Date: Sat, 10 Sep 2016 00:32:46 +0000 (UTC) From: fiveholepunch@comcast.net Subject: Boyhood Sex Memories Supplement Five Please give to Nifty. Boyhood Sex Memories Supplement Five 92. Bobby "When my cousin Bill and I were 12, we started jerking off together during sleepovers. This led to jerking each other off. Mmmmmm! I don't recall which of us started this unusual jerking off contest. Afternoons, we would go up to the third floor of his house where a bed was stored. Down came our pants and undies. The object of the contest was to not let the other make you cum when he jerked you. Bill would not cum no matter how hard I tried. Then he would let me toss him off. He won easily when he jerked me because I could not last more than a minute. I did not mind because he was a wonderful masturbator. He would fondle my balls with his other hand. I'm sure, reader, you will agree that those early teens years of sex fun were so great. P. S. I have a boner from writing this." 93. Daz "When I was 12 the 9 year old son of a friend of my parents stayed with us for a week, he was called Jimmy. On the second night he was there we sat on my bed in our pajamas. We were talking quietly because we didn't want my parents to know we were awake. We got onto sex and talked about the little we knew. We dared each other to show our cocks. I showed mine first, then Jimmy did. Mine was hard by this time. We touched each other's cock and Jimmy got hard. Jimmy asked me if I wanted to hump him and I said yes. We took off our pj's, Jimmy layed on his back on my bed. I moved between his legs then gently layed on him making sure my cock was on his. I looked down at him as I started to hump him. I kept humping him until I cum, I can still remember how good it felt. After I got my breath back I got off Jimmy. I saw I had wet cummed for the first time; it was a little bit on Jimmy's cock and pubic area. I got some toilet paper and wiped it off then we got back into our pj's again, talked for a bit more, then went to bed. That night was the first of many times I'd hump him over the next year." 94. Pedro "I started masturbating when I was a boy. I would play with my penis for comfort or out of nervousness. I was reprimanded in school for my habit and I continued secretly after about age seven. I did not get orgasms at that age. I showed, pissed and felt other boys, with and without erections, but the sex was not more than naughty boys playing. My masturbation changed around age twelve. A boy new to the neighborhood taught me how to masturbate to a climax. He was named Efren and was much admired by all the boys and girls. He was lighter skinned and had blue grey eyes; most all of us had brown eyes and dark hair. Efren was taller than other boys and he was handsome. He also had a long penis. Efren taught quite a few boys how to properly masturbate but, one on one. He would occasionally masturbate with two or three boys but not often. Efren would invite you to go with him to concrete wall behind an old unused building that was secluded enough for privacy. It felt like an honor to be chosen and you would be invited sometimes several days in a row or not for two weeks or more. As Efren neared thirteen he had a special boy he spent more and more time with, his name was Wilfredo. Wilfredo seemed an odd choice because he was almost the opposite of Efren. Wilfredo was a year younger than Efren and he was round and a bit tubby. His face was oval and had very plump cheeks. He was also a scaredy cat. I found out by accident why Efren and Wilfredo had such a close relationship. I had gone down alone near the back of the building one summer morning just exploring with no plan in mind. I was kicking up discarded junk for about fifteen minutes when Efren and Wilfredo came around the corner. They had their arm around each other's shoulder in a very familiar way, the way of good friends. They were both flushed and sweaty, looking like they ran some distance. They greeted me with smiles. Efren's smile looked mischievous and Wilfredo's slightly embarrassed and shy. I knew why they were here. Efren said, "We were about to have some fun." This gave both of them bigger smiles and embarrassed Wilfredo more. "Do you want to join us?" Efren asked. I agreed. We gathered over near a back corner of the building and opened our pants. My penis was hot and sweaty and I was already leaking. Efren's penis I had seen before and it was an impressive 13 or 14 centimeters erect. Mine was about 10 centimeters at this time. I had not seen Wilfredo's penis before and he still had a boy's smooth and tiny one, about 7 centimeters when erect. We masturbated for a short while then Efren said to Wilfredo, "Go on." Wilfredo looked hesitant and Efren said, "Go ahead, its okay." Wilfredo got down on his knees and took Efren's penis and put it in his mouth. I understood why Efren and Wilfredo had a special friendship. Wilfredo sucked Efren for a while. Efren then stopped Wilfredo and invited me over. Wilfredo sucked my member and it was heavenly. Efren had Wilfredo suck him again and then we all stood and jerked ourselves to a climax. Efren had two short jets and I had one small one with many spasms. Wilfredo had a dry climax. That was the only time I had that experience with them but I know they continued with their meetings for the time I was there. I had to move away when my father got another assignment and I did get to have other two other oral experiences before high school. I sometimes wonder whether Efren and Wilfredo ended up being gay like me. I'd like to think so." 95. Alex "I was like Graham in this series, I had pre-come or the sticky remains of shooting my load in my underwear constantly and I loved it! My foreskin was always a shorter one and it retracted to cover only half of my cockhead by the time I was twelve to thirteen. I would be oozing almost all day in school and I loved the feel of having a slick spot. After masturbating, I would leave myself sticky just for the feel. I shot a lot so coming in my underwear was too much of a good thing! But stuffing my slick and sticky cock back into my pants was a way of continuing the fun!" 96. Scooter "My boyhood gave me my ideal – a hunky guy in a wifebeater. There are two reasons for this. One, when I was 10 and 11 I fooled around some with a guy named Cody. He was a beefy kid with longer hair. He would wear a white wifebeater with his jeans or shorts or his swimsuit when he was just hanging out. His family had enough money for a pool and we would get to swim and chill in the backyard. We would lay around on lounge chairs and if we got a boner we would show it off by arching our hips. We would grab for each other when we had boners but it never got to jerking. The first real sex thing that happened was one time, when we were alone out by the pool, I was crawling on my hands and knees in the wet grass in just my jammers and Cody came up behind me and humped me like a dog. I had seen Cody's dog try to hump him when he was on the couch which was funny. Cody got my suit down enough to expose my butt and he slid his down and he tried to hump me. I tried to escape. This was done for a laugh but I thought about feeling Cody's cock on my butt. We never went any farther. I started masturbating around 12 but I didn't come until I was near 14. I was definitely late to the party. There was a boy that I knew from school that went to our public pool named Shane. He had short straw colored hair that was always a mess and steel gray eyes that made me weak. He had a wide nose and bigger lips so he wasn't an ideal beauty but I knew I wanted a boy like him and not some girl. He had some real muscles, not too much but more than I did. And he had a very nice muscle in his pants. And he wore a white wifebeater some of the time. He could tell I was interested in him and it only took about three days for him to ask me back to his house. I'll make it short. Shane asked me if I wanted to "do something with him." We jerked with each other the first time. I sucked him most every time after that. A few times Shane humped me from the front in his black Speedo and then we humped naked, cock to cock, in his bed. I was in love. He was horny. It lasted until just before school started. I had wanted to kiss his big lips and when I tried he said he "wasn't into gay stuff." With the peer pressure of ninth grade our one month friendship ended. My boyhood ended too. I knew what I wanted but had to hide it during high school." 97. Ralph "When I was a boy we'd go down by an old canal and, behind the banks where we couldn't be seen, we'd do all the stuff boy's do from 8 to 13; joke, smoke, and jerk cock. Sometimes there would be eight of us down there. The older boys would come and let us see. Markus was our leader, the most muscular and he had dark hairs on his big balls and a beefy, darkened cock. I'd get my drop of 12 year old come just watching him and I know other boys did too." (conversation) 98. Dino "I fucked my thirteen year old cousin a bunch when I was fifteen. To get alone we'd usually do it down by the park. We would do it near the swing sets and he'd grab a bar and hold on while I plowed him from the back. My cousin had real smooth legs and a juicy, dirty hole. We never did it all the way naked and one time I just moved the leg hole of his shorts out of the way and stuck my cock in from the back. He came in his BVDs that time and it was a big problem!" 99. Connie "I learned about playing with myself after I secretly saw my older brother on the couch downstairs. He was only in a soccer jersey and his briefs. I crouched and hid at the top of the stairs and peeked around the edge of the door. My brother was casually tugging at the front of his briefs and I could see that his cock was half hard. He pulled at the opening and then he decided to yank his cock out of the fly. He fingered it and it stood up hard. I hadn't seen my brother with a boner and it was big to me. He was thirteen and I was nine. He fisted it and jerked. I guess he heard something or just didn't want to jerk all the way on our couch because he shoved his hard on back in his briefs. I snuck away and hid out in my room in case my brother came looking but he didn't. I used his example to handle my boy cock in bed and I enjoyed jerking it for a minute or two but I didn't get any thrills and chills the first time I did it or the next few months. I must've kept at it though because by age ten I was getting an immature orgasm. I really got into masturbation at age eleven and did it twice or more a day, still dry coming, but it was getting more intense. This brings me to my other boyhood sex memory. We had a small boxer dog and one day I was lying on the couch, a different one, in my underpants only as it was hot out. I was idly stroking my stomach and was thinking of jerking off so I was giving the front of my shorts a bit of a rub. For whatever reason Elvis perked up, he was next to me on the couch, and he came over to investigate. I pulled the front of my shorts down to see if he would lick my cock. I was a little worried about being bitten. Elvis gave a sniff and put his wet nose in my crotch which tickled and I laughed. Elvis had seen or sniffed enough and couldn't be encouraged to pay any more attention to my boyhood. I did have to kick him out of my room sometimes when I did it as he would sit there and watch which weirded me out. I like this series as it shows that kids are interested in sex early on. I know at eleven I was masturbating and thinking of things like have my dog lick my cock and ass. I would finger my asshole during my jerking sessions most of the time. By the time I started coming at age twelve I must've jerked off more than a thousand times. It only continued from there!" Here is story number 100. Thank you to all. I was surprised when this series hit 60 stories. 100. Ryan "From when I was a kid I was quite the bad boy, always getting into trouble. I had a naughty streak by nature. I was always up for something or other. The first true sexual memory I have was when I was in fourth grade and I saw a school chum and his two younger brothers totally naked in the shower room at our community center. They were running around from the shower stalls. I felt the reaction in my shorts instantly and my fingers went to my penis without thinking. I had to stop myself from being too obvious. My jaw must've dropped and I remember saying hello to my classmate with a dirty grin and he did the same. I didn't hide my scoping out Henry's cock and he knew it. I couldn't say anything then because his dad was nearby. As soon as I could I made plans to get to see Henry and his brothers naked as soon as possible. We got together a day or two later at his house and discussed getting naked for fun. Henry got his brothers involved, they were seven and eight and we had a grand old time together. I studied their foreskins and they studied my purple rimmed helmet. We got each other hard. We wrestled naked, a supreme thrill to have a dog pile. We had his brothers suck us. We sucked each other and Henry and I put two and then three cocks in our mouth at once. We licked scrotums and taints and buttholes, me more licking buttholes. Our experiments lasted quite a while and I was having small tremors coming dry, Henry not so much. Henry's brothers were getting good feelings but not more. This was good boy fun as far as I was concerned but my reputation as a "bad boy" ended my being able to get together with Henry and especially his little brothers after his parents clamped down on my visiting. I tried to get other boys to do sexual things with little success. They were all warned about my juvenile delinquent behavior, having nothing to do with sex, but the restrictions put a cramp on any fun sexual or otherwise I might have had. I lived in a small community. The most important sexual memory I have is when I was twelve I sucked three boys off at summer camp. I had just turned twelve and didn't come yet, but I was masturbating, just not every day. I spent two weeks at the camp and the second week there were new campers in our cabin. If you were there longer you had a long-term cabin but I was in the cabins of boys that were short-term. There were three new boys my second week and they knew each other from home and hung together. They sort of looked alike, darker blond hair cut summer short. Around the second day I was being my usual smart ass self and unknowingly insulted the leader of this group, Mark. He was the smallest of the three guys, he was actually a little shorter than me, but he was the strongest, he had actual chest muscles. They ganged up on me during different activities, intimidating me and seeing if I'd fight. I tried to play it off but I knew I couldn't take on all three and I know I could've taken Mark alone. That night, after lights out, they came back to my bed and told me that I would have to make up for what I did. We wore long cotton pajama bottoms to bed with no shirt and no underwear. I asked how I had to make it up. Mark grabbed his cock in his pajamas and said in a low voice, "You've got to suck all three of us." I definitely felt scared and trapped but there wasn't much I could do. Mark told me to kneel on the floor, he was first, and I did. Mark took his cock and smaller balls out of his baggy bottoms. He was cut, all of us were back then, and he told me to start. I felt sick from fear of being beaten up if I didn't do it. Mark had an average cock for a twelve year old, but he had some hair. I took him in my mouth, he was half hard, and started sucking. It was dead quiet. Mark got full hard, maybe four inches. My sucking was just steady and mechanical. Mark took my hair, I had enough to grab, and held my head as he got near coming. He was mean, I could tell he got off on making me suck him and he thrust roughly when he came. There wasn't much semen from any of the three but I could taste Mark's more. I remember that first taste. Scott went second, already hard in his pajamas. He was the tallest of all of us. His cock was longer, maybe five inches, but really thin. It made it harder for me to suck, although the second time I figured out how to pull it down some. What I remember is seeing his upper lip curl up and his nose wrinkle when he came, which wasn't much. Kevin went third; he seemed hesitant and a little guilty. He wasn't as mature in any sense as the other two. His cock was barely beyond the start of adolescence but he was hard from watching. It took him longer than the other two, he was nervous about coming and his eyes went in two different directions, looking around out of guilt. He barely had any come when he came. Nothing was said during this, it took probably under ten minutes, and when they all finished they just went back to their side of the cabin. I got back in bed. I had gotten hard sucking Mark and was excited in a way I hadn't been before. Out of fear and nervousness, I guess. I didn't masturbate then as lay there but I did after the second time. I thought about this the whole of the next day and in the back of my mind I wanted to do it again even though I was still scared of Mark and being beaten up. They came again the next night and this happened for three nights until the counselors got wind of something going on, probably another boy told, and I was moved to another cabin for the last two days I was there. The second time I sucked with more awareness, I was enjoying it. I got hard almost before I started sucking Mark and I was definitely sexually excited, not just fearful. The three of them were smiling the third time they came over, knowing they had a willing cocksucker that wouldn't tell. I got off on this memory of camp a thousand times and I knew then that my interest in sucking cock was more than just being rebellious. I didn't have much trouble thinking of myself as being a "homosexual," although I never really came out publicly as such until twenty years later." 101. Philip "I matured early. I would get painful boners at ten but had no idea what to do to get rid of them. I had a wet dream at age eleven and my dad gave me a basic talk about what had happened but didn't give me a direct reference to masturbating. He just said that a boy can have a climax from "stimulation." I had to figure out how to "stimulate" myself by first, grabbing my balls and boner and jerking them around in my underwear and naked, then by rubbing against furniture and other objects. I finally got to jerking properly after a month or so. When I turned twelve I had another friend in school that had matured early too. He was more muscular than me, I was taller and thinner. Robert wanted to be a football player and had the build for it. Robert had one problem; he was thick as a brick. He was so limited that he was uncoordinated and forgot what he was supposed to be doing. We were together in class because of our physical size. We became very friendly for another obvious reason - we could come when we masturbated. Once we talked boners it went from there. "Show me yours." I had a long thin boner but Robert had quite a big one. I had a few wisps of hair and Robert had some few that curled, above his cock and a few on his big round nuts. He was cut and had a big head, I wasn't. It took us only until the second time showing to start masturbating together. I really got off on seeing Robert handling his cock. He was excited too, but I don't think in the same way I was. He shot more than me and it was clumpy and getting white while mine was still watery. We did it as often as possible and Robert would try different stuff I suggested like rubbing our cocks together. That school year was what cemented my favorite fantasy - seeing a guy take his cock out and jerk off to climax." All Rights Reserved. Copyright 2016.