Some of Derek Zoolander's Best Outfits | The Studio

Zoolander is a 2001 comedy film starring Ben Stiller and Owen Wilson. It tells the comedic story of Derek Zoolander, a New York based model who retires after his friends' death and becomes entrapped in a mind-control plot to assassinate the new Malaysian prime minister.

Calling this film strange is a wild understatement, as the entire thing feels like one big parody. A joke on modern celebrity culture; a joke on corporate structure; and a joke on the fashion world.

However, through the film’s eccentricity can honestly be found some of the most enduring, but impractical fashionable looks in modern film history. So with that said, let’s take a look at some of Derek Zoolander’s most timeless looks.
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