Our sex life had been on the fritz for years. Children and work can do that to a couple. With Nancy and Tra both out of the house, I've been after Becky to rekindle the spark. 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. (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. 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.
"I wouldn't feel comfortable making love to someone else while you watched, darling. It would be too awkward, and I would always be thinking how humiliating it would be watching another man taking your wife. Could you really handle having me screaming another guy's name while he drives his dick into my pussy?"
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. Finally, she came home from work and told me she had thought of a test to see how willing I was to be humiliated. 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. Pamela replied that she had never watched a guy beat off before, and had always wondered what it was like. Becky had offered my services; she promised that if I "satisfied" her friends this way, then she would make my fantasy come true. My immediate instinct was to reply "no way!", but I had to admit the idea turned me on. I had never jerked off in front of anyone but Becky. In the end, I agreed to my wife's proposal.
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. I knew my wife was inside with her friends, drinking, partying, and generally getting prepared for the afternoon's main event. They could see me but I couldn't see them. Becky wanted it to be a surprise, so she wanted all the women to be gathered up before I saw any of them. Sweating and nervous, I was actually relieved when I heard the sliding door open, followed by the sounds of laughter and voices.
"Here he is, ladies. 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. I was shocked! There were seven women besides my wife! More surprising than the number were their identities. Besides Pamela, who was holding a camcorder, there were three of her close friends. This I was expecting. What I wasn't expecting was the two women from the neighborhood who I saw almost everyday. Even worse was recognizing Megan, who worked with me at my office. Worst of all was seeing the smirking face of my younger sister Lori, with whom I've always had a strained relationship. I didn't see how I was even going to get hard, much less cum.
I was wrong. My wife squirted some oil on my dick and began to play with it, while the ladies giggled and Pamela filmed. As I began to get hard, Becky replaced her hand with mine, saying, "This is as close to pussy, besides mine, that Ricky has ever been. Sometimes I think his hand is his favorite lover." I couldn't disagree. My cock felt fantastic as I stroked it slowly in front of eight pairs of eyes (and boobs! and legs!). It was humiliating but a turn-on at the same time. I didn't understand it, but I didn't want it to stop.
It was Lori that brought it all to a stop, or at least a pause. After about 5 minutes of stroking, and with me already getting ready to blow, she laughingly recalled "this reminds me of when he was spying on me in my bedroom." When the others prodded her for more details, she told them how her "perverted older brother" used to peep in her window and jerk off while she was getting undressed at night or when she was playing around with her boyfriends. "He never had any girlfriends of his own, so he got his rocks off watching me. Our parents thought he was a little weird, just walking around at night alone, but I knew he was watching me, and beating his meat. I see he's still a pervert; the only difference is back then he had no hair on his balls."
This caused gales of laughter, while I turned red with embarrassment, and felt my willie start to wilt. It was true, I had masturbated while watching her scores of times growing up. She had been sexy looking from the time she was 13. I had no idea that she knew, however. I had never been so humiliated! I was ready to stop when Megan said "Why don't we shave him then? Then he'll look just like he did when he beat off outside your window. Hell, it doesn't look like his dick's gotten any bigger since then."
I protested this idea, and tried to rise, but the women prevented my moving. My wife disappeared into our house to get the necessary utensils while the others held me down. Within 20 minutes, the deed was done. My cock and balls were as nude as that of a newborn baby's. Becky insisted she liked the new me. "Honey, your dick definitely looks bigger. Well, a little bit anyway." The others agreed, and recommended my wife keep me looking like this. Then, as one of the women said, it was time to "get back to business."
Once again, I began to masturbate. It was slower going now; I had lost a great deal of enthusiasm. The women didn't mind. The early evening was beautiful, the wine was flowing, and they had a man under their control. They alternated between making encouraging and belittling comments as they watched me stroke my hardening cock. They laughed at my contortions and efforts, and as I began to pump in earnest, they cheered my efforts. I heard my sister shouting "Beat it, Little brother. Beat it like you did watching me making out with Johnny Ricter! Beat off that hairless wienie of yours!" Eventually, when I finally climaxed, I was rewarded with a round of applause and cries of "Way to go, Ricky!"
