*Quick intro note: I’m a handsome, vaguely articulate, well-educated and generally successful 38 year-old, pervert. I have a long history of dirtiness, and there’s something about the year and a half of basic confinement that has had me reminiscing about my past and some of my hottest experiences. I’ve decided I’m going to start chronicling them here, to keep them from disappearing altogether. Let me know if they’re enjoyable and feel free to say hello. I like penpals.*
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I’ve fucked a lot of women in my life. Almost certainly more than is healthy. If I could only fuck one more it would be Sarah.
It was immediately tangible the moment we met. Whatever it is that causes sexual attraction — the hundreds of thousands of psychological, genetic, and cultural inputs, pheromones, fate, whatever — aligned, and kicked off an intense six month love affair. I didn’t get fired from my job during that period, so I must have gone to work. But if pressed, I don’t think I could describe a single thing from that stretch of time that doesn’t involve fucking Sarah.
There are a dozen stories I could tell about Sarah. But my favorite was fucking her in front of my friend Melissa.
I can only say so much about Melissa. She’s a successful artist, and just famous enough, that I need to be careful about protecting her identity. I don’t even really know how I came to know Melissa. We were just around the same places and people enough that we became friends. Not particularly close, but close enough that whenever we ran into each other we’d end up catching up for an hour or two. We had fun together and laughed a lot. Honestly, I always sort of suspected that what Melissa liked most about me was that I know nothing about art, and to this day do not understand even a little bit the significance of what she does. In the places we used to run into each other, I think I was a nice break. One night, we broke away from a party and sat on the roof alone with a gigantic jug of shitty red wine smoking cigarettes for a couple of hours. There was a moment, talking about nothing, where she leaned in and kissed me — just a quick, three second long kiss, our tongues only just finding each other before pulling apart. She said “I’m mostly a lesbian, but for some reason I wanted to do that.” And that was all that ever happened between Melissa and I until Sarah and I ran into her at a birthday party in a bar on the Lower East Side.
Sarah knew who Melissa was right away. Even before I had recognized her, Sarah said ‘oh wow, that’s Melissa Lastname — I just saw her exhibit at [cool museum].” When Melissa noticed me 30 seconds later and came over and hugged me, Sarah basically died.
At this point, I should describe Melissa, Sarah, and myself. So, a quick aside:
Melissa is the oldest of the three of us. I don’t know how old. 10 years older than me and Sarah, for sure. She’s elegant and sexy in an understated way. She has the cheek bones and bone structure to be a model, with full lips, and long blonde hair. But she never seemed to put even the littlest bit of thought into her appearance. She wore simple black dresses every single time I saw her. Little makeup, her long blonde hair straight, always. She spent some time living in Berlin and I always thought she looked exactly how an artist in Berlin is supposed to look. But she’s my only frame of reference for that, so that may be self-fulfilling. Melissa just carried herself with a confidence that always made her one of the sexiest people in the room, and she spent time in rooms with a lot of sexy people.
Sarah is tall and thin in a way that makes her ass a huge (literally + figuratively) surprise. She had, back then, chin length red hair, and little, tiny, perky tits — small enough that she rarely wore a bra, with pencil eraser nipples that were always hard. Back then she looked like the sort of girl who would star in a porn about a barely legal stepdaughter; Innocent and wholesome until the moment she made eye contact with you. She once confided to me that every man she’d ever been with had spent time spanking her, and several had told her they weren’t even into spanking. There was just something about her ass that made it impossible to avoid.
As for me, I’m just some dude. Handsome enough to have stories like this one, but otherwise nondescript. On a dozen occasions, women of varying ages have told me that I look like a movie star from the 40s. Not a particular one, mind you, just like I could have been one. I always took that to mean that I’m a handsome white guy, in a pretty generic way, and that I part my hair. I’m in terrible shape, but lucky enough genetically that it appears otherwise. I also have a very deep voice. Deeper than you’re imagining right now. I need two hands to count the number of times women who would have no way of knowing have told me that they bet I have a big dick. That they were right is, I’m pretty sure, just a coincidence. But I’ve been told I give off the energy of somebody who will fuck you well.
End aside.
I introduced the two of them, and Sarah, Melissa and I hung out for the rest of the night. I don’t remember whose birthday it was, but remember distinctly that neither of the three of us really knew him, or anybody else there that night. They’d stacked all the chairs and furniture in a back room, so the only place to sit was a small booth in the window, and the three of us had been lucky enough to nab it. There was a beer and a shot special, and the three of us went after it pretty hard.
Whenever Melissa went to the bathroom, Sarah would immediately turn to me and pepper me with questions. How did I know her? Had I fucked her? Is she seeing anybody? I told her what I knew. Sarah was immediately into Melissa. Sarah wasn’t bi-sexual, exactly. She’d never been romantically involved with a woman, but she was very into a few. There had been a girl she’d slept with in college quite a bit. A best friend growing up where there had been a few sexual encounters. And I knew that she had crushes. A therapist she’d seen that she constantly masturbated to the thought of, and a professor in college. Always older women, always highly intelligent, successful. Melissa was very much those things.
At the time, Sarah lived in this super weird apartment above a bar in the East Village. It was owned by a guy who insisted he was a filmmaker, though neither of us ever saw any evidence of films. He was a bit of a creep, and an oddly controlling roommate, so we almost never spent time there. But that weekend he was gone, and the apartment itself was nice and had a big roofdeck. We’d been talking all night about heading up there, and as the birthday party thinned a bit we decided to do so.
All there was to drink in Sarah’s apartment were three bottles of champagne in the fridge, but there weren’t any cups so I volunteered to run down to the bodega. It was, admittedly, a bit Machavellian — on one of Melissa’s bathroom trips, Sarah had made it very clear that she wanted to fuck Melissa. When I told her that Melissa is a lesbian, Sarah told me, in so many words, that that really sucked for me. I loved the thought of Sarah and Melissa together. I figured that if things shook out for me, I’d get to see them make out a bit, maybe hear a hot story. And I knew Sarah well enough that I knew the moment she had Melissa to herself she wouldn’t be shy about her intentions.
By the time I got back to the roof, there was a perceptible change in the vibe. Melissa and Sarah were sitting next to each other, smoking cigarettes, and weren’t talking. The three of us had been laughing non-stop for hours. My first thought was that Sarah had been awkwardly shot down, and that Melissa now felt weird and guilty that my girlfriend had tried to seduce her. I popped open one of the bottles and poured cups for each of them. As I handed one to Sarah, she took and then immediately placed it on the table beside her and held my hand. She looked up at me, and I knew.
Without saying a word, she started to undo my belt and unbutton my pants. She ran her hand down my thigh, finding my hardening cock through my pants, and started gently stroking it, pressing the fabric down, the outline fully visible. I looked down at Melissa, sitting just to the right of Sarah. She looked up at me, intensely, then back down at Sarah without saying a word. Sarah pulled the front of my boxer briefs down, my cock springing out. Melissa said “wow” and Sarah looked at her and said “I love this cock.” Sarah slid out of the front of the chair onto her knees. She was wearing jeans and a tight t shirt and her nipples were fully hard. She wasn’t one to tease, and when she sucked cock if she wasn’t gagging she felt like she wasn’t doing a good job. She took every inch of me, eyes watering, her nose pressed into my abdomen. Whether intentional or not, doing so registered as a signal, a way for Sarah to let me know how she was feeling, what she wanted, how she wanted to be treated in front of this sexy woman she admired.
She sucked my cock like that for a few minutes, until we heard a noise on an adjacent roof. All three of us realized how exposed we were, and the reality that we were too limited on that roof. We headed down to the apartment, and inside, as Sarah led us to her bedroom. I grabbed her hand, turning her towards me, in full view of Melissa. I kissed her desperately, staring into her eyes, seeing more desire than I’d ever found there before. “Are you ready to be our little slut tonight?”, I asked. She just smiled and bit her lip slightly, then nodded while looking at Melissa.
In her bedroom, I told Sarah to undress for us, and she slipped out of her jeans and panties in one motion, and then pulled off her t-shirt. She stood there naked and on display, and Melissa and I stared like she was the center of the whole fucking world. Sarah took Melissa by the hand, and sat her on the edge of the bed, and straddled her, kissing her. I watched them kiss intensely, Melissa’s hands and mouth exploring Sarah’s body, grasping her ass desperately, her perky little nipples in her mouth. I’d begun to undress, and was stroking myself gently, in just my underwear. Melissa said something like “I want to see you two fuck.” Sarah peeled herself off of Melissa, and positioned herself on all fours on bed next to Melissa. I slid into her from behind; I’d never felt her that wet.
Melissa positioned herself at the top of bed, sitting with her back against the headboard, watching silently. She took us in intently, her legs slightly parted, her hand cupped against her pussy, just putting a bit of pressure on it, her hips grinding against it slightly. I pulled out of Sarah and flipped her over onto her back, pushing her up towards Melissa. Her head was between Melissa’s legs, and as I spread her legs widely, and began to lick her perfect, delicious little cunt she turned her head to the right and started kissing the inside of Melissa’s leg. There was something so desperate about it. It was the one part of Melissa she could reach, but she so desperately wanted her that she couldn’t help herself. As I fucked her, Melissa kept inching further and further down the bed, until Sarah’s head was basically pressed against her pussy, her dress hiked up, and Sarah was unabashedly licking Melissa’s inner thigh, her tongue out fully, desperately trying to taste every inch of her. I was fucking Sarah hard, and she was barely containing her moans. As soon as I pulled out, she immediately flipped over onto her stomach, as if my fucking her was nothing but a hindrance to getting what she really wanted. Melissa pulled her dress off, and Sarah pulled her panties to the side and started immediately licking her clit and pussy lips with the same desperation as before. Melissa and I stared at each other, not breaking eye contact. She let her hand fall onto the back of Sarah’s head and pressed down, encouraging Sarah to lick her harder. Still looking at me she said “She’s a good little slut, isn’t she?”
I knelt at the end of the bed, because at that point Sarah was basically bent over the edge of the bed eating Melissa’s pretty pussy. From behind, I tasted Sarah, and licked her tight little asshole — something I knew drove her insane. I spread her ass cheeks apart and buried my tongue inside of her, unable to stop myself from saying something like “I love how your little asshole tastes.”
Without any warning, Melissa started to pull herself away, then finally slid off her panties, and turned around, positioning herself on all fours and told Sarah “Lick my asshole now.” I laid on the bed next to them for a better view, and watched Sarah, her eyes barely able to contain her pleasure, her tongue working circles around Melissa’s tight asshole. After a few minutes, Sarah started to work a finger into Melissa’s pussy, then reached around to play with her clit. Melissa reacted in a way that made it clear to keep going, pressing herself back against Sarah, breathing heavily, and kept saying “Oh fuck” and “I’m going to cum.” All at once, her body started to shutter and she collapsed, breathing heavily and laughing, almost uncontrollably. Sarah looked so proud.
Melissa looked at us and then specifically at me. “Have you ever fucked her asshole?” I told her I had. “That’s what I want to see.” I pinned Sarah to the bed and pressed my rock hard cock into her tight little hole, still wet enough from her dripping pussy and my saliva that I slid right in. Her face pressed into the mattress, she kept muttering “I’m coming” while I slowly fucked her tightest hole. I’d fucked her ass before, but knew she typically only preferred a finger or two, but I knew how badly she wanted to please Melissa. Before I came, I pulled out and turned Sarah around, and with a couple of quick strokes covered her pretty little face in cum. She loved nothing more than a face full of cum. She looked up at me, smiling, eminently pleased with herself. She looked up at Melissa, her face covered in cum, and said “I think I’m in love with you.”
I can’t say I blamed her.
Source: reddit.com/r/gonewildstories/comments/pe30lm/mff_the_time_i_fucked_my_ex_in_front_of_my
Hot
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