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Best And Worst: Chic Or Freak Friday

Jan. 29 2010, Published 7:07 a.m. ET

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Grammy hopeful Colbie Caillat had a poignant moment on the red carpet of Cue The Music: A Celebration Of Music And Television in Los Angeles on Thursday, looking absolutely smashing in a white, sequined mini and peep-toe heels, while Cindy Crawford killed it Supermodel style in a cutout dress at John Varvatos’ 52nd Annual Grammy Awards We’re All Fans party.

In New York, Tea Leoni couldn’t bother getting dressed to take her daughter to school, opting to throw an oversized parka over her bathrobe instead! J-WOWW returned back to Long Island, wearing overly ripped, clamdigger jeans in true Jersey Shore style.

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What newly engaged actress and Backstreet Boy both revived their style? Check out the gallery to find out.

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