First Time Masturbating

Chronic Masturbation Stories


First Time Masturbating

One night, I was as my cousin’s house, another boy, a year younger than me whom had engaged in some minor exploration such as the game afore mentioned, and some degree of touching. During the day, while we were engaged in playing with some Star Wars toys, I asked him if he could make his penis grow. He just kinda looked at me with a puzzled expression, and said, “What are you talking about.” I explained in more detail, “Sometimes, I can make mine get big by tapping up on it.”

alt.sex.masturbation, 1999

From Spanky

I discovered masturbation when I was about eight years old. I suppose that I had been building to it for a couple years before that. I was rather fasinated with my little dick, and touched and played with it rather often. I remember playing the old “show you mine if you show me yours” game around then with a few kids my age on different occasions. Mostly other boys. We’d pull our pants down, and marvel at one anothers (invariably different) little penises, sometimes touching them. Always excited by this activity, but not in a sexual arousal kind of way. I guess it was just “neat” and maybe a bit daring. In the time leading up to discovering masturbation, I discovered one day that my little pecker got bigger. Stiff. Of course, at the time, when erect, it was probably only about two inches long, and about at thick as my index finger, but that was double it’s usual size. A noticible (and fasinating) event. After some small amount of experimentation, I discovered I could “make it big” by stimulating it; lightly tapping the underside, or rubbing the tip. I asked my friends who I felt comfortable talking about such things with (ie: the ones who’d played the show me yours game) if they could make their penis grow. I remember one kid said he could, and thought nothing of it, but I seem to remember that noone else said they had experienced that. I thought I was quite lucky to have made this discovery, which it seemed no one else could do.

One night, I was as my cousin’s house, another boy, a year younger than me whom had engaged in some minor exploration such as the game afore mentioned, and some degree of touching. During the day, while we were engaged in playing with some Star Wars toys, I asked him if he could make his penis grow. He just kinda looked at me with a puzzled expression, and said, “What are you talking about.” I explained in more detail, “Sometimes, I can make mine get big by tapping up on it.” I made a gesture with the palm of my right hand facing up, as if bouncing my dick on it. “Uh, no.” He said plainly, and seemed to think I was quite insane. That was the finish of that conversation for now, and we ran off to be Luke and Han blasting Stormtroopers in his back yard.

That night, we were both going to sleep on his bedroom floor in sleeping bags. He had a fairly bright nightlight which he turned on after his mom sent us to bed for the night, and we stayed up talking. I can’t remember the conversation clearly, but I remember when he said, “Show me how you make your penis get big.” “Sure,” I said easily. We’d seen each other naked dozens of times, and I wasn’t in the least uncomfortable about this. I unzipped the sleeping bag, pulled by underwear down a bit, and showed him my limp little hairless penis. I tried tapping on it lightly for a while, but nothing happened. I was a bit annoyed. I thought he wouldn’t beleive me. I was a bit embarrassed. I took it between my thumb and first three fingers, in a rather unorthodox grip from the front of it, and began pulling on it, my skin would pull up over the head of my dick, and then reveal it again as I stroked (I thought this rather amusing, as I was able to almost pull my dick almost entirely into the loose skin of it). Then, it happened. It started growing. I was so excited. My cousin watched intently. “You try it,” I said. I could see him moving about in the confined space of his sleeping bag, taking his shorts down. I zipped my sleeping bag back up, and watched my cousin’s hand moving around his groin under the cover of his sleeping bag. “Anything?” I asked after a while. “No.” He pulled his head into the bag to take a look, then popped back out, shook his head. “Show me what you do again,” he asked. I pulled the covers down again, and my dick had gone limp by then. I tried again to make it “big,” the same way I had earlier, pulling the skin up and down with the tips of my fingers. It didn’t take long this time. It started growing almost immediately. “Wow, he said,” I can’t do that. “Keep trying,” I said, and zipped my sleeping bag back up again. This time, I kept playing with it, keeping it hard. My cousin put his head under the cover of his bag, and had his knees propped up, creating a sort of personal tent witin. I did the same, and watched in the dim light that filtered in as my hand moved up and down, covering, then revealing my penis. Watching the skin cover the tip, then the head emerging again. My dick was bigger now than it had ever been in my life. I wondered how big it could actually get. Forgetting about my cousin’s efforts in the sleeping bag next to me, I kept stroking away. It seemed almost like I slipped into a trance. Suddenly, without any warning, I felt a sensation which was like an explosion in the tip of my stiff little penis. My legs stiffened, my back arched. I gasped in astonishment. I feared immediately that I had hurt myself in some way. “What is it?” came my cousin’s startled voice. I took a moment to collect my senses, and realized that my new toy had resumed it’s usual size, but had a strange tingling sensation in the tip. I seemed to be perfectly normal, though. no harm done. “I’m never doing that again,” I said. “What?” “I was rubbing it like I showed you, and I got this really weird feeling in it.” I was at a loss to describe it. “Did it hurt?” “Uhh. Kinda. Not really. I don’t know. It was really weird. I’m never doing that again,” I repeated. I’m pretty sure that my cousin gave up his efforts at that point.

The next day, on the ride home with my parents, I was contemplating what had happened to me the night before. Really trying to figure it out. It was a strange sensation, I reasoned, but I realized that it wasn’t neccessarily bad. I desided to try it again that night when I went to bed, see if it would happen again, and be better able to figure out what it was exactly that I was feeling when it wouldn’t take me by surprize, and totally shock me.

I think I went to bed early that day, excited to try this thing out again… see if I could make it happen again. I tucked my underwear under my pillow, bent my knees, and put my head under the covers, and started pulling on it . It got stiff after a short while, and I stroked it for what seemed like an hour, but nothing was happening. I was determined to make this funny feeling happen again, so I started stroking faster, then faster still, until my pace was nearly frantic, my arm about to fall off, I came suddenly. Arching my back, and stiffening my whole body. I held my breath to avoid making any noise. I stayed stiffly ached for at least a minute after before relaxing back down. I definately liked that feelilng, I desided. I immediately wanted to do it again, but as soon as my hand touched my throbbing penis, waves of intense tingles like electricity shot through my dick, into my groin area, my stomache. I pulled away from it in a flash. I couldn’t even stand the feeling of my bed-sheet touching it, I found. After a few minutes these feelings went away, but I didn’t think it would be a good idea to try it again right then. You bet I was at it again the next night though. –

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