I cannot remember when I began masturbating, but I must have been 5 or 6. I always did it lying on my stomach and rubbing against a hard mattress. I'd never been told not to do it, didn't know anybody else did, and didn't know any name for it. I somehow had the idea, though, that I shouldn't do it where I could be seen. My sister, a couple years younger, slept in the same room, so I had to wait until she was asleep. I even remember urging her to go on to sleep, so naturally she tried to stay awake.
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privacy
Two spoonfuls of blood
Trouble in study hall
I was a tender young farm boy who attended a small town consolidated high school in the '50s. The study hall for the school was actually a former church. The main room had shelves around the sides and tables with plenty of chairs around the room. If you misbehaved, you were sent into one of two corner rooms that were on each side of the former entrance to the church. These rooms had windows from the desk top level to the ceiling, so you could sit at the counter and study and your lower body would not be visible to the study hall proctor. There was already one boy in the room.
The penis game
I was exposed to masturbation at a very young age. I started doing it when I was 8, but back then I had no idea what I was doing. I just remember humping the couch and having this incredible feeling come over me every time I did it. I didn't know what it was called; I just referred to it as "the penis game." My religious parents would sometimes catch me doing it and warned me against it, not because they thought it was immoral, but because they thought I was too young to be exposed to sex.
Bidet on business
I remember playing "doctor" with a neighbor girl as early as age 5. This excited me a great deal, and it felt good for her (or me) to rub my erection. (I think I have always had erections). But I never got to an orgasm from it.
Happy Days
My family lived in a large apartment building. At age two I became best friends with another two-year-old boy. Neither of us had siblings and we bounded around like brothers. We did everything together; as we got older we even went to the john with one another. No inhibitions at that age. I suppose having seen each other's naked bodies for years, at some point we began to explore each other and our small erections. At age 9 we must have heard about sex and decided to experiment.
The head
Most of my early experiences were like everyone else's — discovery of masturbation on my own at age 12; alarm on first ejaculation; guilt, denial, efforts to stop, etc. I'll skip those details and describe aspects of my masturbation life that were perhaps a little unusual.
Erection Theory
Pipe organ
I grew up in a house with two brothers (one older and one younger), and the interest in each other's penises was the source of much forbidden pleasure. While our parents were away we would often show each other our proud erections, certainly the symbols of approaching manhood. We would compare and fondle each other's penises, even though we had yet to discover the wonders of orgasm. Nonetheless, the experience was intense. Looking back on three young guys sporting their erect penises seems only like a dream.
Convergence
I had finished taking a bath. The thought came to me about what the guys at school were saying quietly: "moving back and forth, up and down." I had a fine erection, and the opportunity was present for a bit of self-discovery. For me it was one of the finest discoveries of my life, and at that moment, it was probably one of the most powerful. It seemed quite natural stroking back and forth, and the pleasure of the sensation was surely going somewhere that seemed both mysterious and exquisite. The intensity of that first ejaculation was both memorable and physically powerful.
Tryst at a motel
One year while on a family vacation I had an experience I thought you might like to hear about. It was a turning point that I think has affected my entire masturbatory sex life. I am now 37 years old and enjoy a great solo sex life without guilt.
Wilson speaks
I kind of feel like the guy in Castaway — you know, he painted a smile and two dots on a volleyball for a friend. Well, I was circumcised, so, erect, there's that smile looking at me. My Wilson to bat around and make me smile through the years. There's been a few tears, too. But when I think about it, it's been me and Wilson through everything. The way I look at it, when I ejaculate, that's Wilson speaking. He's spoken to a few people, but mostly to me.