26 Odd Pairings Of VMAs Past

One of the best things about the Video Music Awards is how famous people who are complete opposites will end up hanging out or collaborating on a skit at the awards. Here are 26 fantastic examples.

1. Coolio and Bjork

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2. Shaq and Cindy Crawford

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3. David Letterman and Madonna

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4. Dennis Rodman and Toni Braxton

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5. Drew Barrymore and Courtney Love

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6. Ricky Martin and Chris Rock

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7. Madonna and Lenny Kravitz

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8. Mick Jagger and Bono

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9. Tommy Lee and Christina Aguilera

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10. Aerosmith and Kid Rock

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11. Susan Sarandon and Lauryn Hill

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12. N Sync with Marlon and Shawn Wayans

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13. Madonna and Paul McCartney

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14. Fatboy Slim, Spike Jonze, and Christopher Walken

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Remember this?

15. Britney Spears and Christina Aguilera

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16. Gwen Stefani, Moby, and Eve

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Remember this collaboration? Or this and this?

17. Michael Jackson and Joey Fatone

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18. P. Diddy and Ben Stiller

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19. Avril Lavigne and Lisa Marie Presley

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20. Mark Wahlberg and DMX

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21. Rudy Guliani and Jennifer Lopez

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22. David Spade and the Olsen twins

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...We could still to Mary-Kate and Ashley as "the Olsen twins" in 2003, right?

23. Jimmy Fallon and James Brown

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24. Naomi Campbell, Bruce Willis, and Diddy

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25. Mandy Moore and Marilyn Manson

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26. Eminem and a f*cking Crank Yanker

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