Mine was with the son of my father's co-worker. I suspected he was gay and I was ready to admit that about myself. He was very handsome, a couple years older and started to stop by my work often. I worked a summer job at the time. We started hanging-out as friends, going to clubs but the topic of being gay never came-up. One day, we were talking about this girl who was interested in me and he was pushing for the reason I was not interested. When I would not answer, he kissed me. We drove to a private area and made-out like school boys.
Afterward, we hung out more like boyfriends and grabbed every chance to kiss. I fell in love. I don't think I was in love with him that much but the idea of being with a guy and feeling that passion.
My first time was actually pretty hot. We split a hotel room one night. We chose a place a bit out of town so nobody would know us there. It might seem strange but I had not thought of what sex would be. We sucked each other for a while and he told me he could not believe I had not done that before. Anyway, then we were in each other's arms and he was on top of me with his cock at my ass. He out a bit of spit on it and slowly started to push in as we kissed. Next thing I know he is balls deep in my ass bareback. Then it became more intense. I got fucked in every position for a very long time. I did not touch myself, I liked seeing him enjoy me. After a while, he told me he was cumming but did not give me a choice and came inside. I could actually feel it.
When it was all done, I was hoping we would hang-out for a bit. After all we had the room but no. He just wanted to shower and leave.
I thought we had taken our relationship to the next level but it didn't. He would just contact me for sex. I was heartbroken at the time but now I realize that he and I would have never worked-out.