Year: 2000
Director: Philip Atwell/Dr. Dre

Besides featuring a group of carbon-copied Slim Shady's—all with bleached blonde hair and white tees—Eminem manages to make fun of N*Sync, Tom Green, Britney Spears, Christina Aguilera, Tommy Lee, Pamela Anderson, and more in this video. Cameos by Fred Durst, Kathy Griffin, and D-12 cohorts are there too, but it's Em's many roles (Buttman!) that steal the show.

In a more explicit version of the video, the fat guy in underwear wears a ball gag. Anyone got it? Let us know.