How many David Fincher videos made the cut?
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1. Express Yourself
Director: David Fincher
Why: Madonna was already famous after "Like A Virgin" and the Pepsi-scandal surrounding "Like A Prayer," but the arrival of "Express Yourself" showed this wasn't your average pop princess. Still, no one would have expected the postmodern statement she made in Fincher's five minute video. The film finds Madonna as a woman in charge of her own sexuality as she lives in an oppressive "Metropolis" inspired city. Much to the dismay of one of the city's rich business owners, Madonna picks one of his poor, but studly workers to come to her opulent home. The film plays with gender roles as Madonna struts her independence as she dances like a man and grabs her crotch in a pinstriped suit, but at the same time she reminds us she's submissive enough to crawl to a plate of milk on the floor. Ignore the sociological implications (and trust us, much has been written about the video since) and just admire the world Fincher and his production team created to tell the story. An achievement that would easily find critical acclaim if it debuted in 2012 instead of 1989.