Boarding School Delight : Part 1

While attending a boarding school in the South it is not okay to be Gay. So those who are gay are most of the time the only ones who know about it. I was one of those boys, I had known for around 2 years. It was my senior year and I was 18, I was about 5,11 an athletic body type, light brown hair. I was Head boy in my respected dormitory. I changed dorms for my senior year so that I could be in charge of first years. I was once in this dorm as I was once a freshman.

I was in a first year dorm again,what had I signed myself up for. I was 1 one 3 Seniors in a dorm of 40. What had I done, why had I given up my friends and time to be in charge of a bunch of 18 and 19 year old fucks. Move in day approached and I had been dreading it. I did not want to meet all of their parents and pretend to be interested in their life story and what not.

Well move in day came and so did a boy named Joe. Joe was a first year he was 18 about 2 inches shorter than myself athletic type more muscle than myself, shaggy yet well kept chocolate brown hair. I was attracted to him soon as he opened his mouth. I immediately got out of my chair to shake his hand and talk to his parents and sent some underclassmen to get his bags. No one knew I was gay or expected it. I was known as a southern preppy private school type along with the rest of my friends. I knew he was too being from a very well known suburb and by the way he dressed.

The school year started, at first we were not friends. He did not like “authority” and being told what to do, especially by me. Since being Head boy I went by our Dorm Fathers rules and enforced them, but being a 19 year old with a good amount of power I enforced my own rules as well. He hated me as I clearly gave him the hardest time and gave him the worst punishments. Joe despised me, who would blame him.

One night I was sitting in my room watching a movie with a friend from the dorm next door who was in my grade. When all of a sudden I got a knock on my door. Joe walked in and I was a bit confused but not shocked as this happened quite often with a good bit of 18 year old boys not knowing what to do with themselves. He just said, “Hey, can we talk?” I told him sure and proceeded to give him shit for making me stop my movie and make my friend leave.

He shut the door and started talking. He asked why I was so mean too him and not the other boys. I didn’t know what to say. I was distracted by the fact the he was in just his boxers and that I was starring at his well sculpted abs and pretty defined arms. His boxers were old and really short. I then proceeded to stutter, as I tried to hide my ever growing hard on, that I really did enjoy him and liked him a lot. That I saw him as a younger me and wanted him to grow as a person and that I had to use him as an example so that the other boys wouldn’t break the rules. He nodded his head and began to leave.

I saw out of the corner of my eye as he started to tear up, I thought that it was bizarre he was the hunting type, real tough. I asked what was wrong and he began to tell me that he missed his family and brother back home. We talked for a little bit and I felt that I made him feel somewhat better. So I sent him up to his room before the teacher on duty saw him in the hall after lights out. He proceeded to give me a hug and tell me thanks. As he was shutting the door he peeked his head in and said, “Don’t think I didn’t see that snake in your pants get hard when I first walked in” then winked and shut the door. I was embarrassed I blushed and couldn’t stop thinking about it. I was caught. The secret was over, everyone was going to know.

A week or so passed and no one had said anything and I assumed everything was normal. JOe and I ate dinner together one night and were becoming more of friends. It was time for “Major Dorm”, where the dorm had to be spotless as potential students were coming to stay to see if they wanted to come to school there. All the first years were lined up and I was coming around inspecting and I was talking to the group about events and what they needed to know about the following week. When all of a sudden I felt a slap on my ass, it was Joe. I immediately blushed as the group burst out in laughter, I got mad. Our House father was gone for the night and had left all responsibilities in my hands.

I then yelled and asked why he had done that, he had no answer. He asked what his punishment would be then I said, “strip” he looked at me funny and said, no. I told him one more time to strip and he realized I was being serious. He stripped down to his boxers and I asked him why they were still on. He looked at me with a death stare and then took off his underwear. His dick was perfect. I instantly got hard. I told him to get in push up position at my feet, he did it. I said apologize after every pushup you do, you have 50. All the dorm mates circled around laughing and counting for him. he finished and I told him to get up and put his clothes back on. I continued with my inspection.

At the end of my inspection it turned out he was the only one who failed. I had the group reassembled and was going over last minute details. I was done and addressed Joe’s failure and told everyone that since everybody else passed lights out were extended 30 minutes longer. They all clapped with excitement. I told them to shut the fuck up and go do something except for Joe that he had come with me. The group gasped for dramatic effect and started laughing then they dispersed.

He came up to me and I told him to go get his running shoes. We then proceeded to walk to the track across campus. Not a word was said. We got to the track and told him to start running. He ran about 2 miles and I started to feel bad I yelled out 2 more laps and you’ll be done, he finished, he was tired. I said don’t do that again in front of people like that. He said alright, I’m sorry. I started laughing and he smiled. I called him a bitch and he told me I liked It. I blushed yet again. He tackled me and we started play fighting/wrestling I got tired and told him to stop. He did and we were there laying in the grass him on top of me in the moonlight. I popped up a tent in my gym shorts and I know he felt it. I then pushed him off of me and we got up and started walking back. He never “disrespected’ me in front of others again.
After that night he was in my room all the time. We became best friends play fighting all the time. He always won. I didn’t care all I wanted him was on top of me. I had the upmost urges for him all the time. We became very close but never intimate.

A few months passed and it was time for me to graduate. In the week in the dorm the seniors drank at night after the duty teacher left. In America you had to be 21 to drink so being seniors in high school we were not 21. It was against school policy for any student to drink especially right under their noses, it was extremely risky. They would kick you out a week before graduation for something like this. I was very good about sneaking it around I ha been doing it for the last 2 years by myself.

The first night Joe asked if he could have some. I didn’t know if I should give it to him or not I didn’t want him to risk his future, as well as mine. I gave it to him and we started drinking and drank and drank, I started crying and told him I didn’t know what I was going to do with out him next year. I asked if he would stay in my room for the night. I was so gone, he said yes.

It was late and he turned off the light and got down to his boxers yet again and crawled into my large two twin beds pushed together. I was sobbing at this point. He got under the covers and proceeded to wrap his arms around me and I laid my head on his chest still crying. He told me everything was going to be okay and that he loved me very much that crying wasn’t going to do anything and that big boys don’t cry. I eventually stopped crying and fell asleep on top of him still in his arms.

I woke up an hour later and realized what position we were in. I then rolled him on top of me so that we were chest to to chest but I was bottom. He woke up and I started rubbing his bare back, it was so muscular and his skin was so smooth. I had a hard on. I stopped and he grunted for more. So I continued and kept getting lower and lower until finally I had reached the waste band of his boxers. I slipped my hand down his pants and massaged his ass, it was also very smooth, no hair at all. I did this for what seemed like hours. I felt his dick get hard against me. I then put my index finger on the top of ass hole and pushed in, he yelped out a quit little scream and then put his head back down. I kept doing it putting in more and more fingers. I reached in between our abdomens trying to find my dick to stroke. I found his instead, I started squeezing it, he moaned. I turned him on his back, ripped his boxers off and put his dick in my mouth. It went in and out of my mouth and I loved it. i loved juggling his balls on my tongue. I did this until he came. He came in my mouth and I then swallowed it best I could. He then told me to put mine up his butt and fuck him hard. I asked if he was sure and he said yes. I then lifted his legs over my shoulder and eased my cock into his ass until it was in. I could tell he did not like the feeling at first but he eventually came around. I came in ass and felt it ooze out. I had never in my life as much as I did that time.

I then pulled out and laid my head on his chest. We laid there for about ten minutes and right as I was about to fall asleep he slapped my ass and said, “my turn bitch.” He yanked me off the bed and we stood there naked on my carpet. He said to get in pushup position and to do 50. I did as I was told. He slapped my ass as he counted. He told me to stand up, I did. He threw me back on the bed told me to get on all fours. He got behind me and rammed his dick up my virgin ass what felt like hard as he could. After he was in he took it slow and it felt so nice so warming so good. He fucked me for a good 45 min and finally came. I felt it coming out as he pulled out and shoved it my mouth. I cleaned it up for him. He bent down and kissed me. He then laid back down next to me, put his arms around me and I laid my head back on his chest and we fell asleep until my alarm clock woke us up for school.

to be continued...