Three years later, I randomly ran into my prom date Jenn, almost had a threesome with her friend Molly, fucked her, and came on her tits [MFF]

From across the apartment complex parking lot I saw an unmistakably familiar figure walking in the yellow streetlights.

“Jenn?” I called out. She recognized me and waved, then walked across the way to me.

“Hey! How the fuck are you?” I asked. She stood in front of me, tall, somewhat gangly, and girl next door cute, brown eyes, shoulder length brown hair, and a distinctive nose. I think objectively speaking she was average looking, but there was just something amazing about her eyes and her smile – reader, you simply can’t explain any of this to someone didn’t feel the same nervous flutters every time she looked at you.

“I’m great, how are you?” she asked in reply, gesturing to my outfit, which happened to be a colorful pink sheet wrapped around my body, flip flops, and a plastic crown of olive branches.

“Oh, um, toga party,” I explained with a goofy grin.

“I can see that,” she laughed.

“Long time no see, huh?” Jenn was my high school prom date, and one of my first real crushes. I watched her in gym class every day, intently studying her body during warm ups, and trying to impress her with my soccer and mat ball skills as teenage boys do. I finally worked up the courage to ask her to prom – I was a senior and she was a sophomore, and at first she asked me if it was a prank. No, I was more than sincere, she accepted, and we attended. I am sure I still have the pictures of us in a box somewhere, her in a long, blue form fitting sequinned gown and me in a badly fitting tuxedo with too many buttons, a red tie, and my hair about 6 inches long.

To my recollection we had a nice time, went to a too-expensive dinner, slow danced once or twice (my hands shaking I’m sure), and my reward was a kiss on the cheek. I still remember kicking my rental shoes off and staring at my bedroom ceiling in bliss after getting home.

Flash forward back to the present, three years later: luck had brought us together again in the parking lot outside of my apartment.

“So what are you up to?” I asked.

“I’m going back to my apartment,” she said, pointing in the direction of the complex across the street, “My roommate is over there with some friends drinking. You want to come?”

I was immensely pleased by the offer.

“Sure, I had no idea you lived so close. But first, let me change out of this. I mean, unless your roommate is also having a toga party.”

“Right,” she laughed, and I sprinted up the steps to change as fast as I possibly could.

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A couple hours later and we were chilling at her apartment with some Natty Light – scoring anything, even the shittiest beer, was a big get when you were underage. I was on the couch with Jenn on one side of me and her friend Molly, who I had never met before, on the other side of me. Jenn was obviously feeling me a little bit and had her hand on my thigh, no doubt aided by the beer.

The subject of conversation turned to sex, as it often does around a bunch of horny college students.

“Have either of you ever had a ménage à trois?,” Jenn asked in an obvious attempt to be provocative. It worked. It didn’t really matter much that none of us actually knew the difference between a threesome and a proper ménage à trois.

“I can’t say I have,” I replied, attempting not to reveal too much with my facial expression.

“Me either,” added Molly.

“Have you kissed more than one person at the same time?” she continued to probe.

I sensed my golden opportunity: “Not yet.” Jenn was already halfway leaned in for a kiss as the words came out of my mouth. Molly laughed in surprise and as I put my left hand on Jenn to kiss her I reached out to put my other arm around Molly. I felt her lean in, receptive, as I kissed Jenn, then turned to kiss her. Most everyone else had left or wandered out of the living room, but we were too drunk and horny to care either way. Jenn leaned across my body to kiss Molly, and I slipped my hands down to cup both their ass cheeks as they kissed in front of me. I couldn’t believe what was happening to me – was college great or what?

We kissed and explored for several minutes when Jenn broke the silence: “Should we move this to my room?”, she asked with a half drunk grin.

“Yeah,” I nodded, but Molly didn’t want to go any further and excused herself. A little disappointing, but I couldn’t complain too much about my good luck going from incredible to just awesome.

“It’s ok, we can still have a ménage à….”

“Deux,” I said, offering the French word. Jenn grabbed my hand and led me to her room.

I flipped out the light and I still remember how bright the full moon was pouring through her bedroom window. Standing face to face now, I leaned in and kissed her, her eyes sparkling in the reflected light.

“You know I had the biggest crush on you back in high school, right?”

“No way, you’re just saying that,” she protested.

“Honest truth.” She kissed me like she believed it and pulled my sweater off over my head. I pulled off her top and began to kiss her neck, and chest, then reached around to undo the clasp on her t-shirt bra. Her tits spilled out and I kissed them and sucked on her hard nipples, probably clumsily as I was both intoxicated and inexperienced. No matter, it seemed to turn her on and she dropped to her knees, undid my belt buckle, and pulled my quickly hardening cock out.

She looked up at me with her brown eyes and licked the head of my cock – it wasn’t the most graceful or expert move, but it was certainly good enough for me at that moment. She took it between her lips, and most of the way down her throat. I grabbed the edge of her desk to steady myself.

“Oh, fuck, Jenn.” If you had told me a few hours ago my high school prom date would be on her knees in front of me sucking my cock I would have laughed, but here she was. I put my hand on her neck and pushed my cock into her throat until she gagged, then let her up to breathe. I turned and sat on the edge of the bed, kicking off my pants and underwear, then grabbed the top of her head and pushed it down on my cock again. She took over and continued bobbing up and down on my hard dick, spit dripping off her lips and down onto my balls.

I pulled her up to kiss me, then laid her down on the bed and pulled her jeans and panties off. She was shaved bare and I immediately went for her pussy, tasting her wetness on her smooth pussy lips. I found her firm clit, sucking the nub between my lips and swirling my tongue around it.

“Oh, wow,” she exclaimed, sounding somewhat surprised – I didn’t stop to ask but judging by her reaction it’s possible she’d never really had a man go down on her before – and she seemed to like it.
By now my dick was just throbbing to fuck her and I climbed up between her legs. We kissed as the head of my cock found its way to her pussy lips and pushed through, too drunk and horny to worry about a condom. I pushed in roughly, stretching out her tight pussy as I bottomed out inside her. I fucked her hard and fast, almost grunting as I drove my hips into her over and over. She wrapped her legs around me, taking my strokes as deep as she could. Nothing passionate here, just hard, hot, horny fucking.

I looked down at my cock pumping in and out of her pussy and realized there was no way I was going to last long. I at least had the wherewithal not to come inside her, although the temptation of just filling her wet pussy up with my cum was difficult to resist in the moment.

I abruptly pulled out and jerking my cock on my knees over top of her, I came hard, shooting hot ropes of my cum all over her belly and tits.

“Shit, I’m sorry, I owe you an orgasm,” I said somewhat sheepishly.

“It’s ok,” she said. “We should have done that after prom.”

“I had no idea there was even a chance,” I laughed, handing her a wad of tissues from the bedside.

Now, there’s another twist: my good luck didn’t quite end there – we fucked a couple more times and much later I actually did have a threesome with Jenn in London, which is another story. Let me know in comments if you want to hear that one as well.

Source: reddit.com/r/gonewildstories/comments/trr2ui/three_years_later_i_randomly_ran_into_my_prom