Flats really were my first love when it comes to women's clothes. Flats and ballet shoes and tights. At 12, 13 I even dreamed of doing ballet so I could wear them. I don't recall wanting to dress as a woman. I just wanted to wear flats and tights. Maybe I wanted to be a girl. so I could wear them. Of course I never had the courage to take up ballet.
I also remember at about 12, reading a book about Napoleon. There was a picture of his coronation ceremony where he wore white flats with a bow. My feelings were sort of conflicting, on the one hand I thought that was way too girly for my beloved great emperor and master strategist but on the other hand I was intrigued. And slowly intrigue won me over. Flats with a bow are still high on my wish list. A bit later I got all dreamy from seeing period dresses (victorian and such) on TV but a lot of the female clothes I saw around me didn't do much for me.
Only a lot later did I start to see my desire as a desire to "dress as a woman" and I gradually expanded the clothes I was into, pencil skirts and heels are a pretty recent love (wearing them as I write this, I am completely won over)
Anyway, I don't know where I am going with this. I guess I have two questions to you all. 1: who else likes flats ( come on you girls, aren't flats the best!?) And 2: A more philosophical question: Do we just happen to like to wear certain clothes that just happen to be meant for women or do we like to wear them because they are for women. I used to go for the first option but I am moving toward the second.