My first recollection of my own sexuality is about 5th grade or so. I remember having some sort of sore muscle in my arm or back, so I went to get the electronic back massager we had. I was sitting on my bed using this when it occurred to me for some reason I shall never know: "I wonder what this would feel like on my penis?" Not being one to wonder for long, I put it down there, and it felt good — so I decided to leave it there. After a few minutes, everything began to tense up and I didn't know if it was hurting or feeling good, but I left it there, and finally, I had my first orgasm.
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.
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.
Although I probably had a hand around my fetal penis, I didn't masturbate to orgasm until I was about 14. A kid in the 8th grade lunchroom said something about "whacking off" and made a circle with his thumb and index finger. Up and down he gestured. I waited until a quiet Sunday afternoon when nobody was home. At that time I was still small enough to fit into an old canvas laundry bag, and I wore it over my naked body. The feel of the material stimulated me.
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.
I was reared in a home where sex was never mentioned; I never even heard the word "pregnant." How I managed to get to be 11 years old before learning the facts of life I do not know, but I did. I moved to a new school when I was in the 5th grade, and there I began to get a real education in things I'd never heard of. I knew where babies came from, of course, but I had no idea how they got there.
I am a 53-year-old man living in the U.K. I have been a regular (perhaps even a compulsive) masturbator all my life. However, I have also had a continual struggle to reconcile my feelings of guilt, the condemnation of my church, and the disinformation from my guardians with the pleasure I have derived from this universal activity.
I first learned about "playing with myself" when I was 6 or 7 years old. Before that I had always "played with myself" like any young boy does, but I had never really thought about it. Then one day I started thinking about it. I was at my best friend's house, and we were playing hide-and-seek with his neighbor. We bored of it, so we hid in his woodshed and locked the door. The neighbor soon tired of looking and went back to his house.
I remember the first time a friend showed me how the masturbate. We were camping out in my backyard, and my friend asked me if my penis ever got hard, and if so, did I rub it until it felt like my brain was about to explode and a milky-white substance came shooting out of my member? I told him it got hard but I had never rubbed it. I was 10 and still had some learning to do, obviously. He showed me how to wrap my hand around my penis and stroke it up and down. WOW! That felt great. When it came time, I got up and stuck my member out of the tent.
Although I am only 14, I pride myself in my long and fruitful masturbation life. I first discovered masturbation when I was only 10. Bracing my penis on my stomach, I used to do it by taking my index and middle finger and rubbing vigorously until I orgasmed. (Of course, nothing came out.) When I discovered the cool feeling that resulted, I rushed to tell all my friends how to do it. They went home and tried it, and all came back to 4th grade thanking me deeply. In 4th grade, I kept up the habit a solid 3 times a day.