Skinny dipping in hotel pool
My wife and I have been together since we met in college. We married about 5 years after graduation. For the first 3 years after we graduated, my GF at the time (now wife) worked as a consultant and had long-term projects in other cities. She would leave on Sunday night or Monday morning and return on Friday night and we would fuck like rabbits all weekend. She was always super horny when she got home, and I always assumed it was because we hadn’t seen each other all week.
Many years later, I was a senior executive for a large company and we hired some consultants who were helping us on a big strategy project. My team was a mix of my staff and a group of consultants who worked with us for over a year, so I came to see everyone as one big team. At one point I hosted a big team meeting at my house with my employees and consultants working for a few hours and then we had a big bar-b-que dinner. My wife was co-hosting with me and met the consulting team for the first time. At some point I was introducing her to various people on the team and when she met one of the consultants named Gayle they both lit up with recognition and realized that they had worked together on one of those out-of-town projects when my wife first graduated. They grabbed a drink and reminisced for a while as I walked around making sure everyone at the party had enough to eat and drink.
After the party broke up, my wife and I were cleaning up and I asked her about knowing Gayle from way back when. She blushed a little and said, “oh, I could tell you some stories about Gayle...”. Now Gayle was extremely attractive, so I pressed my wife to tell me some stories. She resisted at first but ultimately shared a story or two. At first the stories were only about Gayle, but as she opened up I learned quite a bit about what happened on the road all those years ago.
There was a rule among consultants “what happens on the road stays on the road” - and I had known a bunch of guys who were consultants who had told me that there were a lot of hookups among people who were hundreds of miles from home, working with a small group of people for months at a time and all staying in the same hotel. For some reason, it never occurred to me that my GF would have been part of that culture...
The first thing my wife told me about Gayle was, “that girl loves to be naked.” That caught my attention obviously, and I asked her to elaborate. She told me about one of the projects they were on and how the hotel they stayed at had a swimming pool that was open late. After dinner and a lot of drinks on many occasions, some of the consultants would go swimming. And after the first week or so, the swimming turned into skinny-dipping. I asked how the skinny-dipping started and she told me that one night Gayle simply announced that this was boring and she stood up untied her bikini top and threw it onto a deck chair, then she pushed down her bikini bottoms and stood completely naked in front of everyone and even turned around a few times so everyone could see everything she had. At that point, almost everyone stripped off their suits and threw them on the side of the pool and the whole group skinny-dipped for the rest of the evening. After that, they skinny-dipped pretty much every time they went into the pool, with Gayle always being the first to get naked.
I was blown away by this because as I said, Gayle was very attractive and I was now trying to picture her naked. But there was another question that I had, and so I asked my wife if she had joined in the skinny-dipping. At first she said that she did not join in the skinny-dipping, but after I pressed her and said that it was totally ok if she had, she relented and admitted that she had gone topless, but not naked. I was so turned on by her admission about swimming topless with a bunch of co-workers that we stopped cleaning and had a great fuck right in the living room.
Over the next few weeks I would ask her to tell me more about her time “on the road” and her story remained consistent, she had only gone topless and had never fooled around at all with anyone. I had my doubts because although my wife is outwardly pretty conservative, I know that when she gets turned on, she can go completely wild and is very uninhibited.
It took a while, but eventually she admitted that a couple times she had taken off her bottoms and had been completely naked with the rest of the group, but only a couple times. She still insisted that she had never fooled around, even a little bit.
It was probably a couple years later that I finally got her to open up more about her time “on the road”. We were fooling around and I was sucking on her tits (which drives her crazy with pleasure) and I said that it was a real shame that all those people got to see her tits, but never got to feel them, or taste them. And that it was especially sad that she didn’t get to feel the pleasure of someone sucking on her nipples because it wouldn’t bother me at all if it had happened all those years ago.
There was a long pause, and then my wife admitted that she had in fact let one of the guys play with her boobs while they were swimming, and that his fondling had led to him sucking her tits for quite a while. She said that was the night she had first taken off her bottoms because she was so turned on, and that the guy had grabbed her ass and even managed to slip a finger into her pussy for a few minutes. She watched me closely to see my reaction, and I told her that it was totally ok and I was actually really turned on hearing about this. She was relieved to hear my response and said that for many years it had really bothered her to keep this secret from me, and that she had felt like a really bad girlfriend and thought that I would have broken up with her if I knew what happened.
Now that we were talking openly about what “happened on the road” I asked if she had ever gone all the way with anyone. She laughed and said, “well they certainly tried, but I managed to prevent it from happening.” She said that one guy was constantly trying to fuck her and that whenever they got topless or naked he would always corner her in the pool and try to grab anything he could, but that she fought him off in a friendly way. I asked if it ever crossed the line into “assault” and she said that it didn’t go that far, but that he was very persistent. He was the guy that she let fondle and then suck her tits, and that he did manage to finger her a few times, but always in the pool because she refused to go back to his room or let him into her room.
I asked if she ever touched him and she laughed and said that was how she kept him from fucking her. She would let him suck on her tits (again this is her favorite thing) and then when he started trying to maneuver into place to fuck her she would grab his dick and stroke him under the water until he came. She said that anytime she came from his fingers or he came from her hand, she would immediately feel a wave of guilt and then would get out of the pool and run back to her room. Inevitably her phone would ring, or there would be knocking at her door a few minutes later, but she would never answer and she would go to sleep feeling guilty, and tell herself that was the last time.
But then after a few drinks the next night or the next week, they would all end up in the pool naked and the same thing would happen again. She estimated that she gave him 8-10 handjobs and he made her come a few more times than that because she didn’t start giving him handjobs until he started trying to fuck her which wasn’t right away.
The project ended and none of that team ever saw each other again because they got assigned to different projects. She says in all her other projects that she never worked with a team that got naked like this, although it was pretty obvious that some of the people were hooking up, it all happened behind closed hotel room doors.
She said that she had pretty much buried her memories of that time and would probably never have told me about it, but when she saw Gayle in our own house it had brought it all back and that she was actually really glad to have told me because it sucked carrying that secret and worrying that it would really hurt me if I found out. I told her that I was completely ok with it, and that it actually turned me on a lot to hear about it and remember how hot she was in her early twenties and that I was glad she had fun. I also told her that I would be ok if she had actually fucked the guy, and if she was holding that back she didn’t have to, and that I would love to hear the story. She insists that she didn’t, and that she would tell me if she had, especially now that she knows it turns me on to hear about it. I looked straight into her eyes, and said, “you really didn’t fuck him?”
She said that she really didn’t fuck him, but one time and one time only, when he was being particularly demanding and was actually pushing her hand away so she couldn’t give him a handjob, she had him get on the side of the pool and gave him a blowjob. I asked if that was really just a one-time thing, and again reassured her that I wouldn’t be upset. She said that it was just that once, and she remembered it very clearly because it was the last week of the project and she didn’t think he would give up and that if she didn’t do it, he would have worn her down and she might have ended up fucking him.
I still get turned on anytime I am in a hotel with a pool thinking about her and Gayle and a bunch of people I don’t know all running around naked and getting each other off. And we sometimes use this as part of our foreplay too, with me asking her to tell me how she felt as she took off her bathing suit in front of a bunch of co-workers. Never fails to get us both going....
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