Comics: Smash That Stereotype

Madam Fatal, aka Richard Stanton, was the first cross-dressing comic book hero. He was not a superhero — he possessed no otherworldly or superhuman powers. He was simply exceptionally bright, athletic, and driven by a thirst for justice. His modus operandi was to dress as an elderly woman, thereby catching the bad guys unawares and quickly subduing them with his strength, speed, and reflexes. Madam Fatal first appeared in 1940, but has reappeared and been mentioned in other comics for decades. (Red Tornado, a woman who dressed as a man to fight crime, appeared later the same year.)