My luck got even better: I had a hot threesome on vacation with my former prom date Jenn and new girl Kathryn [MFF]

Sorry for the long delay writing this promised follow up to the story of my very fortuitous hookup with my former prom date Jenn: https://www.reddit.com/r/gonewildstories/comments/trr2ui/three_years_later_i_randomly_ran_into_my_prom/

I’ve played around with the narrative structure here a little bit, hope you enjoy! I ended up being with Kathryn for a couple years and I have many, many stories I could tell about her and all the nasty, filthy sex we had if you are interested in hearing more about her.

——————

Kathryn, completely naked, was across the living room and peering into the doorway of Jenn’s bedroom.

“Jenny? Wanna play with us?” I couldn’t hear Jenn’s response, if there was any, but Kathryn slipped through the doorway. I quickly followed and Kathryn was already climbing under the sheets, hands and feet starting to tangle together with Jenn’s. I came around the other side of the bed and climbed in next to Jenn. Kathryn kissed Jenn, aggressively, her fingers already running through Jenn’s straight brown hair, and I snuggled up behind Jenn, her free hand reaching to grab my arm, welcoming my contact. Holy fuck, this was really happening!

As promised, this is the story of how I actually did have a threesome with Jenn after the first attempt didn’t quite get off the ground. Jenn and I had hung out a few times, hooked up once or twice, and generally kept in touch through the rest of college. I moved away after graduating but we would still text and chat regularly over Facebook and AIM. I had a serious travel bug at that time and somehow we hatched a plan to go on a little trip to Europe in the summer between school and work stuff. The first stop would be London, followed by a hop to Salzburg. We planned our trip, I guess as friends despite our history, and then life happened about a month before we were set to depart: I met Kathryn.

Kathryn was the total opposite of Jenn: bleached blonde with green eyes, Florida tan, and an unbelievable body. She also had a new set of DD implants, and let me say that surgeon was very skilled. At 21, she was an absolute fucking dime piece in her prime and she knew it. What she was doing messing around with me, I still have no idea but we met on a Wednesday, went on a date on Thursday, fucked that night, the next morning, and pretty much every possible opportunity after that.

One thing about Kathryn was that she was always fucking horny. Of course, I was too, which proved to be really quite a nice arrangement. There are many stories I could write about fucking Kathryn by herself – at work, at my boss’ house, in a casino, in cars, all over a cruise ship, in her ass – but those will be for another day.

Anyways, Kathryn was planning to spend the summer in Germany with her mother, and feeling like I was going to need an international pussy connection pretty badly during that time, invited her to meet Jenn and me in London for a long weekend. I hope you can already see where this is going. I won’t say I *planned* it, but I put all the ingredients together and couldn’t wait to see what might happen.

——————–

I scrambled across the airport to make my connecting flight, where I would meet Jenn for the flight from Atlanta to Heathrow. I made it to my seat with only a minute or two to spare and sat down next to her, nervously waiting for me.

“Hi,” I said, a little out of breath. She smiled, relieved, and kissed me on my cheek. I hadn’t actually seen her for almost a year but she was exactly as I had left her – my girl next door with deep brown eyes, high cheeks, and a smile just a tiny bit, charmingly crooked. I sometimes wonder if I didn’t miss the mark not trying a little harder for her, but life had pulled us in different directions and those are old bygones.

We made it to London without any further hassles and checked into the hotel. It was an interesting arrangement – a desk clerk with thick Russian accent showed us to our room, which was a tastefully appointed two bedroom apartment. The price was right, we were tired, and we didn’t ask too many questions, such as, for example, if this was some kind of Russian Mafia money laundering front.

——————

“Oh, fuck,” Jenn said, her thighs spread and Kathryn’s face buried in her smooth pussy. It was obviously Jenn’s first time having her pussy eaten out by a woman, and it was obviously not Kathryn’s first time doing it. I was still kissing Jenn, her head turned to me, and I felt her reach down and grab my cock through my boxers.

I pulled them off and threw them off the foot of the bed, and straddling her face, I looked down and directed my cock into her open mouth. She grabbed the base and started sucking, the best she could given the angle and the incredibly distracting sensation of Kathryn’s tongue on her clit. It felt so fucking good to have my hard dick back in Jenn’s mouth – I grabbed the headboard and used the leverage to push it down her throat. She looked up at me, accepting the challenge, and took it as deep as it could go.

———————-

Jenn and I waited in the expansive cavern of Victoria Station to meet Kathryn’s train.

“So, how serious are things with her?” Jenn asked, probing a little more than she had been willing to so far. I had to have a little sympathy for her situation – it would have been completely fair for her to expect this to be much more like a couple’s vacation than it was turning out to be, and I think that was understandably a little bit confusing for her.

“Um, nothing official, I mean, we only met a month ago,” I began to explain, when Kathryn appeared coming off the platform. Her strut was absolutely unmistakable, a young woman who knew exactly what she was working with and exactly what she was doing to every man and half the women who saw her. Her midriff was exposed under a crop top and she was wearing her signature butterfly belly button charm.

“Hi bunny!” she greeted me with her preferred pet name and wrapped me up in a hug. Jenn smirked when only I could see her and I tried not to laugh. She greeted Jenn with an equally warm hug and introduced herself.

—————-

Both girls were sucking my cock, something up until 30 seconds ago I was pretty sure only happened in pornos. Kathryn was taking the lead, my head in her mouth and Jenn joining in to swirl her tongue around my balls. If only she would go a little lower and put that tongue on my asshole, I thought to myself.

Kathryn took the entire length of my dick into her throat, looking up at me as she took it down.

“Oh, fuck,” I moaned as I closed my eyes and leaned my head back. It was impossible to decide which one I wanted to fuck first.

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We were only on our second round of six quid Guinness pints when the barman made last call. Apparently pubs close at 11 in London. Who knew? We had gone out for curry and then some beers, and despite the potential for awkwardness, Kathryn and Jenn seemed to hit it off well enough. There really was a lot to talk about. We were still on US time and not even remotely tired, so we grabbed some more beers from a shop and headed back to the hotel.

———————-

Jenn was on her back at the edge of the bed taking my cock as I held her thighs open. Kathryn was at her side on the bed, kissing her neck and playing with her nipples.

I looked down at Jenn, her mouth hanging open and her tits bouncing as my cock pumped in and out of her pussy. God, it felt good to fuck her again, too! Kathryn reached down and started rubbing Jenn’s clit, the fingers of another woman knowing exactly how she wanted to be touched.

“Oh my God, I’m going to fucking come,” Jenn uttered and come she did, her back arching and her pussy squeezing around my cock as waves of pleasure pulsed through her body.

——————–

We were back at the hotel, apartment, whatever it was, with our haul of pint bottles and some snacks, sitting around the living room table and continuing our conversation.

The conversation turned to sex again – Jenn certainly seemed to have a way of doing this, but then again we were all young, incredibly horny, and a little bit tipsy.

Kathryn began to rub my thigh. That was usually our signal.

“I think we’re going to head to bed,” I declared. Jenn shot me a look that was a little bit jealous and mischievous at the same time. We said our goodnights and headed to our bedrooms on opposite sides of the living room, beer bottles still strewn all over the table.

————————–

Flat on my back, Kathryn straddled my face and shoved her cleanly shaved pink pussy onto my mouth. I looked up at her firm fake tits bouncing and greedily licked and sucked her clit as she ground down on me.

“Oh my God, yes,” she cried. My left hand was outstretched and resting on the back of Jenn’s head as she sucked my dick. I couldn’t see what she was doing but the sensation her tongue swirling on the head of my cock and the taste of a mouthful of pussy was getting me dangerously close.

——————-

Kathryn attacked me as soon as the bedroom door was shut and the lights were off, kissing me furiously and pushing me back on the bed. I pulled off my shirt and pants and she slipped off her jeans and popped off her bra, straddling me in only a T shirt and a thong. I slipped one hand under the waistband of her panties and one hand up under her shirt, squeezing her big, firm tits as she kissed me.

We laid back on the bed and I stroked her hair as our noses touched.

“I missed you,” I said.

“Me too.” She paused. “What exactly was that look Jenn was giving you?” Little escaped her attention.

“Ah,” I stammered with a reflexive grin. Before I could formulate a response, she interjected.

“You’ve hooked up, haven’t you?”

“Well, yes,” I confessed.

“She seems like she’d be fun to play with.”

“Well, now that you mention it….”

——————–

I was staring down at Kathryn’s tight ass, my hands on her hips and her on all fours as I pumped my cock in and out of her pussy doggy style. Jenn was on her knees next to me, kissing me and rubbing my chest with one hand, massaging my balls with the other. It was too much to take and I gave in completely to the variety of wonderful feelings, feeling my stomach tense up and a building tingling in my cock.

“I’m gonna shoot it in your fucking pussy!”

“Oh, yes, bad boy!” Kathryn replied. Two or three more quick thrusts and I felt myself unload, my hot cum filling her wet cunt in a half dozen pulsating squirts. Feeling the warmth inside her, Kathryn pushed back against my thrusts and came with me, her high pitched cries of pleasure alongside my grunts. Kathryn fell forward onto the bed and giggling, Jenn continued kissing me. I laid down and put an arm around each girl and we laid in a half sweaty pile.

——————-

A few days later, the afternoon sun was spilling through the curtains of our hotel room. The open window overlooked the town of Salzburg, and in turn the incredible backdrop of the Austrian Alps. Kathryn had flown back to Germany and Jenn and I had continued on our planned travels. I laid next to Jenn in the European sized bed that was just slightly too small for the two of us, my arm around her and a sheet pulled over our nakedness. After a late lunch we returned to the hotel and without saying really anything at all had had sex. It was slow and passionate, but perhaps a bit wistful – I think we both knew we were saying goodbye to something. It would be the last time. Tomorrow we were headed home, and would part ways for a couple years. I stared out at the impossibly blue sky as I stroked her hair, thinking about the past and the future.

Source: reddit.com/r/gonewildstories/comments/ujoxyq/my_luck_got_even_better_i_had_a_hot_threesome_on

2 comments

  1. I love the bones of this story. The antichronistic nature kind of took me out of it though.

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