How I Learned to Masturbate

By Five Hole Punch

Published on Sep 12, 2014

Gay

Anecdotes: How I Learned To Masturbate Part Two

I think it is interesting how people found out about sex when they were young. Some have told me about their sexual enlightenment. I intend to post, with permission and anonymity, a part of their personal story. I am choosing to limit this to a very specific area of their early experience – how they learned about masturbation. These are factual reminiscences, not fantasy, and are not embellished. I have tried to transcribe their recollections, using their own words if possible, to the best of my ability.

  1. Connor

"I don't know if this counts, but I learned that my stiff penis felt good at around eight years old. I probably knew before that, but the reason I remember that particular age is I had hurt myself falling out of a tree and the doctor told my mom to have me lie on a heating pad for my back. It was really warm and felt good.

For some reason, I guess I got too hot, I rolled over and the heating pad was under my stomach and my penis and scrotum were at the bottom of the hot pad. They felt good from the warmth and my penis got hard. As I moved around a little, I could feel an intense heat depending on where my penis was touching the pad. I'm circumcised and the best sensations were when sensitive areas of my glans were touching the pad. I only got to use the heating pad for a week, but I rolled over on it each time I used it. It also felt good on my butt.

What I learned from this was that certain areas of my penis felt really good and I touched them more and more; in the bath, before peeing sometimes, when I had my hand in my pockets. I rubbed my penis through my underwear quite often with my hands in my pants pockets.

This practice, not uncommon amongst boys in my class at school, led to my showing my classmates, and them showing me, our penises in the boy's room and in the woods. We did play with ourselves and each other in the traditional stroking way at this time. So now it was official masturbating. We did this every now and then for a few years until we hit about sixth grade.

A guy named Steve in our class, who matured first, going by his size and strength, used to do this with us, but stopped wanting to do it. I asked my friend Jackson what was his problem all of a sudden?' Jackson told me he was making sperms.' I asked him what that was and he told me.

Jackson and I generally jerked together about once a week here and there. One day, about four months after hearing about sperm for the first time, Jackson told me to come to his tree house, that he had something to show me. You guessed it; Jackson "made sperms." More like syrup than sperm really, it was still clear. Now, we did it together several times a week and, in about a month, I was getting syrup and Jackson cream. I finally shot white around my thirteenth birthday."

  1. Max

"I was at the pool - a neighborhood pool, but sometimes other groups, like church groups or parties could rent access for the day. There was a guy from some group, there for the day, his name was Andreas and he was about thirteen – I was ten. We played together, chasing stuff we threw in the water.

The lifeguard blew the whistle for adult swim so we got out and went in to stand under the showers- it was a thing we did to stay warm, we all did it. Anyway, we were both in the shower – same shower; I mean they were cubicles for one - with a curtain – a shower curtain, the plastic kind so no one could see you really, except your feet.

Andreas was taller than me and he had jammers on, the kind of tight suit you wear on a swim team, I had board shorts on. So as a goof, Andreas started yanking his suit down a little, showing his butt for a second. I thought it was funny. I did the same. We were both enjoying it. Andreas did the same with the front of his suit, showing his dick for a fraction of a second. I did it, too.

After a few times flashing, Andreas left his suit down showing his dick and balls. I looked, for sure, because I could see he had some hair. He liked my looking at his dick. He reached down and started jerking it. I thought `Wow! He's playing with his dick.' Andreas got half hard, maybe three inches and showed himself from a few angles. He enjoyed showing his dick off to me. Then he pulled his suit up. We showered some more and then went back out to the pool.

That's how I started. I thought about what Andreas did in the pool shower and jerked my dick like he did to get it hard; I did later when I was at home in my bedroom. I didn't jerk `off' at first, just got hard and played with my dick. It wasn't long before one thing led to another and I was jerking to a dry come, in my room and in the bathroom.

That's how I learned to masturbate; I got the idea from another guy I didn't even know. I didn't think of it being gay, it was just a guy doing a cool `guy thing.' I didn't think of myself as gay until the end of college. I do think back on Andreas, I remember how he looked, but honestly, at the time I wasn't thinking gay, straight or anything."

  1. Riley

"My brother told me about it. He said, `You take your jimmy and pull on it and if you do it long enough it feels great.' He made a fist and showed the movement. I tried it later and he was right!"

(How old were you?)

"He was ten and I was eight."

  1. Nikolas

"I learned by rubbing myself on a chain. Yes, true.

You have heard of boys getting their first erections or even orgasms climbing up ropes in school gymnasium? Well, I noticed times when I got hard climbing on steel poles and on trees. I climbed on things all the time as a boy.

I lived in ------, a port city. I lived near the docks and played aimlessly down there for hours. I was a ten year old when this happened.

There were stone balusters connected by large metal chains near some of the docks. I had straddled one of these large chains and was walking over it, sitting on it, and so forth. I was wearing shorts and when I slid my bottom down the links where they were taut near the balusters it gave me a good feeling. I will not mince words, it stimulated my anus. I repeated this sliding over and over. My penis became very hard.

I turned and rubbed my penis against the chain. My penis felt stung by bees. There was no one about to see. I held on to the baluster with my hands and rubbed my bottom and my penis up and down on the chain. I concentrated more and more on the intense feeling building in the front of my short pants. I rubbed on the chain harder and felt a feeling I have never felt before – a throbbing in my penis! I froze. What was this?

I went over to a building to see and opened my pants. My penis was erect, but looked normal. My foreskin was sensitive from the rubbing.

I didn't think to do it more then, but I did come back and do it again on another day. I also tried rubbing on my desk in my room. Soon, I used my hand."

  1. Daniel

"I remember, yeah. I was sitting on the toilet doing my business. For some reason I started playing with my cock, feeling the head. It felt real, real good. I got hard, straight up. I kept playing with it and the feeling got better and better and before I knew it – BAM! Didn't get much stuff, but I did get some.

My cock felt good and my butthole contracted. I guess I noticed that because I was taking a shit. I was going to try it again later that day, but I didn't. I did the next day when I went to the can. Of course I figured out I didn't have to be taking a shit to do it, but it made going to take a shit a lot of fun for a while!"

  1. Wayne

"I was older, like about fourteen. No one told me about sex; I lived with my aunt and uncle who were older and they wouldn't have said anything. It was a small town and I didn't have many friends and I didn't think about sex anyway; I certainly didn't think about girls at all, like the other boys.

I had gotten out of bed one morning and had taken off my pajamas. I was half-hard; I stood out about five inches at the time. I was big enough as a boy that it was noticeable to others and I was embarrassed at times. Anyhow, I was standing there next to my bed, getting ready to go get dressed and I looked at my penis and noticed that my foreskin was sticky. I moved it and it was sticky and messy underneath, even though I had bathed before I went to bed. I was just studying my penis, not playing with it.

I swung it lightly back and forth and a little up and down for fun, not thinking anything of it. I touched it some more and then decided it was time to get dressed. As I walked across the room, my penis swung back and forth hitting my thighs which was strangely pleasing. It seemed to firm up even more. I quickly sat down in my chair near the door and squeezed my penis between my legs. I felt, somehow, warm.

I reached down to feel my penis and I started to move it with my hand, compelled somehow. I moved it faster and within seconds white liquid shot out of the end of my penis! My heart was beating fast and I wondered `what had just happened?' I cleaned up whatever it was that had come out with a tissue and got dressed quickly.

When I thought about what had happened later that day, I noticed that my penis would get firm and I would get the warm, fluttery feeling I had experienced earlier. When I took my bath that night, I was half erect and felt the same. I couldn't wait to get in bed.

After saying my goodnights, I closed the door and turned out the lights. I got in bed under my spread and was already erect. I rolled over and felt myself hard against the bed. I turned over, throwing back my covers, and opened my pajamas, top and bottom. I took my penis, it was already wet at the tip, and moved it. I came all over myself and even hit my pillow. I got up and secretly cleaned up the mess; it looked the same as before, but more watery. I got back in bed and did it again!

Every day after this, I did it in the morning once, in the evening twice and, if I could, I did it at other times; always in my bedroom. I couldn't stop and I didn't want to."

  1. Sam

"Some neighborhood boys showed me in someone's backyard. I was in first grade and they were in third."

  1. Chuck

"Some junior high guys at the city rec center asked if I knew about it. I didn't. They told me what to do and gave a brief demonstration in the locker room - just a few strokes. I was wide-eyed at their size and hair and they were joking with each other, but I think they liked showing off."

  1. Alfred

"Me eldest brother used to spank me with a hairbrush, we was always getting it at home from our mum, but when he did it he would pull on me willy and he would pull on `is."

  1. Stanislaus

"I used to take baths with my brother. We'd play with each other in the tub. When we were older we got caught when we were erect by our father and he scolded us and told us not to do that anymore. We didn't, but we later masturbated together with other boys."

  1. Carl

"I remember lying in bed naked on top of my sheets. I was tickling my balls, I had a few hairs, and I became aroused. I massaged my cock and I got harder and harder. The head was wet and slippery. My cock stood up and I started stroking. I don't remember doing that before this, but I did it this time. My balls got tight and hurt, but I didn't stop. It was no time at all before I pushed my hips up and I had an orgasm.

I lay there and recovered. I squeezed my cockhead and was able to get a dewdrop at the tip of my foreskin. I tried it again and, while I had another smaller orgasm, it was uncomfortable. After that, I usually only did it, masturbated, one orgasm per session because the second one was harder to get and wasn't as pleasurable."

All Rights Reserved. Copyright 2014.

More to come.

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Next: Chapter 3


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