Warning: The following story contains sexual content between two boys. Please do not read if you are not interested in this. Comments are welcome, this is my first story, so feel free. The story, at least so far is totally true, and is almost exactly as it happened. Names and places were changed of course. If anyone can recommend a better way to post this so the format looks nicer, please tell me. Thanks. enjoy.
By: Chris
I just returned home after an interesting day of school, and I wanted to write my experiences down in a story. Actually, it has been an interesting past few months, but today was certainly the climax (no pun intended), at least up until now. I am a senior at a private all boys high school, and I currently am seventeen, one of the youngest in my class. I have been wanting to write a story about my sexual experimentations / exploits for a few months now, ever since my relationship began with a sophomore back in August. Today finally, I have decided to sit down and begin writing. Please bear with me, as this will be my first story of this nature, and I am still recovering from a really big orgasm. On that note, let's begin.
Our story starts out on August 29, 1997. At that time I was sixteen. The day started out like most of the others that week. I got up, and went to work at school, even though it was summer. I had been hired by one of the teachers the previous summer and had done odd jobs for her throughout the year such as organizing books and cataloging items. She had liked my work, and had asked me back this summer also.
I had worked most of the week with the assistance of a young man named Mike. Mike was going to be a sophomore when school started in September, whereas I was going to be entering my senior year. We had been getting along well, both of us were working for the same person, and we both seemed to have the same easy going personality.
I had noticed Mike the previous year as a freshman, but was uncertain about my own sexuality and did not want to go around hitting on poor freshman. Anyway, its not as if he is a physical specimen, he certainly is not a football jock, but I tend to be attracted to smaller, less physical people, the cute boys that tend to be quiet and reserved, much like I am. He is about 5 feet 8 inches, and probably weighs about 110-120 lbs. He is Italian with black hair and brown eyes. I am a bit taller, close to 6 feet, 135lbs, with brown hair.
I had not spoken much to Mike last year, so neither of us knew each other at all, and at first we both were a bit quiet and distanced from each other. Even though I was secretly checking him out, admiring his nice firm ass, and cute face, I was not about to admit that he turned me on. One of the biggest problems at our school, other than drugs and alcohol, is the homophobia of the students. There is no room to be anything less than a typical male. If you have any hint of feminism you are exiled and ridiculed by everyone. No one wants to hangs out with queers. Therefore, almost everyone in the school acts macho and manly at all times, unless they are making fun of faggots by playing the role of one. Therefore, people like me need to be extremely careful.
I now consider myself bisexual, a very misunderstood preference. I am almost equal in my taste of teenagers, I can go either way, it really makes no difference. Maybe it is because I am just horny, and I will grow out of it, but either way, I am fine with it. I am comfortable with anyone's choice of sexuality, and of course I can never say these things to anyone in my school or family. That is why I am writing this, anonymously, so I can communicate my feelings to a world that thinks like me and for myself.
Anyway, this Friday was different. I tend to become more loose with my words as I get to know a person better, and drop subtle hints to see if any interest is in the person. It is sort of funny how it all started. I wasn't really meaning to drop a hint, I was just making conversation. As Mike and I were organizing a book, The Color Purple, by Alice Walker, I mentioned to him that it was a very strange book for a student in a high school to read. I had read the book in an English class the previous year, and was surprised at some of the content. When he asked what I meant, I told him to read the first page of the novel. The opening sentences details a rape of a young girl, with very graphic language. Mike seemed to be interested in pursuing this, and he mentioned another book with some sexual content that I had not read. He showed me the book, by Maya Angelou (the title slips my mind) and the page where a girl feels a dick for the first time and says it feels slimy and slippery like the intestines of a freshly killed chicken. I found this humorous, and began to laugh about it with Mike. I did not know the context, so I asked him what was going on.
"Well you know, she is, you know, masturbating him."
I guess I was a bit surprised that he would say this, but I saw an opening and took it. I asked him what he knew about that, and that I "was surprised at him." He danced around the issue a bit, and then we got back onto the subject of masturbation.
I tried to loosen him up by giving some personal stories about my jerking off. I told him how during a five week trip this summer, I did not jerk off once, which is true. He asked if I had a wet dream, and I decided to be completely truthful. I told him that I had two during the trip. Next he asked me what I was dreaming about, and I told him. Soon we were talking about our personal habits, a give and take, since I wanted him to feel comfortable. I told him some pretty good secrets about me, which can be another story, and he told me some interesting things also.
Finally he asked me if I was hard, which I was and I answered that indeed I was, this kind of talk has begun to excite me. This quickly lead into a game of truth or dare, which I really was not prepared for. He dared me to pull down my pants with my erection, which I refused to do, I guess I was still a bit nervous, but I dared him to hump the rug, a personal habit that he told me about during our conversation. It was a really cool thing to see. In front of me was a small fourteen year old boy humping a rug with his clothes on. It was indeed a sight I will never forget.
We continued talking about the strangest places we had ever jerked off. I bragged about jacking off in the Pacific Ocean with my parents only about 15 feet away. He told me of the time he was almost caught humping the rug in his room. Then I told him one of my favorite stories. I was in Italy on vacation and had not jerked off the entire trip. Since my roommate was out of the room for a few minutes, and we were about to leave to return to the United States, I pulled my raging hard dick out and came all over my pillow and bed. It was quite a large amount, and I quietly walked out of the room, with my luggage, just as the maid was entering to clean up our room for the next guest. I still wonder what she thought when she saw the prize waiting for her.
Finally, Mike asks me if I ever jerked off with another guy. At that time I never had. I knew where this conversation was going, and quickly asked him if he wanted to. At first, he was quite apprehensive, and adamantly refused to let me see his dick. But I agreed to go first and if he did not want to do himself he could say no. I certainly did not want to scare this kid away.
So I carefully took out my 6.5 inches through my fly, making sure that no one else was around, and proceeded to grasp my cock in my hand, and begin those familiar movements of jerking off. It did not take my long to get worked up after talking about sex all day with Mike, and soon I could feel impending climax. I looked up just as I passed the point of no return and Mike's eyes were transfixed on my dick, his hands slowly rubbing his own cock through his shorts. This pushed me over the edge, and I blew a huge load onto a floor in my school.
Afterwards, just I was cleaning up, the teacher we were working for returned to where we were working and unfortunately spent the rest of the day working with us. All Mike and I could do was make eye contact and pray that she would leave. I was almost tempted just to tell her what was going on and see if she wanted in on the fun, but I decided not to risk my high school career just yet, and managed to get through the rest of the day while still being really horny.
We did have a chance to talk a bit more that day, but had to avoid doing anything else. I would have to wait until the next day, and the following months to continue in our sexual exploits and also see our relationship grow and mature into one of mutual love and affection.