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

by (@unclegrambo)

5. VIDEO: Missy Elliott, “Work It”
YEAR: 2003

We would argue that Missy’s collaboration on “The Rain” with Hype Williams is her most memorable video, but “Work It” is the one that scored her a VMA for Video of the Year in 2003. This video, directed by Dave Meyers (see also: Katy Perry’s “Firework”), features a slew of arresting visuals, and also pays tribute to both Aaliyah and Lisa “Left Eye” Lopes, both of whom had recently passed when this video was shot.