for me I was 10 or 12 years old I would go in the attic where we rented. A lade renting there stored things up there being an only child I had alone time so I'd go up there and try her dresses, skirts and what ever I could find. My dressing went on and off till June 2006 when I got my wife to let me wear a skirt one very hot day . Now retired I dress about 95% of the time