The night I had my very first orgasm (it was also the first time I had ever masturbated) was January 1, 1969. Prior to that, I don't remember paying any particular attention to my penis or having any sexual feelings. But this night I was spending with my nephew, who was about 4 months younger than me. We were to sleep in the same bed. Since boys will be boys, we weren't interested in going to sleep right away — just talking and joking around. Eventually we started talking about sex and how our bodies were changing. He asked me if I could get hard. I already was! When we both had erections, he asked if I ever played with myself. I asked what he meant by this. He told me he and some neighborhood boys would get together and do this thing where you grab hold of your penis, stroke it up and down, and eventually it feels really good. Naturally, I was intrigued and wanted to try. I remember strokin' for a pretty long time and thinking, Well, this is tiring. Pretty soon I began feeling this warm, visceral sensation from my crotch all the way up to my abdomen. As I got deeper into this strange new feeling, I suddenly felt like I had to stop — it felt TOO good! But I couldn't keep my hands off of my penis. Something inside kept urging me to go on with it. I kept doing it, then stopping...doing it, then stopping...mostly out of fear. At one point, there was the inevitable no turning back. My first ejaculation felt like what skydiving must feel like. It was incredible. But quickly afterward came the guilt that I had somehow done something wrong.
After that first time, I was hooked. Sometimes I would masturbate several times a day, but because I felt guilty, it was usually only once a day or so. On the occasions when I would visit my nephew, we would usually masturbate together. At this time, he was the only other person I did it with. Eventually, there was another boy in the neighborhood I would masturbate with. It usually began with us talking about sex, girls, and what we would do with them. But within a few minutes both of us were wondering where we could be alone so we could masturbate. If the parents weren't home, we were pretty comfortable doing it in the house. If they were home, we had to be pretty creative. Never underestimate the creativity of a couple of horny 14-year-old boys! We would do it in the woods behind my house, in the basement, in the eaves above our garage. If we were feeling like we couldn't come up with any place, we even started doing it in the front yard we were so ready to pop. But better judgment prevailed that day. The one thing I regret is that we never mutually masturbated one another. I know I wanted to, and I think he did too, but we were too scared to say anything to each other about it. But it was still fun just watching him. When I went away to college, we had to end this tender exploration of our sexuality.
At this point I have to relate one of the strangest places I ever masturbated. I was on vacation with my parents, and we were driving back from Florida to North Carolina with me in the back seat. Naturally, on a long trip like that, guess who would show his throbbing head? Of course I couldn't keep my hands off it. I remember leaning my chest against the back seat, carrying on a perfectly lucid conversation with my parents, careening down the highway at 65 miles per hour, all while stroking myself to orgasm. I don't think they ever knew.
From the time I began masturbating until I was in college, I always felt slightly guilty about the act. I guess I just didn't have enough exposure to a lot of other boys and their masturbation practices. While in college, I became friends with a guy I always had a lot of admiration for. I look back now and know it was a crush. Eventually, we became roommates. The first night we moved in together, we were talking in the dark. Suddenly, I heard this sound from his bed — I knew could be only one thing. I asked him what he was doing, and he replied, "What do you think I'm doing? I'm j***ing off! Wanna join me?" I was so amazed by his candor about the whole subject. From that point on, we did it all the time together. We'd come back from classes, get naked, and grease up with Vaseline and have a great time for hours just watching each other and encouraging each other with hot talk. After that year, he moved away to go to grad school. I really thank this guy for helping me feel okay about masturbation. What helped most was I looked up to him a lot. After that, I never felt guilty about it ever again.
Since then (I am 43 now), my masturbation frequency has diminished quite a bit, but that's okay. I still enjoy the feeling of my penis in my hand and trying new techniques. And I love JackinWorld — it's refreshing to read of other men's experience and to know they're not hung up about masturbation. What we do is incredibly "male," and I look at it as a celebration of maleness. It's great to share that on any level. Keep strokin', fellas!
Do you find yourself masturbating more often during some seasons than others? Why?
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Road trip
Gender:
Male