I have a friend down the street, about a block away, who is about the same age as I. I'll call him Steven. Somehow he caught on to the fact that my wife and I are completely bisexual. He started coming over and eventually owned up to me that he loved mutual masturbation and even jerking off another man. He claimed to be good at it. However, he wanted me to know that he didn't consider himself either gay or bisexual because he wouldn't do anything else or go any further. It took 3 or 4 more visits before he asked if I would consider "doing it" with him. In the meantime, I had talked to my wife about this and she told me to go ahead and find out how good he was if he ever asked again. So, I told Steven we should give it a try.
I invited Steven up to our bedroom. The first thing he noticed when he came through the door was a framed photograph above our bed. It is of me, wearing a very sheer and beautiful night gown. Through it you can see that I am naked. It's a very abstract photo with the gown swirling in motion. My wife is a photographer and she loves to dress me up in these kinds of things and photograph me. Steven was grabbed by it and was staring at it as I undressed. When he saw I was naked, he was taken back and said he hadn't planned on nudity. I asked him how he masturbated with someone and he said with clothing on. I told him I wouldn't do it that way. Nervously, he disrobed. I gathered it was the first time he was naked before another grown man in a private setting.
I laid on the bed. Steven sat on the bed next to me. I had a pretty good erection and Steven took hold and began to stroke me. He certainly knew how to do it. I find it difficult to jerk someone else off. The angles seem all wrong. But Steven could do it. I told him to lay back with me, but he sat over me and pumped vigorously, but gently on my cock. It wasn't long before he had me at the edge and then over and I came all over his hand. He let go slowly and easily. I took his hand and drew it to my mouth to lick it off, but he was shocked and pulled away. He wanted to know what I was doing. My explanation only shocked him further.
Steven lay back on the bed and, with his gooey hand, began to work on his own cock. I put my hand in to try doing it to him. It seemed he only reluctantly allowed me to. He looked pretty good laying there naked. I wanted to cover his cock with my mouth, but I didn't try. After a while he expressed dissatisfaction with how I was doing him and he took himself again and began to stroke. He closed his eyes and pumped away. I had a good time watching him do it and, when he came, I managed to scoop up some of his ejaculation with my fingers and I licked it up. I could tell he didn't like that.
He dressed rapidly, bolted down the stairs and disappeared down the street.
I figured I would never see him again; however, he was back about 5 days later and wanted to do it again. I told him I would only if he would show me how to jerk him off properly. This time he was more patient and I began to learn.
He drops in regularly now -- like once a week or once every two weeks and, if it's an appropriate time, we jerk off together. I've really gotten no further except he agreed one day to let Wendy, my wife, watch us do it together. Then she talked him into letting her take photographs if his face wasn't included. She must have taken a hundred. She loved the way he could pump on me and make me come so excitedly. He was freaked when she insisted on taking my cock in her mouth and cleaning me up right after I came.
Most of the time we are alone, just the Steven and I, when we do it. He is much more settled about undressing with me. Eventually he even allowed me to fondle his balls. One of these days I'll try again to kiss his dick and see if I get away with that.
I asked him how often he masturbated and he thought it was probably 4 or 5 times a week. And how often with other men? He told me there was only me and one other guy right now. The other guy lives out in the suburbs, though, and it hard to get together with him. I wondered if the other guy would make a threesome some time and whether he might be gay. That really jolted old Steven. He didn't think so. I'll work on that some more, too.
I'll post one of Wendy's photos some day -- one of Steven doing it to me.