Actors Who Cross-Dressed On Screen: Which Star Looks Better as a Woman?
Stephen Dorff – I Shot Andy Warhol

Yet another example of male actors who look incredibly good in and out of drag! We have Stephen Dorff who played the role of Candy Darling, a transgender woman who was an icon during her time, in the 1996 successful movie I Shot Andy Warhol.
The character also starred in many of Andy Warhol’s films. The movie tells us about the life of feminist Valerie Solanas and how she ended up shooting Andy Warhol. Stephen said he felt ready to play this role as he had his pretty makeup, was waxed and had heels on!
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