Date: Sat, 5 Dec 2015 15:25:23 +0000 (UTC) From: fiveholepunch@comcast.net Subject: First Blow Jobs Part Nine Please give to Nifty. First Blow Jobs Part Nine I debated whether or not to do a Nifty series like my "How I Learned To Masturbate" for first oral experiences. I had some recollections from several of the contributors from that series and a few others that were stand alone stories. I decided to go ahead and try this for experiences up through high school. In the masturbation series there were some that seemed marginal so I would ask for any Nifty readers that want to contribute to this series to be truthful and as factual as possible. If you want to write a fantasy, fine, but please post it separately, I want this series to be real experiences I will change names and any other information you wish altered for the purpose of anonymity. 49. Jerry "I went to a boarding school starting when I was thirteen. We were four to a room. Masturbation was a given and we were casual enough about it to do it in front of one another and to give each other a hand now and then. Blow jobs happened but were not talked about and it wasn't a common activity. There was an unusual exception. Rooming with me was a guy named Alan. Alan was endowed. I am going to say six inches erect. Alan was uncut and his cock was admired by most of us. I found it an object of wonder to be sure. What made Alan even more of a hero was he could sit in a chair, bend over and suck the head of his cock. He could lick and suck the head comfortably unlike a lot of us who could only barely touch our tongue to the tip if we went upside down against the wall on our beds. It was funny to try to do it and see others strain attempting it. For Alan it was a parlor trick, he would do it for us more than for himself and I only saw him suck himself "off" to orgasm in his mouth once. He spit out his come immediately. Alan would truthfully just jerk with us most of the time. We did watch each other and I am sure we found looking at other guys jerking exciting. I certainly did and I fantasized about sucking other guys but didn't want to let on that I was interested. I got my chance with Alan. We had gone back to our room late one afternoon and we were the only ones there and Alan said he wanted to jerk and asked me if I wanted to also. Nothing unusual about that and I said yes. We went back behind a wall locker so we couldn't be readily seen if someone came in but we weren't hiding the fact we were jerking. It wouldn't have shocked any of our other roomies to come in and know something was going on. Alan undid his pants and pulled his underwear down and his cock dropped out. I did the same. Alan, without even touching his cock, would erect in about ten seconds flat. You could watch it pump up to a total erection. I found it extremely arousing and I went up just about as fast. Alan didn't do much in the way of jerking this time; he hesitated before asking me a question. "Have you ever thought about sucking another guy?" he asked. "Yeah, kind of," I admitted. I answered truthfully, not really thinking about what I was saying. If I had thought about it I probably wouldn't have been so honest. "I think some guys want to do it but won't ask," he paused and then added, "Do you want to, you know, suck me?" Alan asked in a way that I knew he was serious in asking and not being insincere. I gave my answer. It was, "Yeah, but I don't want to get caught." I got on my knees and went down on Alan behind the locker for about thirty seconds. I sucked the head of his cock and it tasted good. His foreskin slid back and I went down about three inches. Then we finished by jerking each other by hand into some dirty laundry from a laundry bag that hung at the end of each of our beds. Again, usual practice. The rooms always smelled of sweat and jizz. Over the next year I did get to suck Alan a number of times when we could be alone which wasn't that often and I did suck him to come in my mouth once or twice but he was so big I couldn't really take his cock so I mostly just sucked him to get him excited and then we jerked together. He never sucked me. We never did anything more after we were fourteen and were assigned different dorms. I look back at what we did as just recreational biology; there was no emotional commitment, just lust for most boys including me. Now, years later, I wish I could've have experienced things differently. It would be great if you could, as someone said, live life backwards." 50. Bob "I attended a school for the blind during the late Fifties and early Sixties. All of us were legally blind, and many of the kids, like me, were totally blind. When I was twelve, I had just started jacking off, and didn't cum yet. I wouldn't cum for two more years, and that two years nearly killed me. One day an older boy and I were playing in my room when he proposed that we go into the closet and "play nasty." I readily agreed. Once in the closet I touched his dick, I don't think I had touched another guy until then, and was immediately in love. I loved the hard softness of it, I loved the thickness, I thought it was so long and thick that I could have lived on it for the rest of my life, the size, (I guess it was about 5 inches long) and the overall feel of it. He asked me to suck him, and, though I protested to save face, I wanted to in the worst way. So I did, and, when he shot in my mouth, I was a dedicated dick lover from then on. He and I began to go into the closet two or three times a week after that. I always sucked him. He promised to suck me afterward, but never did. We tried fucking a couple of times, but we didn't know about lubrication, and it hurt too bad to do it very much. There was a hard fast rule at the school that "queers" were expelled immediately. I think, though I'm not sure, that the supervisors at the school had an idea about what was going on between this other guy and me, because they began to do things to keep us apart, like move him to an older boy's dorm while I stayed behind. If those supervisors were, so to speak, turning a blind eye to our activity, I owe them a whole lot of thanks. Anyway, when I turned sixteen, I was moved to the older guy's dorm and we began our closet activities once more, but much less frequently. By then we both had girl friends and thought more about pussy than dick. One day when I was a junior in high school my best friend asked me how long this other guy and I had been having sex. Needless to say I was flabbergasted. I finally admitted we had been having sex for many years. He invited me to a meeting the next day. When I got there there were five other guys who were confidants of this other guy we were all having sex with. I was shocked because I thought it was just him and me fucking and sucking our way through school. Most of the guys were apprehensive because our mutual sex partner had been getting more brazen with his activities. He was brazenly seducing some of the little kids at the school. We all felt that it was just a matter of time before we were all caught and expelled from school. We even considered murdering him, which would have ruined all of us for a long, long time. Finally, we did nothing but shun him. He came to me crying one day, wondering why no one liked him anymore. I told him that we all knew he was a "queer," and that he was lucky no one had physically attacked him. He left my room crying and went to call his folks. They pulled him out of school and he finished school in a public school. I've talked with him since then and we have a distant relationship of sorts. But, sometimes, when I fantasize, I still dream of his wonderful dick." 51. Tommy "I'll tell you about my first three experiences. When I was 9 this kid Dustin and I were practically inseparable for an entire summer. I used to crash at his house all the time and play Nintendo with him. We were totally in love with each other; it was ridiculous and amazing. We'd spend every minute of our free time finding ways to be alone and feel each other up. It was definitely one of the best times of my life. His little brother was a total horn-dog, loved to dry hump me, often with wet pants, so I'd end up smelling like his pee. I acted as if I didn't like it when Dustin was around, but secretly I really liked it. One of the last times Dustin and I were messing around, I remember laying back and saying, "Do whatever you want to me", so he touched, breathed on, and then licked my penis. I was shocked when he licked it. We changed spots, he said the same thing, but I just didn't lick it; too afraid or something ... such a chicken back then ... worst part is I don't remember messing around after this. A short time later this kid Jason moved in down the street from us. He was sort of plump with red hair, but he was kool ... annnnd ... He had a Super Nintendo. I was blown away by the graphics and games and instantly wanted to be his best friend. Around the third night over as we turned off the lights to go to sleep, I asked, "What's the craziest thing you've ever done?" "I don't know, you?" "I wore three pairs of underwear all day." "That's not that crazy, but why would you do that?" "I don't know, I like the way it feels. I did it today, btw." "Liar, prove it." I pulled back the waistbands. *snap snap snap* He laughed. At this point i had moved my hand over and touched his. "That your hand?" "Yeah" He touched back, we held hands for a minute, and then ended up feeling each other up. His was smaller than mine, but I didn't care, I just loved doing this. The next morning in the basement we did the same thing, and we didn't waste any time getting ourselves almost naked. I loved feeling him up in total secret. We knew for a fact we weren't gonna tell anybody, but we were gonna do this as often as we could. Next thing I knew I was sucking his penis, I knew that I wanted to do it the moment I got a close look at it, we traded places quite often. Man it was great, and he was totally fine with returning the favor. I was so nervous about cumming in his mouth and freaking him out (possibly ending our sessions) that I willed myself not to. "Don't cum, don't cum, don't cum." We did this for about a year, every day. It was awesome. Then I became best friends with Luke. After my experience with Jason, I really wanted to do it more often with other boys. Luke was two years younger than me, but about my same height and weight, I was sort of small for my age. His brother (that was my age) played basketball. During the games we used to go to watch the games together, and then somewhere in the middle of the games we would both "have to pee" at the same time. So we'd run off somewhere into the closed school and explore the corridors and bits we never got to see when school was in session. The boys locker room, the drama class room, and sections of the locker halls we had access to were our personal playground. It was all exciting and fun until one day we got access to the theater stage connected to the gym, we could hear the games going on behind the curtain. I remember sort of edging him into the conversation of sexy stuff, but I was being really careful, I didn't want to seem eager, but let him decide if we could explore more in our own personal way. And it seemed to work. "I'll show you mine if you show me yours," he said to me. Immediately I was like, "Yessssssss!!" but I played it off like I was not that interested saying, "I dunno man, we could get in trouble." He seemed slightly annoyed and said "Dude, no one is gonna find us back here." So I said fine. We picked a corner, did the usual feel; "This is awesome." "Why does this feel so good?" "I dunno." And since I already had my favorite fun with Jason, I said, "Watch this" and went to town ... and he was pretty much like "Let's trade cards!!" That turned into 2 years of fun. His brother was fun too, but only for a real short while." 52. Rusty "Here is the story of how I sucked my first cock. It isn't porn. It is true. Two schoolmates of mine were jumping off the bus together after school. They would meet as soon as possible in the bus line and were very excited on the ride home. They had different stops but were getting off together. I had some mild experiences with them in grade school, we were in middle school now, and I knew they were going to do something together because of the way they acted. I heard a rumor implying that they might be sucking each other which excited my imagination. I wanted in on the action but they weren't interested in having a third. I didn't ask directly about sex, I just asked casually to come over and they were direct in nixing my suggestion. I wanted to have sex with anyone in the worst way, it was what I thought about in school half of the time. Back then I was thinking of both boys and girls. Girls were out of the question as I could barely talk to them and while I joked with my buddies about sex I never could steer the conversation around to actually asking. As incompetent as I was the only way I was going to get to have sex with anybody was by dumb luck. That is how it happened. There was a guy named Viktor in my English class. Viktor was from the Ukraine and had only been in the United States for about three years. He was a strange guy not only because he only understood about two thirds of what was going on but he was strange in his ways. He was dutiful and religious and very not American in some of his behaviors. He was super serious most of the time but he was also a gawky adolescent made gawkier by his being foreign. Viktor was noticeable to me and everyone else for those reasons. I noticed something else. Viktor was tall and gangly. He had hit his growth spurt. He also sat in class in a weird way, sort of curled up like he was insecure. The weirdest thing about how he sat was he crossed his long legs. This was noticeably not normal. He would have them closed tightly much of the time. When he didn't you could see Viktor had a long penis down one side of his shorts. I was looking at my most of classmates in a sexual way and the fact that Viktor seemed to be hiding his penis made me look more. Viktor also moved around in his chair when working and sometimes it looked like he might be holding an erection out of sight. Not only that, but at times he looked as if he was masturbating himself by using the inside of his tightly clasped thighs. Not to orgasm but just like he was enjoying himself. I had been thinking of my other two classmates going home to suck each other and I was definitely thinking of what it might be like to suck Viktor for several days when I got the opportunity. Viktor had gotten up to go to the boys room and, spontaneously, I followed immediately after he left. I had no plan whatsoever, I only wanted to see Viktor's penis if possible. Viktor was at the urinal and I went up next to him and unzipped. I looked over to him and smiled and he smiled back. I looked down to see his penis. It was long and uncut and the pee was rushing out of his foreskin as Viktor hadn't skinned himself back. I am cut so this was a sight I hadn't seen. I looked back up to Viktor after some long seconds and smiled and he smiled back. I sort of leaned back and shook my penis as I peed as a goof and Viktor did the same. We finished and that is when I decided, now or never, I would try something. I told Viktor to follow me and I went to a stall and motioned for Viktor to come inside. I closed the door and turned the knob. I gave Viktor the "shush" sign, then sat on the toilet and, with an unspoken permission from him, opened Viktor's shorts. I pulled out his cock and held it up and went down on it. He got hard instantly. His cock was long and thin and tasted a little like pee and a little like cock. I sucked it for about fifteen or twenty seconds and then Viktor said, "Stop" and pulled back and put his cock away the best he could. We got out of there and went back to class without saying anything. I thought about it for the rest of school and was hard all afternoon. I couldn't wait to get home to masturbate and I did it as soon as I got up to my room. I wanted to get Viktor to do it again and suck him all the way. I talked to him about coming over to my house the next day and he said he couldn't do it again because it wasn't allowed in his church. I felt disappointed and a bit guilty that I made Viktor violate some sort of religious code but it didn't seem to bother Viktor as much as it did me. I worried that someone might find out about what happened but it never came to light. It must have been just one more strange thing about life for Viktor and he never mentioned it to me again. I look on it as one spontaneous moment. I really didn't have a sex life until my twenties." 53. Joseph "I got caught in an alley by a bully when I was eleven and he took advantage of the situation. The secret is I wanted him to. I could've run but I was "caught" and "forced" to go down on him, after I stood and pretended to be "afraid" of what he might do to me. He was a boy near my age who went to another school and he was my type. Keith was strongly built for a kid and had long black hair that curled like some wild Italian boy from the provinces. I had to take his cock out and suck him. I could tell he had masturbated that morning because he tasted of cum. Keith had cum to shoot, I didn't yet, and I actually got two little stains on my sweatshirt. I would've gladly sucked him every day but I only saw him one other time and he was with some other kids, otherwise I might have been "forced" to do it again." (conversation) 54. Yanni "I was new to the neighborhood at six, almost seven. There were kids up and down the street. Four houses down were a family of two boys and one girl. They had a play house in the backyard. About the third time I visited their backyard there were other neighbor kids there, both boys and girls, exposing themselves and feeling each other up; it was the place to go. I did this two or three times before adults got wise and put a stop to it - not because of me, it was just coincidental. They stopped girls being there unsupervised, it didn't stop the boys. I don't think there was much worrying for the boys. We boys continued with mild sex play and we did go down on each other. It was forbidden play and fun for that reason. It wasn't a sexual thrill for me just a naughty one. I also had sex play with another boy down the street in the back seat of his mother's car once. These were my complete sexual encounters before I was a teen." 55. Erin Boy "It's been so long since I sucked my first cock that the details are rather hazy. I was the seventh of eight children in an Irish Catholic family. I was five when my baby brother was born. His arrival displaced me from my parents' bedroom and I was moved to the attic dormitory where my three older brothers slept. They were all much older than me, the youngest being 14 at the time. It was this next-older brother who induced me to suck his cock one day. The older brothers having gotten up already and the two of us alone, he drew back his covers and invited me to climb in with him. I eagerly complied. After some cuddling, things began to happen. Somehow I ended up with his adult sized cock in my mouth. It was not unpleasant. In fact I liked it and was disappointed when he pushed me away at the moment of climax. We never did anything again. He married and fathered four kids. As an adult I have fantasized that he began sharing me with his friends. I've never confronted him. My next blow job was at the age of seven when my same aged cousin asked me to put his penis in my mouth. I hadn't seen an uncut cock before and made him wrap it in toilet paper before I would suck him. It was a less than satisfying event for both of us. At the age of 12, I decided to earn some money by caddying at the local golf course. This was back in the fifties, before there were golf carts and men would hire boys to carry their clubs and wash their balls. This latter operation was alluded to knowingly by the other caddies as a surefire way of getting a good tip. After a couple of days hanging out in the caddy shack without getting picked, I was let in on another secret of how to succeed as a caddy. If you wanted to get out on the links you had to give the caddy master a blow job. The caddy master was a good looking college boy with a blonde crew cut. I approached him where he sat on a low stone wall next to the pro shop and told him I was ready to give him a blow job. His bemused expression suggested he knew what was going on when he informed me that it was definitely not a requirement. The good news is I did start to go out as a caddy. I was also befriended by one of the other caddies, a cute 12-year-old whose parents were members of the club. He didn't need the money but his parents thought he should have the experience. One day he proposed we take the next day off and go on a long bike ride. We didn't get very far before he suggested a detour to where there was a quarry where we could go swimming. When I pointed out that I did not have a suit he informed me that it was boys only and everyone swam naked. That was OK with me as I secretly wanted to see him naked. The quarry was about the size and shape of an Olympic swimming pool with flat granite ledges along one side and the end. We were the only ones there and my friend quickly stripped off and hung his clothes on a bush. I followed suit and we swam together in the warm water. After a while we got out and lay on the warm granite to dry. Somehow the conversation turned to sexual matters, not surprising for a pair of naked 12-year-olds. We were seated side-by-side, leaning back on our outstretched hands, our bald genitals on display when he asked me if I would really have given the caddy master a blow job. When I admitted that I would he asked if I would suck his cock, which was now a hard spike. I agreed and he led me to the end of the pool, out of site of the trail where I acceded to each request to suck it, to lick it, to blow on it. Whatever he asked, I did, until running out of innovations he declared we had better get going. After that, I saw him around the caddy shack off and on, but we never palled around at all the rest of the summer. It was two years later, at this same quarry, that I got sucked for the first time. I was skinny dipping with two younger boys when a man came out of the bushes at the end of the quarry. He was 40-something, husky but not fat, with buzz cut hair. I forget what he said as greeting, but I responded "What, are you a birdwatcher?" He said "Maybe a Jewish bird" as he began making his way through the bushes across from where the two younger boys had been drying off. They quickly grabbed their clothes and took off before the man made it all the way 'round. By then I had gotten out of the water and was stretched out prone on the warm granite with my head on my folded forearms. The stranger did not wait for an invitation but sat down close alongside my naked body. It started with idle chit chat but soon the conversation veered to sex, his palm gliding over my spine and caressing my skinny buttocks. I asked him what he meant when he said he was watching a Jewish bird. He explained that most local boys in this community were uncircumcised whereas I did not have a foreskin. My cut cock stirred beneath me against the smooth rock. His fingers stroked my inner thighs and between the crack of my ass. He took my hand and stood up and made for me to go with him. He led me around the quarry, leading me away from the trail and into the dense bushes from which he first appeared. He sat me down on a large block of stone and brought his face close to my five inch cock with its smattering of wispy pubes. He used his tongue at first, licking my balls and the shaft of my cock. Then he started sucking. I'd never felt anything so good. I had been shooting cum for a few months now, but only at my own hand. It did not take long before I was cumming for the first time in a hot, wet mouth. I expected him to stop as I had reached a climax, the ultimate goal of my hand-induced strivings. But he was not stopping at all. Having sucked every bit of cum out of me, he continued on, alternating speeds and pressures. I had been sitting upright on the flat stone, but he placed a palm on my chest and gently pushed me back until I lay flat with my knees over the edge of the block. Then, after sucking me in that position for several minutes, he raised my knees up and pulled me closer so that my butt was right on the edge. Pushing my knees back he withdrew his mouth from my cock and began to tongue my balls and then there was this new feeling as his tongue found my asshole. I was his toy to use as he pleased. His fingers replace his tongue and he returned to sucking my cock. I couldn't take it much longer and mercifully began to shoot what little I had left. He gently tongued my cock as it went down. Then he stood up and walked off into the woods from whence he came. The next day I saw the two younger boys at the beach and asked them if they knew who that guy was. They told me his name and said their parents had told them to stay away from him. It would seem he had a reputation. I looked him up in the phone book and found he lived about a mile from our cottage. Several times that summer I rode my bike past his house hoping to see him in the driveway or the yard. I never saw him again, but I found out later he got caught with half a dozen young boys on his cabin cruiser and ended up in jail. After that Summer I became more active sexually and by the time I graduated from high school I had had sex with several dozen men and boys. In my seventh decade now, I'm still active. Just the other day at an adult book store, I sucked eight cocks, got three blow jobs and got fucked." 56. Geoff "It was the mid 1970s in the summer. I was thirteen and so was my best friend Lars. He had long blond hair, mine was long and black. We looked like a young teen version of Led Zeppelin. We bicycled everywhere and one of those places was a woody scrub area with trees and paths and small dirt clearings, perfect for boy adventures of all sorts. We went out there to smoke a joint which we just started trying; a rite of 70s passage. Shirtless and in long pants, the awful plaids of 1974, and we were sweaty and hot and pleasantly stoned on the mild grass. We sat there in a state of joy with life. Lars' body was there before me and I was just staring at him. It was an innocent state of pure adoration. Lars shared my state. We reached for each other's crotch, nothing had to be said. We unzipped and touched each other's erections. I saw everything with the detailed awareness of the drug and the moment; I was enthralled and fired with lust. I got between his legs and, in what seemed to be slow motion, put my lips to his stiffness. The pointed head was soft and his shaft was rigid. Lars groaned and tensed. I literally felt what he felt; I knew what he was feeling as if it was me. I stopped when he pushed me off. His penis was wet with my spit and pulsed before me, a timeless image. I rolled and sat where I had been before. Lars swung around and went between my legs. There was a soft, velvety, wetness. I held my breath it was so overwhelming, I thought I would pass out. Lars stopped at some point; I was unaware, at a peak of sensation that permeated my being. We had our orgasms at each other's hand. I touched the come on Lars' belly and then my hands went up to his arms and shoulders. He lay back; I dropped on top. We embraced awkwardly and lay on one another – summer heat, our bodies hot, mingling cocks and come ... I never felt closer to anyone in my life." That's it. Thanks to everyone who sent their stories in. Five Hole Punch All Rights Reserved. Copyright 2015.