Where: Zoolander
When: 2001
He's a fashion maven who tried to take over the world. Thus, his inclusion on this list should come as no surprise. Adorning sweaters with his name emblazened on them, this somewhat cartoonish John Galliano wannabe falls to the bottom because of his unfortunate curly, middle part, silver fox hairstyle. But then again, vive la derelicte!
Most Popular: Style
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