Dressing as a member of the opposite sex has a long and varied history. In the past, men and women cross-dressed to assume new roles, to enable them to do things they otherwise couldn’t, or because they just plain wanted to. Here are some celebrities who for whatever reason (for mischief, or for plays or films) decided to adopt the clothing of the opposite sex:
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| Two of Andy Warhol’s famous self-portraits in drag, 1981. |
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| Marcel Duchamp’s alter ego Rrose Sélavy, photographed by Man Ray, 1921. |
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| Keith Richards, in an outtake from the photo shoot for the cover of Have You Seen Your Mother, Baby, Standing in the Shadow?. Photo by Jerrold Schatzberg, 1966. |
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| Frida Kahlo in drag, with sisters Adriana and Christina and cousins Carmen and Carlos Verasa, photographed by Guillermo Kahlo, 1926. |
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| Two shots of F. Scott Fitzgerald in 1916, the leftmost of which was published in The New York Times as a publicity photo for Princeton’s Triangle Club musical, “The Evil Eye!.” The Times called Fitz “the most beautiful” show girl in the whole production. |
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| Keith Moon, 1973. |
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| Queen in their “I Want to Break Free” garb, 1984. |
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| Jerry Hall and Mick Jagger. Photographed by Philippe Morillon, 1978. |
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| Virginia Woolf and her friends dressed as Abyssinian dignitaries (she’s the one on the far left), 1910. |
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| Charlie Chaplin from 1914′s A Busy Day. |
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