This is my first time posting a story on Literotica. Not a great writer, sorry for any grammar mistakes. This was a fantasy for a long time but came true about 12 years ago. My wife and I are now 52 years old and have gotten together a few times over the years with my best friend.
My wife, Becky and I have pillowed talked about sharing her with another man for years as long as I am present. Becky has always been intrigued with the idea but said she would not do anything with a stranger and did not want me to ask any of our guy friends. Also, she is very self-conscious about the weight she has gained over the years and did not think anyone would found her attractive anymore. When we do go out with friends, she is always making everyone laugh and is extremely flirtatious. I told her that on numerous occasions while out with friends, I have caught my friends staring at her tits especially when she is wearing an evening gown, she has an extremely nice 44D rack! I have several times asked my friends if they like what they see. Of course, all of them would say definitely, they find Becky to be extremely attractive and say I am a very lucky man.
My best friend Clay lives in a different state and we don't see him much anymore but keep in touch. One day a few years ago I get a call from Clay asking if I was planning to attend our high school reunion. We talked for a while about the reunion and Clay asked if Becky would attend. I told him that Becky is not one for going to reunions. He said that too bad, he would like to spend some time with her as well. I thought about what Becky had told me about not asking any of our guy friends about our wife sharing pillow talk. I decided to ask him anyway. I told him that I had a personal question to ask him and it might offend him. Clay said we are best friends and I should know that I can ask him anything. So, I said I sure hope it does not destroy our friendship but here goes. I told him that we have fantasies for years about sharing Becky with another man. I told him that Becky has always been intrigued about trying it but would only agree to being shared with a guy friend who could keep his mouth shut and not tell anyone.
Clay immediately replied he would definitely be willing to do anything we would allow him to do with Becky and he was ok with me being present. He said that he on several occasions had fantasied about being with Becky. He said that he only wished that I had asked him when he lived in NOLA or he had asked me the question. Needless to say, we talked about this for about an hour. Later that night, I told Becky that Clay called today and is coming in town next month for our high school reunion. Then I told her that I spoke to Clay about sharing her with him and he was elated. Becky was in shock, she said there is no way that Clay, the high school stud athlete and who was once a major player finds her attractive. We talked about this the remainder of the night and she said that she has a lot of emotions going through her mind. She was nervous and excited at the same time. Becky said we will discuss ground rules before the night and was not promising anything.
The day finally came on a Friday night in July. We picked up Clay at the airport, went to dinner and then to bar to have some more drinks. Becky was wearing a skirt that evening. During dinner and drinks we were all laughing and I could tell Becky had a nice buzz because she started being more flirtatious than normal. This was first time that one of our guy friends really started flirting back and was provoking her more and more. We were sitting on some stools at the bar and Clay started rubbing Becky's inner thighs and then moves his hand under her skirt. Becky smiled at me and closed her eyes for a few seconds. Then she noticed some guys in the bar were watching her and she said it was time to head home.