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How I Learned To Masturbate Supplement Two
- Sebastian
“This was a while ago, in the early 1990s and VCRs were becoming cheap and available. I wasn’t from a well-off neighborhood. The family of one of my schoolmates’ had gotten a VCR. More importantly, his dad had some porn movies. Robert had found them and would invite some guys over to see them. He usually asked one or two friends over after school. One guy named Carlos was the alpha male of our class, you respected him. He was talking to Robert about coming over after school when I just happened to be around. Robert had said okay to Carlos coming over and Carlos invited me along with a casual, “Hey, you wanna come?”
Of course, I said yes. I had just turned thirteen. I had heard of porn movies. I knew that men and women had sex. I knew what naked women looked like. I knew that men lay on top of women to have sex. I didn’t know how sex worked, though. I didn’t know how sexual intercourse really took place, believe it or not. I wanted to see the movie, for sure. Even more unbelievable was I hadn’t jerked off. I was getting hard more and more, but I never jerked my cock. I had to move it around when I got hard or it was noticeable. I was pretty long then and now. I felt ‘nervous’ when I touched it, but I didn’t know about masturbating or come. I guess I should mention that I’m Catholic and went to a parish school, so we had no instruction about this stuff and I sure as hell wasn’t going to get any information at home.
I got to Robert’s apartment after school and we waited for Carlos for fifteen minutes. When Carlos got there Robert put the movie in. Carlos sat in a living room chair and I sat next to him on a chair from the kitchen. Robert sat a little ways off on the couch and he had the remote. We didn’t have much time for the movie because Carlos was late so Robert jumped the movie ahead. A man was undressing a woman and then she unzipped his pants, took out his cock, and started sucking it. I was mesmerized. I’d never thought of a woman or anyone doing that. This got Carlos and Robert going calling out the usual guy comments.
Robert and Carlos undid their pants and slid them down just enough to free their erect cocks. Here is where I really became interested. I could look over to my right and see Carlos’ cock. I couldn’t see Robert’s that well because he was farther away. Carlos had coppery hair above his cock. I didn’t have any at this time. His cock wasn’t as long as mine, about 10 or 11 cms, mine was probably 12 cms at thirteen, but Carlos’ was much thicker. He was stroking his shaft gently and then he would slide his foreskin lightly over his wide glans.
Now, at this point I was overwhelmed. I wanted to see a porn movie and I wanted to see a man and woman having sex. I also wanted to watch Carlos play with his cock. I was aware that I wanted to see both, but I wanted to watch Carlos more. I knew that I wasn’t supposed to be too interested in another boy’s pinga so I looked mostly at the movie, but I took sidelong glances at Carlos whenever I could.
I should mention that I wasn’t erect, but my whole body was ‘nervous’ including my cock. The man in the movie had taken off the woman’s panties and was now fucking her on a couch. You could see his cock going in and out of her cunt. I was trying to commit this to memory, but I was distracted by Carlos who was getting more excited beside me and was stroking more determinedly. I wanted to see both things at once. When I looked down at Carlos he looked over to me and smiled, happy at his horny state. I smiled back. He assumed I knew the joy of jerking, but I didn’t. I was leaking precum at the end of my soft, half-lengthened cock, but I didn’t know what this was until later.
The action on screen was bringing Robert and Carlos close to coming, which I knew nothing about, but I could see and somehow feel Carlos tensing beside me. He went at it with more concentration. I could hear him breathing hard through his nose. I watched as he tilted his hips higher and brought forth a spurt, then two of cloudy liquid. He kept sliding his foreskin for a half a dozen more strokes as he finished up. I stared at this and then Carlos looked at me and smiled as he ran his fingertips through the clear deposit on his skin. I didn’t know what it was, but I was taken in by the sight as if I had just discovered this mystery fluid on my belly.
Robert came just a few moments later and then after a short pause both Carlos and Robert stood and pulled up their pants almost in unison. The fucking and moaning were still going on on the TV until Robert turned the VCR off and took the tape back to wherever it was hidden. Carlos and I said our goodbyes and nothing was said about my not jerking with them.
That is how I learned what jerking off was. I went home thinking about everything and went into my room immediately. I took my cock out and I noticed that my glans was slick. My cock was getting erect on its own and I sat on my bed and slid my foreskin like Carlos had. It wasn’t thirty seconds before I felt a need that I never felt before and I shot a clear jet of watery liquid and maybe another tiny one. This sensation was nothing like a more mature orgasm; it was an immediate release of high intensity. I didn’t do it a second time, I didn’t think beyond what Carlos did, but did do it after school the next day.
I did get invited to Robert’s house about five more times and I jerked off with him and another boy or two, but not Carlos. For one of those boys it was his first time and I could see the same look of being overwhelmed by a first-time look at porn and playing with your cock and not knowing what the feeling of an orgasm was when it happened to you for the first time.
I can remember most everything from those first times; the breeze through the open window, the upholstery on the chair in Robert’s living room, the color of the paint on the walls. I also can trace the first conscious knowledge of my wanting to see and touch another guy’s cock to the first time with Carlos. It took me a lot longer to understand that.”
- Cal
“Mine was a simple as could be. I was five. I woke up from a nap and my ‘willy’ was hard and sticking up in my pants. I reached down to adjust it, I guess. I grabbed on to it. It felt good. I reached in and played with it for about a minute. My door was open and my mom was downstairs so that’s all I did because I didn’t want to get caught. I played with my penis, mostly in my room, a lot after that and I had ‘boy orgasms,’ a feeling of edgy satisfaction, not like a deep adult orgasm. Masturbation definitely became a daily habit by the time I was ten. I had my first come around eleven.”
- Ali
“This is how I learned to masturbate. I was a boy in Tunisia. I had one half an hour after school before my parents would get home. When I got there I used to go to my room and take off my good school clothing and put on casual wear. It was the end of the school term and I was twelve and one half years old. It was hot at the end of the school term. I would go to my room and take off all my clothing except my underpants and lie in the cool sheets of my bed. It felt good. I would roll around so the coolness would touch all parts of my body. One time it felt so good I decided to take off my underpants and be naked. This excited me, my body touching the sheets. I touch my body all over and then I touch my penis. I touch my scrotum. I had no hair. When I was rubbing, my penis hardened. I continued playing. I felt the excitement. I started to kick my legs like I was swimming like a frog. I was losing my breath. I closed my eyes. I felt the fire. I opened my eyes and marveled at what happened. Nothing came out of my penis until that summer."
- Adam (from a conversation)
“Boys from school were fooling around in the bathroom. One boy jokingly accused his friend of ‘jerking himself off.’ That boy turned round and started jerking his limp dick in his hand and all his friends cracked up. I now knew what ‘jerking off’ meant. I experimented at home and mastered the technique immediately! (laughs)”
(How old were you?)
“Twelve.”
- Jae
“I think I always was touching and rubbing my penis throughout my childhood. When I was nervous or excited I would finger the tip through the fabric of my pants. I was admonished for my habit, but I did it anyway; it was half-conscious on my part.
I matured early; I was the tallest boy in fifth grade, which was unusual because I am Korean-American and most of my relatives are short, but I ended up tall. I remember fifth grade because I had a male teacher for the first time. He was handsome and muscular and I definitely felt an indescribable excitement around him. I think he knew of the true nature of my interest. I wanted to be next to him and I loved it when he gave me his undivided attention. I would get so excited that I would get erections. Sometimes, I would literally reach my hand down into the front of my pants to briefly handle my stiff penis. I couldn’t help myself.
My first orgasm came in school. I was sitting at my desk, my teacher had just helped me with a math problem, and I had put my hand in my pants to rub myself. No one could see as it was under the desk. I felt an increasingly rapid onset of tingling under my sliding foreskin that peaked in waves of pleasure rising from inside of me and flowing in jolts to the end of my boyhood. I gasped out loud. Some girls looked at me and I realized I couldn’t explain what it was I was doing and what had happened. I couldn’t get caught or let anyone find out about this.
This started my self-conscious secrecy in self pleasure. I didn’t reach into my pants anymore to touch my erections in class. I asked to go to the boy’s room and rubbed myself there, usually once a day, but sometimes twice during a school day. It would only take me a minute to peak so I could do this quickly. I rubbed myself at home in secret in my bedroom. I would have several orgasms a day. My orgasms stayed dry for about six months. When I started ejaculating it became almost too much and I completely stopped doing it at school.
That is how I learned, self taught. I went ‘cock crazy’ in middle school, thinking about other boys. I had a constant erection and masturbating was the first thing I did after school, before bed, when I woke in the morning, and any other time I could get my hands on my cock.
- David
“When I was six or seven I was wriggling around on my bed as little boys will do and I noticed that a particular sort of wriggling produced pleasurable sensations so - as any child would do - I continued the wriggles with increasing interest until the sensation became, well, sensational. (I can still remember that first time because - as any child would do - I tried to repeat it only to discover that the magic was gone. I realized that (in a phrase I didn't hear till many years later), ‘Once a king always a king but once a night is enough.’
My mother soon became aware of my activities and told me all sorts of horrific tales (‘You will have to go to the hospital; all the other boys will know what you are doing and look down on you for it; it's a mortal sin and you will go to hell if you don't stop.’) My mother was my primary source of information about everything but I was a headstrong lad and chose at once to disregard all her tales. I didn't expect to die soon so hell wasn't an immediate issue and I didn't really believe in it anyway; the appeal of my nightly pleasures easily outweighed the warnings. (I'm glad I didn't get into alcohol or drugs because had I taken the same attitude about those that I did about innocent orgasms I might easily have worked my way into Hell right here.)
Within months I discovered that ‘boring a hole in the mattress’ (as a boarding school friend described the act when we were both thirteen) could be enhanced by removing my pants and lying on a pillow instead of the hard bed. I practiced this technique every couple of nights for about five years. Looking back at those years now it seems unlikely that my mother could have been unaware that I had ignored her strictures (it's not easy to put the pillow back in place without attracting the attention of a parent at the door) but she never alluded to the matter again.
I didn't learn the facts of life till I was eleven when a friend used a dictionary to fill me in on the basics. (My mother was quite irritated at him; I think she expected me to remain innocent until sixteen or so.) The next year our seventh grade biology class spent a couple of weeks on sex education (boys in one classroom, girls in another) and I learned enough that at the end of the year when my mother (who had had seven children) was filling out an application form for boarding school and came to the question ‘How much does your boy know about the facts of reproduction?’ She answered, ‘He knows more than I do.’
I was seriously lacking in social skills so I never engaged in sex play with other boys (and still don't know whether any of my classmates were experimenting with each other) but I was casually bold in some ways. When I was nine a same-age female cousin and I were sleeping in my bed and stripped down to examine each other without actually touching; she was soon overcome with shame but I was excited enough to mount my pillow and pursue my pleasure right in front of her. When she asked what I was doing I just said it had to do with our play and continued to climax without further ado. Two years later a sixth-grade classmate and I were sharing our incomplete information about sex, both naked on a bed, and I was moved to mount my pillow in front of him. He asked what I was doing and I said ‘I'm screwing the pillow.’ I didn't invite him to join me and I still don't know whether he learned from observing me. That was the extent of my experience before taking the class.
The sex ed teacher had casually mentioned masturbation as a harmless activity many boys engaged in and some even shared. (In retrospect I think he might have wished to provide more information on the subject but was worried that some students might tell too much to their parents). He must have said that boys did it by hand because when the next summer my best friend asked if I did it I felt only a twinge of conscience in answering no. (I was perfectly aware that my pillow pleasure achieved the same effect but didn't want to admit it.) He offered to teach me and I accepted so he gave me a hand and - to ensure I was learning proper technique - asked me to return the favor. We stroked each other for several minutes but neither of us reached completion. I'm not sure why we stopped but it might have had something to do with the fact that we were sitting in an armchair in my parents' living room in the middle of the afternoon with other people in the house. But I was able that night to take what he had taught me to the conclusion with which I was already familiar.
I still favored my pillowy partner for my nightly fun so even if I began by hand I would usually mount to achieve orgasm. (I didn't really switch over till I was fifteen or sixteen) Later that summer I was filling in my eight-year-old brother on what I had learned in class (he already had a little girlfriend with whom he was conducting mutual observation similar to what my cousin and I had done three years earlier). He asked me what sperm looked like and it occurred to me that what was fun on a pillow might be even more so on a naked boy so I asked him to strip and lie face up on the bed and I mounted him and found that indeed it was. But then I made a silly mistake. I had him lie on me and try to emulate my acts but he couldn't get the hang of it and said he was too young because he didn't have sperm yet. (He didn't really find out what it looked like either because by the time I got off him there was just a film on his groin.) If I had stopped to think I would have realized that of course he wasn't too young to do what I had been happily doing for five years but for the next five years that's all we did: every time I came home on vacation from boarding school we would strip down and I would get to work on him. He certainly didn't mind and must have been enjoying the contact in a passive way but that is all we did until I was seventeen and he was thirteen. I mentioned the manual method (which by then I had well mastered) and he seemed interested but that was as far as it went (at the time).
The next stage of our activities began the year I entered university at 17. Each February featured a two-week 'reading period' which students were expected to use to prepare for midyear exams. But this year my father was to take a business trip to Florida and invited me and my brother (now nearing his 13th birthday) to accompany him. We stopped to spend the first night in a motel at Luray, Virginia. Our suite was L-shaped, two bedrooms at each arm. My father took one room while my brother and i shared a single bed in the other. He and I had not seen each other since Christmas and I was eager to mount him again. I had been wondering for some time whether he was enjoying our mutual experiences and now discovered that he was because it was he who tried to persuade our father to shut the door between the rooms. But even on that winter night the room was warm and my father insisted on keeping the windows and door open to allow a breeze to cool the rooms. The two of us lay next to each other in the bed but we didn't dare remove our pajamas to lie on each other since doing so might make noise (even perhaps a loud thwumping noise as our two abdomens stuck briefly together). So we lay beside each other uncertain how to proceed. Eventually I reached over, took his hand in mine and slipped it into my pants. I kept my hand on his, directing his motions until he brought me to a spectacular orgasm. Inconsiderate as I was it did not occur to me to try returning the favor that night or the next but on the third night I did so and elicited a spurt which opened a new world of pleasure from my long-suffering partner. The next night we shared manual pleasure again but the third night as we undressed I found his erection in front of my face and instinctively slipped it into my mouth. (I had never heard of oral intercourse but did what came naturally.) After a few minutes I asked him how he was enjoying it and he replied, "Keep going." A few minutes later he spurted in my mouth and I swallowed without hesitation. Two nights later I asked whether he would return the favor and he did so with alacrity, taking my ejaculate fully in his mouth but without swallowing. This became our favored method of pleasure for some time thereafter but a few months later he was clearly becoming more interested in girls so I began to wonder whether my youngest brother, an innocent lad of eleven, might be ready to experience a boy's joy. I slipped into the bed where he was sleeping and slipped my hand into his pants and onto his uncircumcised organ. It promptly came erect and I divined that it needed a different technique to stimulate. Still asleep he turned on his side and I followed, keeping my hand on him. Soon he turned again and lay on his back as I continued my ministrations. I wondered whether he was still asleep until he murmured "Beat it harder!" I complied and soon elicited a squirt surprising in size for one so young. The next day we were alone in the house and I asked him how he had enjoyed the experience. He grinned and said, "The best part was the spurt." I asked whether he would care to return the favor and he did so with enthusiasm. We continued our partnership for three more years, usually by hand but sometimes lying on each other. I sucked him once but he found that too disturbing so I never did it again but he was a good partner in every other respect. Sometime later he spontaneously told me "Doing it to you is half the fun!" Ah, those were the days...
- Brian
“I was friends with these boys down the street, and one of them as a kind of insult would always say, ‘Go rub yourself!’ Well I got to thinking about it one day. I'd played with my penis before, but only in a utilitarian sort of way, like using it as a diving board for G.I. Joes to use as a springboard during my bath time or absentmindedly rubbing it on the carpet as I watched TV.
As I got older though, and at this friend's urging, albeit as an insult, I tried it on my grandmother's couch that she covered with an old blanket that had a silk-like edge around the blanket. I realized that this silk edge felt AMAZING on my young cock and, after a couple of nights of trying this, I kept going and all of a sudden I had the feeling that I needed to pee, so I'm running butt ass naked to the bathroom and it was only then that I realized it was not piss and, even then, it took me a while to figure out it was cum. From that moment on, almost every night, I was rubbing my dick on that silk edge of the blanket covering the couch cushions and soon took to simply shooting my cum on the blanket and couch; I was such a dirty boy as the many stains attested to.
After a while, I graduated to a maroon color nylon sleeping bag that was so silky to the touch and I'd roll it up tight and hump into it. Or me and the older brother of the one who used ‘Go rub yourself!’ as an insult would go into the basement at his house and put our sleeping bags between the couch cushions and press down on the cushion while we thrust our young boy cocks into our silky sleeping bags and would shoot our cum into them. I loved seeing all of my stains all over that sleeping bag and my friend's stains on his. I still get turned on by the sight of my cumrag with its many stains and seeing pictures of other guys' cum stains. That is how I learned about masturbation.”
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