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My First Time

Posted by: Age: 28 now Posted on: 10 comments
14 likes 960 views Category: Masturbation Male-Male Tags: Jockstrap

I was a sexually confused ninth grader. Suddenly I found myself jerking off to my memory images of the other boys showering in PE, as well as the regular fantasies about the girls in school. It scared me, but it kept happening. In English class, I was assigned a group project with some other kids. Brian was small, and shy, delicate features like a girl. I had a sense that he might be gay, as several times I caught him staring at me, and when I looked back, he would quickly avert his eyes. In the end, he had to finish up editing and typing the project, and he asked me to help him. I went to his empty house after school, and we worked on it in his room. When we were done, we had a soda, and talked some. I don't know why, but I asked him if he was gay, and he turned bright red, and stuttered 'no way!'. I felt bad, and told him I was sorry, and confessed that I only asked because I sometimes had 'confused thoughts' and wanted to talk about them with a gay person. He quietly stared at me let out a long sigh, and said he had 'confused thoughts' too. I told him that I sometimes thought about guys when I jerked off, and he said he did too. Then he said, 'sometimes I think about you'. Don't know why, but I said 'Thanks'. Realizing how stupid that sounded, I started laughing, and he started laughing, then said 'you're welcome'. I asked him if he had ever been with a guy, and he said no. Then I asked him when he thought about me, what did we do. He kinda hemmed and hawed, but then he finally told me that it usually involved me undressing him, then us licking each others chests, then me laying on top of him and grinding my dick into his while he wrapped his legs around my waist. I was so boned up by this time, I thought I was gonna cum right then. I didn't say anything, but sat down next to him on his bed, and pulled his shirt off. Brian didn't say anything, and I pulled my shirt off too, then lightly rubbed his chest. Brian slowly reached over and rubbed my chest and stomach too. I laid back on his bed, and he moved down and licked my nipple, which sent shivers up my spine. He gently sucked one, then the other. I pushed him over, and did the same to him, and felt his small flat nipples harden with my tongue. I moved my hand down his flat stomach, over his belt buckle, and onto his crotch, touching an erection other than my own for the first time. As I rubbed, I quickly realized that Brian was huge. I looked up at him, and said 'holy shit! you're huge!' I reached down, undid his buckle, button and zipper, then pushed down his shorts and underwear. His dick was huge. It curled up past his bellybutton. His pubic hair was sparse, and his nuts tight against his crotch, were almost hairless. I put my fist around it, and jerked him a couple of times, then pulled my shorts and underwear down to my knees. I crouched over Brian, and said 'so now I'm supposed to grind into you right?' Brian looked up and just nodded, and I leaned my crotch into his. The feeling of my dick sliding against his, my dick sliding on his smooth tight stomach, and his dick sliding on mine was indescribable. Brian had his hands on my ass cheeks, pushing me into him. In less than a minute, Brian whispered he was gonna cum, and I stared at him as he clinched my ass cheeks, thrust upward into me, his eyes closed, his nostrils flared, biting his lip. He gasped, and I felt his wetness between us, and I came as strong as I ever had before. I dropped all my weight onto him, my head next to his, both of us panting. Brian softly stroked my back, and I rolled off him. Both our stomachs were covered in our white sperm, and Brian was running his index finger through it. I looked at Brian and he looked at me, and when I smiled at him he smiled back. We cleaned up and put our clothes back on. We sat and talked about what we did, and how we felt. We both felt a little guilty, both felt very excited to have done it, and both liked it a lot. After his Mom came home, I left. For the next two years, Brian and I hooked up a lot, and we graduated to other sexual acts. My junior year, I fell in love with a girl, and Brian and I stopped messing around. Last November I saw him for the first time in years at our 10th high school reunion, and we ended up back in his hotel room. His skinny little body was now a well developed and hairy one, but I must say that huge dick of his was exactly the same as all those years ago.

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