My First Crush

As a teen growing up the window in my room overlooked the neighbor's house. At night, because the lights were on next door I could see into the room of the boy next door. He had a tv with a vcr on his dresser and he watched gay sex videos, lots of naked guys, cock sucking and of course anal fucking. Young guys, high school maybe early college. I kept my lights off and watched through my window jerking off. All of a sudden it dawned on me that he was part of the videos.

One afternoon after school I walked past my window and saw him dancing in his tight briefs, nothing else on. He twirled like a ballerina. I started looking at him differently at school. He was slim, with manicured nails, mall mannequin tight shirts and pants, flowing hair. He had a grown into a very pretty boy and I started to crush on him. Watching through the window, jerking off, but by then dreaming I was kissing him and sharing oral sex and being both the top and the bottom with anal sex.

He noticed that I was paying attention to him and after my soccer practice he caught up with me walking home. Small talk, but he pushed the topic of me wearing a jock strap during games and practice. He was direct, did it feel good, wearing my banana hammock. When we got to his house he asked me in, we went to his room and he showed me that he could see my window and he knew I was watching him. He wouldn't say anything if I gave him my jock strap, take it off and give it to him. He stood right up against me and pulled my gym shorts down, and stretched my jock strap looking at my dick and whistling.

He got me to take off my jock strap, put it to his face and breathed in. He then sucked my dick, running his hands up and down my thighs and around my butt cheeks. We lived out my dreams, except I was the bottom during anal sex. He loaned me a video one at a time, he was in each one of them. I jerked off so much I hurt my dick. In spite of my crush we were never close, we did have sex, and he liked to keep me up to date on the videos he acted in.