I was fifteen and decided to dress up with my sister's clothes. I wore a top and a skirt and one of my mother's wigs (from when she was on cancer drugs). Her shoes were too small but I fit them in, and went outside, and out the back fence gate, and stood at the corner of the service alley as people drove by. I didn't have on underwear, and this man came walking by, and I pulled up the skirt and he saw that I was a boy.
He chased me down, beat me up, sucked my dick, fucked my ass. I went home with a black eye and a sore asshole. It was fun.
That in short is how I got into crossdressing and approaching men.
