9. Tilda Swinton
Tilda Swinton is one of biggest chameleon actors out there, so it’s not surprising that she’s nailed gender bending multiple times. (She’s also played a 100-year-old woman and can be completely unrecognizable in plain clothes roles as well.) In Constantine the actress played androgynous half-breed angel Gabriel, and in Orlando she played a man who never ages but one day wakes up as a woman. She handled all these challenging roles like a pro.
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