The following is a true story of how my wife, Jean and I played with a friend of mine (Bill) over a period of 6 months.
Bill was originally a business acquaintance. We worked in the same field, although he was 10 years younger. He and I got to be friends. Bill was very charming, funny and outgoing, with a confident air. He was only 5-8 but he was muscular and was a runner to keep in shape. He and I would go out to lunch from time to time and have a good laugh.
After knowing him for a few years, he started to tell me about some of his sexual partners and exploits. He was at that time started dating a cute dark-haired girl named Ashley. Bill told me that when Ashley first saw his cock, she said: "Oh my, this must be my lucky day!" I was intrigued, not thinking that average size Bill had a big cock. I must admit I got a hard-on right there thinking about the possibility of Bill and Jean getting together.
Jean is a petite 5-2 with a pretty face, shoulder length dark hair, large natural breasts, a thin waist, great legs and shapely ass. I can honestly say that her body is almost perfect if you like a shapely Italian hourglass figure. She keeps in shape by going to the gym every day.
Jean and I went long periods of time between having another guy pleasure her. She was very, very picky and would only get into a relationship with someone she met in real life who appealed to her on more than just a sexual level. A very high standard to meet. It had been almost 10 years since her last session with the lawn guy and we had struck out with several others. Jean would reject nearly all of my proposed candidates.
Once I heard Bill tell me about his big cock made me think of him as a candidate for Jean. I'm not sure why I didn't think of him before since he was good looking, charming and funny, characteristics that Jean would like. I guess it was probably that up until then I thought of him more in a business setting, not a personal, sexual one. Our conversation about sex and the fact that he had a big cock pushed him over the edge to make him seem a real possibility, I guess.
I should describe Jean's preferences about physical appearance, including cock size. She liked someone good looking and in good shape, of course. Confident, funny and charming were necessary for her interested. She was not a "size queen" by any means, but a big cock did add to the attraction for her. She is petite and doesn't need a monster size cock. Jean did have a submissive streak, and a big cock made her feel more submissive to a guy, she admitted. She also liked to be "filled up" so she preferred thickness over length. I also wanted to see her take a big cock and be submissive to the guy, serving his sexual needs. It was a definite turn-on for me.
I asked Bill how big was he? He told me a former gf had been impressed with his size and measured it. He was at least 7.5 inches long and very thick. (Mine is under 6 inches.) He admitted he found Jean very sexy and when asked if he wanted me to share her pics with him, Bill became very excited. I sent him a few milder ones first and he said: "You are a nice guy but what did you do to deserve Jean? She is stunning!" I asked if he wanted to see more and he replied: "YOU BET I DO!" I then sent him some more explicit pics and asked him: "Would you do her?" He replied: "In a heartbeat!"
I discussed with him the possibility of actually sharing Jean with him. He couldn't believe I was serious at first, but I assured him I was. Jean's cock sucking skills (slow, long and sensuous with a lot of tongue licking) were discussed and he became very excited. Jean had met him but hadn't spent much time getting to know him. The three of us got together for dinner and had a great time. Jean admitted he was good looking, sexy, charming and funny. I reminded her about his big cock, too. She was coy but I could see her thinking about it. She admitted that a nice thick cock filling up her petite little pussy sounded fun. After a few days of me bugging her for an answer, she finally said to go ahead and set it up. I told Bill and he was ecstatic.