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When I Was A Kid
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Gay Male / 36
All Boy's Boarding School.
When I was 11 my parents, out of fear that I would be too distracted by a combination of my hormones and the presence of the female gender, to concentrate on school, sent me to an all boys boarding school a few hundred miles away. What I was too afraid to tell them was that I'm gay so...
I knew, maybe around the age of seven that I liked other boys and not girls. I knew this all the more at around the age of ten when an older boy kissed me and I liked it. I also knew that in that time and place, being gay was not something middle school kids admitted to readily. Today things are a lot different but a couple of decades ago, in some places, it could get you beat up or worse and that included at home. I knew my Dad's reaction to my coming out to him would result in being disowned based on how he was disgusted by my gay cousin and what he said he thought out to be done which if it came to pass would result in the discontinuing of my cousin's existence. I was very uncomfortable at home anyways. Both of my parents were very cold people. So when it was announced that the following year, I would begin the 6th grade at boarding school I was elated. when I was told it was an all boys boarding school my little dick got hard. When I was told about the group showers and locker rooms etc. I was nervous and excited at the prospect of seeing all those naked boys and my only concern was being caught with an erection in the wrong place and time.
The first day was orientation. The school included grades 5 through 12 but would admit anyone starting any grade up to tenth. There were a few dozen of us new students in the sixth grade. Fifth and sixth graders slept 40 students to a dorm and shared a latrine and showers at one end and a big common room at the other. The showers were all open so there could be 20+ boys all naked showering at the same time. The toilets also were out in the open, not even a partition. So there was plenty of opportunity to see fellow naked students. But in our dorm there were just the fifth and sixth graders and I wanted to see the older boys naked. My wish came true in gym class where boys of all ages from ten to eighteen showered together. I had to stop myself from drooling.
Unfortunately, the times being what they were, I couldn't be open about my sexuality. It was mid October when I caught Tom jerking off while looking at a photo in a magazine of a really gorgeous and relatively famous teenage boy with long beautiful hair. If you were a teenage girl in the 1990's you probably know the boy I am talking about. He was one of those heart throbs millions of girls drooled over. He was in one of those boy bands and one of the few that is still around and in fact they have gotten quite good but I digress. Tom thought he was alone in the corner of the common room skipping breakfast and didn't see me sneak in behind him. He was a few months older than me and in the same grade but his dick was probably twice the size of mine. At first I thought it was a pretty girl he was jerking off to until I saw his face and recognized him instantly. I'd jerked off to that face more than once myself. Just as he was about to squirt he grunted "Oh yeah do me Taylor!" then came all over himself. I'd never witnessed another boy cum before not counting watching myself in the mirror. At that point Tom said "OH SHIT!" and covered himself up and stuffed the magazine behind him trying to hide it. I apologized for catching him jerking off and walked out of the dorm and down to the library hoping he didn't notice how much I enjoyed watching him jerk off. After a while I realized that if he was gay, which at that point I was sure of, he wouldn't freak out too much if he discovered I too was gay. Also, Tom was gorgeous. Not so much as Taylor in the magazine but still gorgeous and I really wanted to at least kiss him and maybe jerk him off while he jerked me off.
I kind of started to stalk him a bit keeping track of where he went and when and what time he took a shower and might be alone. The opportunity came up around a week later when he got up in the middle of the night to use the toilet. Nobody else was awake and I don't know why I woke up either. I waited about half a minute then followed him to the latrine. There were twelve toilets along one wall and twelve urinals along the opposite wall. He sat down on a toilet and I decided to see what would happen if I started jerking off. I didn't need to shit or even piss. I just wanted to expose myself to him and see if he would do anything. I hadn't really give it more thought than that. I did it discretely at first taking short small quite strokes and glanced over. there was one vacant toilet between us. I thought it might be too weird picking the one toilet next to him but maybe not too weird one toilet over from that. I glanced over at him and he was staring between my legs. I closed my eyes for a minute and picked up the pace imagining his hand doing the work for me. I opened them again and glanced over again and he was still staring at my crotch while I jerked off only he was now also jerking off. A few minutes later we both came, he with a grunt and me silently.
This turned into a nightly ritual at around two A.M. every morning one of us would get up and the other would follow.
Then came Thanksgiving. During Thanksgiving almost all the boys went home. Usually they left either Thursday or Friday before Thanksgiving and came back the Sunday after Thanksgiving. But a small number of us were left behind. I got my letter two weeks before Thanksgiving informing me that my parents had decided to spend the holidays in the Caribbean. Tom's parents were divorced and he hadn't spent a holiday with either one in three years. As it turned out, we were the only two in our dorm to be left behind. There were more older boys left behind and almost a third of the seniors were but no fifth graders and only we two sixth graders were. So we had the entire dorm to ourselves. Meals were normally eaten in the dining hall though snacks were often served in the common room. Other than that, food and beverages were not permitted in our dorm. The seventh graders had their own dorms and smaller at 20 beds each and the same with the eighth graders and they were permitted food in their dorms but nothing refrigerated. The freshmen and sophomores had ten beds to a dorm and had fridges, microwaves and whole cabinets for food. The Juniors and seniors had five to a room and had actual kitchens which meant that except for assembly, juniors and seniors usually didn't dine in the dining hall.
Again, I digress.
That Friday there were no classes and by the afternoon the school was nearly deserted. Usually we had a dorm monitor, a sort of baby sitter, in the dorm or connected office at all times but during the holiday there was only one dorm monitor in the entire school and so out of a school of over 700, there might be around 60 students on campus and almost all of them much older than us. We hardly saw the monitor at all and in fact it was easy to predict when they would show up which was just before meals and at lights out for a few minutes and that was it. We hung out together all day which we normally didn't do. We had, up to that point, only had our late night mutual jack off sessions. But with nobody watching we just gravitated to each other. so after dinner I simply announced I needed a shower and stripped down at my bunk, grabbed my towel, soap, shampoo and strutted naked to the showers with my little hard-on leading the way. He didn't say a word but when I reached for the faucet to turn on the shower he was standing right there as naked as I was. we got wet together under the same shower head and he suggested it would be easier if we washed each other. I enthusiastically agreed and began rubbing soap into his back and shoulders which turned into a massage. After about twenty minutes of that I moved to other parts of his body until I had thoroughly washed everything but his dick and ass which I wanted badly to touch but wasn't yet brave enough to do so. He then took a turn and spent a half hour returning the favor but he went further. He spent a good ten additional minutes just washing my butt. His hands felt amazing. Then he asked if I needed my dick washed and I nodded yes and that is when I got my very first blowjob ever. Not the washing I was expecting but it was the one I needed. I came in his mouth a few minutes later and didn't get soft. A minute after getting my first blow job I was sucking cock for the first time. He came in my mouth in under two minutes. We then rinsed off and toweled each other off.
A few hours later it was lights out. We'd already shut off the lights to the dorm and were just waiting for the monitor to drop by to check on us. He did and as soon as he closed the dorm door we stripped naked and he got into my bunk and we wrapped our bodies around each other and made out for hours until we fell asleep naked in each other's arms for the first time.
We were woken up abruptly the next morning by the monitor and then realized we were still naked and in the same bunk together and the monitor just smiled and told us it was almost breakfast time, winked at us then disappeared.
Neither Tom nor I were ever disappointed that our parents abandoned us to the boarding school for holidays and summer vacations. I saw my parents twice between sixth grade and graduation and Tom saw his once. We loved that we got to spend the holidays together almost alone and particularly loved the summers we had. We learned from that monitor all the secret places Tom and I could go for privacy and there were quite a few. He had been a student there himself decades earlier.
I knew, maybe around the age of seven that I liked other boys and not girls. I knew this all the more at around the age of ten when an older boy kissed me and I liked it. I also knew that in that time and place, being gay was not something middle school kids admitted to readily. Today things are a lot different but a couple of decades ago, in some places, it could get you beat up or worse and that included at home. I knew my Dad's reaction to my coming out to him would result in being disowned based on how he was disgusted by my gay cousin and what he said he thought out to be done which if it came to pass would result in the discontinuing of my cousin's existence. I was very uncomfortable at home anyways. Both of my parents were very cold people. So when it was announced that the following year, I would begin the 6th grade at boarding school I was elated. when I was told it was an all boys boarding school my little dick got hard. When I was told about the group showers and locker rooms etc. I was nervous and excited at the prospect of seeing all those naked boys and my only concern was being caught with an erection in the wrong place and time.
The first day was orientation. The school included grades 5 through 12 but would admit anyone starting any grade up to tenth. There were a few dozen of us new students in the sixth grade. Fifth and sixth graders slept 40 students to a dorm and shared a latrine and showers at one end and a big common room at the other. The showers were all open so there could be 20+ boys all naked showering at the same time. The toilets also were out in the open, not even a partition. So there was plenty of opportunity to see fellow naked students. But in our dorm there were just the fifth and sixth graders and I wanted to see the older boys naked. My wish came true in gym class where boys of all ages from ten to eighteen showered together. I had to stop myself from drooling.
Unfortunately, the times being what they were, I couldn't be open about my sexuality. It was mid October when I caught Tom jerking off while looking at a photo in a magazine of a really gorgeous and relatively famous teenage boy with long beautiful hair. If you were a teenage girl in the 1990's you probably know the boy I am talking about. He was one of those heart throbs millions of girls drooled over. He was in one of those boy bands and one of the few that is still around and in fact they have gotten quite good but I digress. Tom thought he was alone in the corner of the common room skipping breakfast and didn't see me sneak in behind him. He was a few months older than me and in the same grade but his dick was probably twice the size of mine. At first I thought it was a pretty girl he was jerking off to until I saw his face and recognized him instantly. I'd jerked off to that face more than once myself. Just as he was about to squirt he grunted "Oh yeah do me Taylor!" then came all over himself. I'd never witnessed another boy cum before not counting watching myself in the mirror. At that point Tom said "OH SHIT!" and covered himself up and stuffed the magazine behind him trying to hide it. I apologized for catching him jerking off and walked out of the dorm and down to the library hoping he didn't notice how much I enjoyed watching him jerk off. After a while I realized that if he was gay, which at that point I was sure of, he wouldn't freak out too much if he discovered I too was gay. Also, Tom was gorgeous. Not so much as Taylor in the magazine but still gorgeous and I really wanted to at least kiss him and maybe jerk him off while he jerked me off.
I kind of started to stalk him a bit keeping track of where he went and when and what time he took a shower and might be alone. The opportunity came up around a week later when he got up in the middle of the night to use the toilet. Nobody else was awake and I don't know why I woke up either. I waited about half a minute then followed him to the latrine. There were twelve toilets along one wall and twelve urinals along the opposite wall. He sat down on a toilet and I decided to see what would happen if I started jerking off. I didn't need to shit or even piss. I just wanted to expose myself to him and see if he would do anything. I hadn't really give it more thought than that. I did it discretely at first taking short small quite strokes and glanced over. there was one vacant toilet between us. I thought it might be too weird picking the one toilet next to him but maybe not too weird one toilet over from that. I glanced over at him and he was staring between my legs. I closed my eyes for a minute and picked up the pace imagining his hand doing the work for me. I opened them again and glanced over again and he was still staring at my crotch while I jerked off only he was now also jerking off. A few minutes later we both came, he with a grunt and me silently.
This turned into a nightly ritual at around two A.M. every morning one of us would get up and the other would follow.
Then came Thanksgiving. During Thanksgiving almost all the boys went home. Usually they left either Thursday or Friday before Thanksgiving and came back the Sunday after Thanksgiving. But a small number of us were left behind. I got my letter two weeks before Thanksgiving informing me that my parents had decided to spend the holidays in the Caribbean. Tom's parents were divorced and he hadn't spent a holiday with either one in three years. As it turned out, we were the only two in our dorm to be left behind. There were more older boys left behind and almost a third of the seniors were but no fifth graders and only we two sixth graders were. So we had the entire dorm to ourselves. Meals were normally eaten in the dining hall though snacks were often served in the common room. Other than that, food and beverages were not permitted in our dorm. The seventh graders had their own dorms and smaller at 20 beds each and the same with the eighth graders and they were permitted food in their dorms but nothing refrigerated. The freshmen and sophomores had ten beds to a dorm and had fridges, microwaves and whole cabinets for food. The Juniors and seniors had five to a room and had actual kitchens which meant that except for assembly, juniors and seniors usually didn't dine in the dining hall.
Again, I digress.
That Friday there were no classes and by the afternoon the school was nearly deserted. Usually we had a dorm monitor, a sort of baby sitter, in the dorm or connected office at all times but during the holiday there was only one dorm monitor in the entire school and so out of a school of over 700, there might be around 60 students on campus and almost all of them much older than us. We hardly saw the monitor at all and in fact it was easy to predict when they would show up which was just before meals and at lights out for a few minutes and that was it. We hung out together all day which we normally didn't do. We had, up to that point, only had our late night mutual jack off sessions. But with nobody watching we just gravitated to each other. so after dinner I simply announced I needed a shower and stripped down at my bunk, grabbed my towel, soap, shampoo and strutted naked to the showers with my little hard-on leading the way. He didn't say a word but when I reached for the faucet to turn on the shower he was standing right there as naked as I was. we got wet together under the same shower head and he suggested it would be easier if we washed each other. I enthusiastically agreed and began rubbing soap into his back and shoulders which turned into a massage. After about twenty minutes of that I moved to other parts of his body until I had thoroughly washed everything but his dick and ass which I wanted badly to touch but wasn't yet brave enough to do so. He then took a turn and spent a half hour returning the favor but he went further. He spent a good ten additional minutes just washing my butt. His hands felt amazing. Then he asked if I needed my dick washed and I nodded yes and that is when I got my very first blowjob ever. Not the washing I was expecting but it was the one I needed. I came in his mouth a few minutes later and didn't get soft. A minute after getting my first blow job I was sucking cock for the first time. He came in my mouth in under two minutes. We then rinsed off and toweled each other off.
A few hours later it was lights out. We'd already shut off the lights to the dorm and were just waiting for the monitor to drop by to check on us. He did and as soon as he closed the dorm door we stripped naked and he got into my bunk and we wrapped our bodies around each other and made out for hours until we fell asleep naked in each other's arms for the first time.
We were woken up abruptly the next morning by the monitor and then realized we were still naked and in the same bunk together and the monitor just smiled and told us it was almost breakfast time, winked at us then disappeared.
Neither Tom nor I were ever disappointed that our parents abandoned us to the boarding school for holidays and summer vacations. I saw my parents twice between sixth grade and graduation and Tom saw his once. We loved that we got to spend the holidays together almost alone and particularly loved the summers we had. We learned from that monitor all the secret places Tom and I could go for privacy and there were quite a few. He had been a student there himself decades earlier.
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