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Best And Worst: Chic Or Freak Friday

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.

PHOTOS: Colbie Caillat, Britney Spears, J-WOWW, Tara Reid, Tea Leoni, Emily Blunt, Nick Carter, Cindy Crawford, Rande Gerber, Lizzy Jagger, Jude Law, Carrie Mulligan, DJ Pauly D, Natalia Vodianova, Robin Wright Penn, Kathleen Turner, Kelly Pretson And Kasia Smutniak In The Best And Worst

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.

PHOTOS: More Best And Worst

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