Glenn Close stars as the 19th century Irish woman who adopted the disguise of a butler to gain independence.
The Crying Game (1992)
One of the all-time classic mid-movie plot twists, as Forest Whitaker’s playful use of pronouns pays off.
Dustin Hoffman reverses the Albert Nobbs tactic, feigning femme to get a soap opera role. He nearly got Best Actor for it, too.
Showstopping turn from Felicity Huffman as the pre-op male-to-female transsexual searching for the son she fathered.
The Rocky Horror Picture Show (1975)
Tim Curry is just a sweet transvestite from transsexual Transylvaniaaaah. Uhuh.