I was a skinny, underdeveloped 14 year old boy. Barely had pubic hair, no body hair at all, just my long brown hair on my head. My best friend was J from next door. He was 16 and we’d always been the only two boys close in age in our neighborhood so we were together for several years. A couple years before he’d get naked and tell me it was no big deal for two guys to get naked together. I wanted to be accepted by him and so I followed. He’d touch me on my butt and my little cock, I’d return touching him. He could cum and he showed me while he jacked off. The second time, he stopped and told me to put my mouth over it, so it wouldn’t cum all over the bedspread and get us in trouble. I don’t know why I just did it, and as it was shooting into my mouth he whispered to swallow it, “get rid of it”. So you can guess, that lead to him sucking me and I could cum eventually but was still very small, and I sucked him everyday if not twice or more. Weekends I would swallow a lot of his cum. I always knew that when I spent the night with him, I was getting at least 3 loads of his cum in my mouth and down to my belly.
I was 14, skinny still, and he was 16 muscular, with a cock he made me measure and take a picture with his phone. It was 7 and 1/2 inches long and an inch and a half thick. It was totally round like a cylinder an inch and a half thick cylinder, his tapered head at the front. I was sucking him in his basement one afternoon, it was a Friday, day off school and he stopped me. He got up and went to the bathroom and came out carrying something. “Bend over, bend over the back of the couch for me” he said. I did it, I knew what he was wanting to do. I knew for sure when he rubbed the lotion on my butt and stuck it inside with two fingers. He was slow, and used a lot of lotion, eventually finger fucking me with three fingers. He grabbed my hard little cock “You like that don’t you?” he asked me. “Don’t you?” I responded that it felt pretty good it hurt at first but it’s good. He got down on his knees and started licking my little ballsack, “Stop, stop, you’ll make me cum, all over the back of the couch” I told him urgently and he stopped. He told me for some reason, not to look back, just to look down or forward not to look at him. He took the time to put lots of lotion all over his cock, then put it at my hole. I couldn’t help but look back. He stuck the head into my little hole and told me to turn around again. I was facing forward as I felt his full cock pushing all the way into my little asshole. He was moaning and holding it in place. “That feels so good, so damn good, shit this has got to be what fucking a girl is like” he said. With that he started fucking me. Back and forth, it was a bit painful at first but within a few minutes it let up and he could plow that big cock in and out with ease. He sped up, then pushed in cumming in me with several rapid jabs sticking that cock up as far as it could go.
He kept it there for a few minutes, then pulled his semi soft cock out of me. I had to go to the toilet, urgently. I came back he was dressed, but he told me to jack myself off while he watched. I did it, jacking into my hand then putting it in my mouth. “Did you get it all out of you in the toilet?” he asked. “I don’t think so, I’m still really loose back there” I told him and he reached around and pushed two fingers into me. “yeah, you are, but I guess that’s what it’s going to be like now that we’re doing this” he told me. I knew then that it wasn’t a one time thing.
J fucked me and got sucked by me, at least 8 to 10 times a week. On weekends, I’d mostly suck him hard, then he’d fuck me. Most Saturday and Sundays it was three times each day or night. He preferred me bent over looking away from him behind me. In bed he’d sometimes have me lie down on my belly and he’d get on top of me and fuck me that way. It never occurred to me that I could get fucked missionary, not until a 45 year old married man a few houses up from me fucked me. I never let J know, but the older man knew. I had to relay everything to him in great detail. J fucked long and slow, the man fucked hard and fast. The man also made at least twice the amount of cum that J did. I would have to poop it out several times before I’d let J see me, as I always knew he wanted to fuck me. Anytime we’d go out in his car, we’d end up down by a deserted area near the river. He liked me totally naked, face down on the back seat while he fucked me there.
J went to college, came home on holidays and for the first year he still fucked me, then he brought home his girlfriend. That was over. By now I was 16, the man down the street and I were caught in his marital bed, me on my back and his cock up my ass by his wife. She took a pic with her phone and said if I ever came around her husband again, she’d print it out and put it all over the neighborhood and all over the area by my school. By 17 I had been fucked a few times by one more guy, my age. Then I got a girlfriend. My third girlfriend in college, and I are married now, and she does let me fuck her in her ass as long as I go slow. For some reason I prefer to bend her over the edge of the mattress, or the back of the couch to buttfuck her.
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