This is my first of many posts here (I hope!), and it took a bit of courage to share. I have a lot of instances in my life that I think are worth sharing, and many of them come from this period of my life. I was 23, and back in college after taking time off to travel and work. I’m white, 6’1, about 145 lbs here. I was fit but not built in any sense of the word, with brown hair that I kept swept back and shaved sides. I had a tattoo recently finished on my chest, and another on my shoulder from a few years before. I’ll go by “KN” if my name is mentioned below.
I will apologize in advance for my long-winded writing. Some things I just can’t help but flesh out all the way through. Names have been altered and minor details that don’t effect any of the narrative. I hope you enjoy!
Let’s call her J. I originally met her while attending a University of Texas club for Dungeons and Dragons. We didn’t speak much at first, but I accepted her friend request on Facebook since she was in the group and we occasionally played in the same campaigns. I was in a relationship at the time, a rapidly declining relationship, but never the less I was taken and wasn’t looking. Girls that I met just didn’t interest me, I was head over heels for my significant other but unbeknownst to me I was slowly being pursued by other women, but more on that later.
She was attractive: Asian American, 5’3, alluring smile, and an engaging laugh. Her hair changed color often, pink when I first met her. She was smaller, not petite, but what my friends and I would affectionately call “fun sized”. She had C cup breasts but looking back they were deceptively larger from the lingerie she would wear. She had a great ass too, my favorite feature of hers, and an overall slim but healthy figure.
Our story starts during an argument over politics on Facebook. This was an argument that actually saw her change her opinion on something, one of those starcrossed moments on Facebook one could only dream of these days. I think it was one of the things that originally attracted me to her despite my relationship status, the both of us knew full well to admit when we were wrong. After that we talked more often and eventually met up at an anime convention. We were both accompanied by a large group of friends but it was clear to most of those around us that we were interested only in conversing with each other.
Our few weeks of off and on texting before the convention had made us fast friends, but she was out for something more. J, for those of you familiar with the Paul Weller song, was a textbook “Butterfly Collector”. This personality would change after our first few months in the sheets together (and with others), but after the convention and getting to know her in person it was clear that J was after some dick and when she found one she wanted she wasn’t keen on letting it go.
The timing turning out to be fortuitous, my girlfriend and I as I had mentioned were on the way to breaking up, and while I was still somewhat oblivious to this our sex life had been failing and she had become less engaging than was typical (I would learn some years later of a bad cocaine habit and infidelity, but that isn’t terribly important here except in hindsight. The point was that I was horny as fuck and had slowly started to realized by this point that I had inadvertently surrounded myself with available women, one of which was chomping at the bit to get into bed with me).
It should be said at the outset that I didn’t go out intending to cheat, and my mistake (even though I regard it in memory as the gateway to one of the most fun times of my life, it was still a mistake) isn’t excusable, but fucking hell was it worth it. My girlfriend was planning on attending a party hosted at a coworkers house this particular evening, and had asked me to go with her and her friends there. She suggested that I invite available women to come out, people who knew how to party and not be turned off by the rager this party was bound to become. My mind instantly went to J, and a quick text brought her and two of her classmates (one of which would be a future bedmate) out for the evening.
I was excited to see J in this environment, we hadn’t been out for drinks yet and I knew that things were bound to get interesting given her personality. She arrived at the party a half hour after my girlfriend and I, called me, and I went outside to retrieve her and the other girls. I was floored when I got outside. J was in extravagant black heels at least 5 inches high and a black dress that molded her body perfectly. The dress sat precariously just above her ass, which up until now, I don’t think I had given enough attention to. The dress had sewn in mesh strips that cut diagonally across her chest and waist that left just enough to the imagination. It was the type of cocktail dress you’d expect to see at an upscale club. Her friends stepping out of the car were dressed similarly, one in red and the other in pink and white. J’s friends were as gorgeous as she was, one of them maybe a little bit more, and they all seemed to enjoy the attention I gave them as I picked my jaw up off the pavement. The three looked like they were a hunting pack out for blood, dressed literally to kill, and as I recall one of the boys on the porch behind me actually choked on his cigarette smoke.
“If you stare anymore people will talk, this is your girlfriend’s work party after all” J slyly remarked, stepping passed me while giving just enough extra swing in her step to draw my eye back towards her walking into the house. I’ve always been an ass man, and I couldn’t help but give hers another 2 second look as she mounted the porch while her friends walked passed me, giggling under their breath.
Inside as I got them their first round of drinks there was no doubt in my mind that they had planned this. J knew that my girlfriend was more of a t-shirt and jeans type of girl, and even when the occasion called for it she rarely dressed up, and J also knew that part of her bothered me sometimes. Her friends had already claimed a spot at the beer pong table, and my girlfriend was nowhere to be found (later I realized she was off in the back room doing lines, but no matter), so I was happily stuck in the kitchen talking with J.
The night went on much as any party does, beer pong, some drunken dancing when the right song comes on, drunken half flirts disguised as mingling, and eventually it reached a climax when the last of the liquor was being tapped around 3am. J came to me shortly after and said that her friend was terribly drunk, and they needed to leave. She asked if I would mind driving her car back to her apartment since she was much too intoxicated, and I, having been to occupied with her, had laid off of the drinks enough to be a safe choice. She would tell me later that she never intended on leaving without me, knowing that I would oblige her. I explained the situation to my girlfriend and she waved me off to continue along with her friends, said my goodbyes to some others, and headed out with J. Her friends were actually really drunk and fell asleep halfway back. We arrived, took them upstairs to sleep on The couch, and J brought out some bourbon from the kitchen for us.
J and I’s conversation turned even more flirty in the kitchen. Our eyes wandered to each other often, I would make remarks about her beauty and natural flirtatiousness being dangerous, and she’d follow back with more and more brazen gestures towards me. It wasn’t long before she reached out for me as I was putting my glass down, and pulled me in for a deep kiss. I didn’t resist.
I forced my tongue into her mouth and teased at hers, and then retreated as hers playfully entered mine after pausing to skillfully run around my lip. Her flicks drove me wild, and I attacked her bottom lip with my teeth causing her to let out a deep seated moan. She pulled away.
“So that’s the way it’s going to be, huh?” She whispered through her moan, running a hand through my hair as I pulled her hips closer and held her their, one hand behind her head.
“I’ve been thinking about this all night. If I’m gonna kiss you, I’m gonna make sure you’ll remember it after I pull away.” I said, and she bit back at me while running her hand from my hair down my chest. We continued on in this way for a few more minutes. Wild, passionate, primal kissing that ended with her hand tracing the outline of my cock through my jeans and me hoisting her onto the counter. Her dress hiked up when I lifted her perfect ass to sit on the granite revealing stunning pink panties that matched her hair. My mind was torn as I pulled away. On the one hand I had this gorgeous woman before me offering everything I wanted and was missing for the last few months, writhing on the countertop and spreading her legs wider for me to take in what was clearly meant for me. On the other I had a girlfriend, I had never cheated in my life, and to be honest I wasn’t sure that I could perform with that in the back of my head. That was what made me feel the most awful, the fact that I was more worried about being able to perform doing something I knew to be wrong rather than thinking of my current relationship and how badly I’d just screwed up.
I took another step back and her playful smile began to fade. She knew I was conflicted and stood up, walking towards me and fixing her dress. “I’m sorry.” I said as politely as I could, out of breath and a little shocked at myself. “I’ve been so unbelievably horny for so long, especially for you, but I can’t. It’s not you, it’s just…” and I lost the words. They didn’t come. She opened her mouth to say something but I cut her off, quickly, adding simply “we should get back.”
She continued towards me, took my hands in hers, and kept pressing on. Before I knew it my back was against the front door. I never expected her to make contact again after I pulled away, and especially not to get this close. I wasn’t prepared for it. “I’m sorry, I shouldn’t have kissed you.” She said, her lips six inches from mine. “She doesn’t deserve you, and I’m kind of a brat. I can’t keep my hands to myself. I really want you, but I should’ve waited.”
I was frozen and conflicted again. The dominance that came off of her intoxicated me more than the bourbon. Here I was, caught between the door and her, and I made a choice. I was beyond frustrated, pent up and drunk enough to do something stupid. I’m pretty sure I literally said “fuck it” as I reached forward and grabbed a fistful of her flowing pink hair and pulled her lips to mine again. I decided I wanted her, and that if the universe had put me through a few months of sexless, joyless company with my inevitable ex-girlfriend and then threw me into this, who was I to refuse? Or at least that’s how I poorly rationalized my sudden change of heart.
We were back the way we were, except this time with me pinned up against the door. Her dress was off before I knew it revealing a matching pink bra, my top two buttons had come undone, and she was dropping to her knees.
“Let me make all this up to you, hmm?” She said looking up at me with an almost cruel smile.
My belt was undone and across the room in a flash, my button fly open, and my jeans around my knees. She pulled my underwear down so quickly it made me jerk and then slowly, painfully slowly sucked my throbbing hard cock into her mouth. She was so skillful, the head of my dick between her lips with her tongue running circles around it’s rim, flicking it as it pulsed inside her warm, soft mouth. She pulled me in further, and further, missing not an inch with her well trained tongue. I kept waiting for the back of her mouth, but it never came, only a slight increase in the perfect amount of pressure, as she worked me all the way back into her throat and the tip of her tongue was playing with my balls down below. All seven inches of me disappeared inside her mouth and any reservations I had left vanished. Sometimes she’d pull out enough to get a hand around me and work me like I had never felt, and other times she’d fuck herself against me until her nose was pressing into my pelvis. Her eyes were tearing up and her mascara began to run as thick streams of saliva ran from her mouth to all over my groin like a spider’s web, occasionally dripping onto the floor between her spread knees. She hardly ever drew her eyes away from me as she punished herself on me, working me while she occasionally moaned or gagged. A familiar warm flush came over my whole body as I drew closer to the edge, and I couldn’t believe I lasted as long as I did. The wave crashed over me in one of the sexiest moments I’d experience in my time with her, a hot mix of pleasure and the guilt of doing something forbidden.
“I’m gonna cum! J! I’m cumming!” I barely got out as she worked her hand over the middle of my shaft, her tongue moving ever skillfully on the rest of me inside her mouth. I gripped her hair as I let loose inside her, and she swallowed every bit as it shot down her throat, never allowing the head to leave her mouth. She finally released me and giggled with slutty, pleased smile across her ruined face as she wiped spit from her lips and chin.
She probably said something horribly witty and perfect for the moment, but it was lost on me as I recovered.
Her friends started to stir on the couch in the loft above us, and while I doubt either of us would’ve cared if they’d seen, she said that we should get dressed.
We talked a while afterwards, had another drink, and then on the way out the door to leave I said “whatever am I going to do with you?”.
“Oh, you can punish me later.” She said. “I told you I’m an awful brat.”
She continued to hint the whole way back towards my end of town that she was really kinky, and that she knew from talking to some of my friends that I was too. She fully intended for me act on what she had said while leaving, and I had already began turning ideas over in my head on how to go about it.
In truth I’m far from vanilla, most of the relationships I’d been in were bdsm based, and I had a bag of crops, floggers, paddles, restraints, and various accoutrements at my place that were clean and hadn’t been used in a while.
We got back to my girlfriend’s place where I saw my car waiting in the lot, I kissed J goodnight, and left for my place. The whole way home I wondered how I was going to tell the girlfriend about this, but it turned out I wouldn’t have to. We broke up the following weekend, and I fell into J’s arms a conflicted mess for the next few days, afterwards I decided to finish what I started.
Part 2 posted immediately after this (4/4/18)