This happened back in 2016, the night is pretty deeply etched in my memory, but it was a couple of years ago and I’d had a couple to drink. Still, it’s a truthful as I can manage. Though forgive me, my skills lay in mathematics and not literature.
I met Emily via a mutual friend of ours. We’d crossed paths a couple of times over the years, being members of the same friend group, but never properly met. Then one day our friend decided to make it her mission to set us up, because she said, we had loads in common, mainly we were both ‘trying to shag our way through half of London.’ Though I later found out that she had me beat at over two to one, despite the age gap.
The night she set us up was back in the of summer 2015, she was 24 and I was 27. I was re-introduced to her at a cocktail bar when we all went out as a group. This time we properly hit it off. It was not hard not, she was stunning. Long brown hair, bright blue eyes and a cheeky face. She was wearing a tight black dress that pushed her small perky breasts into the perfect cleavage and hugged her round bum. From even a quick glance it was obvious she worked out and despite not being much over average height, her legs went on for days, though that was probably the short dress and high heels. By the time we went to the club we were already inseparable and it wasn’t long until we snuck off from the group, back to mine. I can honestly say I have never spent a better first night with a girl. She did anything I asked and put in so much effort. At first I thought she was trying to impress me, but it turns out that’s just how she has sex every time. And it wasn’t just her looks, I really fell in love with her personality and energy. We tried to keep it casual at first, but both of us were hooked and it wasn’t long until we made it official.
Jump forward a year and we were lying in my bed, a bit drunk, naked, fooling around. When she asked me ‘are you into anything really dirty’. To which I of course replied ‘well that means you are, so you go first’. She was a bit shy at first but then started listing them off. ‘In public’, yes we had tried that and almost been caught. ‘On camera’, also done and watched them back. ‘Being watched’, again already done, I had watched her touch herself. ‘And...’. I knew that was what she was working up to, but she could not get the words out. It took a lot of persuasion and reassurance but finally she came out with it. ‘Sex with more then one person at once’. I was a taken back for sure, but also intrigued, so I pushed her for more. I can’t remember 100% what she said next, but it was more or less. ‘You know, I don’t want to be in an orgy or anything, but we could maybe have a threesome, with another girl or...’ a long pause. ‘Maybe with another guy.’ She couldn’t look me in the eyes after that, but I told her it was fine and I was most definitely into the same things. If you could have seen my porn search’s, it would have all been group sex and threesomes, though normal two girls rather then two boys.
After that night there was a little awkwardness as we started to discuss it, but it quickly became obvious we both enjoyed the fantasy. We even started to talk about threesomes during sex. Though at that stage not really knowing if it was just a fantasy or not, we didn’t make any plans to actually have one.
We were having a long weekend away in Stockholm. Our flight landed on Thursday and after a long nap, we got really dressed up for an evening out at a high end restaurant. Emily wore a dark blue dress that hugged her small waist but then flowed out loser over her ass. It was as always, dangerously short, particularly when the wind caught it. She matched it with high heels and finished the look with straitened hair and a deep red lipstick. She looked incredibly sexy.
After the meal and feeling a little tipsy, we decided to have a quick drink in the hotel bar before ripping each other’s clothes off back in our room. The bar wasn’t full as such, but it had lots of people on their own so all the tables and bar spaces were full. The waiter thought he had found us the last table, a circular booth, but just as we sat down the tables owner returned from the loo. What followed was the standard English conversion of him inviting us to share and us politely refusing. Until he explained he was on his own and could do with the company. So we decided to join him.
Being the extraverts that we are, we immediately jumped into conversation with him, only pausing to order us all espresso martinis. His name was Ed, he lived in London not far from us and had the same job as me, but for a competitor. We hit it off instantly and with some friendly rivalry, started talking shop. His team had just finished a project but he alone could not get a flight back until the following afternoon. He was stuck with a clear evening, so was treating himself to a few drinks.
It wasn’t long until we realised work talk was leaving Emily out, so we switched to personal topics. The conversation flowed easily and it turned out Emily had even more in common with Ed than me. I could see her looking into his eyes and grinning, in exactly the same way she looked at me. But I couldn’t blame her. Ed shared many of the same attributes as me, only a little older and arguably more handsome. We had also agreed early on in our relationship that flirting with other people was allowed. After another round the conversation went from personal interests to sexual preferences. We all described past encounters and some of our fantasies, like sex on camera. We seemed to chat for ages but I think it was only about an hour. Then after some overpriced shots, Emily took an opportunity to move closer to Ed. Their legs touched and he rested his arm over the back of the booth so it was basically around her shoulders. Each time one of them said something funny, the other would laugh and touch an arm or leg. I should have been furious with her, but much to my surprise I was actually enjoying it, it was even starting to turn me on. I had not felt like that before.
Ed went to the loo, so Emily scooted along the booth to me. I called her a massive flirt which left her looking worried and she went to apologise. I told her ‘dont worry it’s fine, I’ve been “really” enjoying it.’ She didn’t understand what I meant by really so I pulled her hand under the booth and rested it on my lap. She squeezed and felt I was already a bit hard. The grin on her face was huge. She looked around the bar but no one was looking and anyway, the booth was fairly secluded. She grabbed my hand, putting it between her legs. I slipped her thong slightly to the side and realised she was really enjoying it more then me. She was soaked. She then blurted out ‘I guess we could make our fantasy a reality then’. She said it like a joke, but it wasn’t. I can’t fully remember the exchange that followed but we rushed to talk it over. Maybe we could invite him for a drink and if he accepted he was game? Is this something we really we wanted? Would I get jealous? We hadn’t decided on anything when he came back and sat down next to us. I think Emily was desperate to try but was too worried about me hurting me to admit it.
Ed was saying he would get the next round when I announced we were were going back to our room for a drink. Ed looked disappointed for a split second before his manners kicked in and he said ‘he should probably hit the.’ But before he could finish I cut in, ‘you are more than welcome to join us for another drink if you want?’ He didn’t agree immediately but also didn’t take much persuading. He said he would join us for one. Emily looked she had just won the lottery. Within minutes of coming up with the idea, we were going for it, neither of us really knowing what was going to happen or how far we would take it .
We quickly settled our tab and took him up to our room. He grabbed the chair from the vanity/desk table thing and placed it next to the bed were Emily had planted herself. I grabbed the bottle of wine we had started before leaving for the restaurant, most of it was as left. I poured a glass for Emily and me to share and another one for Ed. As I gave Ed the drink, I noticed the view he had of Emily, she was leaning back on the bed, legs slightly apart. The bottom of her dress had ridden up and her tiny black thong was on show. I sat next to her and we passed our glass back and forth while we all chatted. The conversation was still sexual, which eventually prompted Ed to ask us ‘are you both normally this open?’ Emily explained that we are open people, but never like this, this was our first time. A long pause followed until Emily announced she was running to the en suite quickly. I chatted with Ed the while she was gone. We spoke calmly and friendly, but I remember my head was going a million miles an hour. I wasn’t sure I wanted it to go any further, we hadn’t discussed boundaries or what we both wanted from the experience, it had all escalated so quickly. But mainly, I couldn’t understand why I was enjoying it so much, a threesome with another guy was for Emily, my fantasy was with another girl. Still, I couldn’t shake the idea of Emily with another guy and it was turning me on more then I thought possible.
Emily returned to the room, but instead of sitting back next to me she paused in the middle. Between me on the bed and Ed on the chair. There was a level of expectation about her and I am pretty sure she was waiting for someone to make the first move. I didn’t keep her waiting for long. I stood up and went over, holding her waist with one hand and her face with the other, leaning in for a passionate, long kiss. I sensed movement and as I broke away from the kiss I noticed Ed standing behind Emily. She smiled at me and asked ‘are you ok baby? I nodded, not really knowing what I was agreeing to. She then turned to face him. His hands replaced mine and he went in for a kiss, just as passionately, only longer. Much longer. As they made out I slowly undid Emily’s dress using the zip on the back. She removed her arms and the dress slid down her body to the floor. I knew she didn’t have a bra on, her breasts were so perky she didn’t really need one, but I didn’t know she had taken her nickers off. She must have just removed them in the bathroom. Ed took in the sight of her slim, freshly shaven, body. She stepped out of the dress and kicked it to the side, standing there completely naked, apart from her heels, between two us two guys. But I still didn’t know what to do or what I wanted, only that I was enjoying watching then kiss.
I wasn’t able to see what they were doing with their hands while they were kissing, but Emily later told me. Edstarted by caressing her breasts, then slowly he slid one hand done her stomach. He stopped just below her belly button, teasing the smooth skin. Gradually he let his hand go lower and lower until he was touching her pussy. He gently explored her at first, but after a while started moving his hand in circular movements, which apparently felt ‘amazing.’ While Emily was running her hands over his body until she found his hard cock which she started rubbing through his suite trousers. And I was just standing there, caressing her back and groping her bum.
Eventually I suggest we all get into bed. Emily broke away from Ed and kicking off her shoes, jumped into bed. I grabbed my wine, took a swig then set about taking my blazer off and undoing my shirt. I was concentrating getting the cuff links off and when I looked up I saw Emily sitting upright on the bed, leaning back slightly with support from her outstretched arms. Her legs wide open giving Ed an unbelievable view. I glanced over to him, his shirt was already off and I noted with some envy that he was in better shape then me. I worked out a fair amount but he just had me beat. I was still staring at him as he pulled down his trousers and boxers in one movement, making his erect cock spring out. I couldn’t help check out the competition, even though it made me even more envious. He was probably a little longer then me, I’m not sure I could really tell, but his cock was definitely much thicker. He was fully naked in seconds and climbing into the king size bed next to Emily. I remember that was the moment I really started to comprehend the situation.
I finished undressing just in time to see Ed sit up against the headboard and Emily move down to his waist. I froze as she grabbed his thick cock and brought her mouth down to meet it. There was no asking permission, no teasing or build up, she just opened her mouth pushed it to the back of her throat. As I climbed into bed she was already sucking him hard and fast. I couldn’t help but stare as I saw her deep red lips squeeze his cock. I sat next to Ed and she shifted so she was now kneeling between us. She grabbed both our cocks, one in each hand. Then she took it in turns to suck one of us while using her hand on the other.
I wasn’t sure what was going to happen next, but I decided I was enjoying it enough to push a little further. I told Emily ‘to get on her hands and knees.’ She jumped up as we moved to join her. I was expecting to have her doggy style while she continued to give Ed a blow job but she had other ideas. She positioned herself between us, her ass facing Ed and her head towards me. I wasn’t even sure I wanted her to have sex with another man and there she was presenting herself to him. I thought about saying something but calmed myself as Emily took my cock in her mouth. Ed moved up behind her and using his hands, parted her cheeks. I presume to admire the view. Next he moved one hand to her pussy. Emily later told me he had at least two fingers inside her. He kept pleasuring her for a few minutes making her moan. Finally he stopped. Shifting forward a little on his knees, he moved closer to her. Only pausing to ask us, ‘do I need a condom?’ To which Emily quickly replied ‘no, I’m on the pill’. Then with one hand on her lower back and the other holding his cock. He lined himself up, rubbing his cock up and down the outside of her pussy. I couldn’t see this of course, I was looking down at Emily’s face thinking about calling the whole thing off. But before I could do or say anything he thrust forward and I heard Emily moan. He did this a few times, only very small movements at first. Then he grabbed her by waist and rammed his hips forward. Emily moaned loudly and called out ‘fuck’. His cock was now deep inside my girlfriends pussy. My heart was bounding but for reasons I could not understand, I was loving it.
He started slowly, but gradually got faster and harder. Emily had put my cock back in her mouth but the only movement was second hand from his thrusts. I couldn’t tell you how long it went on for, but she must have felt too good for Ed. He pulled out laughing and said he needed a break for a moment, she was ‘too tight’. Emily turned 180 so I was now behind her. She started to lick and suck Ed’s cock, presumably tasting herself. I pushed my cock into her pussy. I am convinced she felt different, but I couldn’t tell you how. I built up until I was going as hard and fast as Ed had, I guess I wanted to make a point of it.
After a few minutes Emily told us she wanted to go on her back. At first I thought she was tired but I think it was just an excuse to get Ed inside her again. She moved onto her back and opened her legs to him. I positioned myself next to her head, slightly to the side, pushing my cock forward so she could grab it and hopefully suck on it. Ed climbed between her open legs, kneeling and keeping his body upright. He angled his cock back inside Emily’s pussy. It slipped in with ease. Although I had seen them having sex for the last half an hour by this point, this was the first time I had seen it with such detail. I could literally see the shaft of his cock parting the lips of her pussy as he gave her every inch, over and over. God she had made his cock wet. Emily did try to give me a blow job but I think it wasn’t easy for her to concentrate. By now he was gripping her thighs, holding her legs wide open, his fingers pressing into her skin. She was almost screaming with pleasure, only stopping to tell Ed how good it felt and how much she wanted it. Suddenly he moaned, sped up for a few seconds and then stopped. He came inside her. As he pulled his cock out I saw one last small eruption of cum followed by a few drips that landed on her used pussy. Ed fell back onto the bed while Emily recovered. Eventually she remembered I was there and gestured for me to get on top of her. This time her pussy felt really different. The whole situation had been me too much for me but I was so turned on, I still came in seconds. We all laid there naked and shagged.
Ed went to leave but we invited him to finish the wine first, we had a little left. He wasn’t sure, but we explained it would help avoid any awkwardness, which he understood and agreed with. We didn’t bother getting dressed, just sat naked in the large bed drinking and chatting . I still can’t believe how easy the conversation was considering what had just happened. I mean I had literally just watched the girl I love being fucked by another guy.
We chatted for at least an hour, ordering another bottle of wine from room service. We were both getting on with Ed so well that I started to realise it wasn’t his good looks that had made Emily so wet back in the bar, it was his personality and charm. Though I’m sure his looks still contributed. Enevatably the conversation returned to sex and Ed made some joke about Emily not being at all shy. She agreed with him and told him as much she loved being naked in front of other people and even being watched. As if to prove her point she put her hand between her legs and played with herself for a few seconds before stopping. Ed asked her if she was still wound up and she reminded us ‘you both came but I didn’t’. Ed apologised and said he was willing to help if we wanted. I shrugged and Emily grinned. He told her to lay on her back, which she did next me. He went between her legs and kissed down her thigh, lower and lower until he was at her pussy. I remember being surprised that he would do that considering we had both cum inside her. He used his tong on her, slowly at first then faster and faster. His stubble contrasting her smooth pussy. Then he bought his hand up to use his fingers as well. Emily was moaning within seconds of him starting, grabbing her breasts with one hand and his hair with the other. Five or so minutes later her hips twitched and she called out ‘oh god I’m cumming’. The sight of her cumming from another man turned me on so much I could feel myself going hard again. Ed must have been just as turned on, his cock was rock hard. Emily pulled him closer. He climbed on top of her, placing his hands either side her head. Emily’s hand disappeared between her legs to put him back inside her and before I knew what was happening, they were having sex again. He rolled his hips as his cock slid in and out of her pussy. Her legs lifted slightly off the bed and she put her arms around him, holding onto his muscular back. There was no invitation for me to join in, nor did I want one. This was about them. I had come to terms with it by then and was happy to lay there and watch. Stroking my cock to the view of my girlfriend getting fucked.
I don’t know who initiated it but after five or so minutes they rolled over so Emily was on top, straddling Him. I was right next to them now, laying side by side with Ed. This gave me a detailed view as Emily lifted herself up and holding Ed’s Cock steady with on hand, then lowering herself slowly on to it. She then kept her body upright and started to bounce, taking his cock from base to tip, over and over. She was giving him as much pleasure as she could and was obviously trying to make him cum. God she looked hot. I am not sure how long she rode him for, but she was starting to look sweaty and was getting out of breath. I presume he had a lost a bit on sensation from the first round and the alcohol, I was exactly the same. Eventually Emily stoped and announced she needed a break. She climbed off Ed, his cock making a loud wet slap as it fell from her pussy. She pushed herself between us and we all lay there, horny as hell but too tired to do anything about it.
After a few minutes for recovery Emily said ‘I am a mess I need a shower’. To which Ed said ‘ditto’. There was a pause and then she asked ‘want one together?’ Ed was up for it but asked me for permission. I couldn’t think of a reason to say no, so agreed. I then watched the girl I love walk naked with another guy into the en suite bathroom. I of course had no idea what happened in there at the time but afterwards Emily told me they spent most the time kissing and touching under the water. After a few minutes she turned her back on him, bending over slightly with support from the wall and they started to have sex again. She told me he only had did it for a little while because it was an awkward angle.
I was sitting on the bed, slight under the covers, still touching myself, as they re-entered the room. Wearing the hotel robes. When they were dry they joined me in the bed, all three of us now naked under the covers. We had barely touched the second bottle of wine, so I refreshed both glasses. The conversation had started to finally slow, mainly we were all starting to lose our voices. Ed said this time he must actually go, it was almost two in the morning. I still remember Emily looking at him and saying ‘ok, but one more time?’. Unsurprisingly he agreed. The covers well then pulled down and I realised that the whole time we had been sitting and talking, they had been playing with each other. His hand on her pussy and her hand gripping his hard cock.
Emily moved over to Ed sucking on his cock for a few seconds until he instructed her to go on her back. She did as she was told and lay diagonally across the bed, her head resting on my arm. As Ed positioned himself between her legs, she spat on her hand and rubbed her pussy to get it extra wet. Ed glided his cock back inside her, a little at a time, she was starting to feel delicate. He gradually built up speed until he was going as fast as before. Each thrust pushing Emily against me. She wasn’t moaning as such, just panting and giving Ed words of encouragement. Telling him how hot he was, how big his cock was, how good it felt, how much her pussy needed him, how much she wanted his cum inside her. I just continued to touch myself.
Finally I could see the tell tell signs he was getting close to cunmming. He sped up, fucking Emily hard, then stopped letting out a breath of pleasure. He finished inside her again. They held each other for a moment as they looked into each other’s eyes. Finally he pulled out and collapsed next to us. We told him to finish his drink and he did so, but while getting dressed, saying he didn’t want to be tempted back into bed or he would never leave. We watched from the bed as he slowly got himself ready. When he was dressed, Emily jumped up, still naked and gave him a big kiss goodbye, thanking him for an amazing night and grabbing his mobile. He said he should be thanking us and came over to me to give me a hug even though I was still naked. But I guess he a lot to thank me for. He had just spent the last couple hours fucking my girlfriend.
When we were all alone, we got back into bed and started kissing. I was so tired but she said she was still wound up and to be honest, so was I. I put my hand between her legs and started to play with her pussy, an easy way to make her cum. But that wasn’t what she wanted and she pushed my head down. Normally I was happy to go down on her after sex, but was hesitant knowing Ed had just cum inside her. Still, Ed had done it so I remember thinking what the hell. I climbed down between her legs and could see a trickle of Ed’s cum dipping from her. I closed my eyes and got on with it. To be honest, she didn’t taste much different from normal. She came quickly and I climbed up on top of her, hard and ready. She told me it hurt too much and instead used her hand to stroke my cock while we kissed. It was passionate at first but after a couple of minutes she broke away from the kiss and said ‘did you like watching me with another guy baby?’. I didn’t answer, I couldn’t admit it or get the words out. Instead I just exploded over her stomach. I still remember her saying ‘I’ll take that for a yes.’
The next morning we slept in and missed breakfast as well as any chance of bumping into Ed. Not on purpose but we were exhausted. We spent the rest of the holiday talking about that first night, discussing every moment. At the time we were not sure what it meant or were we went from there, but we were excited to find out. We still didn’t even know that girlfriend or wife sharing was fantasy shared by other people. Though it didn’t take us much longer to really start exploring our fantasies.