I've thought a lot about this. I grew up with 2 sisters but they didn't have any influence on me. For example, they never dressed me up and I never wore any of their clothes.
It was my mother. Her and my father were swingers. She had all types of sexy lingerie And my dad had all the magazines like Hustler, Playboy and Penthouse. I found women in stockings and garters hot as hell. I'd masturbate to their pictures all the time in my teens. At some point, alone in the house, I snuck in to my mom's drawer and got her stockings and garters. At 13-14, I was too young to have a girl and I suppose the idea was just to put them on myself.
But it never went further than lingerie until I was divorced in my 40s. I finally had money, a place to my own and one thing led to another until I was a full blown CD with thousands of dollars of clothes, makeup, shapewear, silicone breasts, wigs, jewelrly, shoes, etc.
