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    Janet Jackson - "Doesn't Really Matter"

    Reached No. 1: August 26, 2000 Weeks at No. 1: Three

    While few people remember the unfortunate event that was The Nutty Professor II: The Klumps, let alone what was on the soundtrack, this hook will always be remembered as one of pop’s best. Like the aforementioned Aaliyah track, "Doesn’t Really Matter" takes a lot of elements from electronic music and hip-hop and merges them into one melting pot of great pop music.

    The video also takes the track and brings it up a notch as only a Jackson could, paving the way for crazy CGI/3D videos that dominated this MTV decade. It cost just over $2.5 million to make, one of the most expensive music videos of all time.

    Also, Janet Jackson had a starring role in The Nutty Professor II: The Klumps—she plays Denise, a brilliant scientist and Sherman Klump's love interest.