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Jeff's - WMASG - 11-16-2025
I grew up pretty poor, living in a trailer court in a middle-sized city in a western state. The thing about living in a trailer court is that the kids living in the houses in the neighborhood around it don't want much to do with the 'trailer trash' kids. So your friends are the other kids in the trailer park, for the most part.
I was raised pretty strictly, so I ended up pretty straight-laced and avoided the kids that were into drugs and were running around like animals. So my friends were the other kids that didn't do drugs or act like thugs. There were six other guys my age in the court, and Dan, Jess, and Mike were my friends that were also 'clean' kids and were in the same grade in school and we liked almost all the same things.
When we were really small, we'd taken baths together plenty. We'd seen each other in our underwear a lot during sleepovers. We weren't very shy as kids. We'd done the usual showing off and pretending to jerk it stuff, and we sort of knew what each other had down there. We'd done show-and-touch, where we'd show each other our boners, and sort of jerk each other's dicks a little. Just kid stuff. We even stuck those Sharpie markers up each other's butts a couple times. And more than once we'd make a bet on something, where the looser had to suck the winner's dick. Not for long, and we didn't know how to for real, just kid stuff. And never as a group, always one-on-one.
By sixth grade, the four of us were pretty close. We weren't doing the show-and-touch thing as much. We were twelve, so none of us had much down there, and we knew Mike had the longest anyway. And I had the biggest nuts. There wasn't much of a reason to do that stuff anymore.
During seventh grade, I saw Dan and Mike naked again, in the showers in gym. I was curious and interested by now. Dan was like me, smooth and hairless and small down there. Mike, though, had some hairs and his dick was pretty big. He was way into girls, and started claiming he could squirt and such. Man, I wanted to see him cum so badly - and that was kind of scary. I started jerking off regularly as my dick and balls grew.
During the summer after seventh grade, I started really developing and getting really interested in sex stuff. And jerking off a lot. Jess too, but not Dan yet. So the three of us were into talking sex and girls and such. A lot. I wanted to do the old show-and-touch game again, but I was worried about what they would think of that now. We weren't little kids anymore, and I was having feelings about guys, so it was too weird to even think about bringing up now.
During eighth grade, I got to see Dan's stuff in the showers in gym as he got hairs down there and his stuff grew bigger and longer and more interesting. Mike's was still the biggest, and I still got to see it sometimes on weekend sleepovers dangling in his underwear. Geeze. Jess was pretty shy by now, and we hardly talked sex stuff anymore.
By now I was aware I was way into Jess, a lot. He was so hot. He had a narrow, lean, almost flat butt, but otherwise he had it all going on. Face, hair, bod, bulge, smile, smell, and the way he laughed and even acted. I was so into him. Jess was my crush, for sure.
He grew up with three brothers, one older, and twin younger brothers. And a sister. In a three-bedroom trailer, that meant all four brothers slept in the same room. The twins even in the same bed. Then his older brother took to sleeping on the couch. So Jess was used to sleeping through his two younger brothers' rambunctious activities. He could sleep through a tornado. We rarely stayed over at his house, ya know? When he stayed over with one or more of us, we could get away with doing all kinds of things to him while he was asleep. We used a marker to give him a moustache, beard, and thick eyebrows one time - and other such mean-but-funny things. He was so hard to wake up. We could even carry him outside and he wouldn't wake up. Many times he woke up in the morning to a surprise.
So, it was late in the summer, just before we started high school. Jess was staying over at my place. Mike was on vacation with his folks, and Dan was pissed at us for a prank we'd pulled on him. So it was just me and Jess. The hot Jess. The sleepzombie Jess.
We'd stayed the previous night at Mike's before he left for vacation with his folks, so I hadn't whacked one out for almost two days. I was super-horny. I tried to get Jess to talk sexy stuff, but he was way too shy about that stuff now. Nothing like MIke or Dan. I was almost as shy about that stuff now, now that I knew I was probably gay. I tended to stay out of the sex conversations so that I didn't give myself away, but I took part too, also so that I didn't give myself away. It was tough.