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.
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shower
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.
Bird
When I was about 10 my brother (a year and a half older) and I went into the woods near home and saw a neighbor kid of 17 or 18 who was sitting under a little tree hut we had built. It was actually on his folks' land but a long way from his house, and I didn't think he even knew it was there. He had his pants down and was stroking what to me looked like a huge joint, compared to my little weenie. I'd never even seen an erection before or pubic hair but was intrigued. A better word today would be turned on, but I didn't know that then. When he ejaculated all over, I was mesmerized.
Glory Hole
I learned how to masturbate at age 11, during the summer of 1990 (I am currently 23). The interesting thing about my discovery is that at that same time, I was also discovering that I was "different." Years later would realize "different" meant I was gay.
The canyon
I have had many years of enjoying masturbation since I was introduced to the miracle at age 9. I shared a room with an older brother who wanted the freedom to masturbate anytime he wanted, so he showed me what "the big boys" do. Of course I didn't wait until I was one of them. Suddenly, the little erections I was having made sense to me, and I began to enjoy the miracle many times a day.
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.
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
Gym class camaraderie
I began masturbating just before my 12th birthday. I learned it by accident. I had been watching a movie with my older brother, and it had a sex scene. I was watching intently when I heard my brother moan quietly. I glanced at him just as he was removing his hand from his pants. I asked him what he was doing and he said we would talk later that night when we went to bed. Because he was two years older than I was, he got to stay up an hour later than me.
Catch-22
My individual discovery of masturbation has been an absolute godsend to me. I come from a great family — very Irish Catholic, and not very talkative on the sexual front, but nevertheless a terrific family. However, a lot of things — in fact, 99.9% of the things I know about sex — came from my own "research," if you will. That research started with surreptitiously sneaking Playboy, Penthouse, and Hustler magazines into my house, reading them in the bathroom or bedroom, and masturbating like a maniac.
Going to Antarctica
I am 20 years old, and it has been a long journey to be as comfortable with masturbation as I am now. My life and masturbation crossed paths when I was 12. My mother had dropped off some books, about all the changes to expect in my body, STDs, and all that fun stuff. I was reading them thoroughly, always hiding because I didn't want her to know I was reading them.