When I was a kid, my mom bought me a pair of dark green nylon, white cotton/poly lined, Nike windpants. This was the first time I saw pants like that (late 90s), but everybody started wearing them, and it became normal to wear that kinda pants every day. So I got several more pairs:
- Black Adidas, light blue 3-stripe, cotton/poly lined
- Gap reversible navy blue and black two layer nylon pants (these wear amazing)
- Black Nike, simple white swoosh, cotton/poly lined
I just remember them being really comfy. Then two things happened:
- One time while up at the mountains inner-tubing, I accidentally pissed/soaked my pants (nike pair, underneath a pair of nylon insulated ski bibs) and it felt really good. It didn't show, even though I soaked my socks, but when you're in the snow, your pants get wet eventually (Oregon snow is really wet). I ended up wetting on several other occasions on purpose.
- Next, when camping one time I had on my Gap windpants. It was really cold at night and I had brought another pair for a change of clothes, so I just decided to layer them on top. The sensation was unreal and I started to get a boner, so I ducked into my sleeping bag for the night. My sleeping bag was slick nylon on both sides, and I just remember stroking myself in the tent really slowly until I fell asleep.
I didn't understand boners or masturbation then, it just felt really good. So when I had the house to myself from then on I would layer windpants with my snowbibs on top and rub myself.
Originally I thought the best feeling would be peeing myself, so several years later one night I drank a ton of water, and layered pants with several pairs of boxers underneath. I had a boner and and was rubbing myself faster and faster, thinking I would **** because I was bursting when I got into bed. I jizzed and had the 'aha' moment of realizing what masturbation was.
So obviously I've been hooked ever since