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My first sex, boy on boy

This is the story of my FIRST TIME EVER. I have had a few requests and questions about the first time I was ever with a…boy? If you have read some of my other stories, then you know all about the first time I was ever with a black man. This story is true and accurate to the best of my recollection.

My mother and father had recently divorced and we moved to a new town for my mothers new job. This was a great thing, my mother had been working as a waitress in coffee shops and we had been poor, really poor. This new job was a new beginning for her and our little family, all four of us. I have two older siblings, a brother whom I constant fought with and is 5 years my senior and a sister who liked to dress me up and was 6 years older. She was mischievous, she once painted my nails and I didn’t notice and went to school like that. Surprisingly no one else noticed either, or at least if they did they didn’t say anything.
We moved into our new house and in the suburbs, the American wet dream. On one side was an older retired couple and on the other side was a family similar to ours, except they had two boys only named William and Jeff. William was the older and about 15 or 16 at the time. He was very good looking, naturally athletic and actually resembled a mini bodybuilder. Jeff, he was about 13 and not easy on the eyes. He resembled more of a toad that got run over in the middle of the road with his bulging eyes and round head.
I was about 13 going on 14 when we first moved in. We were friendly enough but not the sort to go over to the neighbors and introduce ourselves. We settled in and quickly had the older couple next door pulling their hair. My older brother had a habit of listening to his Rock music at full volume and working on motorcycles all day. This drove them bonkers. When he wasn’t doing that he was fighting with me. I was no match for him, but I could run faster! One day, for no reason other than PMS he started a fight with me. I quickly left the house for a run. He took chase and I ran across the neighbors yard and there was William. He stopped me and asked what was up at which time my brother arrived told William that he was going to “Kick his ass”. William told him, “No, he is half your size. You need to go home and calm down.” A little background, William had a reputation of being a ultra nice guy in High School, but with a temper you didn’t want aimed in your direction. He once was bullied and slammed the bully’s head into the side of a school bus causing a dent and an unconscious student. He was as strong as a bull.

I went into Williams house and we got some drinks then went to his bedroom. There we found that we both liked history and reading. Soon we were discussing topics and basically geeking out together. We became fast friends. Later that night I went back home and my brother had locked himself in his room for the night. I grabbed something to eat, went to my room to listen to music and read. At this time in my life I was pretty much asexual. I had compared penis with another kid once when I was much younger, I had kissed a girl and held hands but that was it. I was no Casanova by a long shot. I had very soft features, never very “masculine” and I did have a bubble butt which my sisters friends liked to point out. They used to grab my ass and ask her, “you sure you don’t have any black in you?”

Days and weeks went by and I would occasionally hang out with William. We would do crazy kid stuff and always manage to evade trouble. I was really comfortable at his house. After our outings we would go hang out in his living room and watch TV or go look at books that interested him while in his bedroom. One day after we made it back to his home he sat on one end of the couch and I lie my head on the other. I slipped off my shoes and we were watching TV. I was in a fetal position and he was just there watching the television when I stretched my legs and as a joke began to nudge him further compressing him into the arm of the sofa. “Hey! I can’t go over any farther!” he laughed. I remember I kept pressing him with my feet and laughing. My right foot slipped. It grazed his crotch. My sock slipped over this bulge in his jeans. I remember I did not move my foot, I left it there for a second then without thinking I rubbed the arch of my foot along the length of his bulge. Slowly up and down a few times. I really was not thinking, but now that I think back on it things could have gone horribly wrong. He then put his hand on my foot and began rubbing it against his increasing bulge. I wasn’t even looking at him, I was acting like I was watching TV. Was I shy? I remember my heart was racing and it was like I was getting tunnel vision. He then reached up my leg and began to slide his hand up my loose shorts. I remember the shorts were black gym shorts from school, they were comfortable.

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