Freedom! '90

George Michael was trying to free himself from the shackles of Sony, which was his record label at the time. They created an image for him to promote his Faith album, and Michael was now trying to distance himself from it. In the video, all the Faith trademarks explode: the jacket, the jukebox, the guitar. Michael was the victim of a Saturday Night Live skit mocking the video.

When the video first came out, viewers were quite shocked because George Michael was barely in it (he doesn't appear in "Praying For Time," also from the album, at all). This was part of his effort to distance himself from his image and bring the focus to his music, and he did it in a very clever way for this video: He got a bunch of Supermodels to lip sync for him. Appearing in the clip were Cindy Crawford, Naomi Campbell, Linda Evangelista, Christy Turlington and Tatjana Patitz. These five had recently appeared together on the cover of the UK edition of Vogue magazine, which gave Michael the idea. The video was directed by David Fincher, who was a top music video director before moving on to feature films like Fight Club, The Curious Case of Benjamin Button and The Social Network. The "Freedom '90" clip was shot in London over a weekend.

In the video, there is a man shot from the waist down - he walks and he scratches his boxers. That is Michael. His scene goes with the line, "When you shake your ass they notice fast some mistakes were built to last," referring to the flack he got from his tush in "Faith," and the consequent spoof of him and his butt on SNL.