18 year old "Baby" sitter
When I was 15 I saw adult diapers in the store, I was around 16 when I worked up the nerve to buy a pack and sneek them in my room, I was hooked the first time I put one on, I can't explain how nice it felt, then when I wet my diaper it was amazing.
Fast forward a couple of years, I am 18 ready to go the college when my mom says a friend of hers is going on a second honeymoon and would like me to stay with their 14 year old daughter, Sarah, that they would feel safer if they had "a man" in the house with her.
They would pay me a couple of hundred dollars to stay there with her, and I thought I could see if I could keep my diaper wearing a secret.
It turns out I couldn't, the first time I wore a diaper over there Sarah yanked down my shorts and said, "I thought you were wearing a diaper" I was so embarrassed I just stood there, then she laughed and said, "I guess you really are a 'baby' sitter."
She asked me why I was wearing a diaper, I told her I enjoyed it, she asked if anyone had ever used my diaper, I admitted I peed in it, she asked if anyone had ever seen me in my diaper, I told her she was the first, lastly she asked if anyone had ever changed my diaper, I told her no.
She then told me to step out of my shorts and she would change me when I peed. We watched TV for a while when I peed and she took me to the room I was sleeping and had me get out my diapers, she put them all on top of the dresser, then grabbed on and took me back down to the living room and changed me on the floor, when she undid my diaper she laughed and said, "You do look like a baby, all hairless and tiny." I used a cream to remove all my body hair, so I had no pubes, and I am a grower rather then a shower, so when I am not hard my penis is small.
I wore just a shirt and diaper most of the week I was there, with Sarah changing me every time I wet. I had to go to the store and buy more diapers and Sarah had me buy a few packs of Polaroid film and she took pictures of me in my diaper, both with a wet and dry diaper.
She also told me she had always wanted to spank someone, she she spanked me on a regular basis and took pictures of me standing in the corner with a red bottom.
When I left she gave me some, and kept some for herself, I should have been worried, since most of the pictures you could see my face in them, but I never got any backlash from the pictures.
I didn't wear diapers while I was at school, but I now also enjoy getting spanked and small penis humiliation thanks to Sarah.
When I was eight years old I had a babysitter that spent most of her time touching me than sitting me but I was scared to tell my parents because I did participate in learning to touch myself. I eventually came out as lesbian to my parents after collage but I know deep inside that I was basically introduced to it by my teenaged female babysitter when I was a child.
Aww a nice encounter of you not fucking an underage girl.