When I was 14 years old, I had a bike race with a 15 year old girl from the next block over. I'll call her Anne, cause that was her name. Anne was one of those girls that as adults, we'd all recognize had some serious issues growing up. But when I was 14, she was that girl that all the guys wanted and were scared of at the same time. So we were playing kick the can on my block and she and I were cheating, hiding in a treehouse that was out of bounds. She says, "I just started having to shave my legs. Feel how smooth they are now." She was wearing shorts so I ran my hand up and down her leg, not sure what to say other than, "...yeah." "I wanted shave everything but my mom told me not to."
Now I wasn't completely sure she meant what she meant so I just kept quiet.
"And feel my leg muscles. I've been riding my bike so much this summer, they got really strong." I gave her thigh a bit of squeeze and said, "...yeah."
"I bet my legs are stronger than yours."
"I don't know. I ride my bike a lot. And I got a new ten speed now, so..." (Yes, when I was nervous, I spoke in ellipses)
"We'll race. To the observatory at Northwestern and back."
"Okay."
"Winner gets to do whatever they want to the loser."
So I'm thinking, win or lose, I'm gonna get my first kiss, maybe even make-out. So we get together the next afternoon for the race. And she won. By like two blocks. I get back to the alley outside her garage and she tells me to meet her in the treehouse at 8:00.
I was a mess the the rest of the afternoon, at dinner, trying to kill time until 8. And the treehouse was in a yard that belonged to an old couple who's children had long since grown and moved away. I guess they knew other neighborhood kids used it but didn't care. So I climb up into the treehouse a little before 8 and waited. I don't know if Anne was on time or late but she eventually showed up. And she was carrying her backpack.
"Are you ready to pay off the bet?"
"Yeah."
She reaches in her backpack and pulls out shaving cream, a towel, and a disposable razor.
"You have hair down there don't you?"
"...yeah."
"I want to watch you shave it off."
Cold sweat and nervous laughter competed and while nervous laughter was more vocal, cold sweat won by a landslide.
"Come on. It'll be fun. I let you see my shaved legs."
"But that was different."
Yeah, but you lost the bet."
And when I still seemed too freaked out by the whole thing, she said, "Fine." Anne unbuttoned her shorts and took them off. So now I'm sitting in a treehouse with a raging hard-on with a real live girl in her pink nylon panties.
"Now you take your jeans off."
So I did. And there I was in my Montgomery Wards brand tighty whities and a really obvious erection. She just looked at me for a moment before a breathy, "Come on."
I pulled off my underwear. When she saw my cock for the first time, she seemed like she was surprised it got that far. Then Anne handed me the shaving cream and gave me instructions on how to spread it around. When my pubic hair was well covered, she handed me the towel to wipe of my hand and then the razor. My hand was shaking so much, I was afraid I was going to cut off my dick. But I started shaving the pubic hair above my dick first.
And the razor started clotting up with shaving cream and hair.
"I, um, I need some water to clean the razor."
So Anne put her shorts back on and climbed out of the treehouse. She left me in the treehouse with a crotch of shaving cream, no pants on, and a quickly diminishing erection. Eventually, she came back with a dirty bucket she found in the yard that she filled with water from the hose.
I went on shaving myself, rinsing the razor in the dirty water in the bucket, while she watched. I didn't do a particularly thorough job of it, but she seemed to like it. I wiped up what was left of the shaving cream with the towel. Anne looked at me for a bit then said, "My turn."
She pulled off her shorts again, this time her panties with them. She took the razor and the shaving cream and started shaving herself while I watched. By now it was getting dark so I couldn't see too much. But I'm pretty sure she was touching herself while she was shaving.
When she finished, she said, "I like that."
I said, "... "
Then she asked, "Have you ever played with yourself?" I had only just discovered masturbation about two weeks earlier, but I said nothing. "It's easy." and she reached for my cock. She stroked it twice before I came. She started laughing. I was really embarrassed. "...sorry."
It was dark now. "We should probably get out of here."
We put our pants back on and climbed out of the treehouse. She left the razor, shaving cream, towel, and bucket up there.
We said, "See ya'." And went home. I didn't see her again before school started about a week and half later. We went to different schools and eventually she moved away at some point.
But yeah, that's probably why I prefer to be shaved all the time.