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Riskiest Looks of the 2013 SAG Awards

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January Jones, SAG Arrivals

Matt Sayles/Invision/AP

January Jones

Never one to walk a red carpet unnoticed, the Mad Men star kept the streak going in a daring black and white ensemble by Prabal Gurung. Though the gown's color combo is right on trend for the season, the neckline and pompadour hairstyle seemed a bit severe.

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Conan O'Brien, Chelsea Handler

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Gwyneth Paltrow

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