20. George Michael, "Freedom 90"
George Michael's decision to remove himself from the videos for his 1990 album Listen Without Prejudice, Vol. 1 paid off handsomely with this clip, in which a galaxy of supermodels – Cindy Crawford, Linda Evangelista, Naomi Campbell, Christy Turlington, and Tatjana Patitz – lip-synch his liberatory dance track while lounging about their houses. The David Fincher-directed clip showed the models' everyday sides in a playfully sensual way, with Crawford getting down to Michael's soulful track in the bathtub and Turlington channeling a cat while crawling across a floor to its rhythm.