Gender-Bending Moments in Music

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  • Mariah Carey
  • Ciara
  • Janet Jackson
  • Cassie
  • Tyler, the Creator
  • Lady Gaga
  • Graces Jones
  • Janelle Monáe
  • Prince
  • Eminem
  • Earl Sweatshirt

Janet Jackson

Janet Jackson was inspired by musicals from the '30s and '50s in the visual for her chart-topping hit "Alright." Miss Jackson draped her curves under a male zoot suit in this 1990 visual, set in a throwback New York City neighborhood. The video also features the Nicholas Brothers and one of jazz legend Cab Calloway's last on-screen appearances.

(Photo: Courtesy A&M Records)

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