Fashion Files: Kanye West's Most Bizarre Fashion Moments

We take a look down the rapper's style memory lane.

Fashion Misfire - Kanye West?s recent interview with the New York Times attempts to explain some of the rapper?s questionable fashion choices. When asked by the Times what he thought about outfits from five years ago, he admits his style was terrible, responding, ?Yeah, kill self. That?s all I have to say. Kill self.? Below, a look at the trendsetter?s more eccentric (read: bizarre) looks from his early days on the scene.  (Photo: Frank Micelotta/Fox via Getty Images)

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Fashion Misfire - Kanye West‘s recent interview with the New York Times attempts to explain some of the rapper’s questionable fashion choices. When asked by the Times what he thought about outfits from five years ago, he admits his style was terrible, responding, “Yeah, kill self. That’s all I have to say. Kill self.” Below, a look at the trendsetter’s more eccentric (read: bizarre) looks from his early days on the scene. (Photo: Frank Micelotta/Fox via Getty Images)

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Bear Hug - Remember the bear sweaters? Yeezy might come off high and mighty, but he wasn’t afraid to show off his soft and cuddly side in public. (Photo: Johnny Nunez/WireImage) 

The Award for Worst Outfit Goes to... - For the 2004 MTV Europe Music Awards in Rome, Kanye rocked this ensemble and probably thought he was the flyest cat in the whole place. (Photo: Getty Images) 

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The Award for Worst Outfit Goes to... - For the 2004 MTV Europe Music Awards in Rome, Kanye rocked this ensemble and probably thought he was the flyest cat in the whole place. (Photo: Getty Images) 

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Me and My Teddy - Continuing his affinity for bears on sweatshirts, 'Ye wore this one to MTV's TRL in 2004. (Photo: Scott Gries/Getty Images) 

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Skeletor - We don't even know what to make of this skeleton sweater. The best part is he wore it to Stella McCartney's Spring/Summer 2007 ready-to-wear collection presentation in Paris. Yikes.  (Photo: Splash News)

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Color Splash - Not one to shy away from color (or fashion risks), Kanye rocks this color-splattered sweater. (Photo: Jun Sato/WireImage)

Hello, Fashion Police - We find it hilarious that 'Ye has taken it upon himself to give baby mama Kim Kardashian style tips when he's worn this on stage.   (Photo: Scott Gries/Getty Images)

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Hello, Fashion Police - We find it hilarious that 'Ye has taken it upon himself to give baby mama Kim Kardashian style tips when he's worn this on stage. (Photo: Scott Gries/Getty Images)

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No Medal For You - Standing next to all the bronzed women in the world couldn't take the attention away from that jacket.  (Photo:Dave Hogan/Getty Images) 

Kanye West, 2006 - Kanye?s unbuttoned white shirt and purple suit was set off by crisp sneakers, shades and gloves that could?ve been a nod to Michael Jackson, or just a way to keep the fingerprints off his awards.  (Photo: Kevin Winter/Getty Images)

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Purple Pain - 'Ye was probably flying high after winning Best Rap Song, Best Rap Solo Performance and Best Rap Album awards at the 2006 Grammy Awards, but we were too busy wondering what was up with that suit.  (Photo: Kevin Winter/Getty Images)

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Fashion Crimes - If it had been any other man wearing that outfit, we're willing to bet that the Playboy Playmates would've walked the other way, stat. (Photo: Theo Wargo/NFL for Playboy Enterprises)