I hope you like it. First submission, true story. Email me at privateu@hotmail.com with comments...
Was I really doing this? Waiting on a street corner, not too far from my home waiting for a complete stranger to come by and take me to his place?
...Let me back up a bit here. I am 29 year old, bi white guy living in downtown Toronto. I have never been with a guy in any way before - not even some fairly innocent childhood jackoff session. I have been with my fair share of women however.
Lately though, I have been thinking about men. Thinking about men doing things to me that women could never do. The internet makes it very easy to read about such things, see pictures of these things, and chat with real men about these things - which is something I did for the first time last night.
I visited the "Toronto Real-Time Action" room at gay.com. I could not believe how many guys were there. It became very clear to me that I could meet a man if I wanted to. It also became clear to me that my definition of "real-time" was not the same as the room's definition. I quickly learned if I wanted to stay in that room I had better be serious about meeting - TONIGHT. I chatted with a few guys and my cock got harder and harder as they asked me things like "want a bj?" or "you suck?" or "you like uncut?". I eventually couldn't take it anymore, I logged off, jacked off, and (tried to) went to sleep. Of course my head was spinning, I stroked three times that night before I finally dozed off...
The next morning was Saturday, and guess what was on my mind when I woke up?
I did my Saturday morning things, read the newspapers, coffee, etc. Then I was back online. The action in the room was much slower in the morning than it was Friday night. I logged off after a few brief chats and decided I would try back later.
Thinking back, I must have decided without ever admitting it to myself that I was going to meet a man tonight because I took an extra long shower taking extra care while cleaning all my good parts. I got dressed, well boxers and a t-shirt anyway, and logged back in with a profile that said it all:
"BiWM, 29, Good shape and Good Looking, Downtown. I am inexperienced, but open minded, looking to learn from someone who knows his way around"
I guess my bio was well received because I was inundated with men wanting to show me the ropes. I chatted with a few and then one "Tom" got very direct...
Tom: "So, you coming over or just playing games?" Me: "Don't try to pressure me, I am serious, but I just want to take my time, make sure I am careful" Tom: "What more do you need to know? I am sane, safe, experienced, nearby and you have my pic. Let me know when you get serious"
...and he ended our private chat.
I immediately opened up another private chat with him and that moment I decided "I guess I am serious".
15 minutes later I was on a street corner waiting for this guy to pick me up in his convertible and take me back to his pad in the gay village. I was nervous, almost hoping he wouldn't show...but he did...right on time. I jumped in the car and we went a few blocks across town to his nice condo. Nothing but small talk on the way.
Tom was decent looking, in decent shape and seemed like a nice guy, probably about 45. When we got up to his condo he started putting the moves on me. He mixed me a drink, rolled a joint, and put some gay porn on the TV.
After the joint, drink and porn all started to have an impact he commented on the new bulge in my jeans. I just smiled and he leaned in and started to kiss me. His hand went for my bulge and he rubbed my cock through my jeans.
Before long, he undid my belt, unzipped me and slip my pants off. He moved from kissing me to sucking my 7" hard cut cock. Wow!!!! This is what I thought it would feel like. As I looked up I saw a guy on the TV sucking a cock, and I knew what the sensation felt like. Tom did not want to share my attention with the porno, so he quickly said "let's go to the bedroom." I smiled, nodded, and followed him to the bedroom.
Once we got there, he really took charge. We both undressed, he laid on his back and waited. I jumped right in and within seconds I was sucking my first (but not last) cock. I loved it from the beginning...after a few minutes he told me to swing my legs around - I was only to happy to oblige. For the next several minutes/hours? we 69'ed - it was heavenly.
Before long he started rubbing my virgin, but waiting asshole. My approving moan encouraged him. He slid a wet finger into my ass. It hurt, but I again approved with a moan. As he finger fucked my ass I began to get close to orgasm. He could sense it and he turned up the attention. He sucked me and fucked me, until I drained a load into his waiting mouth.
A moment later I found myself on all fours on his bed - cock hard again and him working my ass with at least two fingers. I knew what was coming when I heard him rip open a condom wrapper. Then I will never forget the next words out of his mouth. "Roll over, I want to see your eyes as I fuck you..."
I did...who knew the fun was just beginning?
End of Part I