In my middle teens back in the early 90's I used to invite my cousin D.J. over all the time for sleepovers. My mother thought is was really sweet of me because D.J. didn't have much of a home life. His dad worked long hours and his mom had ditched both of them when Deej was still in diapers. Plus Deej was dirt poor and we weren't.
So typically after school (we suspected D.J. rarely went if ever, but never asked) we'd drive over to the shady neighborhood my uncle and cousin lived in and we'd pick Deej up at the dilapidated shack (a garage inexpertly converted into an apartment) my uncle rented for three bills a month and we'd pick D.J. up. Back at our place he'd get his clothes washed, be given some "new" hand-me-downs (either mine or my older brother's old clothes) and he'd fatten up on the microwavable goodies we packed in the freezer. Bagel bites, pizza rolls, whatever.
Our afternoons were spent playing Super Nintendo. Our evenings were spent watching horror flicks on my VCR or cable TV. My bedroom was at the rear of the house. Jokingly refered to as Siberia because it was so removed from the other rooms where family congregated. Hardly anyone bothered us back there, especially after bedtime.
What my mother didn't know was that D.J. was gay. I'd picked up on it when we'd been younger kids. Sometimes he'd make a slip of the tongue or forget himself and say some particular guy was hot, then flush cherry red under my gaze and backpeddle. And he always wanted to rough house which inevitably led to my wrestling him down and pinning him there for long moments, "torturing" him to get out an uncle while he giggled and writhed around, though never with enough force to get away.
So right around the time puberty hit me (it came on really hard around my twelth birthday), I started getting special favors from D.J. Normally I would have never had the guts to ask him, but when you're horny your dick makes you more daring than you normally would be. I guess I just thought if he said no I could always say I'd been joking around or threaten him to never tell anyone or I'd beat him up (just the way a kid's mind works). But he didn't mind. He was into it. So he'd jerk me off, sometimes he'd even blow me if I gave him a few bucks or an old handheld game I didn't want anymore like electric football.
What my family never knew was that all those sleepovers were just an excuse. At night when we'd go to bed, Deej and I would lay in my room side by side with my blanket pulled up to our necks almost (no matter how warm it was) and we'd have our underwear pulled down to our knees, with our hands wrapped firmly around each other's hardons. We jacked one another off constantly. Depending on how horny we were we'd go further.
The weekend my mother and step-father took a gambling bus to Reno, leaving me and Deej home alone (my older brother had moved out the summer before and my sister went to hangout with her friends, declaring Deej and I too old to need a sitter - we agreed) I finally fucked him.
D.J. had a round fleshy ass that any chick would have killed for. It was about as perfect in shape and size as I've ever seen and I'd been wanting to ride it for years. He finally let me that weekend and I've never forgotten how good it felt.
I lubed up with handfuls of astroglide (stolen from a "secret" box of sex stuff from my parents room, it also included edible body paints) after fingering Deej's tight asshole for a long time with a lubed finger. Then I gingerly worked my way in. He grunted and doubled one pillow over to bite into it. I finally slid all the way in and began pumping my hips slowly at first, but by the end I was pistoning away while the bed squeaked to wake the dead and D.J. groaned and cried a little. When I orgasmed, I gushed. It was the first time I'd ever came inside another person, male or female. I sighed and held my position inside him for a long moment, then slowly withdrew and lay on my back, my cock sticking up in the dark. Deej lay beside me wiping his eyes and smiling, laughing a little.
"That hurt you asshole," he said.
I apologized and we kissed. I told him it had felt amazing to me and he suggested he do me next. I guess it was a douchebag move but I said no. I pulled him over and laid his head on my chest and told him I saw him as the "woman" in our relationship. He seemed ok with it, but in retrospect he probably wasn't. Kids.
I fucked him in the ass several more times that weekend. We even played with the body paints a little. But that was the last time we ever hooked up. Life got in the way. He and his dad lost their shack and they moved an entire state over. I haven't seen D.J. in twenty years now. Though I've heard he's married with 2 little girls now.
Me, I'm still single. I've put on a lot of pounds since my teens and I don't get laid much anymore. But I still remember that summer and the weekend my parents went to Reno.