Watch the movie Victor Victoria.
It was about a woman impersonating a man impersonating a woman. Hard to explain.
Random thought that might resonate with some of you.
I think that a lot of the crossdressing on TV and in movies was a vestige of vaudeville.
I remember trying to look up "transvestite" in the card catalog at the library. Never found anything.
Couldn't ask for the librarian's help.
As for getting clothes, you didn't really need the Internet; there was the Sears Catalog, that we all remember. It was like the Amazon of its day. Sears would still be thriving today if it didn't discontinue mail order just before online shopping came about.
Playboy was pretty tame, although it did have some references to crossdressing, at least in the cartoons.
I still remember Penthouse Forum. There were some great crossdressing stories in there. But, I always believed that they were stories written by the editor, not to the editor.
As a teenager, a friend of a friend appeared to be gay. In particular, affected voice and mannerisms. I believed he logic that all transvites were gay. How could I be gay? I wasn't like him at all.
My dad would have thrown me out of the house. My mom gave some indications that she maybe knew and might have accepted me. But, no way that I was going to have that version of "The Talk".
After both my parents passed, I felt a little more free to crossdress. Then I only had to hide from my wife.