I’ve got to hand it to those old Superman comics — not only were they the first to use the word “blog”, nobody else tackeled the issue cross-dressing quite as often as they did. This page at the Transgender Graphics and Fiction Archive pays tribute to Superman’s pal, Jimmy Olsen, and his predilection for getting into women’s clothing.
Ah, 1950’s dialogue. Don’t laugh — the “whoo whoo” line worked on Wendy.