How old were you were you when you first wore woman's clothes?
For me it was when I was about 7 in primary school - it was for some play and I had to dress up as a spider so that was a black leotard and black tights.
I remember we had to borrow a leotard from girls in the school - seems odd having to borrow some girls leotard and not having the parents buy a new one. I think the tights were borrowed too?? I guess since I didnt have a sister, parents would have had to buy some clothes which would never have been worn again. Is this when it all started???
Of course I didnt think of this as "crossdressing" and it wasnt until I was about 12 I think when for whatever reason I wore some of my Mums tights. Dont know why - just did. Just wore tights now and then after that I think but not regularly.