The Fabulous History Of Disney Cross-Dressing

These Disney dudes look like a lady. Could use more ladies disguised as dudes, though.

1. “The Three Caballeros” - 1944

Oh Donald, the come hither off the shoulder look is overshadowed by your lack of pants.

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2. “The Adventures of Ichabod and Mr. Toad” - 1949

Honestly. Mr. Toad, who plans a prison break in heels? A man, that’s who.

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3. “The Jungle Book” - 1967

Did Baloo know King Louie’s taste in women(?) ahead of time or did he just get lucky?

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4. “Robin Hood” - 1973

More like Robin Hood: King of Fabulously Bold Color-Blocking.

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5. “Aladdin” - 1992

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6. “The Lion King” - 1994

Timon went straight “dress in drag and do the hula” a little too quickly for it not to be something he did every Friday night in the privacy of his (and Pumbaa’s) room.

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7. “Mulan” - 1998

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You’re welcome.

Because you can’t mention Mulan without listening to this song. It’s the law.

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8. “The Emperor’s New Groove” - 2000

“Bless you for coming out in public.”

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9. “Lilo & Stitch” - 2002

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10. Honorable Mention: “Sleeping Beauty” - 1959

Surely one of those animals is a girl.

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