You know there was a cross-dressing superhero back then called Madame Fatal -
From Wiki
"Madame Fatal is notable for being a male superhero who dressed up as an elderly woman and as such is the first cross-dressing hero. The original incarnation of the more famous cross-dressing character, Red Tornado, later that year, would become the first cross-dressing heroine.
"She" was actually Richard Stanton, a handsome, pipe-smoking, dapper, middle-aged blonde Caucasian man who is exceptionally intelligent and intuitive, as well as being at the peak of his physical abilities. He had made a vast fortune successfully playing the Wall Street stock market of the late 1920s, a time of economic unrest, which incurred the jealousy of many of those close to him. In his private life..."