Date: Sun, 27 Mar 2016 12:50:24 +0000 (UTC) From: fiveholepunch@comcast.net Subject: Boyhood Sex Memories Part Five Please give generously to Nifty. Memories Part Five These are memories of being young. They are about sex in some way. What do you remember? 51. Thomas "Here are two memories from when I was twelve: I lived at the pool for the summer. I was there six hours a day. My best friend Scott and I were inseparable at the pool that summer. We looked the same. The sun bleached our hair and we were tanned brown. When out of the pool we put on Hawaiian Tropic. We put it on for two reasons; sun tanning and jerking off. We knew the lifeguard shifts exactly and at precisely 2:05 in the afternoon we would go into the locker room and head for a stall. We'd strip off and jerk our cocks for five or ten minutes. We would use the oil to jerk ourselves or each other. A few times we would rub against each other. Scott and I were cut and the oil and our sun-heated bodies made this a delirious sensual experience, much better than jerking alone and dry. Scott came in a certain way each time. He would get a pained expression on his face, his eyes would squint and he clamped his lips together hard. He held his breath and exhaled loudly with his first shot of come. He'd pant after. We had to time his coming when there was nobody in earshot. His look at orgasm I won't ever forget and the banana smell of Hawaiian Tropic takes me back to that summer of hot jerking. The other memory is of this older boy, Robert. He was thirteen, going on fourteen, and he wore these odd green Speedos. He would sun himself and use tanning oil sometimes. What Scott and I noticed a few times was that Robert would get aroused putting on oil. He would get a partial boner and his nipples would get puffed up and he would head off to the locker room with a towel wrapped around him. We knew why. We did try to sneak in behind him a couple of times and listen to see if we could hear him jerking off. We couldn't really hang out without looking suspicious but once we thought we overheard Robert coming. Robert had no hair under his arms but you could tell he had pubes under his Speedo. Scott and me were bald and had only just started to get anything near the end of summer." 52. Bobby "When I was 12 I went alone on a bus to another state to visit an aunt for a few days. In the next room to mine was Jim, a college student, who rented his room from my aunt. There was a door between our rooms. Jim drove me around in his convertible and was really good to me. One night I was reading in bed, and Jim called me into his room. It was very hot that July. I was wearing only silky boxers. He in only a thong. I had never seen one before, and found it very erotic. We laid on his bed and talked. Jim asked me if I would like a massage. You know where this is going. I replied, "Sure." He began lightly rubbing my chest, and then asked me to do him. The lights were off. A little moonlight came in the window. After I did his chest, he began on my tummy then moved into my boxers to just above my dick which was, of course, hard by now. I had no pubes then. Then I did his tummy and went into the thong. I touched the base of his boner. He pulled off my boxers and took off the thong. Then he lovingly took hold of my hard-on and caressed it. I did the same to him. His boner was only about four inches, but I prefer them like that. We began jerking each other off. I had one of the best orgasms ever. I didn't see Jim before I left, but when I got home I found a black thong in my suitcase. I put it on that night when I went to bed. I was hard in seconds. I pulled out my dick and jerked off like crazy. If you are surprised by what I did at 12 with Jim, keep in mind I started with boys when I was 8. Another experience: A guy named Randall and I had gone to sleep-away camp, but at age 10 nothing happened between us. When we were 13 I was in his bedroom one afternoon. His mom was downstairs. He suggested we play strip poker. When we both ended up naked we had full boners. Randall got up from sitting on the floor and went over to his waste basket. He madly jerked off and shot into the basket. I laid across his bed and jerked off while he was next to me watching. We were not close friends and did not have a repeat session." 53. Robert "I have twin sister. We bathed together as little kids but that wasn't sexual. Later, at around age seven, after we didn't bathe together anymore, my sister learned to masturbate. I know this because we would sit around and watch cartoons in our underwear, she would have on a top and bottom, me just a bottom, and I would see her, legs spread, fingering the outside of her underwear right over her mound and clit. I didn't know about a clitoris at seven but I imitated her actions and I got hard and it was pleasurable. I didn't masturbate to any conclusion, I just did it. I'm fairly sure she was getting off as she would get stiff and stare off. Claire got in trouble for doing it not long after and that ended my seeing any more of that. I had what I would call sexual excitement, when I was alone, in my underwear or in my swimsuit. I enjoyed being near naked and the feel of rolling around on my bed or the floor. I liked the smooth nylon of my swimsuit so much that I would slide it up and down. In my underwear briefs I recall swinging my legs in and out at the hip which made the cotton of my briefs rub and I would get flushed from the activity. All this was masturbation without an orgasm. I also played with nipples and sucked my toes. This was when I was eight and nine years old. Kids are perverse! Before I began masturbating to orgasm, I remember a game where my friends and I would flash one another. Mostly just raising our shirt, sticking out our tongue, and showing our bellies but a few times we would moon each other for an instant and, fewer times still, flash our naked boy parts. It was fun and barely sexual. I was ten at this point. It was at eleven when I found out about masturbating to orgasm. I was lying in bed in my pajama bottoms and I was rubbing my penis which was very pleasurable and I got stiff and, just using my fingers lightly outside the fabric, I felt an increasing prickling sensation. I spread my legs and, grimacing with pleasure, I had a dry orgasm. I did it again and came a second time. This experience was indelible and I remember everything even though it was nearly fifteen years ago. I began masturbation in earnest; not every day but most every day. About this time, I found myself attracted to a boy in my neighborhood named Danny. He was very cute and enjoyed being looked at. I loved to look him up and down at the pool and he would lie so as to be seen. He showed himself to me and I could tell he was uncircumcised in his suit. He knew I was checking him out. I never did anything sexual with Danny but I did masturbate thinking of being with him. I was near twelve and starting to get precome when I played with myself. At the end of that summer it happened. I was in my Speedos at home and I started to masturbate in the bathroom. This was more intense than usual. I thought it was from being hot from being outside. I was compelled to pull my cock out, I had figured out the cock in hand method, and I rapidly jerked my swollen cock in my fingers. All of a sudden I had a full orgasm for the first time. Several spurts of watery come shot straight up into the air and landed on my suit and cock and balls. I sat there in an endorphin haze and looked down into the pouch of my Speedos at my come covered cock and balls. I felt like I had achieved a great accomplishment and this is also another indelible boyhood memory. Now I was fully on the cock prowl and tried to see every boy I could. I did get to see one younger boy's cock when I asked. He was eleven and not very big and we both showed ourselves but that was it. There was an older boy of thirteen, Patrick who was beautiful and I got to see his penis out on the golf course once when we peed in the woods near a tee box. At camp I saw a boy named Peter who showed me his boner in his shorts but we didn't do more than that. I finally mutually masturbated with a gorgeous blond boy named Jean. We were both thirteen but he was younger. I had pubes and his were just starting. We went off after playing in a park and gave each other a hand job near the brick bathroom building near an athletic field. He liked my larger penis and I liked everything about him, his looks not just his cock. We had several "get togethers" before we went our separate ways. Those are my boyhood sex memories. High school was a nightmare (a slight exaggeration) of unfulfilled desire and then I went off to college and adulthood. Hope you liked hearing these experiences of my life." 54. Ricky "I went to a guy's house named Andy I knew in high school. We were fourteen. We were doing shit on the computer in the family room and looked at some porn. I said, "Do you want to jerk?" Andy said ok but we'd have to hurry in case his sister comes home. We unzip our Levis and take out our dicks. Andy's flops out. Holy Shit! It is like 4 inches hanging out his fly. He is uncut and nice and fat. At half hard it is as big as mine totally hard. I take only a minute to get completely boned. Andy's, honest to God, about 7 inches! Not exaggerating, a real 7 incher. It doesn't stay up it is so big. We stand and show off. Fuck! I want that cock. We flip through some porn, hetero, because I'm not admitting I'm into guys in high school. We sit and start handling our cocks. Within a minute I am hot as hell and Andy is too watching some bitch get fucked good. His eyes are wide and he hooks his thumb in his fly to get to his balls a little. He is getting some dew on the tip and I am too. Andy is looking around to make sure no one walks in and he gets up to check that his sister isn't home yet. His cock is straight out and big as fuck like a gay porno! I'd suck it in an instant if he asked. The head is as big as my mouth. He heads back to the computer and says "let's hurry." Andy gets his tight balls half out of his fly and starts jerking hard. It takes but a minute and he grabs his tight nuts in one hand and pumps out his load. He holds it in his circled fingers. I fucking explode, shooting in the air and on the floor. Andy, get this, just wipes half the load in his pocket and puts his cock away still wet. He got a paper towel from the kitchen and I cleaned up my mess. His sister didn't show up for a long time which pissed me off that we rushed. I tried to get him to do it again later and almost did a couple times but it looked weird and I didn't want to be outed for pushing the issue. What a cock! I thought about that one for a long time!" 55. Roger "Here are some of my young memories. I was playing with my friend Todd outside in warm weather and we had cut offs and t-shirts on; we were about eight at the time. Climbing on some playground equipment, I noticed Todd didn't have any underpants on, I could see the tip of his very white foreskin and his wrinkly scrotum. I did what I could to look up his cut offs as we played. I liked seeing what I saw. I didn't say anything to Todd. This was the first cock I remember seeing. From about eight to ten I wrestled friends at sleepovers, we were in our underpants, which was fun and exciting to me and them but I knew nothing of sexual excitement. Later, at around twelve, I wrestled once with four other boys in a backyard blow up pool and most of us got hard but we didn't do anything but laugh, embarrassed at our visible boners. I did like lying about in underwear in my bed for a relaxing pleasure. My last pre-sexual enjoyment was wearing an "Indian" loincloth which was an elastic strap and two face towels hanging down. I liked the freedom of being near naked and having pretend sword fights with imaginary enemies in my bedroom. We lived close enough to the beach that I could go regularly and I remember two things about being twelve: lying in the sun in my swimsuit and feeling my penis and hairless testicles, sweaty and hanging down in my suit, and seeing a thirteen year old boy named Nick in his swim trunks. I only played with Nick one day but he had a sizeable cock in his older style trunks which he wore "up." I thought about his cock and I tried wearing mine "up." I did this at the pool and got half hard to fully hard so I tried it at the beach in relative isolation one late afternoon in some grassy dunes and I got hard. I played with my penis in my Speedos and, with an arm over my eyes, I had my first dry orgasm lying on a towel. I was lucky not to be seen since I was doing it for probably five minutes. I started masturbating in my bed and I had a few more experiences at the beach. I started to ejaculate at thirteen and wanted to have sex with another boy but this never happened. I did have my "first time" at twenty, well past boyhood." 56. Chris "I was a little guy and the youngest in my family. My parents were older parents; I was an "accident." We lived in the country so I didn't have many friends nearby. I had an older brother by about seven years and when I was ten I came in on him in the bathroom jerking his cock. It looked big and he let me jerk it. He told me guys did this, it was secret, and I shouldn't tell mom and pop. I jerked him and he shot in the toilet. I knew what come was then. I never did anything with him again but it started me masturbating. I didn't come until years later but I did get orgasms." 57. Marty "My early sex experiences were with my friend Troy. We met in fourth grade when I was nine and we were buddies until the end of sixth grade. Troy was the athlete, alpha male of our grade school. He was the tallest, of the boys, some girls grew first, and the oldest; he was born in September. I was the youngest in the class with a July birthday. Troy had sandy hair that grew in straight bangs over his light blue eyes. Troy's physique was lanky and he was strong. I was slightly, only slightly, plump but not fat. I had a round face and thick brown hair. I mention this because Troy called me a chipmunk for reasons soon to be clear. We were friends because we liked the same video games and we played them together, first in our free time at school and then later at our respective houses. I was valued because I was smart and could help Troy who was not too focused on schoolwork. I can't say that I was interested in sex in the slightest until Troy suggested it one day when we were alone. Troy was ten and had started masturbating; he probably learned it from an older boy on his basketball team as I recall. Troy asked if I wanted to do it with him. I didn't know anything about it. Aside from a few jokes about dicks and a few glimpses here and there, I had never given a close look at another boy's dick. Troy took it out and he got himself hard in short order. He was circumcised and had a thin, long dick and hanging balls. Me, at that time, I had a short compact penis and a boyish, plump scrotum. Troy showed me what to do and I watched as he got off. He came dry for most of that year. I didn't even get close to an orgasm for months and I came dry until age twelve. Troy was assertive and physical, it was just his nature. He told me one time when we were in his room to get down and suck his erect penis. I think he may have heard about cock sucking from an older boy but I am not sure. I know Troy wouldn't have sucked any boy's dick; he was the dominant one in any setting. I sucked it because he told me to and it intrigued me - that was the word for it, because I wasn't turned on by it at first. What did get me turned on eventually was Troy "forcing" me to do his sexual bidding. I was his exclusive sex buddy for a long time and I liked that I was the one. The "chipmunk" nickname was from my cheeks puffing out when I blew Troy. He said I looked like a chipmunk. I did get Troy's seed in my mouth soon enough. Troy was "tasty." He was usually sweaty from playing sports and he was first to mature by the end of fifth grade. I looked forward to our one way relationship. I was blowing Troy most every day by the time he was twelve and I was eleven. I started masturbating to a dry come by eleven. My favorite way to do this was by lying face down on our velvet sofa and rubbing my erection on the soft fabric and finishing by humping my hand. I had to start catching my come by twelve and so I stopped to avoid staining the sofa. I would suck two of my fingers and pretend I was sucking Troy. Sex to me became associated with sucking. Troy and I stopped after we went to junior high school. He was much "older" than me now and drifted from boyhood interests to girls. I understood why and didn't resent the end to our friendship. I thought about sucking and had true gay encounters, not boyhood play, starting at about age fifteen." 59. Kurt "I knew I was interested in boys at thirteen. I wanted a boy in my English class who wore nylon basketball shorts to school regularly and obviously went commando often. I could see his penis was about three inches, thin, and it swung about, mostly to the right as I recall. He looked uncut because his tip appeared pointy at times. He was cute but he had no interest in me whatsoever. I fell in with a boy in the same class with some problems who was more physically mature than I was. He sensed an opportunity. I ended up on my knees sucking him. He didn't shower every day and I was put off by that. He cajoled me into sucking him anyway. He held my head and slid his half hard cock, he had a thick one, not that long, that hung when he was erect, in and out of my mouth. He obviously had been serviced before. He would pull out half the time and jerk onto my face. I was rather humiliated but found it exciting too. He only gave me a hand job long enough to heighten his arousal before I got down to suck him. I was left to finish on my own; sometimes I would just leave and masturbate at home. He had another mature boy from seventh grade come over a few times and I had to service him first which made Max very excited. Afterwards, word got around and I stopped anything with him or any other boys and had difficulty in school for awhile." 60. Rusty "I noticed a bunch of similarities in the experiences in this series. Here are some common sex activities that haven't been mentioned much. I used to get boners and be able to make my cock dance in my underwear, springing it up and down. I did this early as self-entertainment. Rolling my foreskin back and letting it slide slowly back into position; this was something I did to extend my masturbation time at eleven and twelve before I "did it." Other guys mentioned riding the couch or pillows, I "rode" poles and furniture, anything for a thrill. This was front and back; I liked to feel the edge of a piece of furniture pressing into the crack of my ass. I had clothing on most of the time. When I was sweaty I could feel my asshole being tugged back and forth and it felt itchy and good. Stuff I did with other guys included docking. I did this with other boys who had foreskins as well as those who were cut. It was literally sensational in a unique way. I peed my swimsuit with another guy at a lake we swam at in the summer. We were lying on the bank in the sun and I said I had to go in the water to piss and he said he had to do the same. I said, "You want to pee before we go in?" He agreed and we pissed hard enough to see some of the stream come through the fabric. I peed myself a few times in my underwear in the downstairs bathroom on wash day when I could sneak my underwear in the machine. Kinky, but it was another sex thing to do. I jerked off with another boy for the first time when we were twelve. We were in my room and he was in Speedos and he saw me looking at his cock. He actually said, "I'll show you mine if you show me yours." I had my shorts off in under two seconds and we jerked in front of each other and handled each other's cocks. We both had a small shot of come. We only repeated this once. The next boy was when I was thirteen and Lee was a muscular, long-haired country boy. We were doing nothing in the woods and he asked me if I wanted to jack off. He pulled his cock out and it was long and thin. I had a thicker one. We jerked that first time and a couple of other times before he suggested sucking each other. We did it and I couldn't wait to suck Lee after that. We did this for several months and never went further as Lee was definitely heterosexually inclined in eighth grade. I sucked a few men in high school but didn't get my sex life going until I was in my early twenties. I hope more men write in with their experiences. I jerked off every day after school after stripping to my underwear; I am sure most every guy did. I like to hear about how many guys did the same things and I like to hear about those that did stuff that was different." _____ Sorry, Rusty, that's it. This concludes this series. Please check out my "First Blow Jobs" and "How I Learned To Masturbate" if you like true stories. Thank you to Nifty for providing a place for stories like these and it has been fun reading and editing all of the memories from over one hundred guys out there who shared their recollections. Thank you. FHP All Rights Reserved. Copyright 2016.