5. "Smells Like Teen Spirit"
In his striped green sweater, Kurt Cobain led Nirvana through the high school pep rally from hell, complete with Anarchy cheerleaders, that no one will soon forget.
4. "Freak On A Leash"
In a violent video that had everyone and their mother (especially their mother) talking, a speeding bullet makes it way through the world, bringing visually shocking destruction in its path. The Todd McFarlane-directed clip, which won a Grammy in 2000, switches between animated imagery and live action shots, both of the band performing and of suburban life.
Madonna, like Jacksons Janet and Michael, knows that one way to make your video a must-watch is for it to couple a great song (check) with an irresistible dance routine (check). Add a black-and-white look that's straight out of 1940s Hollywood's glamorous silver screen era, and you've got "Vogue," which continues to remind all just how well Madonna knows how to strike a pose.
Michael Jackson and Janet Jackson (1995)
Black and white. Set in outer space. Directed by Mark Romanek on a budget of millions. Featuring not one but TWO superstar Jacksons: Michael and Janet. What's not to love?
1. "Baby One More Time"
Britney Spears (1998)
Kicking off a fruitful career, the teenaged Britney won the fervent love of millions of fans with this instant pop classic set inside a high school and prominently featuring Ms. Spears dancing in her mini-skirted take on the school uniform. You loved it too: "Baby One More Time" took 40% of the vote for 1990s videos.
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