How I Learned to Masturbate

Please give to keep Nifty available.

Supplement Five

1. George

"I first noticed the pleasure available from my `dinky' sliding down banisters. I would run up the staircase and repeat my sliding until I was panting, from running up the flight of stairs not from any sort of orgasm. Sometimes I was hard, but often not; it was just for the pleasurable sensations of the moment and the thrill of speed and danger.

I must've shown myself to my playmates many times, and them to me, at this age; I was about five or six. We handled our penises for enjoyment, masturbation technically, but I wouldn't call it that. I was shown the real thing by an older boy in grade three, but my practice was infrequent until the age of ten or eleven. By this time we were more attuned to the forbidden nature of erections. We wrestled and erections were part of the fun. It did evolve to mutual sessions of prick handling, but my first orgasm came in my bedroom.

It was summer and I was alone at home in my bedroom about mid morning. For whatever reason, standing between my bed and dresser, I unzipped my shorts and felt my penis through my underwear. I became erect and I unsnapped my shorts and dropped them to my ankles. I eventually pulled my underwear down too. I began to stroke my erection and it became intensely pleasurable very quickly. I kept going and when the shock hit my knees went weak and, with my eyes closed and shorts at my ankles, I almost fell over! I remember looking at myself in the mirror and thinking this was something beyond words.

It wasn't long before I did this with a varying group of boys from my class at school in the woods and elsewhere. I would say we did it a dozen or more times that summer. This group effort mostly ended with school and fall. My practice was daily however. I had my first ejaculations with my afterschool efforts. At first it was merely oozing clear fluid, then a spurt or two. It didn't get creamy until I was twelve. I had a couple of sessions of mutual masturbation with no touching in a friend's and my bedroom, but my same sex activities ended until much later in life.

This was my experience, not much I know, but there it is."

1. Charlie

"I was eight years old, both of my parents worked and my brothers and I had separate bedrooms - luckily. I was uncut then (I was cut in my twenties) and the older brother of a school friend described how to jack off. He told me if I pulled skin over my dick head back and forth for a while it would feel very good.

I went home from his house and decided to try it. There was a half toilet that my brother and I shared between our bedrooms. He wasn't home so I went into the toilet and dropped my pants and whities down to my ankles. I started slowly doing what I had been told and immediately my foreskin rolling back and forth over my dick head felt very good.

My first dry orgasm came on suddenly. I started feeling electric like tingles throughout my lower body, legs and my little dick felt like it was going to explode in a blaze of fireworks. I had to brace myself to keep from collapsing the orgasm was so intense. I was hooked from that point on. Sometimes I jerked four or five times a day. My first wet cum happened when I was barely twelve. I was in a movie theater with a friend, who I later realized was gay, who without warning reached over and started massaging my crotch. He leaned over and whispered if he could take my dick out and play with it. I knew he had a very small dick and by the time I was twelve I was five inches and thick. I said yes and he unzipped me and pulled it out and started stroking it. Within a couple of minutes I knew I was on the verge of cumming. I had never shot wet cum before but this time I squirted clear seminal fluid all over his arm and my stomach.

Later, when I was fourteen, I had my full man sized dick – six and half inches and almost seven around. I worked after school at a local TV repair shop. One day after closing, one tech, an older guy about forty, asked me to help him do something in the basement. He started asking me sexual questions and before I knew it I was laying on a table and he was unzipping my pants and pulling them down. When my man sized dick sprang from my shorts he seemed genuinely surprised at "what a tool I had" and expressed some jealousy! He then unzipped his pants and pulled out his hard dick which was what would be described as a pencil dick. It was maybe five and half to six inches long and not much thicker than a Sharpie marker. I felt proud as he jacked me laying on the table and when I shot a huge load on his fist."

1. Kevin

"It just sort of happened for me. I can remember swinging my penis up and down by jumping and dancing before I took a bath. I guess being naked excited me. There was one day after I came home from school when I went in the bathroom, took off my clothes, and did this spontaneously. I flopped my dick around with my hand and I got hard, but it took quite a long time compared to later. I began jerking my boner on impulse. I looked at myself in the mirror. I felt excited to see myself naked. I did jerk faster and faster and had a feeling of more and more pleasure. I did this as often as I could and I would watch myself in the mirror. My feelings of pleasure became more intense and I noticed after I peaked that I would have a small amount of sticky fluid under my foreskin. Within a few weeks I was getting the pulsations of an adult orgasm and I would have a drop of white fluid that I could squeeze to the tip of my foreskin. I was getting a few hairs just above my penis at this time. I was around twelve. I would say that it was a period of three months or so from the time I started jerking my erection until I had the drop of real semen."

1. Phillip

"I went over to Wilkie's house afterschool. He was known as `Dirty Wilkie' because he did risky sex things. That's what I heard. When he asked I went because he was a tough guy and I wanted to know about sex. He had short, dark black hair and was getting a mustache, a little one. I was ten almost eleven and Wilkie was twelve. He said he would show me something. When we got to his house we went right into the bathroom. Wilkie locked the door. He turned around and undid the snap to his pants and pulled down his underwear. His penis was completely hard and standing straight up. He showed it off to me. He was cut and his cockhead was real nice. He had some hair and his cock was big to me, but only about ten centimeters long. He pulled his underwear farther down and started to handle his penis. I was hard in my pants watching. But, almost as soon as he started we heard his front door open. His older brother was home. Wilkie pulled up his pants over his erection and we went out of the bathroom. The show was over. I left and went home. I went immediately to my bathroom and did what Wilkie did. I never did anything with Wilkie again, he hung with older guys, but he's the one who showed me how to do it."

1. Ray

"There was another guy here that talked about discovering masturbation in the shower, that`s how I found out. I was eleven and I guess it was time to start showering and not taking a bath like a little kid. I was in there and I reached up to use the shower brush, the one with the long handle for your back. I did my back and tried it on other parts of my body. You guessed it. I used it on my boy parts and the feeling on my nuts was very interesting - no great! I rubbed the brush up and down and it felt amazing. I didn't get hard that time and I didn't go any farther as I had to get out of the shower. I tried this again a few showers later and I got hard that time. This led to me sneaking a chance to rub myself with the brush when in the bathroom alone, then, rubbing myself with and on other things in my bedroom, eventually using just my hand alone. I had my first orgasm, dry, within about two weeks of my discovery. What a great time of life! Thanks for the memories."

1. Andy

"How did I learn? I started rubbing myself and got hard, that's how, simple as that. It was on my balcony at home just as it got dark during the summer of my eleventh year. I couldn't let myself be caught hard at home by my stepdad or mom so I waited to do this again late at night. I snuck out on the balcony around midnight. I slept on the couch saying my room was "too hot" to my parents, which was sort of true because of our air conditioning being not so good. I did this "whatever it was" and my dick felt on fire. I went back inside afraid of being caught up late and not being able to explain why I was on the balcony with a boner in my pajamas! I got sore from rubbing it for nearly an hour on the couch. I was only getting a pre-orgasm tension, no spasms, but this was enough to tempt me to do it again the next night.

I went out on the balcony and played with it. It was just as good, but I was still sore so I snuck into the bathroom and took some Vaseline from the medicine chest. It must have taken me fifteen minutes to sneak around without being heard. I didn't want to be caught doing this! I went to the couch and rubbed the Vaseline on my stiff penis. I had no hair at all and I was about three inches hard so I could use one hand. The slipperiness made it ten times better. I naturally started to push into my fist. I jacked and my hips rose up. This led me to a real orgasm, but no sperm, that came (ha ha) months later. I was breathless and overwhelmed. I couldn't do it again for a second time even though I tried. My penis was just too sensitive. I was never able to do "two in a row" without a time to recover of fifteen, or more like thirty, minutes.

I had a hard time cleaning up Vaseline and hiding the evidence. I also was aware of the levels in the jar and smoothed it out so my mom wouldn't notice. I think I stole a jar of Vaseline from a friend or relative's house to feed my habit. I used everything from vegetable oil, Crisco, powder, you name it and I tried it. I finally was able to do it with just my hand when I started getting hair, my testosterone must have kicked in and horniness let me get off quick without rubbing so much.

I am going to include another "How I Learned," but it wasn't me who learned, it was a guy I "taught" named Timo. I got sent to a boarding school at twelve, not for jerking off, but because my parents wanted me out of the house. They would get divorced a year or so later and I left the boarding school after a year and lived with my mom. The boarding school was okay and yeah guys jerked off there, but it wasn't like some stories you read – most guys did it alone and there wasn't a lot of group stuff. We all knew we were doing it, but we only joked about it with each other. The exception might have been doing stuff with our roommates. We were two, three or four to a room. I was in with Timo who was a guy from Germany who got sent to the U.S. to go to school for a year. I think half the students at this school were getting shipped off for a short stretch.

Timo was twelve, too. Way taller than me and dirty blonde. His English was okay. Timo wasn't circumcised and I was. His dick was long for a twelve-and-a-half-year-old. It really stuck out about five inches. Timo had almost no hair at all, but his nutsack was darker. Me? I had dark hair coming in all over. We sometimes talked about `our stuff' after our showers and before bed and getting dressed in the morning. I found out that Timo didn't know about jerking off yet. Here is how he learned.

Timo was out of the shower and, after toweling off, was naked in our room. He was dancing around and rubbing his body up and down. His cock was half hard. I thought he was getting ready to jerk off. I asked him if he was going to "jack off." He asked what that was. I thought he didn't know the English so I said, "You know, where you jerk your cock with your hand." I gave the jerking motion. Timo didn't know what I was talking about. I said, "You never jerked off?" Timo said no. I explained what it was. Better, I said I would show him.

He lay on his bed and I started to jerk his long cock for him. I loved the foreskin and I was hard in my pajamas. Timo laughed and giggled as I jerked him. He was odd in his behavior anyway, but he was acting weird, not horny, when he started getting near his climax. He got very serious and quiet. I jerked as his nuts came up. I knew what that meant and I told him to "get ready." I had to jerk more than I thought before his cock started strongly jerking in my hand. Timo did get some clear fluid, but nothing that shot out. I could see his taint and nuts jerking in time with his dick in my hand so I knew he got an orgasm. I asked him how he liked it and he just gave a satisfied smile like I did him an everyday favor, not like I gave him the thrill of a lifetime. I went to my bed and jerked myself in about thirty seconds. I told Timo to watch my sperm shoot out.

Timo did jerk off some that year, but not every day, if you can believe it. I did it every night. Sometimes we did it together, but we didn't touch each other again. I loved looking at that long cock and Timo's body."

1. Hector

"I was with my older cousin Enrique on the couch. He was fourteen and I was nine. We was watching TV. I was playing with my cousin by pretend fighting. He wrestled me and I ended up in his lap. We fought some and I could feel his penis get hard. I knew what it was and I moved around more to feel it under me. After a couple of minutes my cousin pushed me off and headed for the bathroom. I could see his pants out from his hard on. I followed him. He left the door open, I guess on purpose. He had dropped his pants to his knees and was jacking his cock over the toilet. I wanted to see his cock. My cousin turned and jerked in front of me. He didn't say nothing and I just watched. I didn't know what he was doing, but I stared at his big cock. He turned back to the toilet to finish off. I didn't see him come, but I could hear Enrique grunt. When he was through he wiped off and put his saggy cock back in his pants. He told me not to say anything and I didn't. Later, I copied what he did in my room and in the bathroom and I discovered why jerking your cock was so good."

1. Cary

"I remember my brother grabbing my penis in the bath and yanking it. I was six and he was seven. That was all it took. I learned a lot from my older brother over the years."

1. Justin

"I had shown dick and even boners with my friends at school, that was a naughty thrill, but I hadn't masturbated per se. It was the beginning of summer vacation and I was over at my friend Jason's house and we were playing video games downstairs. He asked me leading questions that ended with him to asking me if I ever jerked off. Because he was a good friend, I replied honestly, no. Jason told me to wait there and he'd be back. He ran upstairs to get some hand cream in a tube.

Jason said he would show me how to do it. He took off his t-shirt and shorts, all we were wearing in the heat of summer. His penis looked like mine, circumcised, but maybe a little longer. Neither of us had hair yet. Jason lay flat on the carpet and after getting himself hard, put some of the hand cream on his dick and started stroking. Jason described what he was doing, but I could see for myself. It wasn't long before Jason started jerking really fast. I could see his stomach sucking in and out and I remember his nipples being hard, something I noticed every time we did it. Jason's hips rose up and he gave a sigh and he got his dry come.

He told me to do the same thing he did. I stripped off and lay on the wall-to-wall carpet (it was suburbia, after all!). I still remember the feel of the carpet and coolness of the air conditioned basement. I was already mostly hard. I lubed up and started stroking. Jason gave me advice. It felt good, but I took a while to "warm up" so to speak. Then I noticed a tightness in my groin and in my chest. My leg muscles started to stiffen up. Jason asked if I was "getting close." I knew something was happening, but since it was my first time I didn't know what I was getting close to. I told Jason "I'm getting something." He told me to keep going. I did and I was getting a headache (from building lust!), but I didn't stop. The feeling built until a painful jerking of my hard cock in my hand commenced. I gasped out loud. After a half dozen spasms that seemed to last forever, I lay back in a daze. Wow! Jason laughed and asked if I liked it. I could barely answer.

We jerked off together most all of that summer at his house or mine. We went through a lot of hand cream! I think Jason started to get some "juice," as he called it by August. This was probably pre-come, though. We didn't continue jerking together much after we went to middle school, maybe a few times, but we talked about jerking. I started getting wet orgasms by that fall."

1. Aldo

"We would go into the woods, open our pants, pull out our cocks and just do it. I don't remember when it started. We would watch each other and some guys were old enough to bust a nut and some weren't. We did it all the time when it wasn't too cold." (quick conversation)

1. Joe

"I saw my brother, Tino, do it a lot when he was twelve, thirteen; in the shower and in our bedroom. Tino had a huge cock, like seven inches at thirteen, no shit. It looked like a snake. He would swing it around with his hand and rub himself on the bed. He told me to do it, but I got nothing at nine. I saw him put the stones to his girlfriend a couple of times when he was fourteen. I jerked myself to a dry come watching." (same conversation, friend of Aldo)

1. David

"I had come home from the swimming pool early one afternoon because of thunderstorms. I had taken my wet swim trunks off, hung them over the tub in the bathroom and dried myself with a big cotton towel. I wore the towel into my room which I wasn't allowed to do usually, but my mom was out and I was home alone. I slouched naked in a chair and for some reason played with my penis. I had casually done this before, flipping it about, but this time was different in that I started jerking on the end with my fingertips and thumb. I became erect almost immediately. I was still a slightly plump boy, I had no pubes and my erection was three inches at most.

I felt giddiness at first, I almost felt like laughing, and then I became intensely focused on these novel sensations. It wasn't a minute before I started feeling little jolts in my penis and inside near my bottom. I became very serious about this science experiment. I moved my hips for a better angle, my tummy tightened. I stopped, wondering what was happening.

I started again. The intense sensations returned. I wondered whether to keep going. Within a minute, maybe two, my muscles tensed, first my stomach and then my chest. I held my breath. My legs twitched and my testicles tightened. I gave a quick, reflexive sigh as my penis went utterly stiff and I orgasmed.

I remember the feeling as I lay naked on my wet towel with my freshly combed wet hair that I had just found something marvelous. I fingered my still stiff penis with satisfaction before getting up to dress. That is how it began for me."

1. Cal

"My older brother and I did it from when we were little kids until he was fifteen; I was fourteen. I learned it from him."

1. Wally

"I did it with my best friend Scott, we were twelve. I had a computer at home and he didn't. He showed me some porn site. Scott had a dream cock; big, fat and uncut, big balls with dark hair. I got to jerk it a little, but I wanted more. I got my first wet come trying to see his cock more than the porn on the screen! I really learned to play with my cock on my own that year, but it is jerking with Scott that I recall as the start of it all." (conversation)

This is my last installment of this series. Please write your true experiences and post them on Nifty for others to read and enjoy.

All Rights Reserved. Copyright 2015.