My mother made me do it LOL. Actually, my mother forgot to do the wash and I realized I was out of clean underwear. Rather than go commando for the day, she gave me a pair of panties to wear for the day. They were comfortable and different and from there I started trying on more and more of her clothing. I must admit I did have a fetish for the latex(?) girdles of the early 60s. I must have been about 5 or 6 at the time.
Almost 60 years later I'm still at it.