Date: Sat, 14 Jun 2008 14:29:45 EDT From: Wacko1900@aol.com Subject: I Lost, But I Won This is a true story. The names have been changed to protect the people involved. If you are not old enough to read this, please do not do so. This is my first story I have ever written. Please email with me comments, both good and bad. I really appreciate the feedback. Hi, my name is Justin. I am 20 years old and I'm a resident assistant (RA) at college. You could say that I am pretty much the average college guy. I am 5 feet 8 inches, about 185 pounds, short, straight, dark brown hair, and brown eyes, and fairly muscular. I party occasionally, work out a lot, and am a member of the swimming team. I am STILL not quite sure of my sexuality. I consider myself bisexual since I enjoy sexual acts and am attracted to both men and women. The other person in this story is my resident, Tyler. He is 18, a freshman at this college, 5 feet 11 inches, about 190 pounds, short, straight, light brown hair, blue eyes, athletic, and he is on the golf team. He considers himself straight. He is very into women, and has had sex w/ several, made out with well over fifty women. Until one day... It took me a few weeks to get to know some of my residents. Although I am in charge of 26 men on the floor, I was still fairly shy and did not like to meet new people. One night during the week, it was probably the third or fourth week of classes at this point, I go out into the hallway and see Tyler talking to another resident, Alex. They both had ping pong racquets in their hands. I left my room and went up to them. "I love ping pong. I bet I could beat both of you guys. Want to play? "Sure." They both responded. The three of us went down to play for a while. Alex left shortly after losing to both Tyler and myself. Tyler and I played for about an hour. We would play best four games out of seven. We were both about equal in talent. So we often went to seven games. We did this almost every night for about a week. One night, I do not remember how the topic started, but Tyler started talking about jerking off, which isn't surprising considering he is the typical horny 18 year old college freshman. "I have jerked off with another guy before." Tyler said. "Wow. So have I." I responded. I was shocked to hear that coming from Tyler because I thought he would have never done anything with a man before. At this point in our friendship, I had never told him that I have done stuff with other men or that I considered myself bisexual. "We should jerk off together tonight." Tyler said. "Okay. That will be fun." I was shocked. I never thought we would ever do anything like this. At this point, I really did not find Tyler cute, or hot. I thought he was just a good-looking guy. I never had any sexual thoughts about him or anything like that. "So how big are you?" Tyler said. "I don't want to say." "Come on, man. I'm going to see it anyways. You might as well tell me." "Why are you so curious? I thought you were completely straight." "I don't know. I was just wondering. I'm 7 inches, cut. What's the score? 5-5?" "Hey, that's how big I am." "You are only 5.5 inches? I am much bigger than you and I am two years younger than you? That's weird." "Shut up! That's why I didn't want to tell you. I knew you would make fun of me." "Sorry, man. It's just weird." "So tell me how you and your friend started to jerk off together." "Well it was this past summer." Tyler started. "My best friend from high school was over at my house as usual. We were sitting in my room watching TV. I was lying on my bed and he was on my floor. I started rubbing my dick and saying how horny I was. He told me he was horny too. So I suggested to him that we jerk off together. He told me he wasn't so sure if he wanted to. But I assured him it would be a good time. So I unzipped my shorts first and pulled out my dick and started stroking it. He glared at it with wide eyes and told me he thought my dick was huge. He pulled out his and we started jerking off until we both came. It was really fun." "Wow. It sounds like fun. Let's hurry up and finish this match so we can jerk off together." We finished our match and went back to my room and locked the door. I love being an RA because I get my own room. I do not have to worry about my roommate walking in while I am jerking off alone, or with anyone else for that matter... Tyler sits down at my computer and starts looking up some of his favorite straight porn sites. I pull up my other chair and sit next to him. After we find some good porn, we both are stroking the outside of our gym shorts. I start looking over at Tyler's bulge and hope that he doesn't see me looking. It's HUGE! I was nervous to take off my shorts because I don't like other people seeing me naked. So we are both sitting there stroking the outside of our shorts for a few long minutes. Then Tyler says that he has waited long enough and he needs to jerk off now. He was the first to take off his shorts. I give his dick a quick glance and then pull off my shorts as well. We both look at each others dick's. "Man, Justin. Your dick is really small. What the hell do you do with it?" "Shut up asshole!" This is when I start to realize I find Tyler very attractive. While jerking off in the chair next to him, I couldn't stop staring at his dick. It was just beautiful. He kept his eyes on the video the whole time while I was jerking off to the sight of his dick. We were both silent for a long time, stroking our dicks and increasing the pace. We both started breathing very heavily and we both came at exactly the same time. Weird! His shot all the way to his pecs while mine just hit my belly button. Now remember, we were both just sitting in my chairs so we weren't lying down and jerking off. We were both breathing heavily and gasping for air. "That was hot!" I said. "Yeah it was." We both cleaned up and he left the room. The rest of the night I was so nervous that the next day he would never talk to me again. Boy was I completely wrong. Much more to come... If you liked this story, please email me and let me know with any comments, questions, or suggested. I want to hear from you even if you do not like the story.