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50. Janet Jackson "Go Deep" (1998)

Director: Jonathan Dayton, Valerie Faris
Album: The Velvet Rope

We've all had this dream before. Parents leave town for the weekend, then Janet Jackson and a group of her hottest girlfriends show up at your house unannounced, ready to party. Of course, this never really happens to teenagers anywhere, and the video acknowledges that, eventually revealing that the entire bash is an elaborate fantasy. That doesn't negate the awesome celebration that precedes the wake-up, though. It's still a model example of how to have a good time in the '90s.  -Ernest Baker

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