***This is a real true story of my first gay sex about 10 years ago, I did not use a condom because I was young and stupid, please always practice safe sex****
*****
I was in my 3rd year of college and home for the summer. I went to school out of state and thus could not out with new friends, and I hadn't bothered to keep in touch with people from High school. My younger brother had an internship and friends of his own so most of time I was home alone, bored, and incredibly horny.
I have never thought of myself as gay, and still don't, though for some reason people have a hard time truly believing a person can be bisexual (but that is what I would say I most closely identify with). I would watch all kinds of porn, straight, gay, transsexual, it all turned me on depending on my mood.
To describe myself I'm nothing special. A 7-8 on the attractive scale. I'm mixed white and Japanese but look mostly white except for my eyes which are slanted - gives me a slightly more 'exotic' look. I'm 5'10 140lbs and athletic so I had a slender, swimmers build.
As the days of summer went by and my boredom grew, porn could only hold my attention for so long. I wasn't seeing anyone, I had broken up with my girlfriend a few months prior and wasn't pursuing anything at the time. Eventually I started browsing Craigslist personal ADs - what for I wasn't sure, maybe for something different, maybe for something more 'real', and maybe I would find a girl who was just as bored and horny as I was (hey a guy can dream right?)
Eventually I learned that any posts that were woman seeking man were either scams or bots. I kept browsing though, and became intrigued at the amount of male for male posts, the open/willingness to post pictures and say exactly what they were looking for. My curiosity and horniness bested me, I started contacting a few of these men. Knowing full well I wasn't going to meet up with them, but the act of exchanging emails was enough to satisfy my thirst for now. After a few hours of back and forth talk of what we would do for/to each other they all realized I wasn't going to meet with them and they stopped messaging me. So with that my boldness grew, I posted my own AD. It read something like this:
"21m seeking older man for casual time"
In a short paragraph I talked about wanting an experienced man to make me his lover and how I wanted to be bottomed. Attached was a seductive picture of myself in my boxers. I didn't mention anything about how it would be my first time or how I would probably never go through with anything - but I think even at this point a growing part of me desperately wanted to.
In came the flood of responses. Most were spam or guys I could never find attractive. But then one caught and held my attention. He was older than me, 38, said he was into younger guys and sent a picture of himself. He was cute with a genuine smile. Not overweight, not skinny, but looked like he had a gym membership and took care of himself - oh and the picture he sent of his dick was very alluring too. We started emailing back and forth, I revealed that I had never done this and it would be my first time. He reacted in the best way possible and said that there was no pressure at all, I could just come over and hang out and if I wasn't comfortable I could leave. He kept the conversation away from sex and talked about regular things, his job, hobbies, etc. everything about this made me feel a bit more relaxed and confident in myself that I maybe could go through with this. With my heart pounding and throat closing up, I messaged him back, letting him know I was going to come over and that I'd be there in a bit. I hopped in the shower and shaved everything as best I could with a shaking hand. I got dressed and got in my car...I was on my way.
The drive to his house was about 35 minuets, which was perfect because I needed time to still talk myself into this. I texted him when I was halfway there saying I was having second thoughts. He urged me to still come to hang out, he said he was on his way to the store to get some beers for us to relax with, I continued on.
When I got to his address I must have circled the block four times looking for 'danger' (hey, I was horny as hell and on a sexual adventure but I was about to have sex with a stranger from the internet, I still had some sense). I parked across the street and walked to his house. I held my breath and knocked...nothing. Was I at the wrong house? Did I get scammed? Should I leave? All of these thoughts and more were racing through my mind. Then I heard the footsteps, I held my breath again and the door opened. There he was, smiling in a fitted tank top and shorts.
"Hey! So glad you made it! Come on in."
I walked in and frantically scanned for signs of 'danger' but found nothing. Only signs that his house was a home, there was recycling to go out, mail on the counter and dishes in the sink. I remember that this put me a bit more at ease. He handed me a beer and I gladly took it, I still hadn't said anything. The beer tasted wonderful, cold, crisp and relaxing. My first sip must have been long because he chuckled. I put the bottle down.
"Yeah, I'm nervous." I admitted.
