Remembering my First Time Having Gay Sex with Chat Room Hookup

I remember distinctly the events surrounding my first experience with another man. I had, in truth, been thinking about my sexuality for quite some time. I often fantasized about being dominated by another man. It took a fight with my girlfriend to propel me into acting on my fantasies.

It started while online in a m4m chat room. As luck would have it, it didn't take long for me to begin conversations with a local man. I eagerly suggested we meet as soon as possible. A date was set for the following day at a local motel. I was so overwhelmed with excitement and fear that I grabbed my keys and drove to a nearby rest-stop that I knew was frequented by men. I was hoping to meet some random guy and experiment a little in advance of my motel meeting.

I wore ripped jeans and a tight fitting t-shirt, pulled into a spot and propped myself on the hood of my car. I noticed a very muscular man chatting with a "friend" of his two cars over. Within a few minutes he came over and asked me if I was bi. I told him I had no experience whatsoever but wanted to try it. He suggested we get into my car as there were frequent patrols by police. Once inside he just reached over and started to massage my cock. Not knowing what to do, I did the same. He unbuttoned my pants and pulled out my cock. I did the same.

I then leaned over and rested my head on his phenomenal pecs and watched his cock as I stroked it. Not too long after I felt him gently press my head down in between his legs. I knew what he wanted and was so eager to try it. I opened my mouth and began to suck on his cock. I was immediately surprised at how warm, smooth and hard it felt in my mouth. I loved it. I was so into this man's cock that within a few minutes he was cumming in my mouth. When the last drops of his cum were emptied from him I immediately opened my door and spat that crap out of my mouth. I kicked him out of my car and sped home, rinsed my mouth with everything I could find and then jerked off furiously to the thought of me sucking cock.

The following day, an hour before my rendezvous I jumped into the shower, scrubbed myself thoroughly, shaved my balls and ass and dressed in my best clothes. We met outside the room. He was a businessman, not great looking, not ugly. In truth it didn't really matter to me, I just wanted his cock. Once inside we both stripped down and got onto the bed. After yesterdays blow job, I was confident in my ability and immediately started to work on his cock. This man's cock was different, much longer and more beautiful.

Again my enthusiasm must have been overwhelming because shortly after I got started he told me to back off or he was going to cum. He pulled me down towards the end of the bed and asked me to hold my legs in the air for him. He alternated between sucking my cock, balls and ass. Oh my god what an amazing sensation. I was so overtaken by what he was doing to me that I just belted out "Fuck me!". He stood up, put on a condom, lubed his cock and began a painstakingly slow process of inserting his cock into my ass.

When I had accustomed myself to his cock he began to fuck me. I cannot describe how totally awesome a feeling it is to be fucked by another man. I fucking loved it and I told him so. We changed positions to where he was fucking me doggy style. I felt so perfect, a little cock slut getting a cock up his ass.

Needless to say I shot the biggest fucking load all over the place. I guess my tight ass coupled with my orgasm and compounded by my slutty talk sent him over the edge at virtually the same time. I sadly didn't get to feel his cock unloading in me. Even more depressing is that I have since lost his number and e-mail address.

written by ilcinmy
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