My 1st Gay Experience (aka Same Name)

Also a true story I wrote up the sequels they are posted elsewhere.

Years ago I was in an AOL sex chat room and people would go off in to private chats. There was a user with almost my same name and we end up being among the last ones left.

I text him and said hey my name is blank blank also in the same town but different spelling and he asks to chat and go private. So I do and we talk about where we live and he says from the start he's gay and asks me about my fantasies and such. I told him I have a gay friend I am close with and if anything it would probably be with him if I knew what to do.

I told him that I had one gay fantasy and wondered what it would be like to have someone get hard pressed up behind me while stroking me. I have a sensitive ass and liked it being touched and spread but I was in to women but I fantasized about maybe getting fucked from behind one day and masturbated at the same time.

He says well we can make it happen. A few chat sessions later on that week and we decide to meet up. He is a tall Jewish man about 15 year older then me, very hairy and fit. We go for pizza have a chat and just walk around a bit and then go to my apartment. He asks for us to go to the bed room.

I said I don't know, I didn't bring you out to waste your time or anything I just don't know how to start. I am not sure if I am gay but have some fantasies. He says relax and we sit on the couch and he takes out a bottle of what he called rush and sniffs it and offers me some but I say no. He stands up over me and brings me to my feet by my arms.

Let's just start with a hug ok? And we embrace and I feel his strength and his arms are around me. His chin is over my head and I am cuddled under him and he starts gently kissing my neck. I almost want to laugh and he kisses the other side then quickly removes my shirt. Kisses my chest all over rubbing me firmly and my hands end up over his shoulders like a slow dance and suddenly my shorts hit the floor.

I step out of them and he kneels in front of me and slowly pulls down my boxers... My cock is semi errect and he takes it his warm mouth and works it. He was clamped on to my hips and I am frozen in place just nervously touch his face, and hair like with a woman but with a GI Joe beard and he starts working my now hard cock roughly to the balls and I just hold on to his shoulders.

He takes off his shirt and is pretty sweaty now and drops his pants and pauses. I get it and slowly pull his underwear down and his massive cock springs up to greet me. He kneels down to suck me some more and it goes on and on but I can't seem to cum. He said it's ok but he needs to quit. I tell him I guess I got my answer I am not gay he said you don't know that yet. I told him I would probably let him fuck me but I can in no way accommodate his cock, it's huge!

We go to hug goodbye and I suddenly say fuck it, grab his shaft and start to jerk him off and he comes right away all over my legs. He gets dressed and goes rather quickly saying he was meeting friends. His profile was gone the next day and never contacted me again. The weekend passes by and I see my gay friend at work and tell him what I did...but that's another story.