To some of you, this may seem like Greek. For those of us that remember the early days of the internet, this story will make a lot more sense. This is the story of my first time with another man, an older man that certainly knew what he was doing.
I had just turned 18, was finishing up my last couple months of High School, and would leave for the Army at the end of the summer. I was raised in a very fundamental, catholic household, but had been curious about being with another man for as long as I could remember. I signed into AOL and entered a local chat room. As was tradition, the first question was "ASL?". I responded 18/M/Colorado Springs, and things progressed as usual. Most people in the chat room were just talking nonsense and trying to impress women that were enjoying all of the options. After a few instant messages and a couple uninteresting conversations, I received a message from someone that I hadn't seen in chat. They asked the same "ASL" question that was standard for the time, and I responded the same as I had before. I asked the same, and he responded with 45/M/Colorado Springs. Now, to this day, I still don't understand why I didn't just close the chat, but I decided that I would talk a little bit. I told him that I was straight, and he responded by saying that he was just looking for people to talk to. After an hour or so of chatting and discussing the frustrations of life as a teenage guy, he hit me with "If you just want a blowjob, I'd be happy to help. We are close to each other and I live alone." Now this wasn't the first time I had been propositioned online, and I usually just enjoyed the chat and logged off before committing to anything. For some reason, this time I was talking about how long it would take me to get there.
Fast forward an hour, and I was pulling up to a normal looking ranch-style house, just a couple miles away from where I lived. We had discussed a quick blow job and I was horny enough to give this a chance. He had told me his name was Lewis, and that he was recently divorced. I figured that regular blowjobs would be awesome for the summer and that a mouth was a mouth. I was shaking like a leaf when I knocked on the door, I was thinking about running way when Lewis opened the door. His pic was accurate, he was a middle-aged white guy in good shape, about 6 feet tall, with short salt and pepper hair. He invited me in, and in just a few moments, the door was shut behind me. Like I said, I was nervous as hell, and Lewis definitely noticed. He offered me a drink, and my teenage ass was happy to accept. While I was enjoying my drink, Lewis was asking me about how school and work were going. I told him that school was stressful as hell because of all of the studying that was required for finals. It wasn't long before he said that he would help get my mind off of things. In the next minute, my pants were down, underwear around my thighs, and I could feel his breath on my cock. It was still in my mind that I could leave at any moment, but then I felt the wet warmth wrapping around my teenage cock. As soon as I felt his mouth, I knew I was going to sit back and enjoy what was happening.
So there I was, sitting on a couch, pants around my ankles, a little buzzed, and getting a blowjob. I was in heaven, at least I felt like I was. For some damn reason, I couldn't get more than half hard. I could sense the frustration and, for the first time. I felt like I was too nervous to do this. I let out a long sigh and told Lewis that I was scared of what was happening and that I wanted to stop. He stopped and sat nest to me. He told me that we could just hang out and grabbed himself a drink. After another few minutes, he asked if it was okay for him to jack off? I told him it was fine, and before long there was another man stroking himself next to me. He was hard immediately, and I couldn't stop myself from looking at what was happening. He was around 7", cut, and pretty thick. I don't know if it was 10 minutes or 10 seconds, but he asked me if I wanted to touch it? I reached my handout and he leaned back. It was strange, hard and soft at the same time. I had touched myself so many times, but never paid attention to a cock actually felt. Apparently, all I ever cared about before was how my cock felt. This time, I actually realized what a cock felt like, and I liked it.
