How I Learned to Masturbate

By Five Hole Punch

Published on Oct 12, 2014

Gay

Anecdotes: How I Learned To Masturbate Part Four

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. Jeremy

"I saw my older sister standing in her room with her hand buried in her tights. She was rubbing herself. As soon as she sensed I was there, she stopped. I rubbed myself later in my room just like I saw her doing it. That's how I learned. She was nine and I was seven."

  1. Lukas

"I went with my friend to pee behind a tree in an orchard. As a boy I lived in the country in a small village and there were farms and orchards just outside of the village. We played in the woods and in the orchards.

We opened our pants and took our cocks out to pee against the tree. We were fifty meters away from the road and there was nobody around, but we still stood behind the tree anyway. We showed off peeing and then we showed our cocks. We bared our cockheads squeezing the last drops.

Jerzy, my friend, didn't put his cock away. I didn't either. Jerzy slid his foreskin up and down and got hard. He showed it off. It was bigger than mine. I understood to do the same. I got myself hard. We played with our cocks. This was fun.

A day or so later we went to the orchard, just us two. We knew why. We went farther back in the orchard. We did the same thing as before. Then, agreeing, we took off our clothes and got naked. It was late spring and warm.

At first, we stood behind the tree so no one could see us from the road. We showed our bottoms and our erect cocks. Then we sat in the fresh grass and played with our cocks. I admired Jerzy's cock.

That is how I learned to masturbate. It was pure naked boyhood. We village boys did it often. Eventually, we figured out orgasms and much later ejaculating. We also learned that older boys did these things, but the first, it was innocence."

  1. Chris

"I didn't even think about sex until I was eleven. I can remember seeing a movie on cable TV that had two people having sex, not showing anything at all really, they had clothes on, but it was clear what they were doing. I was sitting on the couch with my parents and I was mortified. I just wanted it to end. When I thought about the movie later and I was alone, I got an erection.

Many, many months later, I saw another movie scene on cable TV that had sex in it and it gave me an erection while I watched. I could notice it freely because I was watching by myself this time. When I went to the bathroom a half an hour later and took my underpants down, I noticed the tip of my circumcised penis was slightly sticky, very slightly. I examined it and touched the sensitive tip. I got half hard and my penis felt great. I spent a few minutes enjoying the sensations, nothing else, just feeling my hard three inches.

It was within a week, when I was at home alone, that I went into the bathroom again. I went in specifically to play with my penis. I took down my pants and touched myself and got hard. I looked in the mirror over the sink as I fingered my erection. This is where I started to jerk my penis. It just happened naturally. I started to get intense feelings and, after a few pauses, I had my first orgasm.

What can I say? I couldn't believe the pleasure. I did again five minutes later. After that, I tried it whenever I could be alone at home. It took quite a long time for my slight pre-come to increase. I didn't have any ejaculate to speak of until I was twelve and I was almost thirteen before it could be called spunk and I was getting jets of white sperm."

  1. Bobby

"My best friend in sixth grade, Arnie, taught me. His older brother taught him. I only knew Arnie for about three weeks after we started in middle school when he asked me straight out if played with my penis. He called it that, a penis; he was from another country originally. I said yes, but I didn't know he meant jerking off, I didn't know about jerking cock. He said we should do it next time I came over to his house after school. I said okay.

It was a couple of days later when I went. He said did I want to do it and I said yes. We went to his room. We took down our shorts and I copied what Arnie was doing, pulling at it. We were both cut and about the same size – short and barely mature. Arnie produced a clear squirt, which he showed me the first time. I didn't get any for a few months. I didn't even orgasm the first time, but I did later at home that week.

Arnie and me jerked through eighth grade. We did more, like hump front to front, cock to cock, when we were eleven. I can't forget Arnie's smooth thighs. We just jerked off together after we turned twelve, even though I would've done more."

  1. Dutch

"I did it outside. I pulled my dick out behind a tree and jerked. I was probably eleven or twelve. I don't know why I did it, I just did. I would go behind a tree and pull my cock out and jerk it most every night. I guess I thought it would look like I was taking a leak if anyone saw me, but I did it really near my apartments so it wasn't like I was deep in the woods or anything. Someone could've seen me.

I didn't get to go outside until I finished my dinner and I stayed at afterschool care until after five, so I didn't get to go out until evening for about an hour. I started this jerking in the fall and it was cold. It took me a while to get a come, at first I just jerked my cock to jerk it, I don't know why."

  1. Jim

"I was about 11 or 12 and always getting hard ons. I would play with my dick, but never finished coming.

So here's what happened. My dad and I were out on a camping trip. We were in the tent and getting ready for bed. My dad had a very big cock; it was about 8 inches, cut and very thick. As I was looking at his dick he said, Do you jack off yet?' I was really not sure how to answer. He then said, Let me show you.'

He asked me if it was okay with me to watch him jack off. I said okay. He suggested I help him out some. So he asked me to hold his cock and stroke it up and down. It was so hard and big. My dad told me to play with his huge balls. WOW, what a huge load! He came and came.

It never happened again, but after that I would jack off five times a day."

  1. Jake

"Don't know how I started it, but I got in trouble from my teacher all the time in second grade. I guess my favorite school subject was pocket pool! I must'a had my hand down my pants most of the time judging from the number of times I was sent to the office."

  1. Sid

"I went through puberty early, which started for me in the fourth grade. I was nine to ten years old. Up through the sixth grade, I was one of the tallest kids in my class.

I know in fourth grade my cock had grown and I had fuzz around my shaft. I had constant erections and enjoyed touching my cock, but never stroked or climaxed. I had no concept of orgasm at that point.

I was in the fifth grade when I figured things out. We'd had a boys-only discussion at school about hygiene and the naming of our anatomy. Armed with knowledge, I explored the school library's encyclopedias and found even the clinical pictures and descriptions incredibly, and confusingly, arousing.

When I got home that day it was like my cock wouldn't go down. I had my own room, I was home alone, and so I undid my pants and explored my penis with my hands. I was fascinated with the clear liquid at the tip of my cock and kept wiping it with my thumb onto my leg. The texture was slick so I knew it wasn't pee.

My cock was throbbing and I figured out that it matched my heartbeat. I kept caressing my cock and there was more wetness, which I ended up smearing over my cock head, which intensified the feelings even more. There was a growing feeling that I had never felt before, a deep feeling that felt like my entire lower body was vibrating.

I was standing there caressing my cock when all of a sudden I started spurting all over the carpet. I was shocked, because I thought I was peeing all over, but I remembered from the all-boys talk and from the encyclopedia that this was semen.

Over the next year or so, I mindlessly covered that shag carpet and various articles of clothing in my room with avid sprays of cum. I remember distinctly the carpet being thrown out when we moved.

And that ... is my story."

  1. Joel

"I learned at an early age. I definitely can remember being eight years old and playing with my penis, but I think I started much earlier, maybe at age seven.

I would wait to be alone in the house, usually for my mother to go out on Saturday mornings. I knew what I was doing would have met with disapproval so I hid the practice from my parents. I would go up to the attic, what was an attic, but was now finished with a floor and a high window, almost like a skylight. There were boxes stored there and an old desk and chair. I would take off my pajamas, usually pajamas because this was early in the day, but sometimes I would be dressed already. I would get totally naked.

This was exciting in itself. I would dance around. I would touch my penis lightly. It tickled delightfully. I would skin my foreskin back. I would shake it and make it hard and stick out. I have a `droopy' penis, it curves down when erect. I remember having to keep shaking my penis or tickling it to keep it erect.

Then I would usually sit in the chair and pull my legs back. I would lick one or two of my fingers and finger my anus. This was very pleasurable as I recall, maybe even as pleasurable as tickling my penis. This anal masturbation definitely kept my penis hard.

Any one of these activities were so exciting that I wouldn't do them for more than a minute or two before jumping up and running around. I would climb up on stuff and then, having lost my erection, would rub, tickle, or slap my penis to get it hard again. I would squat and play with myself. I would rub myself against the chair. This would go on for twenty or thirty minutes before I would tire of the game. Sometimes I would get dressed and, touching my penis in my pants, decide to strip and do some more.

Even though I didn't climax, I would call this how I learned to masturbate."

All Rights Reserved. Copyright 2014.

Thank you to all the guys who have shared their story. If I get any more recollections I will post a supplement.

If you want to share your early experiences, please be truthful.

Please contribute to Nifty.

Next: Chapter 5: Supplement 1


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