I'm a 46-year-old white male who lives in California. Although I had been playing with my penis since before I could remember, I masturbated to orgasm for the first time one night the summer when I was 11. I remember the usual familiar pleasant feelings, but suddenly, for the first time, as I stroked myself, it began to feel better, then much better, then much much better — and then my first orgasm slammed through me and several jets of sperm squirted out of me, all over my pajamas. Being so young, I'd had absolutely no sex education and had no idea what had just happened to me.
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first time
Variety of stimuli
I thank JackinWorld for being an integral part of my masturbation life — there from the very beginning. I first masturbated to orgasm 6 years ago. As puberty was just starting, I found myself browsing the Internet searching for whatever information I could come across. At some site, somewhere, I found a link to JackinWorld. I was intrigued and diligently read the JackinHow-To section. I went downstairs to my room (by now everybody was asleep), stripped naked, and lay on my bed. I tried to follow the directions, pulling the skin on my penis back and forth.
Book report
Growing up in a fairly (or depending upon how you look at it, unfairly) religious family, I was extremely naive about many things. One of those things was my penis. I don't remember taking note of my penis before age 14 — seriously, it was there so I could pee. Then one day, at the small private school I was attending, a new student that year (with whom I had recently made friends) made an interesting gesture with his hand in front of his groin after saying a joke.
Is it cancer?
As of July of this year, I am no longer a teenager. I turned 20 and left my awkward, gangly years behind me. If only I knew then what I know now, growing up would have been so much easier.
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.
Pregnant socks
I am proud to say that I am a Southern Baptist deacon, and I feel that similar input from other men of faith would be good for your site.
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.
I'd been dancing
When did I start masturbating? The first time I ever tried it was when I was 15. Several weeks before I had my first session, I was about to take a shower, when I found some magazines in with all the towels. I at first thought they were my mother's women's magazines; I had often seen her put them there. How wrong I was! I took one out and opened it. I was presented with one of the top-shelf magazines for sale here in the U.K. Naturally, I had a good look through and noticed my penis to be erect (which wasn't unusual, because I'd been having lots of "wet dreams" at that age).
Opportunity knocks
I was about 12 years old when a school friend introduced me to masturbation. When I was at his house for a visit, he showed me his penis, and he had an erection. I had never seen an erect penis before, but suddenly also my penis became erect. I don't remember that I ever had an erection at all before then. He showed me what you can do with your penis, and he told me that when I stroke my penis a white liquid will come out, which would be that stuff children are made with, and it will feel great.
Father-mother play
I have been masturbating regularly for the last 42 years, except for the one-year period immediately after my marriage.