This is an account of my first time with another guy when I was in high school. It doesn't have hot steamy sex, but it is a true account of my first time.
All throughout high school I had a crush on the straight boy across the street named Tim who was a year older than me. His family had moved to our neighborhood when I was in 7th grade and I was just beginning to realize I liked boys. The crush didn't begin right away, but by the time I was in 8th grade going into 9th the crush was in full bloom. Of course back in those days I was completely closeted. Nobody knew about my feelings and that was the way it had to be. I became obsessed with trying to catch glimpses of Tim in various states of undress. I spent more time at his house talking to his sisters and parents than I did at my own house just so I might catch a glimpse of him shirtless or more. Nothing really happened until high school. Tim was the manager of the football team and the wrestling team. Every Friday night he would rush home to shower and change for the Friday night football games. This was the perfect chance for me to catch a glimpse of him walking back to his room naked or just in a towel. The obsession was real and of course I really never saw much all those times. I didn't give up though. I laugh now about how obsessed I was with him. Finally the Fall of my 10th grade year of high school things started to happen. The first time something happened I was on our side yard. I was raking leaves into big piles and jumping in them with some neighborhood friends when Tim came along and started watching and talking to us. One by one everyone left except Tim and me as it was starting to get dark out. Tim wanted to be buried in the leaves so I started to do this and slowly as I piled the leaves on top of him I was "touching" his body at the same time. I pretended I had no idea I was doing this LOL. First his chest. Then his stomach and legs. Then I pressed down right where I assumed his dick was. I almost died of nervousness. I kept pressing on it and he let me. I mean I pressed and pressed and moved my hand around and he was letting me. I was so hard in my jeans and then he looked out from the leaves and said don't stop. So I kept on doing it. Just like that I assume he was cumming in his jeans because he just closed his eyes for a sec and then said thanks. We laughed a little and then he said he had to go. We didn't say anything else but I knew then that things were going to get a lot more interesting. Of course I remember to this day running inside to my room and jacking off and cumming harder than ever.
For a week or so after this I didn't see Tim at all. I figured he had to keep his distance to assure himself that he was still straight. A week later I was on the side yard again and along comes Tim. Once again it was getting dark. About this time I had taken up photography and taking pics of everything and even developing them. When Tim showed up I asked him if he would pose for some pics for me and he immediately said yes. I was so nervous and excited I was shaking. He immediately asked me what I wanted him to do so I started directing him. After about 5 minutes I asked him if he would take off his shirt and he did! So picture this, here is this sexy, toned, smooth 16 year old boy shirtless with his jeans on and the top of his underwear showing. For me this was a dream. After a few minutes of this I could tell he was hard in his jeans. I asked him if I could take a few shots of him in the leaves and he answered by jumping in them. I started to cover him with the leaves and of course started touching him again. This time I got a little braver and slid my hands under the leaves and started to rub his body. OMG his chest was so muscular and smooth I almost came in my pants right there. When I finally got to the front of his jeans I Looked up at his face and he was smiling and said "don't tell anyone". I didn't reply and just started rubbing his jeans. He was so hard and I was so turned on. I started to unzip them and he started looking around to make sure nobody was around. When I got his dick out I just started stroking him and he came in less than a minute. He immediately said thanks and did his jeans back up and grabbed his shirt and went home. I of course ran inside and jacked off again.
I jerked him off many more times all through high school. One time we even did it in his room when his parents were home and he finally got naked for me. Another time he had me meet him in the locker room during lunch when nobody was up there and I did him in the showers. This was the only time I got naked with him. He never touched me. None of the other times were as hot to me as the very first time in the pile of leaves on the side of my parents house.
I wish I could say at this point that our relationship moved on to sex, but it didn't He was straight and in the popular crowd and destined for amazing things. The last year of high school I pulled back because it was a one sided "relationship" and he was pretty serious about going away to college and moving on from our small town. I never talked to Tim again after high school until a few weeks ago when his mom passed away. His parents were like my second parents so it was a very sad time. After seeing him all of these memories started coming back so I decided to write about it and share it with all of you. I have many other stories to share so if you like this one I will share others.