To start, everything you’re about to read is my honest truth. This is straight from my heart.
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I read a lot of posts on reddit. We all do. If you're like me, your taking most of what you read with a grain of salt. And while I enjoy a good yarn from time to time, I find reality so much sexier than cooked up fantasy. I personally have no interest in lying to you. I have no interest in LARPing. I didn’t use AI. And honestly, I’m not even that creative. But I do enjoy writing, and I was an amateur sports columnist in college. I posted a part of this story from an old account a few years ago, and though it was fairly well received, I did have someone comment "r/thathappened." It irked me so much that I deleted the post, even though it was true. I don't regret deleting it.. drunk and horny me doesn't do a great job proofreading. I have no doubts that that someone will call my story fake again, just because I shared that… the internet is undefeated. But I won't delete it this time. I'll just feel pity that your mind is a little too closed to believe these things actually happen.
I started writing this at 3am, sitting in an armchair in a dark hotel room. My gorgeous girlfriend is passed out on the bed, which is understandable after the night she just had. I should be sleeping too, but I can’t. My heart is pounding too fiercely in my chest. The room smells, strongly, of sweat and sex. The air is slightly humid from it and the bedsheets are still damp. It’s not only the room that smells; it’s me. I can smell it on my hands, and it’s sticking to the stubble on my face. I can smell her pussy all over me, deliciously. My favorite. I smell her perfume. I smell cologne. I smell the slightly metallic scent of drying cum. I glance at her, and though it's dim, I can see her, half naked, half covered with the sheet. Her beautiful butt, exposed to me. There's a little puddle of cum between her legs.. it's been leaking out of her pussy since she fell asleep. I can't sleep. There's no way, not after what just happened. So I made myself a drink, and I opened my notes app. I asked myself: How did my life become this?
I wrote for 10 minutes and traded my phone for my laptop, and then wrote for another 2 hours before I fell asleep. The next day, I read what I wrote and realized I had a story to tell, and the answer to my question was longer and much more complicated that I originally thought.
I've made some changes to names and minor details to protect identities, and I'm using an alt-account. Aside from that, I've tried to remain as true as possible to reality as I have experienced it. I'm 37 now, but this story covers 18 years of my life. The first few chapters are from my early 20's, so they have less detail and I've had to take some liberties with dialogue, but I kept everything as close as possible to events of that time as I remember them. The last few chapters have much more detail, and are much more explicit.
Lastly, this is not the type of story where the main character cartoonishly conquests his way through every woman he encounters and they all throw their panties at his feet, unable to resist him. I have had some crazy things happen to me. I've gotten very lucky. But I've also taken some huge L's and they are part of my tale as well. This story explores a lot of themes, many of them taboo, and really attempts to explore the way one path can lead to another, and how your life and the things you lust for can change before your very eyes. Compromising your moral compass, even in small ways, can lead to it eroding completely. This first part has a heavy focus on infidelity, and there is a place for that in my story, but it's not a core theme. If you hate cheating stories that's fair, but I'd encourage you to at least give this one a chance. It's real after all.
A few things about me:
I am fairly lucky genetically. I'm conventionally pretty attractive, enough so that I'm aware of it. I fit the tall, dark and handsome description. I'm 6'2". I am physically in great shape and always have been. I was a 3 sport athlete in High School, a D2 athlete in college, and I've mostly maintained my physique into my mid 30's. I don't want to go into too much detail about what I look like, but wanted to give you an idea.
Despite the looks and athletics, I’m pretty boring. I can be introverted at times. I parted a lot in my 20’s but I was never the type of guy to pull a girl at a bar and take her home. I'm pretty laid back, and I let most of the girls I’ve been with give me signals that they’re interested before I pursued. I'd have a much higher body count if I really put myself out there, but despite the lack of quantity, I have always had knack for pulling some very beautiful women.. and damn do I have a weakness for beautiful women. I also have a weakness for slutty women, and when they're both, I don't stand a chance. I don’t have a type. I don’t have an ethnic preference. I'm mostly attracted to vibes. But I've been very fortunate to have pulled the women I have over the years. At the start of my tale, I was relatively sheltered. I'd had a few girlfriends in high school, and wasn't a virgin anymore, but I had no idea what was ahead of me and how my experiences would change my entire life.
I am hung, and have never been shy about it. It shouldn't matter, but it does in my case because when I was younger, I fetishized my own dick. I sought out porn where the actor was similar in size and appearance to myself. It would turn me off if the actor appeared to be smaller than me, but I also didn't like them too big. Like the Goldilocks of porn, I liked to watch cocks that were just right, as in, they looked like mine.. I didn't realize it but this was a slippery slope. For those curious, it's nearly 8 inches long (7.8 if it’s important to you), cut, with a thick head that gradually tapers into a slightly thinner base. If you're familiar with Scott Nails, we're very similar in that regard.
I do hope my story turns you on. I hope it makes your panties wet or your dick hard and I hope you make yourself cum reading each chapter. But even if you hate it, or hate me for writing it, I hope you at least learn something. My story has 9 parts. I don't want to spam the feed, so I'll be posting them over course of the next week.
I was 19 when I started my second year of college, I experienced some serious burn out. I'd been playing sports year round my entire life, and through my freshman year. Injuries piled up, team practices and training filled my schedule, and the stress of my new college classes got to be too much, so I found myself permanently retiring my sports career and trying to enjoy my time as a student. Now with a ton a free time on my hands, I ended up joining my university’s media and publishing club, became a sports columnist for the school paper, and got to know some of the other students involved.
Nicole was one of them, and she was different. For starters, she was 29.. 10 years older than me . She had moved to LA at 20 to become an actress- unsuccessfully- had gotten married at 23, and moved back to San Francisco the year before I met her, where she lived off campus with her husband. She was very pretty, in an understated way. Medium length, light brown hair. Big, green eyes and a bright smile. She stood around 5’4, with pale skin and a soft, feminine figure. Hourglass hips and big breasts. Fit but not too skinny, thick in the right places but not fat, and a very pretty face with cheek dimples that made her seem 10 years younger when she smiled. Nicole was also, for lack of a better word, cool. She had an energy about her that made you feel like she had lived an entire life, always knew all the right things to say, had the best stories, and charmed the hell out of everyone in the group.
I didn’t even notice how hot she was when I first met her. All my attention was on a girl I’d been seeing on campus, and when I met Nicole, she wasn’t at school trying to look pretty.. she was there to get a degree and go home. She was always a good looking girl, but not in a way that was at the front of your mind when you were talking to her, and I only considered her as a friend.
As the year went on, Nicole and I got closer, as did a few others in our new group of friends. By the start of Spring semester it was hard to ignore how good she was looking. She could look through your soul with her eyes and smile. She started dressing differently; not in a provocative way but enough to show off her figure and make you wonder what she kept hidden. And she was still cool as hell. Things really escalated for me when we travelled together to cover a basketball game, 3 hours away. We sat next to each other, talking the entire ride. I was recently single, had talked all about my failed relationship to Nicole, and was starting to feel strongly attracted to her. I was also very naive at the time, still relatively sheltered, and never considered the possibility that anything would happen. This was a married woman, and my platonic friend. In my mind, that was all she’d ever be. How fucking young and stupid I was.
A few weeks after the basketball trip, our media club had arranged an optional event for members to attend the Sundance Film Festival, which meant traveling out of state from Thursday through Sunday. 11 people went, including myself and Nicole. We all split hotel rooms at a Hilton in Salt Lake City, separated by gender. Nicole was the odd number and shared a room with 2 other girls. My roommate, a good friend of mine, had a thing for another girl in the club, Emily, and asked me if it was okay if she snuck over that night to hang out with us in our room for a while. Of course I agreed. To my surprise, when Emily showed up, Nicole was with her, saying she couldn’t spend another minute in the room she’d been assigned. She also brought along a bottle of Maker’s Mark she had discreetly picked up at the airport duty free store.
A few hours and several drinks later, we put a movie on, and Nicole was sitting upright in my bed next to me with our feet under the comforter. I was watching the movie, and trying to ignore whatever might be happening between our friends in the other bed, but there was tension in the air, and I could sense Nicole’s every movement on the mattress next to me.
She initiated contact first. Footsie.. gently rubbing her left foot against my right. Then her hand against mine.. her little finger interlocking mine.. and all too quickly her left hand rubbing over my basketball shorts and her fingers finding their way around my erection, which now impossible to hide through the fabric of my shorts. She gave it a firm squeeze and looked at me with a smile as I looked back at her with wide eyes. Keeping her voice to a whisper, she told me, “I knew you were big.”
We spent the entire night holding each other tightly. Kissing and whispering all of our secrets to each other while she stroked my cock and let me rub her pussy through her sweatpants. The droning of the tv and the muffled noises of our friends from the other bed created a blanket of white noise that made us feel like we had all the privacy in the world, and she told me everything my naive 19 year old ears could ever hope to hear.
She told me how her husband neglects her.. how she married too young and how he wasn’t who she thought he was. She told me they hadn’t had sex in months, and that she really needed this, and how I made her feel seen. She also told me that I was special. That I was different than guys my age and that I had no idea what my potential was. That she’d been fantasizing about me for a long time now. That she’d been guessing I was hung because I had a casual and laid back confidence she’d been picking up on. She told me that my cock was the biggest she’d seen, and much bigger than her husband. I’d heard similar things about my dick from other girls before, but coming from this experienced, grown woman, it hit differently. And hearing that I was much bigger than her husband swelled my ego to a level I’d never imagined was possible.
As naive as I was, I drank her words like they were a drug. Nicole knew exactly what she was doing. Stroke a man’s cock, and you might get him to fall in love. Stroke his ego at the same time, and you’ll create an addict. Whether she was being honest, or more than likely manipulating the hell out of me, this unexpected and intensely intimate situation with a married woman had me hooked. She prevented me from pushing things any further that night, and we fell asleep in each others arms as the sun was beginning to rise. She was already gone when my alarm went off later that morning. My balls swollen and aching from the lack of release, I spent the rest of the day burning with anticipation.
The next night, the girls were back in our room with an unspoken invitation. I’ve forgotten a lot of things in my years, but that night is still so vivid in my mind. It was a night of many first's for me. Nicole’s eyes had been on me all day, and she did nothing to hide her need in them. More whiskey, another movie on the TV, another false sense of privacy. I helped her take her sweats off, and the potency of her arousal hit me the moment I slipped my head under the covers. I’d never smelled pussy like this before. This wasn’t like the inexperienced girls I’d been with up to that point, and the fact that this was a grown woman really began to dawn on me. Another first: I’d only ever been with girls who were fully shaved, but Nicole had a full bush of soft, brown pubic hair. She wasted no time pushing my face into it, and I could smell her fruity body wash in it as I breathed in the smell of her pussy.
I ate her out, to the best of my fairly limited abilities at that age, until she pulled me on top of her and guided my cock deep into the intense warmth of her pussy. She let out a ragged breath as I sunk into her, and I held my own.
“Don’t cum inside me. I’m not on the pill.”
Scared of making too much noise, we held each other like that for what felt like hours but could only have been a few minutes. Making only the slightest movements, she quietly ground her clit into my pubic bone and we held our breath trying not to moan. Nicole was the also first woman I ever felt intentionally flex her pelvic floor muscles, and she reminded me not to cum inside her while she used them to massage my cock. She continued to work her pussy around on my dick, and it wasn’t long before I was holding her in place and letting her bite down on my shoulder while she silently shivered through an orgasm. My cock was throbbing uncontrollably, and she asked me to go finish myself in the bathroom, which I tried to do, but couldn’t relax enough to take care of myself. After a few minutes, I came back to bed, my balls aching more than ever from continued pent up release, and we fell asleep together.
The third and final day, she told her husband she was irritated with the girls she’d been sharing a room with and asked him to book her own room at the hotel. He did, not suspecting anything was wrong. I bought condoms, which turned out to be a mistake. For the first time that trip, we had actual privacy, but I think guilt began to set in for Nicole. She didn’t want to use the condoms. She was worried her pussy would still smell like one the next day. She also worried that her husband might want sex when she got home, and that her pussy might feel different to him after taking my dick again.
I tried to comfort her. I told her we could just go down on each other and that we didn’t have to have sex, but she explained that she couldn’t do that either. Her husband had strong opinions about infidelity, and his logic was that a woman giving oral sex was worse than vaginal sex, because at that point, the woman was no longer cheating for herself, but only to give pleasure to another man. She felt it was a line she couldn’t cross, and that it would be too disrespectful to him. I thought that was dumb logic, but I didn't want to fuck up the situation and I didn’t push it.
We cuddled together in bed and watched a movie while we drifted towards sleep. But before sleep fully came, I felt her begin to massage my thigh, and then my dick through my shorts. I stiffened as I sprung fully awake. She kissed along my neck before climbing over to straddle me. Kissing me deeply, she asked me if I really thought she was sexy. When I told her she was beyond sexy, she smiled and pulled her tank-top down around her shoulders, exposing her big, beautiful breasts to me.
It was the only time I ever saw Nicole’s breasts fully exposed, and I still remember them. Her nipples were hard, goosebumps spiraling out from them, and she guided my lips to them. She ran her fingers through my hair while I sucked on them, and she told me over and over how good I make her feel as she gyrated her hips against me. I can still see her getting out of her sweats and laying on her back. She put her hands behind her knees and spread her legs apart, fully exposing her beautiful pink pussy to me, already wet and glistening.
We made love that night like we were the only people in the world. She told me she was in love with my cock while I fucked her, and I remember the way her eyes rolled back as she came all over me. I kept pulling out, scared of being too close to cumming inside her, before catching my breath, calming down, and plunging back into her pussy. The last memory I have of that night is that I pulled out of her and came hard and heavily, releasing multiple days of frustration and pent up desire, all over her stomach and breasts. I remember the way she said, “Oh, fuck,” while she watched me do it.
Departure the next morning was emotional. We agreed that this couldn’t continue back home. I think we both believed the lies we told ourselves, and felt sad about it. The weekend passed, and we were well behaved when we saw each other at school, for about week.. until we found ourselves alone together in a classroom before a media club meeting, and aggressively made out for a few minutes before anyone else showed up.
Later that afternoon, we fucked in the backseat of my car in the school parking lot. My windows were tinted, but anyone who walked by would have known someone was fucking in my car by the way we went at it. She hitched her dress up around her waist and rode my cock until I was forced to lift her off of me, cumming in my hand only seconds after I pulled out of her pussy.
Once that line was crossed, it started happening twice a week. Always in my car. Always half clothed. Never with a condom. I always pulled out because she wasn’t on birth control. So incredibly risky. Looking back, I can’t believe how lucky we were that there were no accidents.
Our affair lasted throughout that spring and up until the final week of school. It was during this time that I really became hooked on the thrill of our cheating sex. I realized Nicole really got off on it too. She was always the one looking at me and saying, “We really shouldn’t,” and, “We can’t keep doing this.” But she was also the one with a hand on my chest and the other on my cock, pulling me erect while she said those things. If I played along, and agreed, and attempted to respect her boundaries and protests, she would prevent me, always pulling me back to her with a kiss, or pushing my head between her legs. She wasn’t protesting me.. she was protesting herself. But she would always succumb to her desires.
She continued to stroke my ego as well. She knew I loved when she compared me to her husband, and she did often. She’d tell me my cock was bigger, felt better, and that I fucked her better than he ever has. She would tell me I make her feel like she’s 20 again, and giving her the best dick of her life. She never wanted to talk shit about her husband, but she made sure to make me feel superior to him and it was addicting.
Even if she was lying to me, I was hooked. She would get on her knees and tease me, dragging my cock across her face and lips. I would beg her to suck me but she never would.. only once did she wrap her warm lips around my head and popped her cheeks, but it was literally 2 seconds before she stopped and said that’s all she would do. It drove me crazy.
Our sex was getting riskier and riskier. There were too many times where her husband called and she’d have to answer the phone still trying to catch her breath because I’d just been inside her. My naked cock was too familiar with her unprotected pussy. It was getting harder to will myself to pull out of her. She would tell me that she wants me to fill her with my cum, only to come to her senses and make pull out when I got close.
We were texting more often, and at reckless times. My naivety on full display, I started being stupid and careless about the times I would text her, and her husband began getting suspicious. He noticed she was showering at different times and taking long baths more often. She used the baths to sext with me, and we were constantly getting each other off with our words because we weren’t able to meet more often.
We were getting worried about me pulling out. But we were also getting crazy. Nicole liked to grab my cock right when I pulled out of her and hold it while I came. She would tell me that she loved the way it twitched and throbbed in her hand while I ejaculated, and that she really wanted to feel it twitch like that inside of her. Eventually, she told me she'd decided she was going to let me cum inside her, and things came to a head one day because of it.
She began taking birth control, without informing her husband. However, never got to reap the benefits, because a few days after she started taking it, she forgot to put the pill organizer away and he found it. They’d been using condoms for a few years, so you can imagine his surprise at finding birth control pills. He went through her phone that night while she slept, saw some messages between us she’d forgotten to delete, and flipped out.
That poor bastard. I was young, dumb, and unable to resist his wife’s advances. I protected myself from guilt because of the things she’d told me about him, and because she had initiated everything.. at least at first. Her husband pulled my info from her phone and sent me a crazy, ranting text message. I can’t remember everything he said, but one thing he did say was, “I can’t believe she fucking cuckolded me.” That’s the first time I ever heard (or read) that word. I remember looking it up to see what it meant. I didn’t know what to say, so I blocked him and never heard from him again.
This all happened the same week the semester ended, and I didn’t see or hear from Nicole for two more weeks. Then I got a text from her asking if I’m free. She had a few hours to kill that afternoon, and she wanted to say goodbye.
She wasn’t going to be returning in the fall. I asked her if meeting up was as a good idea, considering everything that happened. She sent one sentence in response: "I’m still on birth control.”
We met that afternoon in the school parking lot. It was sunny, and way too hot for car sex, but we had no other options. As we undressed, she knelt between my legs to pull my boxers off and I asked her to suck my cock.
She gave me a look and said, “You know I can’t.”
“Don’t do it for my pleasure. Do it for yourself.”
I’ll never forget the way she looked at me when I said that. The way her eyes sparkled and the smirk she wore. She didn’t say anything else, just stared at me while she took me into her mouth. Her eyes never left mine as she gave me one of the most incredible and enthusiastic blowjobs I’ve ever received. The way she looked sucking it and the build up to this moment had me bursting at the seams. She brought me to the edge of orgasm before she stopped, and told me her pussy was mine that day, and she needed my cum inside it.
The sex we had was animalistic. Before that day, we were always careful. Gentle enough to not leave a bruise or mark on her pale skin. To always pull out. I'd always treated her pussy like it still belonged to her husband. But that final day, I pounded her with everything I had, because I knew this was the last time. I gripped her thighs and hips so tightly, I’m sure my fingers left bruises. She clawed and scratched at my back, pulling me into her, encouraging more. Neither of us cared.
As she screamed out for me, I made her tell me again how much she loves my cock. She told me that and more. She begged me to cum inside her, and just before I did she told me she loved me. She repeated it twice as my cock twitched and throbbed and pumped her full of my forbidden cum. “I love you. I love you,” she whispered in my ear while she caressed my back as I collapsed onto her, still pulsating inside her now flooded pussy. We laid there like that for a while. My cock still twitching inside her. Both of us drenched in sweat inside my hot car, the seats covered in our combined juices.
Afterwards, there was a silence between us. The time had come, and we went our separate ways. I have no idea how she went home after that. It would have been undeniable what she’d just done, the way she looked, smelled, and tasted. Whatever happened, I never found out. Nicole and I didn’t talk again after that. Maybe she got away with it. Maybe he confronted her. Maybe his life became what mine would eventually become. Whatever happened, that chapter of my life was done.
Well, almost done. I did see Nicole one more time after that day. Nearly 2 years later, she texted me out of the blue and asked me to meet her at the parking lot outside of where she worked. She hopped in my car and we caught up a bit. She’d gotten a divorce. She'd met someone new, she was happy, and she'd just found out she was 6 weeks pregnant. They were planning to move closer to his family in Washington. It was bittersweet. I was happy for her. Though things between us had been over for some time, I always halfway hoped we'd find a way back to each other. This really felt like the end and it was. We grew quiet, and she got a funny look on her face.
“What’s wrong?” I asked.
“Nothing at all,” she smiled, and she leaned across the center of my car and pressed her lips against mine. We held that kiss for a while. I could taste her lips and smell her flowery body lotion. My cock twitched at the feeling of her hand, using two fingers to walk it's way up my thigh and over my crotch. Nicole broke the kiss and brought her forehead to mine. "I got to do it for me," she whispered, "but I never got to do it for you."
She knelt on her seat and I understood at once, watching her unbutton my pants and pull out my cock. I leaned back and closed my eyes as she proceeded to suck me into her pretty lips and work her head up and down my shaft, not stopping until my cock was drained and softening. She swallowed my cum. She smiled. She kissed me on the lips, and she told me, “I really did love you.” And then she hopped out of my car, and I never saw her again.
She was gone, but she left a lifelong impression. That summer after we fucked like animals in my car was the start of my infatuation with cheating women, which I now deeply fetishized. My ego was at an all time high. I was in deep trouble and wasn’t even aware of it yet. I spent an embarrassingly long time thinking all this had happened because I really must be special. It wasn’t until I was close to the age Nicole had been during our affair that I realized how naive I was. She'd been the one in control they entire time. She used me and my cock to scratch an itch she had deep inside her pussy, and I melted like wax against her advances. Still, the memories of those times are fond ones for me. And though I don't hold it against her, she has no idea that the high she'd given me created a junkie.
Only a month after that humid afternoon that I filled Nicole's beautiful married pussy with my cum, deep trouble turned into critical danger. Why? Because I was already staring into the eyes of the first great love of my life, and the next big step that led to becoming a who I am today… Daisy…
That's part 1! Please let me know if you have any feedback, or questions, or want me to elaborate on anything!
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