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

by (@unclegrambo)

16 and 15. VIDEO: Eminem, “The Real Slim Shady” and Eminem, “Without Me”
YEAR: 2000 and 2002

Make no mistake, Eminem is one of the most dazzling lyricists in the history of hip hop, but his videos definitely have not aged well. In particular, this pop culture skewering “The Real Slim Shady” (from the height of the TRL era) features cameos by Kathy Griffin and Fred Durst and an extended sight gags revolving around Tom Green‘s all-but-forgotten “The Bum Bum Song.” For what it’s worth, “Without Me” is a better video, but is still burdened with of-the-moment references (Moby, The Real World cast, Jenna from Survivor!!!) that age worse than a bottle of wine left out in the sun.

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