Leighton Meester's Red Carpet Retrospective

Even when she is not playing the uber-chic Blair Waldorf in the hit series Gossip Girl, Leighton Meester has some serious red carpet style that still has the whole town talking. For even more fashion, don't miss our exclusive cover shoot with Leighton!

By Liana Satenstein

March 13, 2012 8:00 AM
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Albert L. Ortega/WireImage

April 2003

At the "Holes" Premiere, a 17-year-old Leighton Meester showcased a one-of-a-kind outfit combination that included army cargo pants, a varsity jacket and kitten heels.
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