So I have always wanted to share my first time trying gay sex. I was in my 20s and I was wanting to experiment a bit. I have tried using Craigslist in the past and just wasn’t able to find what I was looking for until this night. I saw an ad for a guy wanting to experiment with a first-timer. I replied stating I am wanting to try sucking and bottoming. He was ok with me being heavyset and after a few emails, I gave him directions to my house. I was really nervous, but was so aroused. I decided to get undressed before he even got there. I stood by my front door looking through the peep hole, completely naked.
Once I saw the car pull in, I started to get really nervous. In my email, I told him to use the back door as I would have it unlocked. I stood by this door when he swung it open and I immediately told him to shut the door. I told him to get undressed. I moved across the room and sat naked on my couch. I saw him take his clothes off and immediately walk over and put his cock right in my face. He was bigger than me as he had about 7.5-8 and I was about 5.
I reach out and raised his cock to my mouth and started sucking. I felt him grow in my mouth and I begun to realize he was pretty thick. I was so nervous and not sure what to do so I decided to try to take as much as I could in and suck hard. Once I did that I heard him moan and grab the back of my head. I think I had almost the whole cock in my mouth at that point. He then took his cock out and squatted down to suck my cock for a bit. I was pretty hard and not nearly as big as him. After a few seconds he stood back up and put his cock to my mouth again. I started stroking it a little and asked if he was ready to fuck me yet. He said no so I started sucking his cock some more. Again, I tried to take as much as I could after a little while and the same reaction.
I kept sucking for what seemed like a minute. He then pulled his cock out and said he was ready to fuck me. I asked him to put on a condom and he agreed. I got on my knees on the floor and leaned on the couch, exposing my ass to him. I could hear him put the condom on. Once he got the condom on, he rubbed the tip kn my hole to lune it up a bit. I was so nervous on what this was going to feel like. I kept myself extremely relaxed and then he inserted the tip in and it went in fairly easily. He slowly put it all the way in and I immediately felt myself getting hard. He started to thrust back and forth slowly and the he put the whole cock in.
I could feel his warm thighs against my ass. It felt so good that I pushed back to keep it deep. He then started to fuck me harder and harder. He probably fucked me for a few minutes until he started to get close. I could tell he was nearing as he thrusted harder and was gripping my hips harder. It felt so good and I could hear his body slapping mine. I knew when he came as he stuck it really deep and did a hard thrust a few times. I felt I could feel him getting thicker in my hole.
Once it was done he pulled out and took the condom off. I stood up and watched him walk to the door. Once he left I sat down on my couch. I did not cum when he was inside me but I did immediately when I masturbated after he left. Hope you enjoyed my first time as I have fantasized about reenacting this night again for the past 3-4 years. I have never been with another guy since but would try this again.