A little history. We started playing with our best male friend in 1986. In fact he and his wife were the ones that seduced us into playing. That was a time before HIV so we did not worry about going bareback. I remember the first time when we were seduced. We were all nudists and got together on a weekly basis and we had gotten to the point that there was a lot of flirting between all of us. Our male friend and my wife were on the living room floor and he was massaging her. I was on the floor across the room massaging her. I looked over and saw that my wife and my best friend were having intercourse. Even though my wife and I had never discussed it, it just seemed right to me. I pointed out to his wife what was going on across the room and she gave me a little smile. After seeing that I started being more sexual in my massaging and in a few minutes we started having intercourse too. After a few minutes I realized that I knew her husband had had a vasectomy and my wife had had her tubes tied, but I didn't know about her so I asked. She mentioned she had had her tubes tied too, so we continued and we continued until I came inside her. After that my friend who worked nights and my wife who wasn't working got together many times during the day, which I really found exciting. Unfortunately his wife, although a good friend, was not that interested in me but was playing with others.
My wife playing with our male friend turned into the two of us playing with her. As time went on, sloppy seconds became very common and even an occasional DVP. At that time he had no trouble cumming and it was always inside her.
He and his wife got divorced and each got remarried and everyone knew we were playing with him. My wife and I continued playing with him and we all had a lot of fun. His new wife died of a heart attack in her early 50s and we became even closer to him. We all even agreed to a poly relationship which worked very well. It was not exclusive. One of the problems he had was masturbating so much that he couldn't cum through intercourse, which was a disappointment. A couple of years ago he got in touch with woman he had known years ago. Her husband was fine with them playing, and even though his new playmate said it was fine for my wife to play with him, we stopped because there seemed to be the potential for too much drama. We are still friends with him, but don't feel comfortable playing with him.