How I Learned to Masturbate

How I Learned To Masturbate Supplement Four

The first three of these are very similar; computers now, porn magazines way back when.

1. Connie

"I was getting boners at ten and eleven. I would wiggle them for fun, mostly in my room, but sometimes in the bath. I would pull down my pajamas and hump the bed at this age. Technically, I would call the `bed humping' self-taught masturbation, but it just felt good, no orgasm.

I received a computer for my eleventh birthday. It wasn't long before I found sexual material. I would sit in my desk chair and, pants down (I never completely undressed out of shame, except for baths), play with my penis out of the excitement of seeing anything sexual; just naked bodies were enough. The inevitable occurred.

I was touching and stroking my completely stiff and hairless three inches; it just got more and more intense and I couldn't stop. I climaxed hard, no juice. I did it again. And again. Four or five times that first time. I would get so excited when masturbating that I would jump up and run around my room before having another go. For this reason, I would do this mostly when I was alone in the house. I looked forward to Saturdays, late in the morning, after my parents left. I would masturbate for at least a half an hour or more.

I was a nerdy looking kid with glasses so I never masturbated with anyone else, though I wanted to. I started producing precome at eleven and ejaculations by twelve."

1. Mike

"I figured out how to jerk off just by playing with my dick. I was maybe twelve. I mainly jerked looking at online porn. I liked to put my balls on my desk and come right in front of the screen. It felt good to put my tight nuts on the desk."

1. Carr

"I don't know how I learned. I definitely remember doing it at age ten. I couldn't get enough. My favorite was to go down to my dad's office in the basement where the computer was. I could find all sorts of dirty stuff. I would usually get totally naked to jack off. Not just jacking. I would stick pencils, pens and my fingers in my butt. I got this idea from a picture of a woman in garters, heels and a strap on. (laughs) Yeah, I was a perverted kid. I almost got caught naked once. I think my mom suspected something was up. I must've looked guilty as hell. She told me not to mess with my dad's computer because it was for business and not a toy. I bet my dad was looking at perverted stuff, too."

(Any experiences with other guys?)

"I jacked with some neighbor kids at twelve in the woods and once or twice in my garage, but some of them got caught at another guy's house when I wasn't there and we sort of quit after that."

(Anything different (about masturbating) then?)

"I was getting repeated orgasms at ten, but when I started getting my nut at twelve I couldn't get them anymore. I could climax five or six times in fifteen minutes before that. Didn't figure out I was gay until I was eighteen or nineteen, dated girls some in high school. Went to some jack off clubs a few times, but not as good as those early experiences." (Partial conversation)

1. Denny

"When did I start? I showed cock when I was a little kid, like six or seven. We would pee openly, in front of each other, not adults, when we were out playing; behind buildings, in the woods - you know, the everyday places of being a kid. I remember us boys pulling our pants down just to show off and, yeah, show boners. It was a kid thrill, you know? In order to get a boner we would jack to get hard so I guess you could say that's where I learned, but it wasn't real jacking off like later. I remember doing this kind of thing at an old run down wreck of a house. We were boys doing boy stuff. Some of us even took a squat right there which was just doing something nasty for the thrill of it.

Jacking off together just developed out of goofing around. This was all grade school stuff, way before puberty. Sometimes, we smoked cigarettes and looked at dirty pictures in "borrowed" Playboys. Jacking together wasn't sex then; it was just doing stuff with your friends, same as firecrackers or chucking rocks. When we got closer to puberty it changed to sex stuff, but gradually. I remember jacking a neighborhood dog with some friends; more than once. We started "humping" each other when wrestling or just for the hell of it. I remember one guy found his dad's condoms and he took one and we opened it and put it on our boners. I didn't know about sperm so I didn't know what a condom was really used for, I just figured it had something to do with sex and that was it.

Here's how I found out about coming and jacking off for real. I was riding my bike to the library and it was spring so it was warm enough to wear shorts. I noticed that I was boning up riding. It felt good, but I had to wait a minute to go into the library until my boner went down. After returning my books I looked around for a while, killing time. Then, I felt like I had to take a leak.

I went into the bathroom and when I was unzipping in front of the urinal I noticed that I was nearly getting a boner again. My dick seemed sensitive when I pulled my skin back. I decided to go into a stall so no one would see me with a half boner. I felt a sort of energy in my legs and butt, which I thought was from riding my bike. I opened my shorts all the way and pulled my underwear down. I went all the way hard. I gave myself a few strokes and it was really satisfying. I decided to do it some more and it felt way better than it usually did. I might have had my first come in the library bathroom, but a man came in and went into the stall next to mine so I pulled my shorts up and left.

I was still hard at this point and I wanted to get back to checking out my dick so I went out the side door of the library to avoid anyone seeing my hard on in the front of my shorts. I got on my bike and rode back towards my house. This only made my boner more sensitive. I decided to take a detour down to a park that had an outdoor men's room. There wasn't anyone around. I went into the stall and took down my shorts and underwear pronto.

I went back to sliding my foreskin with my fingers and I felt something like my stomach was tight inside. I went to a full stroke and my legs and hips took over. I just had to keep going even though I didn't know what was happening. Something was building up and I lost control and started shooting something from the end of my dick. It wouldn't stop. I fell back against the stall door. WTF had happened? I looked at what had come out of my dick and I knew it wasn't piss. I figured this had something to do with sex. Yeah, sounds stupid now, but I was twelve, what did I know?

That was my first come. I did it at home by myself and eventually I did it with my friends that summer, although there was a feeling of guilt that limited our fun. After we ended up in middle school we didn't continue because jacking together was a sign you were "queer." If I only knew then ..."

1. Cory

"I was twelve. I know because I stayed with my aunt for one summer while my mom was away. I would take a mandatory bath at the end of the day and have to be in my room by 9 PM for bed; it was often still light outside. I would be left alone once I went upstairs. I had all the time in the world and so all of my bedtime pleasures were taken at a leisurely pace. I would bathe for a long time and dry myself with a big towel and that was what I went to my room in. Once in my room, I took the towel off and I was stark naked; I loved the feeling of being alone and naked.

I would hop into bed, but not under the covers, and then lie atop the cool cotton spread, head on my pillow. I tucked my penis between my closed legs, not hidden, but so it lay exposed like a hot dog in a bun. I would "pet" my penis, stroking downward like you would pet a cat. It was like touching silk and sent waves of joy radiating through my being. When I opened my legs my penis would slowly erect to 90 degrees. I have an erection that only goes up to "half-mast" so it stands straight away from my body and it also bows downward in a slight curve. I would take it in hand and slowly slide my foreskin, with my thumb only, on the top of my covered glans, back and forth, back and forth. It was exquisite. I would take frequent pauses for a short while and then resume my thumb massage. Often, during these breaks, I would shift positions, sometimes sitting Indian style, sometimes lying on my side.

Another of my sensuous bedtime pleasures was to lie on my stomach with my penis pressed into the covers. I would run my hands over my naked bottom which was a pleasure in itself. This led to spreading my cheeks with both hands and then rhythmically rubbing delicately around and finally, touching my rosebud with a finger. I wouldn't put my finger in, though.

As I unhurriedly cycled through these masturbatory activities, my erections would come and go. I would have multiple dry orgasms, my penis would throb visibly. The frequency of these orgasmic throbs were, it seemed, just slightly slower than a mature orgasm. I had no pubic hair and my scrotum was barely pink. My penis was white as marble, although my foreskin would redden and puff up as I played with myself. I would spend at least a half an hour to sometimes an hour languidly masturbating before putting on my underwear and going to sleep.

The summer at my aunt's was like a dream, an idyll of lazy days and evenings of erotic bliss. Afterwards, when I went back to live with my mom, I didn't have the time to masturbate like that. I never had friends, but that didn't bother me. I didn't think much about sex like the other boys did and finally realized I was gay in high school when I had a crush on another boy.

My orgasms came more rapidly as I matured and I had my first ejaculation when I was thirteen. My multiple climaxes stopped, but I could have multiple orgasms if I tried twice in a row. I got pubes about this time as well. I didn't realize it at the time because I never saw another boy naked until I was thirteen, but I had, and have, a larger than average penis. It was three inches flaccid when I was twelve and is nearly twice that now. I don't get that much longer when erect, an inch or two more and it still curves down."

1. Dean

"My story is very similar to Jordan's. (Supplement Three, Number 9) When I was a little kid I was very ticklish; so ticklish, in fact that I couldn't stop laughing hysterically and my whole body would convulse. I laughed so hard, I would lose control and pee my pants. I was embarrassed on a few occasions by my friends tickling me until I peed myself. This wasn't just a little patch of wetness; I would have to change my underwear and pants.

How did this turn into masturbation? I had a next-door neighbor baby sitter, a girl babysitter, who was thirteen years old when I was about seven or maybe eight. She knew what would happen if I was tickled and one time she had one of her female friends over and they tickled me on purpose which was quite mean. I remember thinking about it afterwards and I knew by their semi-ashamed demeanor that it was intentionally done on their part. I think my baby sitter told her friend about my reaction to tickling and wanted to see it happen for herself. Or maybe, as thirteen year old girls, they wanted to see a penis. My baby sitter took me to the bathroom and cleaned me up with a wet washcloth. I got hard and was embarrassed even more.

Afterward, this led to my associating rubbing my penis with a washcloth with my penis getting hard. I can remember making my washcloth much more soapy than necessary while in the bath to make it softer and more sensual to get my penis hard. Then, this evolved into enjoying the soft, fuzzy cloth of my pajamas and blankets in a masturbatory way. My wetting myself when tickled ended when I was about eight years old. Maybe I was now old enough to defend myself against others or maybe I realized a conscious control of my body that I didn't have before.

My orgasmic masturbation developed with my male school chums after school in bedrooms and basements. I definitely liked seeing other guy's cocks and I loved to see them hard. I thought of masturbating with my friends even when was doing it by myself. Mutual masturbation was the high point of my eleventh year. Twelve and ejaculation, even better!

I never thought of girls in a sexual way. I think I was born to be gay and no matter what experiences I had, it wouldn't have made any difference. I became very depressed when my friends started not wanting to jerk off with me or other guys anymore because of homophobic shame. I masturbated with a couple of younger boys once or twice at thirteen, but I was worried that I would be found out so I stopped. I didn't have any sexual relationships until I went to college.

That is my strange story of learning to masturbate."

1. Jeremiah

"It amazes me people can remember starting. I believe them, but playing with my cock was something I always did from I don't know when. I was scolded for doing it young, but I kept doing it anyway. All of the other neighborhood kids did it. We went in the woods, backyards, and other secret places. I saw girl's privates in third grade. I think I learned all about sex by eleven. I definitely knew what coming was before it happened to me just by seeing older boys squirt come. I got my nut around twelve. Our circle jerks ended by around ninth grade. It was fun while it lasted, though." (Conversation)

1. Klaus

"I can remember exactly when I learned. I had just turned twelve. I had gone to my grandparent's house for Christmas vacation and I slept on a chenille bedspread, the kind that looked like it had furry pinstripes. It felt luxurious and erotic and arousing. I didn't know what the last two meant, but my body did. I had winter pajamas made of thick cotton and the inside was all fuzzy, like sweatpants. The combination of fuzzy and furry had me rolling around on top of the bed. I got hard, harder than I'd ever been.

Lying on my back, I pulled my pajama top up and bottoms part way down and started playing with my erection. My foreskin was extra slimy and its movement was driving me to seventh heaven. I was looking down at my fingers pulling the skin up and down exposing the purple head when I felt a transmission of electricity up my spine. A clear jet of fluid shot out followed by another tiny squirt. Oh my God, what a feeling! I was breathless.

I did this every night I was there. I came in my pajama bottoms once, rolling back and forth. I continued my manual masturbation when I returned home. The best Christmas gift I ever received."

1. Chris

"I liked to reach into my underwear and touch my balls, especially the underside. I did this a lot, like watching TV. When I got older my cock would get hard. I eventually pulled on it and that's how it happened. All this probably before I was out of grade school, eleven or so."

1. Markus

"We had health classes in the lower school once a year in the spring. When we were little it was the importance of brushing your teeth and bathing, but in the spring of our fifth year (ages eleven or twelve depending on your birthday) it was "Life Changes." We were to be told of the changes that both boys and girls would undergo. This created anticipatory excitement for weeks. Many were nervous, but I wasn't.

I was somewhat naïve as I hadn't started maturing just then. I was still a boy, short in stature and I hadn't any signs of puberty. I was an intelligent child and so I knew that men and women had intimate relations to produce a baby, but I didn't know about semen or menstruation. There was only one day in this instruction when we were divided into separate groups by gender and our (male) teacher told the boys about erections and "wet dreams." I knew about erections, of course, but nothing of sexual arousal. Masturbation was not mentioned directly as I remember, but may have been alluded to by the instructor. I was to have an ad hoc lesson shortly.

At recess, Dagge, one of the most admired boys of our class, told us that nocturnal emissions weren't the only manner by which semen was produced. He mentioned that you could make this happen by "sawing." He asked if we wanted to see. We, of course, replied yes. About five of us went around a corner of the back of the building and Dagge took his penis out of his pants and stroked it. His penis was more mature (and longer!) than the other boys. He was describing how "sawing" would make semen come out. We did not get to see Dagge finish as we heard the playground monitor calling to us. This was how I learned what masturbation was, although I would not begin doing this myself for many months.

I did get to see another older boy's erection in a basement not long after. He was down there with a friend of mine and I came upon them at play. The older boy, about twelve, was out of sight and I asked my friend what he was doing. He giggled and the other boy stepped out from around a corner laughing, as well. The other boy had his long pants partially down and his hard, thin erection stood out 10 cm. He had been using paraffin oil to masturbate so his penis and testicles were shiny. He also had some very short dark hairs on both above his penis and on his testicles. He told me to stroke him as a dare. I did stroke him for two or three seconds. It was meant as a dare and I knew I was supposed to leave them alone so I left. I found it mildly exciting. It was due to this experience that when I began to masturbate, I used paraffin oil."

1. Wilson

"I came to the United States at ten. I speak a little English, not much. I was put in a class for learning English. I was eleven when put in the reading class for immigrant or dumb students. I am from Brazil and the only one to speak Portuguese in the class. I made friends with Jose, he was twelve and he was from Mexico. Jose teach me all the sex that was between school boys.

I was small and no hair. Jose was taller with hair, even like a little mustache - on his lip too! His penis was long and hanging. He showed me how to stroke it and he stroked mine. He came and that was the first time I saw that. We did this more times and he got me to get a come with no sperm. I suck him after a week. He suck me. I liked sucking him and the taste. We were friends for the whole year. I like sucking guys with dark skin that hangs down because of Jose. I won't forget him teaching me how to do it."

1. Bryce

"I was on a visit to my aunt and uncle's. I was nine and my cousin was nearly twelve. It was almost time for me and my parents to leave, maybe eight at night, so it was getting dark. My cousin and I were on the lower floor and he was going to go in the powder room to pee. He went in, but didn't turn the light on. He stepped back out into the semi-dark hallway and pulled his pants down, showing himself clearly to me. I wondered why he was doing this, but I definitely thought it was interesting. My cousin started playing with his penis and it lengthened quickly. Its head was a deep purple even in the dim light. Our parents were just upstairs and I was worried about being caught, but it was thrilling at the same time. It wasn't fifteen seconds before we were called to come up because it was time for me to leave. My cousin pulled his pants up, gave me a smile, and we went upstairs.

That's how I learned. I imitated my cousin and found playing with myself to be fun. It became even more fun when I did it with other boys and eventually my cousin a few times before he got old enough to come."

1. Brent

"I sat next to a blonde boy, Alan, in my history class who was the cutest guy in the sixth grade. I had a total boy crush on him, so did other boys - and lots of girls. I could see his cock in his pants as he sat at the desk next to mine. It went down his pant leg an inch or so - most other boys showed nothing at that age including me. I had to try not to look for too long. I wanted to see it, but more - I wanted to play with it. It was this secret desire that suggested unconsciously to me to play with mine – at home, of course! I played with mine thinking of being able to play with Alan's. The fantasy of playing with Alan's cock led to an increasingly frantic treatment of mine. It wasn't long before I began having dry orgasms - in less than a month.

I became, as you can guess, a cock watcher of the first order. In seventh grade I didn't have any classes with Alan, but one time during a rare free period, I was in a classroom with him and when it was time to leave Alan didn't get up right away. When he did I could see the front of his sweat pants sticking out - they stuck waay out! - before he adjusted himself to hide his erection the best he could. I was coming by this time and I jacked off to that image of Alan's extended cock for weeks after."

1. Simon

"Learning was spontaneous for me. I was eleven and I was getting erections. I was noticing them and I would finger my penis in class, hand in pocket. This was quite pleasing, but I had to be careful in school not to be caught by the nuns. You would be humiliated, punished and most students would've been beaten with a strap by their dad when they went home. I saw this happen to another boy who was the first to be caught and they made an example of him. I was extremely cautious about my pleasure after that.

My parents were devout and my mom was crazy when it came to sex and sin. I was warned about "sinful practices," alluded to, never spoken of outright. I knew genitals were shameful and sinful. I think this only increased my interest in my now frequently stiff and pleasurable member.

After a full day in school, I would come home and would have to change out of my school uniform and into play clothes almost immediately. Uniforms were expensive, my family wasn't well fixed, and so my mother would be quite adamant about my going upstairs and changing at once. I would take this opportunity to do naughty things because I knew my mother wouldn't come up when I was changing and my older sister was not home from school yet. I only had a window of about ten minutes before my mother would become suspicious and call for me.

I would disrobe and hang up my uniform in about thirty seconds and then, clad only in my underwear, proceed to masturbate. Always listening and looking over my shoulder before starting any activity, I would lower my underpants and manipulate myself to an erection in seconds. I would finger my penis, pull on my foreskin, stroke my member, abuse my stiffness, all of these in varying orders and often before my dresser mirror, for about a minute or so, before pulling my underwear up. I was afraid of being caught so the duration of these practices were of only a minute or two before I would cover up, listen and start again.

I could attain an immature orgasm in about two or three of these short, intense episodes of rapid masturbation. I could sometimes get two orgasms in before I had to quickly dress in my play clothes. My penis was no more than 9 cm erect at this age and my scrotum was completely hairless and I did not attain any ejaculation until I was almost twelve.

I would do other things to obtain gratification. I would put my finger in my bottom and soon I used a pencil and a pen to penetrate my anus. This was completely without any sort of knowledge of sexual practices. This led to my downfall.

I could not masturbate at night with my sister in the room, but I could when she left early on Saturdays. I had nearly a half an hour to be alone before being summoned to breakfast. I would be able to have more time with my underwear off. I would still listen and look to the door every few minutes just to be sure.

It was one Saturday and I had been very much enjoying masturbating, using my fingers and then lying on my bed. I decided to use my pen in my anus and I was quite involved in putting the pen in and trying to masturbate my penis at the same time. I lost track of monitoring the hallway for sounds and, while stroking my erection with my legs spread and above my head and the pen in my anus, my mother came to the door.

I tried to cover myself as quickly as possible, but there was no hiding what she saw. She screamed and yelled and my father came and beat me. I was crying and ashamed and hurt. My whole world changed that day. My parent's hated me and I didn't understand until others in my village started talking. It was now understood that I was a sinner and a homosexual. I didn't know what a homosexual was, but I learned.

This was a blessing in the end. I developed an attitude of anger and defiance, but most importantly I became independent. I did bad things without worrying too much and enjoyed it. I ended up having all sorts of sexual experiences with other boys and men because I was a known homosexual deviant."

1. Ollie

"When I was a boy of eight, I played a game with a friend where we would try to hold our urine for as long as possible before peeing together. Holding our wieners and squirming was part of the fun. This gave me the thought of holding and handling my penis for pleasure. I began playing with myself when alone in the toilet. It was at night in bed where I mastered the skill with diligent practice."

1. Elliot

"How did I learn? "Charlie the Masturbator." When I was nine there was a guy in our fourth grade class we called "Charlie the Meat Beater." He had his hands in his pockets half the time and would play with himself in class behind his desk, in line in the hall, everywhere. You could tell when he had a boner in his shorts. I guess I had played with my cock before, but Charlie's determination and the fact that other guys in my class made fun of "beating your meat" let me know this was a special thing to do. I experimented at home alone and then with other guys; never with Charlie, though." (laughs) (Conversation)

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