Stephanie,
Interesting question! I remember when I first started crossdressing not so much that it was "taboo" but basically not what other boys did... When I was in high school and college I used to spend a lot of my time in libraries trying to find and read anything about crossdressing. Unfortunately, most of the information I found was in the "Abnormal Psychology" section of medical books.This was way before the Internet and before the availability of all of the information available today (but after the invention of the printing press...)
Seeing crossdressing (or transvestism) as "Abnormal Psychology" really freaked me out and drove me very deep into my closet for quite a few years. There wasn't anyone I could talk to about it back then and I definitely could not go to a therapist.
Robyn P.