TRUE FIRST TIME TALES
Perry's First Time Tale
I was born in and grew up in and around Madison, Wisconsin. When I was two, my dad died. When I was seven, my mom remarried. He was an okay guy, and he had a son who was almost three years older than me. He was an okay guy too. When I was nine, we moved into a nicer house outside town. That pissed me off, because now I couldn't see my friends every day and now I rode a bus to a different school. There weren't even any kids my age living nearby. Jess, my half-brother, wasn't too pleased either, because he was in the same boat. So Jess and I became sort of best friends after that.
When I was thirteen, I started getting into guys. This was in the 90s, so it wasn't all that great a thing. Home computers were becoming a thing, though, and so was the internet. Pictures were everywhere, but videos were still too big and too rare. Jess and I had a computer in our bedroom for homework and such, and it wasn't long before we were taking turns looking at porn and beating off. We never did that with each other around, that was gay.
Not that I would have minded. Jess was a dork, like me, but was definitely doable. We both had more than average smarts, but were also both below average in looks. Jess was tall and skinny with a long face and wore glasses. Not homely or ugly, but not studly or hot either. At least he had clear skin and nice eyes and hair. He was pale with blond hair and pale-blue eyes.
I was small for my age, as always, almost as skinny as Jess, but I had this square, flat face from my dad's North-American Indian heritage. So I was a bit brown-skinned with brown eyes, and very dark-brown hair that looked black in low light.
Anyway, not long before my fourteenth birthday, Jess caught me looking at naked guys on the computer. We were close enough that he didn't make fun of me, but he got me to admit I was a fag. There were tears and hugs. He was a good guy. He never told.
He was just past sixteen, and had an old car. He didn't have a lot of friends, so he was home more than the average guy his age, even on weekends. He usually didn't mind if I asked if he could take me and a friend or two into town to see a movie or do something. He usually asked for a couple bucks and we chipped in for it. Sometimes he wanted me to do his chores or something.
Well, one weekend my friends called and asked if I could come join them to see a movie, but Jess wanted to stay home and watch something that was on cable in a few minutes. I pretty much begged him, but he didn't want to miss this show that I didn't like much. I didn't have any extra cash, just barely enough for the movie ticket and a soda and snack.
Our folks were out for a Friday evening in town with friends, so he was looking at porn. I would have jacked off after him and he was downstairs watching his show on the big television, but I wanted to go hang out with my few friends and see this movie.
I remember saying, "There has to be something I can do for a ride!"
He looked at me, grinned, and said, "Yeah, but will you do it?"
"What?"
"Blow me."
"I'm serious."
"So am I."
"Wait, what?"
"Blow me and I'll give you a ride into town. If you give good enough head, I'll even come pick you up after."
I was the gay one, not him. How could he be serious? This was a joke on my being gay. Had to be.
"Not funny," I bitched.
"Not kidding."
Then I saw that he wasn't kidding. He really was serious.
Sure, I'd thought about sucking his dick. I often thought about him fucking me. He wasn't particularly hot or anything, but he was far from ugly. And I'd gotten enough glimpses in the bathroom and while changing to know he was pretty well hung. He was tall and lean, with long fingers and size 15 shoes. I mean... you know. He was sixteen, and I was sure he had at least a full six inches, if not more. Maybe seven. I hadn't seen it boned since before he knew I was gay. Back then he'd sometimes shove his morning boner in my face and pretend he was going to make me suck it. He stopped doing that after he knew I was gay.
So, there I sat, wanting a ride into town, and Jess was offering to give me that ride if I sucked his dick. And he was serious.
"Okay," I said slowly. "If you're serious, whip it out."
He grinned, bounced his eyebrows, stood up, undid his zipper, reached in, and pulled his dick out of the fly.