The first time I was with a guy was my first ever sexual experience. It happened when I was 19 or 20, but I had been thinking about it for awhile but never had a courage to do anything about it. I started chatting with this guy by the name of Ted. We messaged back and forth about what we liked and how we both wanted to experience being with another guy sexually. I eventually got his number and we talked about meeting.
He lived in Greenwood (Indiana) so we decided to meet at a mall in the area. He was exactly as he described himself. Back then, there was no 'on-line' profiles or pictures so you had to go on what someone told you. He was about my height, with sandy brown feathered hair and an average build. After finally meeting face to face we traded greetings headed out to my car. He lived close enough that he simply walked there from his house. I drove us to a local motel, a Days Inn I think and I got us a room.
He brought a joint with him, but I didn't need it. I wanted this to happen. He also brought a bottle of lube (but we never got that far and it would be some time before I'd let a guy fuck me, but that's a story for another day). We smoked anyway and then talked for a bit. I told him I have had only had one girlfriend and that was my senior year in High School but had never done more than kiss her, where as he had never had a girlfriend.
"Shall we?" I said.
"Sure." Ted said as he stood up.
I followed suit and we decided to get undressed at the same time.
I remember I decided not to wear any underwear, since we were gonna be naked anyway. I watched as he undressed and saw that he and I had similar body types. He had a slender to average build, not too muscular with a smooth chest, just like me. As he took his pants off his cock popped into view, and just like mine it was already semi-erect. We had discussed our cock sizes and discovered we were similar there as well, both around 6" and cut.