How I Learned to Masturbate

By Five Hole Punch

Published on Aug 14, 2014

Gay

Anecdotes: How I Learned To Masturbate

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. Frank

"I was barely ten. I had the general idea of how sexual intercourse worked between men and women. I was home all alone, in my bedroom, door closed, on a Saturday morning after cartoons. I took my pillow and laid it out on my bed. I climbed up and stuck my erect penis under the flap of the open end of the pillow case and humped the pillow like I was fucking, sliding my erection back and forth. I don't remember if I had an orgasm the first time, quite probably, but soon enough I did."

  1. Gene

"I figured out masturbation on my own when I was eleven years old. It started in a weird way, though. I knew about boners in grade school. I knew my friends got them and I knew I got them, but it was just one of those things that popped up. (Laughs) I didn't know about sex at that age."

"How it happened was one evening I was taking a bath - I didn't like taking baths as a kid so it was usually every other day I took one, until I got in the tub, that is. Then I liked playing with the bubble bath bubbles. I think I got clean more from that than anything else." (Laughs)

"I used to use a washcloth to clean myself, something my mom taught me. It was usually a very thick, terry cloth kind of washcloth. Soaked with water it was pretty heavy. So ... I don't know why, but for some reason, I put the warm and heavy washcloth on top of my crotch. I remember arching my back and holding my hips out of the water. The heavy and rough washcloth felt really good on my penis ... and scrotum, too. I don't think I was erect. It just felt good to have that weight pressing against me."

"So, I did this for the next few baths, maybe a week total, three baths, maybe. I didn't masturbate in the bath or at least not until much later. But, it did lead to me masturbating in bed."

"One night, when I was going to sleep, I had an erection. I remember this because I was wearing cotton pajamas and the bottoms had a snap on top, but the fly would open up sort of by itself. I had a boner and it was sticking out of the opening in my pjs. I pushed my hips up like I did in the bath and pushed against my sheet and blanket. It felt good like the washcloth did. I unsnapped my pajama bottoms to do it some more. I mostly pushed upwards, but I may have been rubbing back and forth a little bit too. Nothing more happened that night."

"I think it was about two days later, or could've been three, I don't know, that I woke up with the same thing as before; my penis was stiff and sticking out of the fly of my pajama bottoms. I started pushing my hips against the sheet and blanket. It felt so good that I unsnapped to do it some more. For some reason, I guess it was nature taking over (laughs), I kind of rolled over on a mound made up of my sheet and blanket and kept pushing. Now, it wasn't just the weight of the wet washcloth pressing against my penis, it was the weight of my maybe ninety pounds pressing down on my scrunched up blanket."

"I started pushing back and forth, more and more; it felt better and better. My penis got stiffer, if that was possible. My face was in my pillow; I reached down to pull my pajama bottoms to just below my butt. Then, I sort of got up on my hands, like doing a push-up, to press harder. I remember my butt tightening up. The feeling was getting pretty intense so I dropped back down with my face in my pillow again. I used my hips to push my penis against the rumpled blanket. I started breathing really loud in my pillow. Something was gonna happen. I felt my hips and butt tighten up and all of a sudden zaps of electricity shot up through my penis! I froze. My hands clutched the sheet under my pillow. I let out a big gasp and then tried to catch my breath. What happened? I had no idea."

"I remember rolling over and looking down at my penis. It was still hard and pretty red. I also remember thinking that I didn't want to get caught with my pajamas down if my parents came in. It wasn't really guilt, not then, anyway! (Laughs) I don't think it was the next morning, but it was within a few days when I did it again."

"This was the main way I masturbated for more than a year, until I started making sperm. I think I got the birds and bees talk from my dad when I turned twelve, but he never mentioned masturbating. I think I learned about guys doing that from hearing about it from my friends."

"So I guess the answer to the question of "How I Learned to Masturbate" was really the result of putting a wet washcloth on my dick in the bathtub. Pretty weird, right?"

  1. Peter

"My introduction to `jerking it' was, as a first, kind of lousy. I was nine and a half and lived in some garden apartments. There was a kid, about two years older than me, in our section of the development who was a punk in the stereotypical sense of being a snotty, mean, whiny, insecure bully. He was a friend, but a lousy friend who you barely tolerate because he lives near you."

"His name was Bernard. He had long, straight, dirty strawberry blonde hair and a very white complexion with haphazard freckles unattractively distributed over his face and other parts of his body."

"Bernard had cornered me in the hallway of my apartment building to talk; I guess there was nobody else around to play with for both of us. He liked to "lord it" over younger kids, showing how much more he knew or how much stronger he was, etc. For some reason, Bernard got on the subject of sex; he was eleven and a half and had just reached being "ripe" so that was likely the reason."

"Bernard was talking about fucking girls, showing me how much he knew, when he stated that he felt like jerking off. He was touching the front of his pants and I assumed that he had a boner. Bernard had a lot of boners. He wore Speedo type trunks to the pool in the summer and it seemed half the time he had a boner. You know how kids often taunt each other? Well, he got the obvious name of `Boner Bernie.' Bigger and older kids, like his older brother, could get away with calling him that, but you didn't tease Bernard if you were smaller because Bernard would push you down and punch you. We weaker kids vicariously enjoyed it when he was teased and embarrassed by the older kids."

"Bernard then asked me if I jerked off and then answered the question with, You probably don't know what I'm talking about,' which was true. He then said, Let's go down to the basement and I'll show you.'"

"So we went down to a room next to the laundry room and as soon as we got in a back corner Bernard said, `Here, let me see your dick' and then he reached for the button on the front of my shorts. I was definitely shocked. He quickly unbuttoned and unzipped my shorts enough to get his hand into my underwear. I was uncomfortable with him doing this and I was worried that someone might come down to the basement to do their laundry, we weren't totally out of sight."

"Bernard pulled my underwear down enough to see my dick with his left hand and started playing with it with his right, trying to get it hard. It wasn't getting hard; I wasn't aroused, just stunned. Bernard, being the jerk, no pun intended, he was said, "It isn't very big.' Well, it wasn't at nine and a half."

"After a minute, Bernard gave up and told me, `Here, watch me and do what I do.' He undid his jeans quickly, pulled his underwear down just enough, and started pulling on his hard dick. I remember what it looked like. It was long and thin and was really white with some freckled spots. It bent in a curve to the left. His cock head stood out in contrast to his white shaft; it was silvery purple and kind of squashed looking, flat like a button, not fully curved and pointed like mine. All and all, Bernard's dick was pretty ugly."

"What really stood out to me at the time was Bernard had some hair above his dick. I knew adults had hair down there, but I hadn't seen it on a kid before. What little there was was all scraggly and uneven in length, again not very attractive to me. Bernard's balls were baggy and hung down a lot compared to mine."

"'Jerk it like this.' Bernard was giving short, vigorous two finger and thumb jerks to his rod. I copied him with less enthusiasm. Bernard kept looking at my dick as I got it maybe half hard. I noticed he started to get a dazed look in his eyes. He was breathing louder, too."

"'Watch ... I'm gonna come.' I didn't know what was going to happen, but Bernard was looking down at his dick so I did too. Bernard was jerking pretty hard on his boner. He gave a desperate groan or two and some clear watery fluid spurted out, maybe two squirts that landed in the cement dust of the basement."

"Bernard wiped his pee hole and held up the clear smear on his finger to show me. See, that's come. That's what makes babies if you fuck a girl.' I just said, Oh' in response. You can jerk off, but you probably aren't going to get any come until you're older.' I had stopped playing with my penis by this time. You should practice at night.' Bernard put his drooping dick back in his underwear and zipped up. I put mine away too. Bernard smeared the wet spot on the floor with his foot and said, `Let's go.'"

"That was how I learned about jerking and I did try it on my own and even with a couple of other kids in my grade at school in the woods few times, but it was just because it was a forbidden activity that it had any sort of appeal. I never did it with Bernard again. I didn't really start doing it regularly until I reached fifth grade and it became pleasurable in the usual sense. I didn't get any come until I was twelve and half."

  1. Cody

"Okay, I'll tell you how I discovered masturbatin'. You know I'm from Montana and we use'ta ride around our property. I had chores. When I was a kid, I fed the barn livestock. When I got old enough, I use'ta ride out to check the fences."

"When I was twelve I started getting taller. I grew so much I got new jeans in the spring whereas I usually got my new clothes in the fall. For a couple of months I'd been throwin' a rod more and more, but even though I knew about sex, how people reproduced the same as horses and cattle, I didn't actually do anything."

"I went out on a really warm day for the end of April to check the fence line. My jeans weren't broken in and were still stiff. They rubbed my cock pretty good and I got hard. I could feel the roughness of fabric through my underwear. It stimulated my cock head because it sorta grabbed my foreskin and it twisted back and forth as I rode. I reached down and felt my rod. It felt afire. I started posting from leg to leg against the gait of the horse. It felt so good, better'n anything ever. My cock got real stiff and started pumping in my jeans. I could feel the spunk coming out."

"It took a bit for me to catch my breath. I knew what had happened. I dismounted and checked my underwear. It was messy and my cockhead was all slippery. As I inspected my first come, I pulled my skin back and then squeezed the last of the juice out when I slid it back up. My cock had gone mostly soft, but as I squeezed it, it felt real good and it started getting hard again."

"I tucked my cock back in my pants, got back on my horse, and headed over a nearby hillock where a stream flowed. I tied my horse off and, behind a dirt bank; I opened my pants, pulled my cock out, and started working my foreskin over my knob. I got hard again instantly. It felt like what had just happened. It was strange that I was thinking of what happened and feeling what was happening all mixed up together. I came again in about thirty seconds, a big squirt and two small spurts. After a few minutes I tried it again. I got the sensation, but nothing came out. My cock felt pretty raw for the rest of the ride."

"That's how I learned about masturbatin'. I did it with stiff jeans posting on my horse a coupl'a other times, but it got too hard trying to hide the mess so I started just stoppin' and jerkin' it the regular way. I really took to riding and checking the fences that spring and summer!" (laughs)

  1. Jeff

"An older guy I sort of knew showed me. He was fourteen and I was eleven. We went to play in a park. He asked me if I ever jacked off. I said no. He said let's go back in the trees and I'll show you. When we got there, he said, `let's take our dicks out.' He took his out first and then I did. He showed me how stroke it. I imitated him. He told me when he was going to shoot and I watched as he shot his sperm out. He put his dick away. I tried a little bit longer and then quit."

  1. Mike

"I did it all my life, I mean since I was little kid, I don't remember when I started. I did it in bed when I was, like five. Getting naked in my room, I played with myself just for fun. I got scolded for playing with myself through my shorts watching TV. I was just enjoying myself. I kept it secret after I turned about seven."

"We kids did it in the neighborhood; showing ourselves, peeing, jerking in lots and abandoned cars. It felt good. I didn't have an orgasm, coming I mean, until I was almost twelve. I think some guys got an orgasm even when they were little. I just liked playing with my cock."

(When did you learn about come?)

"I first saw a guy come when I was around ten. He was older. We did it, a bunch of us, not just me and him, in the back of the locker room at the rec center. He wasn't a regular part of our group `cause he went to a different school. We usually did it a basement or alley. After we started coming we only did it together for maybe a year more at most."

  1. Ronnie

"How did I learn? It was instinct. I was eleven. I had to do some sort of report on lions and Africa. I was on my computer, in my bedroom, and I ran across some photographs of lions mating, three of them, pictures, I mean."

"I got excited and got a semi, so I undid my pants took it out. Now, before this, I'd gotten hard at times and touched myself, it felt good, but I never really masturbated, like jerking it, just touching it because it felt good. I played with my cock, shaking it, and got fully hard looking at the pictures."

"Somehow, this time, it was different, my excitement, I mean. Looking back I know it was sexual excitement, but at the time I just felt excited. I took off my shirt. I was jumping out of my chair and touching and shaking my cock. I had no hair at all anywhere at eleven."

"I decided to imitate the male lion and I lay down on the floor of my bedroom and started humping the floor, pressing my dick against the carpet. That felt real good! But, I couldn't see the computer screen unless I turned my head. I was facing away, but even so the screen was way up on my desk so I got up and, in an instant, decided if I humped my chair I could see the screen."

"I had my pants down to my knees and got on the chair sideways, it didn't have arms, just a back. I got in position like the male lion and started humping. The chair had wheels, by the way, and it moved around just enough. This was a better position than on the floor, a more natural angle for me to work my butt."

"I looked at the lions, the female getting fucked and looking like it in her facial expression and the male all muscular and hunched. That excited me and I really put my hips into pumping. My cock felt better and better and somehow I knew what was going on in the picture even though I didn't know about sexual intercourse at the time. The final photo was obviously when the male was coming as his mouth was open in a big roar. I imitated him and very shortly I felt like I couldn't control my humping. I was holding on to the seat of the chair with my hands, my elbows were down on the seat, I held on tightly and really rammed myself hard using my butt and feet to push my cock. Something was happening in my cock and balls and I gasped at the sensation."

"My orgasm hit and I groaned out loud. I mean really loud! Fortunately, no one but me was home. After more than a half a dozen pulsing spasms, I collapsed on the chair. I lay there until the throbbing ebbed away. I got up eventually and looked at my cock. My foreskin was red from being stretched; I couldn't pull it back at the time. I didn't come. I couldn't do that until I was almost thirteen."

"That's how I learned to masturbate. I went back to the lion pictures a bunch of times after that and I did hump the chair a bunch of times, too. Eventually, because humping rough upholstery was really uncomfortable, I just started playing with my cock and learned to stroke myself off."

  1. Mark

"I had been getting boners. I noticed this in school. The chair and the desk were close together underneath and when I got hard I didn't have much room between my crotch and the desk. I would put my hand in my pocket and push my stiff penis straight in my pants."

"I used to watch TV in the late afternoon. I liked action stuff with fighting, like "G.I. Joe Extreme." I would get into the onscreen action by jumping around and play fighting, with friends if they were over, but usually by myself."

"This one time, I remember I was really throwing myself around pretending there were explosions and I was getting shot or leaping into imaginary foxholes. The reason it sticks in my mind was, as I pretended to be shot and in my death throes, I was pressing against the back of the couch and I was hard in my pants. I pushed against the cushions and then fell dying. I also rolled over the arm of the couch to fall on the floor, pausing to push my hardness against the raised arm cushions a few times. I was doing this over and over and getting really worked up and creating quite a racket when my mother yelled down from upstairs, `Stop that roughhousing now, Mark!' I did what I was told."

"I think if I had gone on longer I might have had my first orgasm then, I was that excited. As it turned out, I had my first orgasm the next day."

"I was in class at the end of the day and watching the clock, waiting for dismissal. I couldn't wait to watch TV. As I sat there I was hard. I had both hands in my pockets, under my desk. I pushed my boner back and forth. I could feel the tingling of my glans under my foreskin. My balls were tight and felt itchy in some strange way. My crotch was sweaty. When we were told to pack up for dismissal, I was still hard."

"I walked home from school. I could feel my nuts were tight and the cotton of my underwear was warm and damp next to them. They tingled. My stiff penis was confined. It moved slightly back and forth against my zipper and my belt buckle on top and made walking uncomfortable. I felt keyed up ... I didn't know what I was feeling."

"I decided I needed to do something so I ducked down the side of a building. I went behind an oil tank and some utility boxes that were there next to the cinderblock wall and dropped my book bag. I remember not even unzipping, just sticking my left hand under my belt and into my underwear. What happened next took about twenty seconds."

"I touched my scrotum. It was moist and hot and my fingertips made it hurt and tickle all at the same time. I breathed out hard. I was delirious. I reached up and grabbed my rigid shaft. I stroked down once. My foreskin pulled down. I swear I could feel each ridge in the weave of the fabric of my underpants. I pulled down again. It felt like my crotch was going to catch fire. I pulled down hard a third time and my hips shot forward and my penis started jerking."

"I almost fell over. Barely conscious, I reached out with my free hand to steady myself against the cinderblock. My testicles throbbed painfully, my cock was jerking. What the fuck was happening? I was scared that I did something bad, but I didn't care because it felt so good."

"It stopped and I leaned against the oil tank, ready to pass out. I took my hand out of my pants. I stood there dumbfounded. I waited for what seemed like forever for my boner to go down. When I got home I went to the bathroom and took a good look at my penis. It looked the same, maybe the glans was a little red. It was no more slippery than normal so I probably didn't ejaculate anything that time, but I did start getting some clear fluid within a month or so after that."

"That was my first orgasm and it may have been the best of my life. I, of course, tried masturbating again as soon as I could be alone at home, which was a couple of days later and I haven't stopped since!"

  1. Serge

"I saw an older boy masturbate briefly, that is how I learned. Our family went to the seashore in August. I would play with other children on the beach. On this particular summer I befriended another boy, Sebastien; he was ten years and I was eleven. He had an older brother Alain who had just reached thirteen years. I played mostly with boys near my age and Alain didn't play with Sebastien very much."

"On one particular day, Alain was told by his parents to spend time with his brother Sebastien and not ignore him. We three played in the surf for a time. Alain expressed boredom and suggested we explore a rocky prominence that lay some distance away. We received permission from our parents to venture there with the warning to take care."

"We went off and for more than an hour climbed in and out of the rocks. I think it was Sebastien that had to pee, but then we all did. We pulled our swimming suits down and peed. We couldn't be seen by anyone on the beach in amongst the rocks. Sebastien's penis looked like mine – boyish, about four or five centimeters long. Our foreskins were still the same color as the rest of our penis and we had no hair."

"Alain's, it was different. It was seven or eight centimeters long and twice as thick as ours. You could see the tip of his glans as his foreskin didn't have our boyish `funnels.' And Alain had dark hair, just appearing above his penis. I observed his penis with great interest, I liked it very much; to me it was very fat. Alain noticed this, my interest."

"We finished, but left our penises out. Smiling, Alain pulled his swimming suit down to show it more. It hung out. I could see the little mouth of his opening pouting, a remaining drop of urine hung from below his foreskin sheath, shining in the sunlight. His testicles were plump in his scrotum. Mine did not have that appearance."

"Alain took his penis in hand and pulled on it for about five seconds. He stopped and removed his hand. His swimming suit had slipped up and his penis stuck out, curving slightly upward. He stood there with muscular arms and shoulders displaying his penis. I will see this in my mind forever."

"Alain put his penis in his swimming suit and told his brother, `Don't tell.' In a moment Sebastien and I slid our swimming suits up. My penis was pointing up with excitement."

"While on the beach I now thought of what other older boy's penises looked like in their swimming suits. When vacation was over, at home I thought about summer penises! I remember Alain's and I remember his pulling it and it getting longer. I did this with mine. Soon I discovered what doing this would lead to! And soon I was doing this with other boys."

All Rights Reserved. Copyright 2014.

More to come.

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

Please contribute to Nifty.

Next: Chapter 2


Rate this story

Liked this story?

Nifty is entirely volunteer-run and relies on people like you to keep the site running. Please support the Nifty Archive and keep this content available to all!

Donate to The Nifty Archive
Nifty

© 1992, 2024 Nifty Archive. All rights reserved

The Archive

About NiftyLinks❤️Donate