I've written this story more times than I can recall, but I'm giving it another try. It takes place a few years ago, when I was twenty years old. Everything I am telling you I true and actually happened, which is still surprising to me.
I guess I have to give a little background information first. I had never really considered myself interested in guys. My first occasion of any thought of it was in my senior year of high school. I had been talking with this girl I liked, Amanda, and became friends with some of her friends. One of them was a guy named Alex.
Alex was pretty cool to talk to. I was never bothered by the fact that he was gay and very flamboyant. Eventually Alex began hitting on me, which I just took as a compliment. I'm not sure why but at one point we got on the conversation of Alex sucking my dick. It was a short conversation that never really went anywhere, but I guess it was the spark of such thoughts for me.
A couple years down the road the thoughts had grown. I can't recall a specific moment where it really sparked, but the idea interested me more. Although I was very dominant with females when it came to sexual situations, I had the complete opposite feeling when it came to guys.
I found myself online looking for random guys to talk to, which eventually led me to browsing through personal ads. I would read the ads that guys would put up. There were bottoms looking for tops, tops hosting bottoms, and quite a bit more. Usually I found myself just reading through them, stroking myself until I finished. Afterwards I would always feel ashamed of myself and immediately close it all, pretending it never happened.
I didn't find myself doing this too often. It was more of an occasional fetish that popped into my mind when I was unusually horny. Over time I started to develop a particular interest. I preferred to read the ads by older guys looking for young submissive boys. The idea of an anonymous older guy doing what he wanted with me turned me on the most.
Eventually, reading the ads wasn't enough for me. I wanted to advance a step further. I started to reply to some of the ads. I would usually quickly receive an email back from the guys, demanding that I come to them right then. The idea worried me. What if I showed up and didn't like it? So for a long time, I would reply a little and then just disappear after I got myself off as usual.
Then I began posting my own ads. I was in search of an older guy, but I guess my tastes were a little odd. I wanted a guy who was what I guess would be called a bear. I received many replies but usually most didn't seem too interesting. They were either too stupid with their emails or didn't really fit my desires.
One night I was up really late, sometime in October I believe. The night before I had posted an ad, so I was checking to see who emailed me about it. There was quite a few, most disappointing as usual, except for one. He was very blunt. I don't remember exactly, but I seem to recall him asking where we could meet right now.
Now usually such a reply wasn't interesting to me. I didn't ever really want to actually meet. I was simply turned on by the idea. However, this time I replied telling him the general area of where I lived. After replying I went back to browsing the ads, stroking myself slowly as I read or viewed some of the pictures guys would put up.
After ten minutes or so I looked at my email again to see that he replied. His message said that he lived close, and he asked if I knew where a certain place was. I replied confirming that I did. His message came back quickly, telling me to meet him there in fifteen minutes.
Now this is where I would usually disappear and never reply again, but something in myself pushed me to go further that night. Perhaps I was just really horny and didn't want to just finish myself off as always. I replied with hesitation, telling him I wasn't sure about it. He messaged back telling me to either meet him or we were done talking.
I don't know what I was thinking but I answered, telling him I would meet him there. The moment after I sent the message, my head started to spin. He replied quickly telling me to wear gym shorts. Fifteen minutes? I started watching the clock as it ticked away. Fifteen minutes seemed a lot shorter at that moment.
I started doubting my decision, dancing between whether I would really go through with it or just not show up. As the thoughts ran through my head, I switched out of my jeans into gym shorts as he had said. I believe I was wearing a simple black t-shirt or something close.
Ten minutes. The place we were to meet was five minutes from my house, so I had almost no time left to decide. I started thinking about how I didn't even know the guy. I didn't even know his name! Would he see me and change his mind? I wasn't the most attractive of guys. I mean I wasn't ugly but I was a little heavier set.
Eight minutes. Fuck. That was pretty much my last chance to back out or leave the house right away. I imagined in my mind about having a stranger bend me over and fuck me. The idea was enough to reassure myself. I snuck out of the house, making sure not to wake my mom who was sleeping. It was around 1 a.m. when I got into the car, shaking out of nervousness.
As I drove there, I hoped that every stop light would turn red, giving me more time to seriously consider my decision. However, every one of them was green. Within four minutes I was driving into a neighborhood I had never been to. I had no clue who or what I was looking for to know where to park. I circled around the parking area, and as I approached the entrance I considered leaving.
Suddenly, the high beams on a parked car flashed. That must have been him. I slowly pulled in a few parking spots down from his car. I sat in my car for a moment, nervously wondering if I should get out. He turned his car off and stepped out. I couldn't really see much of him since it was fairly dark, but I could see that he was around my age, a little heavier set than me, and Asian.
As he started towards my car, I turned the engine off and opened the door, slowly stepping out. I closed the door and locked the car, standing there not sure what to do.
"Mark?" he asked. I had told him my name before but since I never thought we would meet I never bothered to ask his.
"Yeah," I replied, my voice shaking a little.
"I know a spot. Follow me," he said.