I don’t know if y’all know who Christine Jorgensen was, but she was a WWII veteran best known as the first American to undergo gender reassignment surgery.
(1950s)
Now, I knew about Christine, but not her nightclub act. She would sing “I Enjoy Being a Girl” (from the musical Flower Drum Song) and change into a Wonder Woman costume. In the early ‘80s, Warner Communications (who owned the rights to Wonder Woman) asked her to stop, so she switched to a Superwoman costume. She did this for the rest of her career; DC Comics didn’t know or didn’t care. (I hope they were early trans rights supporters.)