Worst of all was seeing the smirking face of my younger sister Lori, with whom I’ve always had a strained relationship. What I wasn’t expecting was the two women from the neighborhood who I saw almost everyday.Įven worse was recognizing Megan, who worked with me at my office. Besides Pamela, who was holding a camcorder, there were three of her close friends. I was shocked! There were seven women besides my wife! More surprising than the number were their identities. The world’s biggest jerk-off! Well, maybe big isn’t the right word!” As Becky was saying this, she pulled the blindfold off, and I got my first look at the women. Sweating and nervous, I was actually relieved when I heard the sliding door open, followed by the sounds of laughter and voices. Becky wanted it to be a surprise, so she wanted all the women to be gathered up before I saw any of them. They could see me but I couldn’t see them. I knew my wife was inside with her friends, drinking, partying, and generally getting prepared for the afternoon’s main event. Less than a month later, I found myself sitting anxiously, naked and blindfolded, in chair by our pool, a bottle of massage oil on the table beside me.

In the end, I agreed to my wife’s proposal. I had never jerked off in front of anyone but Becky. My immediate instinct was to reply “no way!”, but I had to admit the idea turned me on. Becky had offered my services she promised that if I “satisfied” her friends this way, then she would make my fantasy come true. Pamela replied that she had never watched a guy beat off before, and had always wondered what it was like. She wanted me to jerk off in front of her and a few of her friends! She had mentioned to her friend Pamela that I liked to masturbate. Finally, she came home from work and told me she had thought of a test to see how willing I was to be humiliated. Though I assured her that I could, and that it would be a turn-on for me, she kept insisting for months that we just keep it a fantasy. Could you really handle having me screaming another guy’s name while he drives his dick into my pussy?” It would be too awkward, and I would always be thinking how humiliating it would be watching another man taking your wife. “I wouldn’t feel comfortable making love to someone else while you watched, darling. The idea obviously turns my wife on when we talk about it-she loves me to pretend I’m someone else when we fuck now-but Becky claims she could never do it. (She had a few boyfriends before me, but I’ve only been with her and often fantasize about other women.) As a substitute, I guess, I’ve begun to have daydreams about watching her fucking other men. She’s been open to suggestions about tarting up her wardrobe and some mild public flashing, but she has firmly stomped on any ideas of swinging. With Nancy and Tra both out of the house, I’ve been after Becky to rekindle the spark. Children and work can do that to a couple. Our sex life had been on the fritz for years.

Cuckold cleanup captions