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.
We set up a date for Bill to come over and play with Jean the next Saturday afternoon. Jean was a little nervous since she was older now and wasn't sure a younger guy would find her that attractive. Plus, it had been a long time and she was a little concerned about "performing" in front of me. I tried to reassure her and kept her on edge for the next week by playing with her breasts and licking her pussy, without letting her cum. By the end of the week, she was very interested and hot for sex with Bill, despite her reservations. A couple times during the week, Jean begged me to let her cum, but I refused. I told her that she'd just have to wait for Bill. I let her know that I wanted her to get on her knees and suck Bill's big cock until he came in her mouth. She demurely agreed, but said she was really looking forward to him filling her pussy with his thick cock.
I spoke to Bill during the week by phone and email. He was really excited and couldn't wait for Saturday. I told him the plan about having her get on her knees, suck his cock and cum in her mouth first. He laughed and said he'd be happy to oblige. We talked about how fun this would be and hopefully, it would be repeated. Bill could tell I was really into this and he started talking more and more explicitly about how much he was going to love having my beautiful, loving wife to play with and enjoy, with her husband looking on. He couldn't wait to have Jean lick and suck his cock for much of the afternoon. Bill loved blowjobs and even though his girlfriend, Ashley, loved his cock, she wasn't that good at them.
On Saturday, Jean was getting a little nervous again. She was fussing about what to wear for Bill. We decided on this semi-sheer negligee. You could see the outline of her areolas and hairy pussy underneath. I wanted to finger her and play with her but she said I had to wait.
Bill showed up in his T shirt and shorts. Jean was a little hesitant and shy at first, knowing that she would soon be doing the most intimate things a woman could do, with a man she hardly knew. Bill was excited, talkative and his usual charming self. He tried to put Jean at ease and complimented her on how sexy she looked. His eyes were devouring her breasts and legs.
She went up to him and hugged him, letting him kiss her and cup her ass with his hands. She took his hand and guided him over to the couch, where that sat together as we talked. Jean was a little shy still. Bill kept looking down at her breasts, which were semi-exposed beneath the thin material. Jean would look up and smile at him from time to time. Finally, Bill leaned over and started to kiss her. She responded and I could tell their tongues were wrestling. Jean moaned a little as they kissed. Bill reached up and started massaging her breasts. I told Jean to take off the negligee so Bill could admire her hot body. I was completely hard by this time, watching the two of them with the preliminaries.