Which VMA Video Of The Year Winner From The Last 20 Years Is The Most Timeless?

by (@unclegrambo)

19. VIDEO: Britney Spears, “Piece of Me”
YEAR: 2008

Awarding Britney Spears with the Video Of The Year award for a total garbagesauce production like “Piece Of Me” is the equivalent of a those mushy moments at the Academy Awards when very old people who have never won an Oscar receive a Lifetime Achievement Award for their body of work. Britney had never won the big prize at the VMAs until “Piece Of Me,” which is really a shame considering we could rattle off about a dozen of her videos off the tops of our heads that are more memorable than this one.

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