A crossdresser who also happens to be evil is a Creepy Crossdresser. Think of it as evil being inherently creepy, as in "something creeps do", or if you like, simply as "not-Wholesome."
Every crossdresser should fall under either Creepy Crossdresser or Wholesome Crossdresser.
Jet-a-Reeno!
Part of a general re-org of Crossdresser and subtropes. The idea is that pretty much every example should fall under Wholesome Crossdresser or Creepy Crossdresser. The rename allows examples of crossdressers who are presented as weird, creepy, squicky, etc., even if they aren't necessarily evil or "villainous."
Jet-a-Reeno!
What if the trope is presented simultaneously with Evil Is Sexy, IE a crossdressing villain with an Attractive Bent-Gender? Does it count?
At first I didn't realize I needed all this stuff...
Most likely, yes, because the villain is still evil, and the crossdressing is still presented as "weird," or off-putting, or perverted, etc.
Creepy Crossdresser and Wholesome Crossdresser are both essentially independent from the question of "how good-looking is he?"
Jet-a-Reeno!
So we are saying that a crossdresser cannot be ugly and wholesome? That seems... odd. Now it would appear that we would have to put Tokyo Godfathers' Hana in with Creepy Crossdresser despite the character's almost saintly qualities.... I think we need to reassess this change and what it really accomplishes at all...
No, that's actually the opposite of what I'm saying. "Essentially independent" means Wholesome Crossdressers can be ugly, and Creepy Crossdressers can be pretty.
Jet-a-Reeno!
Does Marilyn Manson count under Real Life? He certainly did it for shock value (not sure if he still does it).
Teutonic Tomboy T-Girl
I reverted the Goering examples to "depicted as" a transvestite. As far as I can determine, there's no genuine evidence that he was anything of the sort in Real Life - even less reason to think he was than the (also spurious) stuff said about J. Edgar Hoover.
He was a flamboyant guy who liked flashy, ridiculous-looking military uniforms, but that's about as far as he went.
Jet-a-Reeno!
What if the character simply is a crossdresser who also happens to be evil?
I mean, his/her crossdressing habit is never shown as creepy or unsettling, it's just there and it's totally unrelated with the character's morality. How is that one called?
Does "Creepy Crossdresser" always have to be "He dresses like a woman because he's EVIL!"?
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