I started at a young age (7ish) and would play with my mother's clothes (I was a child and she was 300 pounds so sizes were horrible) pretending that I was turned into a girl. I kept hidden from my mother all the time and kept a decent amount of underwear hidden in my room. Around 10 to 12 I stopped picked up again until I was 16 from there I stopped again and once I got my own credit card it was open season and I went out for clothes (though a college freshman is really poor).