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A drunken evening leads to a closer friendship

"An attempt to hook up best friends takes a different turn."

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I was going out with a girl called Cara, who was absolutely stunning. All of my friends were incredibly jealous of me and although in reality, she was boring and we had nothing in common, I felt the luckiest man in the world when we were out together.

Cara’s best friend was called Lindsey and as most couples do, we tried to get Lindsey hooked up with my best friend Jon. Lindsey fancied Jon, who admittedly, was an easy guy to fancy but Jon wasn’t overly bothered about her. We went out as a foursome a few times for drinks but Jon never really felt there was much spark between them. One evening, when Cara’s parents were away, we invited them both over and decided to get them both drunk and see what developed. With everyone staying the night, we were feeling positive that they’d find that chemistry and as Lindsey hadn’t had sex in a few months, she was happy if the chemistry only lasted one night.

To seal the deal, Cara had bought a board game called, Sip and Go Naked, from an adult shop. As the name suggests, the game involved drinking and taking your clothes off and was described on the box as ‘A Game for Adults’! We were pretty confident we could get Lindsey laid.

We watched a film first, Bachelor Party with a young Tom Hanks, which could be described as a bawdy comedy and the drinks flowed nicely, warming everyone up and loosening any inhibitions. Me and Jon were both young guys so we didn’t need much help in getting horny, but watching a film with breasts and the occasional pussy shot, did us no harm at all.

When we all sat on the floor for the board game, I was already feeling frisky and hoped me and Cara would end up naked first and then we could go to her room and leave Jon and Lindsey to their own fun. I won’t bore you with how the game worked and I’m not sure if I can even remember, but suffice to say, we were all down to our underwear within the first half hour. I think you a choice of either having a drink or taking an item of clothing off, so as we were all virtually naked, Cara had the idea of adding a third option where you could take a dare. She said it was because this would make the game last longer, which I wasn’t too keen on. I was happy to keep my boxer shorts on a bit longer though, because seeing the two young ladies in their underwear was giving me an uncontrollable erection.

Lindsey was the first to choose a dare and no prizes for guessing that Jon told her to kiss Cara. I’d seen the two of them kiss drunkenly before, purely to tease me and on this occasion they decided to give each other a quick peck.

“No, no, no. Come on, a proper kiss with tongues!” shouted Jon.

It was obvious that this was going to come back to haunt the two of us, but at that moment we didn’t care. We watched the two girls slowly kiss and take their tongues into each other’s mouths. Me and Jon looked at each other, grinning broadly. Cara pulled away from Lindsey and grabbed my crotch.

“Like that did you?” she teased.

My own enjoyment was fairly obvious, as was Jon’s and it was entirely predictable that he would be the next person to choose dare as he nursed his erection.

“No, take your shorts off!” shouted Lindsey.

“Short off, shorts off, shorts off,” we all began to chant.

“No!” interrupted Cara.

“You two kiss,” she added, looking at me and Jon.

Minutes of defiance took place, with Cara getting annoyed and threatening to put the game away, if we weren’t going to join in. I really wanted to fuck Cara and did not want to jeopardise that, so it was with reluctance that I leaned forward and kissed Jon. I wouldn’t say I enjoyed it and it certainly didn’t seem to have the same effect on the girls that it did for us boys, when they had kissed. Thankfully it was over within seconds.

The game progressed with a bit of petting between me and Cara and Jon and Lindsey, until we were all so drunk that we lost any lasting inhibitions and the girls were now in their knickers with me and Jon completely naked. Once the girls had lost their underwear, it all became about the dares and we pretty much stopped playing the game completely. Cara had an incredible figure, dark hair and olive skin from some Italian blood in the family. Lindsey was blonde and more flat chested, but they were both very sexy young ladies and Jon and I could do nothing to hide our pleasure.

It was during this time that the dares became a bit more adventurous. At one point, we all formed a circle and attempted to kiss each other at the same time (not easy) and hands started moving over various bodies. Cara and Lindsey kissed again for us and played with each other’s breasts. We watched as they sucked each other’s nipples and tried unsuccessfully to get them to taste each other pussies.

“You do realise that anything you want us to do, we’ll want you two to do?” asked Cara.

Me and Jon looked at each other.

“Fair enough,” Jon said. “We’ll stop there!”

We all laughed and I thought, finally, the night could come to an end.

“What about if you and Lindsey just touched each other’s pussies?” Jon asked.

“What about if you and Leighton touched each other’s dicks?” replied Lindsey.

“You first!” Jon added.

I looked at Jon, who was staring at the two naked girls in front of him.

Lindsey got up and sat on the armchair. She put her hand out to help Cara up from the floor and she joined Lindsey, sat on the arm of the chair.

“You two sit on the sofa, next to each other,” said Lindsey.

Jon sat down and I was conspicuously the only one left standing. I looked down at Jon, his erection stood proud and he made no effort to hide it. We were both of a similar build, both over six foot tall and not particularly athletic. My own erection was a similar size to Jon, but his looked thicker. I sat down next to him.

“Together,” Lindsey said simply.

She began to run her hands up the inside of Cara’s legs. Me and Jon did nothing. Lindsey looked across and nodded for us to do something similar. Jon reached across and put his hand on my thigh, instinctively I did the same to him. Cara’s hand dropped down to Lindsey’s lap, who spread her legs slightly and Cara’s hand brushed Lindsey’s blonde pubic hair. My cock twitched and I found myself stroking Jon’s thigh, brushing his own pubic hair.

Cara’s leg fell over the side of the arm of the chair and Lindsey rubbed her mound. We only had a couple of lamps on in the room, so it wasn’t easy to see everything but Cara let out a groan and it was obvious that Lindsey had a finger inside her.

Me and Jon didn’t look at each other and without taking our eyes off the two beautiful girls in front of us, we placed our hands on each other’s cocks. I could feel Jon’s cock pulsate in my hand and I began slowly moving my hand up and down his length, as he did the same to me.

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I’d had another man’s cock in my hand before, but this was the first time I had been on the receiving end of such a thing and it was so erotic.

Lindsey began kissing Cara’s arm and shoulder and as Cara groaned more, Jon and I continued masturbating each other until Cara stopped the action abruptly.

“That’s enough of that!” she exclaimed and immediately got off the chair.

Taking me by the hand, she pulled me from the sofa (and Jon’s grip) and we went upstairs to her room. I’d like to keep this story as honest as I possibly can, so unfortunately I can’t now go into details of how amazing the sex with Cara was because, in reality, she didn’t allow me to do much. I know in fictional tales, I would have had anal sex and cum in Cara’s face but unfortunately I didn’t. We obviously had sex and it was perfectly fine. I was pretty sure, and would have it confirmed the next day, that Jon and Lindsey were also having sex downstairs.

The next day, we all laughed and joked about the previous evenings exploits but very little else was said. I was pleased and surprised there was real awkwardness. Lindsey and Jon had fucked and seemed flirtatious with each other, so me and Cara were more pleased with the notion that they might become a couple. One thing I wasn’t aware of at the time though and didn’t give any thought to, was how it would shape my ongoing friendship with Jon.

In exactly the way you can imagine, we didn’t speak about the fact we’d basically wanked each other off and things continued as usual. I saw Jon a few times a week for a quick drink and we would typically go out on Friday nights for a more debauched time. The Friday night following the ‘foursome’ started no differently and I went around to Jon’s flat as usual for a few drinks before we headed out into town. Jon was the first of our group of friends to have moved out of home and he lived in a small studio flat not far from where I lived.

It wasn’t a big flat, but he’d built a wall to separate the bedroom, which left a small lounge area with a sofa bed and television and a small walk in kitchen. I sat on the sofa with Jon and we drank some beer and watched some rubbish television, as we did every week.

“I’ve got a great porn film, if you fancy it?” Jon asked.

I’d borrowed porn films from Jon before, so I wasn’t surprised he had got one, but it was the first time he had offered for us to watch one together.

“Yes, of course,” I replied.

I remember that Jon didn’t get up. He simply pressed play on the remote control and the porn film started at the beginning, which I thought was odd. Looking back now, it’s clear that he’d given this some thought.

The film in question was standard porn fare, but at twenty one years old I would get an erection looking at a shapely table leg, so it wasn’t too long before I was shifting uncomfortably in my jeans. Jon was doing the same, but more noticeably than me, he was rubbing his groin through his jeans. This situation has an ironic cliché written all over it, because as we watched two woman having lesbian sex on the television, Jon’s leg rested against mine and his rubbing of his jeans became more obvious.

“God, it’s not easy keeping this in my trousers,” he said.

I said nothing.

Jon undid his belt and a couple of buttons at the top of his jeans and continued to rub his cock through the material.

“How can you sit there like that, my dick is killing me!” Jon said.

“I know what you mean,” I murmured.

“Fuck this,” Jon said.

He undid the last few buttons on his fly and pushed his hand into his jeans. Although he didn’t have much movement, he was moving his hands slowly up and down as my own cock continued to strain.

I put my beer down and undid my trousers and there we sat, two guys slowly masturbating our cocks beneath denim. For the next few minutes, it became a competition as to who could move their trousers further down their legs the slowest, until finally after about fifteen minutes, our cocks were exposed and we openly masturbated while watching porn together.

Jon’s left hand rested over my thigh and again, without making any eye contact, I did the same. As we stared deliberately intently at the screen in front of us, we played the same dance we’d played the previous weekend and our hands crept further across, brushing each other’s pubic hair, until finally our hands met each other’s, wrapped around our dicks.

Not once did we look at each other, but we allowed our own hands to fall away and we now sat there masturbating each other for the second time in a week. Without moving my head, I looked down at Jon’s thick cock and as I stroked it, I wanted so desperately to take him in my mouth. Jon had no idea that his wasn’t the first cock I’d masturbated but I wanted to show him how good a cock sucker I considered myself. When I saw his thick cock head glistening with pre-cum, I tried catching his eye, in the hope that he’d see the lust on my face and put my mouth to better use.

This wasn’t the occasion for that yet, unfortunately, so we made do with our hands. As we both got more and more into the feelings and sensations we were giving each other, we became less interested in the television and we positioned ourselves so we were almost facing each other, so we could get more movement. We began masturbating each other faster, our grips becoming firmer.

As the pleasure overtook us, we became less concerned with the situation and we made eye contact. The he masturbating became more wanton and our groaning became more obvious and impassioned. Jon was the first to say anything.

“Oh fuck, go on I’m cumming!” he grunted.

That was enough for me and I let out a groan, announcing my own orgasm.

Jon’s legs began to shake and his hot cum shot out onto my hand and over my arm. He kept masturbating me as he fell back against the sofa and I followed shortly afterwards, sending jets of cum over his hand and my pubic hair. I continued to slowly stroke his cock until every last drop of juice had fallen over my fingers.

We both lay there, breathless. The porn film was still playing in the background. There was no awkwardness, it was actually an amazingly intimate experience and we both laughed loudly.

“That was excellent,” Jon said first.

“Yes it was,” I readily agreed.

“We should go out and get drunk.” Jon announced.

“Yes we should,” I happily replied.

“You can kip on the sofa bed if you like?” Jon asked.

I did just that and although you might assume things progressed immediately from there, that very night, they didn’t. We did however, enjoy many other times together and I did eventually get to demonstrate my skills as a cock sucker to Jon.

Author's note: These events happened when I was twenty one years old, which would sadly make it twenty five years ago! 

Everything is true. The dialogue is to the best of my memory.

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Written by Leighton
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