I grew up in the bush in Australia. We lived in a scattered community. The one-teacher school, with a couple of dozen kids, was in a village a couple of miles away, so we had to walk to and from school though the bush. I was 7 years old and in 3rd grade, but we all played together with boys in the upper grades. One afternoon I set off to walk home after school and was joined by three 9- and 10-year-olds. They told me that they wanted to show me something. We stopped at a picnic spot on the edge of the bush.
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bathroom
Under a street lamp
Pleasant porcelain
Like many who've taken the time to join this amazing and awe-inspiring site, I have been a life-long masturbator. In fact, I cannot remember a time I haven't masturbated. Call it luck-of-the-draw, coincidence, or the best discovery of my life, but I found out how to pleasure myself before I can even remember my memories. For some reason I knew that it was best done in private, so I can't recall ever being scolded or diverted by my parents. I also don't remember them ever discussing it with me, which is just as well I suppose.
Cameo
The first time I ever heard of masturbation, I was 13. I had been in a chat room and was dared to masturbate. I told everyone I was doing it, even though I didn't know what it was. A few minutes later I asked a 17-year-old guy who was also in the chat room; he told me what is was and how to do it. Later that night, at around 10 p.m., I went into the bathroom and tried it. I didn't understand the feelings it gave me, but I kept going until orgasm. No semen came out, and it felt painful to me. I promised myself I wouldn't try it again because of the discomfort.
Bygone ben-wa ball
As a female, I'm always intrigued to find out about the coming-of-age experiences of the opposite sex. I love the JackinWorld Biographies because not only are they sometimes a turn-on, but they provide amazing insight into men in general. Though the majority of your readership might not care about a girl's masturbation experiences, I'm willing to bet some people might find female information a little interesting for a change.
Body vs. machine
Prior to beginning my life of masturbation, I had discovered my father's stash of "dirty" magazines. This was probably around age 10. I knew that I enjoyed looking at the pictures of nude women (more for intrigue than anything else at that point), but at the time, I didn't know what masturbation was, nor did I ever think about touching myself. My mother caught me looking at the magazines once and told me not to look at them. However, she didn't mention anything about sex or masturbation, not then and not ever.
Fictional family
My first experience with masturbation occurred by accident. I grew up in a conservative and religious family, so sex was not discussed. I didn't even know what "wet dreams" were, even though I'd had them. I just didn't know what that stuff was in my pajamas in the morning. As for masturbation, I had no idea what my penis could do or the kind of pleasure I could have.
The landlady
I am now in my late 50s. As a very shy, timid, and withdrawn boy, with no confidence in my soft, thin body, the other boys' fun and games (playing with each other naked) after "lights out" in the school dormitory didn't interest me — not even their pants of excitement and giggles of pleasure ("ooh! that feels nice!"). We were 9 or 10 years old then. I never saw my penis erect until my first ejaculation when I was 12.
Up-skirt
I started masturbating when I was 14 years old. At first, I would lie down on my bed and stroke while thinking about the girl I had a crush on, and I would have an orgasm but wouldn't ejaculate. At that time, all of my friends had discussed masturbation with me, and they described it as being heavenly with a feeling of ecstasy. In biology class, I was learning about the reproductive system and about semen and sperm. I wished I could ejaculate some semen of my own.
Wrestling
I'm a 25-year-old average guy. I have been masturbating for more than half my life (can it be that long?). I'm still a virgin, believe it or not, and plan on staying that way until I'm married. I would say I'm mostly straight, although I enjoy looking at other men. I'm fascinated by the human body — male and female — and can spend hours looking at it. I enjoy spending time naked, especially in the presence of someone else if they don't mind. I love skinny-dipping and tanning in the nude.
Shaving foam
Well, as most people, I discovered masturbation when I was 10 or 11. However, I guess I discovered the actual process of masturbation in a slightly different fashion than those I've read about previously here.