Note: This story was dynamically reformatted for online reading convenience. My first sexual contact was with my best friend Sean when we were freshmen in high school. We had broken into my father's liquor and I had gotten drunk for the first time. We ended up jacking to pornos and I ended up licking his cock on a dare. The experience scared me since I did not think that I was gay. We drifted apart for a while. I would avoid him in school hallways and not return his glances. But, in time, we started talking again and began to hang out with each other again. When I hit my senior year a pretty freshman girl took a liking to me and I went out with her a few times, but I ruined that when I went to a new year eve party she was supposed to be at. She was not there but three of her friends were and when the ball dropped we got naked and fooled around a little bit. The one girl, Jill, even put my cock in her mouth for a bit but I was too drunk to come. So I was girlfriendless again and hadn't really had sex with anyone. I would go over to my Sean's house after school about every day. We would just hang out or look at his father's vast collection of Playboys. We wouldn't talk just leaf through the pages quietly. I would sneak glances at my friend's crotch when I thought he wasn't looking. He didn't seem to notice so I started to look longer, sometimes spending more time looking over at him than at the magazines. One day when I went over he motioned me into the back room where there was a magazine open on the table. It was more hardcore. There were cocks and the girl's were licking them for real instead of just pointing them at their mouths. Sean stood by the table and unbuttoned his pants pulling out his cock. It was big like I remembered it and I tried not to stare, but it was hard. He suggested that we should measure our penises for kicks and I went along with it. He got a string and a ruler and measured his length which was 7+ inches. He gave me the string and I measured mine it was like 5.5. We measured how big around and how big our cockheads were and all kinds of things and Sean just wrote it all down. The whole time, I as just mesmerized by his cock & couldn't' stop looking at it. He called me on it a few times telling me to stop staring at his cock, but I couldn't help myself. When we were done measuring he sat in a wooden chair and told me to sit in the one just across from him. He leaned back and started caressing his cock with long strokes from the tip the whole way to the base. His cockhead would bend down with each stroke. I watched a bit and then felt awkward so I started stroking myself, slowly as well not really trying to cum, just I was uncomfortable just watching him. But he knew I was watching him and what was what he wanted. "Why don't you lick it again?", He asked. I blushed. He had never mentioned that night when we were drunk before. I started making some excuse about it how I hadn't meant it, but he persisted. "C'mon you stare at it all the time. You know you want to lick it", I hesitated a few more seconds watching his hand move over his sweet helmet and down to the base of his shaft and gave in, kneeling in front of his chair. His cock was very close to my mouth now only a foot away. I edged forward as he put his hand on the top of my head pulling me towards him. I bent forward and gave the tip a kiss and then started licking the head of his cock. He pushed my head down some more and I could feel him entering my mouth. Something inside of me tried to hold back. This wasn't me. I didn't put guys dicks in my mouth. But I did. The size of his cock confused me so I mostly just licked his head and put the first couple of inches in my mouth. His cock was hard but alive. I could feel him jump in my mouth with each stroke. He still jacked his cock a little but for the most part he just let me work my way around his penis and explore. He moaned lightly and guided my head with his hand. The bobbing went on for a few minutes. I felt like an eternity and I was lost in the rhythm of my sucking. I could hear myself slurping on his cock and occasionally I would give out a whimper "mmhmm". My mouth was very wet and I could sense a strange new taste, very salty and slick. Sometimes it was so thick I thought he had cum and not told me. I started to wonder about him cumming what would it be like. would he cum in my mouth? Sean started to push down harder and pushed me deeper until I began to gag, struggling for breath. I couldn't take all of him. He was pushing my had up and down a few full inches per thrust now. He told me to play with his balls and I did. I felt him tense up. He didn't tell me he was going to cum but I think I knew. Cream filled my mouth and I kind of jumped off his cock. I could see it shooting out a couple inches and down his shaft now. his cum was more creamy and bitter and I watched the last few spurts dribble down and then he got up quickly going to the bathroom. There was a little pool of cum on the chair. I looked at it and then bent down and licked some of it up. "Mmm, good", I said as he came back in. This time instead of avoiding him as I had done when I was a freshmen I started going down to his house every day after school. I would ask him if he wanted to look at Playboys or 'measure cocks'. He said something like I had to keep sucking him or he would tell, but he really didn't have to convince me. I would have bouts of shame especially when I saw him in the halls at school, but I always ended up on his doorstep.