Hi, I’m Jason. This happened on holiday last summer, but I guess it really started several years ago when I asked my wife Emma, then still my fiancé, if I could share her. It was fantasy I’d had for years, since my early 20s or maybe even before. One night when we were messing around I told her I would be ok if she slept with other men, in fact I wanted her to, I got off on it. Emma didn’t take it negatively but she also didn’t agree to it. It wasn’t something she was comfortable with. It’s not that she wasn’t kinky, she loved sex. And it wasn’t a lack of experience either, she’s had a good few partners at uni. She just couldn’t understand it, so we never spoke about it again.

That was until a few years later, or summer last year. In that time we had gotten married, moved and had a baby, who was now a toddler. Our sex life had been lacking a little, as it expected with new parents. But gradually it was getting better and better. Better even then it was before. We tired knew things, I took control, she dressed up. It was amazing. But what really took it to the next level is when Emma asked me if I was still into sharing her. It came up at first during sex, but then gradually became an every day topic. Not just a fantasy, but something she actually wanted to do. It felt like it went from nothing to her causally telling me about the other men she wanted to have sex with, over night. I guess starting a family changes your identity and she was looking to find her old self. Fortunately I was more then willing to let her.

We had no real plans but discussed what we wanted and in some ways I guess set rules. She could do what she wanted with other men but I was very much still confined to the rules of a normal monogamous relationship. There could be no hiding or lying. And she wanted to sleep with other men one-on-one, she couldn’t imagine me joining in or even watching. 

It was a few weeks later when the opportunity presented itself. We were on holiday as I said. It was a twice rebooked trip, fucking covid. So we had pushed the boat out a little and upgraded our room to a junior sweet so we could have a separate room away from the little one. You know, to enjoy all the sex we were now having. It also had the benefit of a private terrace and pool. Not a proper pool, about double the size of a jacuzzi, but without the hot jets.

The holiday was perfect and it was so good to get away. Emma was finally feeling confident about her body again and her figure had really bounced back. Her C cub boobs were perky, her waist was tiny and her bum… Well, her bum was amazing, peachy, large and firm. She looked stunning in the tiny bikinis she kept wearing and looked about five years younger than her actual age of 33.

But the holiday became really interesting when a couple of days in, I met Jack in the hotel gym. He was a professional PT and literally had the body I aspired to. Well he was black, so I guess I could never have his body 100%, but as close as possible. He was also friendly and kind enough to offer me some advice. I might go to the gym a lot, but I was not going to turn down free expert advice either. As we got chatting it turned out he was our hotel neighbour and had the room next to ours, but was on his own. I thought it strange he would have such large room on his own but as I got to know him, he told me the story. He had booked it with his fiancé, but their relationship had suffered during lockdown, which lead to her leaving him a couple of weeks before the holiday. So he decided to forget her and enjoy a relaxing break on his own. 

I introduced him to Emma later that day and they got on like a house on fire. It wasn't long until he was basically giving us free PT sessions every day. He was a good instructor, my muscles were killing me. We ended up spending a lot of time together and we took him for a couple of meals to make up for the gym sessions, even though he insisted it was nothing. But it was a week later that things took a different turn.

We had invited him over to our private terrace and pool one evening to enjoy the last bit of sun and some Sangria. I put the toddler down and then joined them, by which point they were both a little tipsy. Though I soon caught up. The conversation was about the pool and how nice it was. Jack commented that he had heard us taking dips in the evening, hearing the splashing and giggling from his room. Being so hot on our terrace, it was a sun trap and there was a heat wave, I suggested we could all jump in our pool for a bit. It seemed everyone was up for it, but no could be asked to get swimming costumes etc. The idea died for a few minutes until, and I can't remember who it was, suggested we could just swim naked. It felt like a joke a first but the silence that followed soon made it far more serious. Jack said something along the lines, that he was happy to, but didn't want to make us uncomfortable or overstep the mark. But we didn’t care and soon we were all in agreement that we were adults and it was just naked bodies, no big deal no? So suddenly, out of no were it was decided, we would all strip down and jump in. My heart was pounding already.

I actually led the way, whipped off my t-shirt, pulled my down shorts and boxers and jumped in the small pool. I turned around just in time to see climbing in to join me. The man was a horse and I could't help but watch as a monster swung between his legs. I looked up at Emma to see her give me a “I know right” look. She must have seen it too. I then watched as she pulled her top over her head, slipped off her bra and dropped them to the floor. Next, in one moment, she pushed her shorts and underwear to the floor, stepping out of them completely naked. I guess I expected her to be a little shy, she was naked in front of two guys, one she only recently met. But she wasn't. She casually stepped over the edge into the pool. She paused, standing on the ledge, with the water only knee deep, extremely close to were Jack was sitting. She then pulled a hair tie from her wrist and while chatting with Jack like it was nothing, tied her hair into a pony tale. She was doing it to stop her from getting her hair wet, but it also gave Jack an opportunity to get a long view of her naked body, completely smooth from a recent waxing.

I was rock hard under the water, but I don't think they could see. Though Emma must have been as wound up and was being a complete show off, taking every oppertunity to get close to Jack. At one point she pulled herself up the side of the pool and leaned over to get the jug of Sangria, but in doing so gave us two guys a view of everything from behind. Then when giving Jack the refill, she went so close they must have touched under the water.

Finally she gave up on evening trying to be subtle and after giving me a deep kiss and a fumble under the water, she turned around and gave Jack the same treatment. She straddled him while he sat then passionately kissed him. I could't believe what I was watching, or at least could't believe how excited I was. When finally the kiss ended, Jack looked at me and asked if I was ok. I responded that it was fine, Emma could do what she wanted as long as she was enjoying it. Which she was. She asked me if she could take Jack to our room. I knew she meant without me, but I didn’t mind and wanted it as much as her. They both thanked me and a second later were getting out the pool, grabbing towels and disappearing into the room. The last sight I had was my naked wife leading an another, equally as naked, man into our bedroom. Only pausing to say she loved me, before her perfect bum disappeared inside. I took a moment to comprehend what was happening and to enjoy the excitement. And to comprehend the size of him, wondering if Emma would be able to take it. 

I tried to imagine what they were doing as I climbed out the pool, grabbed a towel and took a seat on the terrace. I sipped on my drink and well, touched myself. Thinking that I had never felt so awake and fired up before. It was about 10 minutes later, I remember looking at my watch, that I realised Emma hadn't shut the door to the bedroom properly. I could hear her moaning. I knew Emma well enough to know the sounds she was making meant they were having sex and she was enjoying it. More than enjoying it, it sounded amazing. From then on I sat there, still touching myself, listening to the sounds of her having sex with Jack. There were the occasional pauses and at one point I was sure I heard her build up and cum, but I wasn't sure at the time. But I was enjoying every second of it, I don't think I had ever been so turned on.

I only knew it ended when, after one long pause, Jack walked onto the terrace. He was soft now and it looked soaking wet. I jumped up to greet him and he ended up giving me a hug, seemingly uncaring that my errection bumped into him. He thanked me, telling me he really needed that after his break up and he owes me so much. I guess he had just slept with my wife, so he had a point. He grabbed his cloths and told me he would leave us to it for the rest of the night. I didn't stop him, I was so wound up and needed my wife badly. 

I still remember the sight that greeted me as I entered the room. Emma was on her back, her tanned naked body slightly wrapped up in the messy white sheets. They had been pulled off every corner of the bed and a couple of the pillows where on the floor. The lube we had bought with us, stood open and used on the bedside table. Emma looked shagged, her hair was a mess and she was notably sweaty. But what really caught my eye, was the big satisfied grin on her face.

I climbed into bed and more or less between her legs. I went to kiss her, but she was reluctant, telling me had used her mouth on Jack. I didn't care and kissed her deeply. She kissed me just as hard back. I wanted to know everything, what they did, how they did it, how it felt. Emma was enjoying the power and teasing me, but when she saw how much I wanted to know, she talked me through it

As soon as they entered the room they jumped into bed, kissing and rolling around. Their hands touched each other’s bodies. She had already wrapped her hand around his thick cock a few secret times in the pool. But now she enjoyed playing with it properly, while admiring the size. Occasionally slipping it inside her mouth to taste. He was was having just as much fun playing with her pussy, his fingers insider her or pleasuring her with his tongue. After a lot of messing around and winding each other up, it was time. She straddled him and helped herself to some the lube we had left in the draw by the bed. She rubbed some up and down his dick and the rest between her legs. Then slowly she lowered herself onto him. It was easier then she expected, despite Jack’s black cock being the biggest thing she’d ever had inside her. She rode him for a bit, before they started switching it up. Trying more positions then she could possibly be expected to remember. Though she did say there was a lot of doggy, or at least variations of doggy. Between positions they went down on each other multiple times and it was one of those times that he had made her cum. Which is what I had heard. Then, finally after half an hour of sex, he came inside her. The first man to do so, other then me, in over seven years.

To be honest it was too much for me to deal with. I was shaking. After she talked me though it, I found myself kissing down her body until I was between her legs. Her smooth pussy was noticeable used and there was a drop of white cum just dripping out. I couldn’t help myself, I started to lick her. Emma couldn’t believe it as I tasted a mixture of her and Jack. But she seemed to like it and a minute later we were having the best sex of our lives. I was going so hard for so long and even made her cum again. Two Orgasms in one night was very rare for her. In the end I added my cum to Jack’s and we fell asleep into a sweaty, dirty mess. Happy and madly in love.

The next day was oddly normal. We were woken early by our little one, like any other day. We nursed hangovers during breakfast and chilled by the pool. I even had a gym session with Jack, trying to sweat out the last bit of the alcohol. OIdly, there was no awkwardness and I think we even got on better. We were so open with each other, even taking about my wife and her… finer points. Emma had a similar experience, their friendship hadn’t changed and they talked openly about their time together.

Nothing more happened the next night, but the one after was Jacks final. So I suggested Emma take him out for a meal and spend the night with him. She wasn’t sure at first, but agreed when I told her how much she deserved it. She really did, she was an amazing person and had made so many sacrifices over the previous two or three years. Obviously Jack took no persuading. 

I watched her get ready, putting on a favourite summer dress and a matching set of black lace underwear. Then she was gone, gone to spend a night with another man. 

She climbed into bed with me very early the next morning, cuddling me and falling into a deep sleep. She missed breakfast, she hadn’t slept much. Eventually she joined me and we sat around the pool, a big grin never leaving her face. 

We didn’t have sex that following day, she was literally too sore from Jack. She had let him do everything and anything he wanted to her. I had asked for details but it was all a blur and she could only remember a few bits. She said she had started by sucking on him for ages, which then progressed in to a 69 until they were both raring to go. The first time he entered her, she was on her back, legs in the air. They needed to use a lot of lube again, but he got his fat cock all the way inside her eventually. After that she can’t really remember what came next, but there was a lot of positions again. She did say she spent a lot of time ridding him, but he seemed to prefer doggy or as before, variations off it. She even let him slip it in her bum for a bit, before going straight back to her pussy. Something I never expected her to do, or even knew she would consider. Other then that, they stopped and started a lot, taking a shower half way through to cool down. Having sex up against the wall, under the water. Finally, when she was feeling completely worn out and not sure she continue much longer, he made her cum. He was inside her this time while she rubbed herself and she told me she screamed his name. He then finished inside her soon after. 

We saw Jack off mid afternoon. Emma sneaking in one last last kiss when I left her too it. We had each other’s numbers and there were some spicy texts exchanged but our plans to meet up again kept getting put off and as of yet, have not happened. Nor has Emma been with any other men… Well, not at the point of writing this at least.