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Early Adventures in Cock Stroking

My cock is hard and out right now, but I thought I'd take a break from reading these stories and watching videos and stroking to write down my own modest masturbation experiences.

I started very young. I remember I had been told countless times that 'masturbation is OK' but nobody (or the books they gave me) ever told me exactly how you were supposed to do it. I figured out how to do it (straight stroke) but I kept reading and thought there was some better way. One time I shook my dick back and forth for like a half hour because I was convinced that was the 'right' way to do it!

I liked to read this anthropological book on my parents bookshelf that had a description of boys in some countries who were allowed to masturbate in the street and that really turned me on-I guess I was already an exhibitionist. (When I was much younger I managed to get two sisters to wrap my hardon in tissue paper as a 'bandage' for my 'broken' hardon).

I was dying to get into circle jerks with friends, but it only really happened once. We were sleeping over at a kid's house, in his basement, actually, for his birthday (12?) when his little brother, who was a brain, pulled out this cheap vibrator he had found in the garbage. I don't know if he cleaned it, but we didn't care. It was passed around from sleeping bag to sleeping bag, and each boy gave a commentary on how it felt, how it could be better deployed, etc.

Eventually, it became a game of show and show, and since I was a) an exhibitionist and b) had a fully-grown cock already (7'), I was the showiest. My best friend had the hairiest, I was the biggest and got lots of ego strokes for it. Unfortunatley, nobody touched it, they just looked, and nobody fully masturbated publicly to orgasm.

I was devastated when I learned a similar circle jerk, also inspired by a parent's 'magic wand,' went on after school one day without me. Several times, I tried to get another best friend to jerk off with me. I spent a lot of time at his house on sleepovers and the whole time I was horny because his mom was single and had a sloppy 70s sexuality about her-I watched her once nude sunbathing in their backyard!

At night, I would sleep on my friends floor and keep myself hard for hours. I would find any excuse to show my friend my cock-he would look, but then not show me his-and after he went to sleep, I'd crack the door to his room and lie on his floor, the sheets thrown off, pretending to be asleep and hoping his mom, still up and wandering about, would see me. I'd also spy on her, as sometimes she was not very careful with her bathrobe after we went to sleep and would let me see her breasts. I wonder if she knew I was awake? Finally, after she went to sleep, I would go out to her living room, where she kept copies of softcore mags that I would then jack off too.

This woman had a home business and had several female employees in a workshop in the basement. My friend and I, bored one summer day, decided to walk around and talk to them with hardons. We couldn't tell, though, if they were noticing. So we stuffed our pants with toilet paper until it was ridiculous-it looked like we had pythons in our pants. The women pretended not to notice (I don't think they could have missed it) and we eventually gave up, disappointed it hadn't turned out like a porno.

Another encounter that didn't get a fantasy ending was when I got caught by an older housemate masturbating. This woman, in her twenties, was a graduate student living in our family's house, renting a room. She didn't hear me coming home from school and when I looked out my window, she was topless sunbathing on our deck and reading a book. I'll never forget that image: She was wearing jeans, having apparently gone outside and taken her shirt off on a whim, and her pale white, smallish breasts were just laying there for me to stare at from above.

I pulled out my hard cock and starting stroking. When she put on her shirt and went inside, I lay on my bed and kept going, thinking about what I had just seen. Unfortunately, I had forgot to close my door! I didn't hear her come up the stairs and she came walking right by my open room and looked in. I threw my legs up in the air-my pants were around my ankles-in reaction, but this only was more humiliating, showing her my ass crack. She said, sweet as can be, 'How was school?' I grunted, 'Fine.' And she smiled, said, 'Cool,' and then turned on her heel and walked to her room. I jumped up and closed the door, shaking.

As I got into my teens, I started to explore exhibitionism, finding my way into porno theaters, nudie clubs, gloryhole booths, steamrooms and so on. I let myself get hard for doctors, male and female, let my step-mom see me hard ('It's very large, c______) and even posted photos of me masturbating on the Internet. But nothing is quite like those early experiences, is it?


Posted on: 2006-08-21 00:00:00 | Author: