At the dawn of the new millenium, war is declared between new world leaders, hip-hop and bubblegum pop. The year's most prestigious Moonmen are divided between Eminem and N'SYNC, both of whom perform at the show.


1 / 9

09.07.2000, New York City: Shawn Wayans opens the 2000 MTV Video Music Awards with an impression of the previous year's host, Chris Rock.

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2 / 9

09.07.2000, New York City: B-girl Jennifer Lopez shows some skin as she gushes over her Moonman for Best Dance Video, "Waiting For Tonight."

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3 / 9

09.07.2000, New York City: For a Best New Artist-winner, Macy Gray sure does have some old style. Here she revives far out '60s fashion at the 2000 VMAs.

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4 / 9

09.07.2000, New York City: Much to the band's dismay, Napster-inventor Shawn Fanning fuels the a feud by wearing a Metallica shirt as he presents with MTV's Carson Daly.

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5 / 9

9.07.2000, New York City: Aaliyah takes home the Best Female Video Moonman for Romeo Must Die single, "Try Again," a year before her untimely death.

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6 / 9

09.07.2000, New York City: Britney Spears sheds her youthful image along with most of her clothes as she performs "Oops, I Did It Again" in a studded, flesh-colored bra.

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7 / 9

09.07.2000, New York City: Justin Timberlake and the rest of the boys from *NSYNC perform a medley of their big hits after accepting three Moonmen.

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8 / 9

Rage Against the Machine's Tim Commerford climbs up on the stage scaffolding and shakes the VMA set in 2000

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9 / 9

09.07.2000, New York City: Britney Spears and Christina Aguilera prove there is no bad blood between the reigning queen of bleached blonde pop as they present the final award together.

Photo By MTV