Dr. Frank-N-Furter (Tim Curry), a sweet transvestite from the planet of Transsexual, in the galaxy of Transylvania made a man (with blond hair and a tan) in The Rocky Horror Picture Show.
Bill Haverchuck (Martin Starr) wore women's clothes, a long blonde wig and make-up to go trick-or-treating as Jaime Sommers from The Bionic Woman in Freaks and Geeks.
Hank Rossi (Clark Gregg) wore women’s clothes and became known as Henrietta when he decided to become a woman in The Adventures of Sebastian Cole.
Jerry Espenson (Christian Clemenson) donned a Little Bo Peep costume when he incorrectly thought it was Halloween already in Boston Legal, while his colleague Carl Sack (John Larroquette) dressed as a French maid in an effort to prove he could still behave like a kid sometimes.
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