VMA 1999 Performances

16 Moments From the 1999 VMAs That Can Never Be Topped

August 27, 2016 by Maggie Panos

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The VMAs are this weekend, and while I'm excited about the upcoming show, I've been reminiscing about my favorite VMAs of all time: 1999. Chris Rock hosted, Smash Mouth and Blink-182 entertained during the preshow, Lauryn Hill was the queen of the moonmen, and Britney Spears joined *NSYNC for a medley of ". . . Baby One More Time" and "Tearin' Up My Heart." Fatboy Slim spun to "Praise You," Jay Z performed three of his hits, and the Beastie Boys took home the first-ever hip-hop award. On top of that, presenters included Tom Green, David Bowie, Will Smith, Carson Daly, Janeane Garofalo, Mark McGrath, Jennifer Lopez, Johnny Depp, and, of course, Paul McCartney. Before this weekend's festivities, let's take a minute to remember what may be the greatest VMAs show of all time.