got stiffer and harder, but not much longer.
The girl lay back fully now. She jammed her hands over her mouth, trying not to scream. She gasped and then moaned softly, a weeping sound coming from her voice because she was indeed weeping. The man between her legs sucked her organ like a pro, like a man would, but he did not make her feel like a man somehow – quite the opposite. She grabbed her knees and spread them wide and pulled them back. She opened for him. She wished again that she had something else to offer – a second hole he could fuck – but this man, this particular one, didn’t seem to mind. He licked her thing as if it were a chick’s clit; up and down and round and round. It felt so good. It felt like nothing else she’d ever felt. She gasped. Her belly contracted. She felt a hot stirring deep inside her. A dam seemed about to break and she panicked and pulled back and rolled away from Alex. She got on her knees to present her ass to him again and he got up behind her. She wanted him in her, wanted that fullness and thickness and stiffness, driving back and forth and deep and shallow, driving away the fears and loneliness and troubles and thoughts. Just fucking them away forever or at least as long as it lasted. She pulled her cock and balls forward so they wouldn’t show from behind and kept her knees together, but now the man reached around and grabbed her bundle and at the same time inserted his own boner into the still-slick tunnel of her rectum. He pushed in and began to jerk Kaitlin off. He rammed her faster and faster and manipulated her faster as well. He knew how to do it, better than any woman could. He rubbed and teased and pulled and squeezed, all the while pumping her ass fast and furious.
But Alex then felt the girl’s hand gently pry his away from her thing. He felt her spreading her knees to the sides, lowering her rump a little more. She stayed on her knees but went down on her elbows and then her shoulders. Her face was sideways on the bouncing, jouncing bed. Alex looked down her smooth back, her flawless, pale, beautiful back and kept ramming her ass hard – harder than before. He could feel her muscles gripping him like a fist and then he wanted to put his fist around that small, beautiful thing of hers. He wanted to jerk her off and make her feel good. She’d only made him feel good – everything she’d done since they met at the table had been to make him feel good – her conversation, her body, her smile, her mouth in the lobby – everything. And now he wanted to return the favor.
Then she gasped. Her ass clenched into a knot. She grunted and sighed and Alex felt her asshole quivering, undulating around his pounding dick. He felt her shiver all through her body and then lift up onto her elbows and start to shove back against him. He rammed and rammed and then smelled the scent of semen drifting up from around the girl’s shaking, slamming body. She gasped again and moaned. She held still but Alex could feel her insides squeezing rhythmically, like swallowing but in the reverse direction. He pushed in all the way and then leaned to the side and looked down. There, in a growing puddle and stain in the sheets was proof of Kaitlin’s pleasure. It was still squirting out from her cock, which was still undulating in ejaculation. It seemed like slow pulses, as if the orgasm were taking forever to finish, so Alex leaned back straight and gave her a few more forceful thrusts. Then he couldn’t help himself and started to sodomize her fiercely. In and out and in! He felt her ass squeezing rhythmically now and knew more cum was squirting out of her. He wanted to pound every drop out of her and give her everything she had already given him.
And then he felt the same sort of overflowing, almost aching surge pushing up from his deepest place. He gasped and pulled and pushed and then he was filling her ass, this beautiful Woman’s ass, with his own jiz. He felt his dick quivering inside her as it pumped semen out, but went right on ramming and pushing and pulling until, in a moment, everything went quiet and calm and gentle. He held himself in there, still stiff as a nail, and then felt her body relax in front of him. She was gasping. She sounded like she was crying again.
“…oh my god…” she breathed. “God…nobody…nobody as EVER made me cum like that….” She began to slump forward, to lay on her front, and Alex followed her, not wanting to leave the hot, tight confines of her ass. Then he was laying on top of her, kissing her shoulders while his dick started to soften within her.
“What…what do you mean, baby?” he whispered in her ear. He was surprised that he’d used the term ‘baby’ but knew now that there were few other words which fit this wonderful, beautiful creature.
Sweetheart, honey, were others.
“They…” she gasped, still out of breath and shivering all over. “They, usually…fuck me until they cum, and then that’s it, or…they want me to blow them…or sometimes when they find out what I have, they suck me off or jerk me off. It’s always rough and tumble…fucking and sucking. Most times they find out and they want me to fuck them in their ass, and…and it’s just different… They remind me I’m male ‘down there’….” She turned her head and smiled back at Alex, who kissed her ear in that one silent moment. “But you…you fucked me like a woman, and made me cum like a woman. No jerking or sucking or touching or putting it up your butt. You just fucked me until everything just cascaded down and out and out and out…and oh my god…it was so beautiful…” Alex rolled his pelvis slightly, making his shriveling thing push and pull inside her. She gasped and then giggled happily.
“I’ve always known I was a woman,” Kaitlin went on, sighing. “But until now, until just a moment ago, nobody in the world had Ever made me feel like one….”
“Well, it’s ’bout time, then, huh lady?” Alex whispered, and he meant it. Surprised as he was to realize it, he really did mean it.
So it came as no surprise when he decided a minute or two later, that this was nice…this was all nice, and he would not mind it a bit if something like this happened with Kaitlin again – maybe tomorrow night!