I first started crossdressing in grade school. I guess I was about twelve years old. I was a big boy, an athlete. I'd sneak into my parents bedroom and steal my mother's panties and bras and make-up. Then I'd lock myself in my bedroom and spend hours standing in front of the mirror wearing her underwear and applying make-up to my face. It turned me on. I usually had a hardon the whole time.
In my early teens I found my parents secret stash of sex toys. They included body paints and a 6 inch dildo. I'd regularly sneak both and after putting on mom's undies and a wig and a pair of her sexy heels (and applying make-up to my face) I'd smear body paint on my nipples and cock and lay on my bed, rubbing the dildo across the front of my silky panties until I'd cum.
Eventually I started sucking off the dildo and taking the petroleum jelly from the bathroom and anal fucking myself with it. I had my most intense orgasms masturbating while the dildo was in my ass. This led me to the decision that I wanted to have sex with another boy. And so I invited one of my cousins over for a sleepover. It was an open secret in the family that he was gay.
We spent two nights together making out like the over sexed horny teens we were. I got made up for him and lay on my back, legs pushed up over his shoulders while he destroyed my ass. He came in me so much, jizz was oozing out of me. We took turns fucking one another and sucking each others cocks. But we both agreed, it couldn't go any further and so he went back home and we never had sex again.
To this day I'm a horny little crossdressing slut eager to please cock. Now that I'm all grown I have my own panties, bras, corsets, fishnets, heels and toys. I look so fucking sexy when all made up I wish I could fuck myself. My boyfriend is coming over tonight and we're going to watch the World Series. Then he's going to take his little baby in the bedroom and pound my ass nice and hard. I can't wait to feel his thick hard cock deep inside of me.