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My First Time

Posted by: Age: 18 at the time Posted on: 5 comments
3 likes 26 views Category: Sex Stories Male Gay Tags: male to male, masturbation, first time
I was just hanging out with my friends when before I knew it, I was alone with a man 14 years older than me. This was my first time, and I wasn't expecting it to be with a man.

His name was John. He was 32 years old, 5’9 brown curly hair, solid tanned, muscular body, neatly trimmed mustache. He was the Adonis of our school. And he was our band director. Every day we would hang out with him in his office, watch movies, talk trash, whatever teenagers did back then. We’d go out to lunch with him after school or meet him at the gym. He would play basketball with the guys. The girls all had a crush on him. We started going to his house evenings to goof around and drink after a band rehearsal or concert.  He was one of us, but he was also our teacher. 

I was 18 and a very shy kid and never had a girlfriend. I was still a virgin. I was taking girls out to lunch or dinner but never really got past the good friend stage. Frustrating… 

It happened one night when a few of my friends and I were hanging out at John’s house. We were drinking and messing around pretty innocently. Before I knew it, everyone had left and John and I were the only one’s there. We started talking pretty intensely about not having a girlfriend and some personal stuff. And all of the sudden he walks over to me and wraps me in his arms and we are face to face. I can feel his cock through his pants rubbing onto me, and he plants a kiss right on my lips. I didn’t really know what to do so I just went along with it. 

He leads me upstairs into his bedroom and I followed. He undresses me, my shirt first and then my pants and I am completely naked. Slowly, he rests me on his bed and tells me to lay on my stomach. Thinking he’s going to put his cock inside me, I tell him right up front that he cannot. He assures me that he will not. I’m laying there, naked on my stomach and he walks to his chest of drawers and pulls out a a rope, walks back to me and held me down as he tied my hands behind my back. Then he turned me around so I was laying with my hard cock standing straight up. Then he walks into the other room. I wait….I wait…..I wait….then wait some more. 

Finally he comes back into the room fully naked. I am so hard as I watch him crawl onto the bed and he takes my whole cock in his mouth. Slowly up and down his mouth slides over my cock, sucking fervently while he grabs my balls. This goes on for a few minutes until he stops and climbs up onto me with his legs straddling me. I watch as my cock slides inside him and he starts riding me.  His hands are on my chest, then squeezing my nipples, then kissing my nipples as my cock is penetrating inside him. He sits himself up so I can see his whole body as he holds his cock and strokes himself and I watch his cock grow in his hand. He masturbates as I fuck him.

This is the first time I had ever seen a man masturbate for me. This goes on for maybe fifteen minutes until he rubs his cock into an orgasm. He cums ropes and ropes onto my belly and my chest. He cums and cums as he is moaning and yelling out in pleasure. After that he is cleaning me up with a warm, wet towel and he sees that my cock was still at attention. He climbed back onto me. I can’t say how long he fucked me but I did not cum that evening and I stayed hard as a rock the whole time, it seemed like hours.  

Finally, he untied me, cleaned me up with a warm wet towel. He was so gentle as he hugged me and we both fell asleep naked, side by side.

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