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.

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!
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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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"Jeffrey Mayer/WireImage"
November 2006
Fast forward three years later, the actress ditched the cargo pants for a more mature look in an ethereal, semi-transparent dress at Motorola’s Anniversary Party.
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"Ray Tamarra/Getty"
October 2007
For the Roberto Cavalli Costume Party at Cipriani’s, the fresh-faced Gossip Girl star showed some serious skin in a slinky flapper dress.
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"Jason Kempin/WireImage"
September 2008
Sitting front row at Diane von Furstenberg at New York Fashion Week, Meester made a statement in a classic yellow dress.
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"Shawn Ehlers/WireImage"
September 2008
Days later at 3.1 Phillip Lim, the actress chose a more reserved look in a simple Twiggy-esque dress.
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"Jeff Kravitz/FilmMagic"
September 2009
Meester looked divine in a Grecian inspired Bottega Veneta shoulder knot dress at the 61st Primetime Emmy Awards.
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"Eric Ryan/Getty"
July 2010
At the F/W 2012 Chanel Haute Couture Show, Meester had that je nais sais quoi in a sexy Chanel leather dress with a gold trim.
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"Stephen Lovekin/WireImage"
November 2010
The Gossip Girl actress gave off an androgynous vibe in a relaxed men's suit but added a feminine touch with a pair of pumps at the Gotham Independent Film Awards.
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"Brian Ach/Getty"
November 2010
Looking vampy with a red lip, the actress wore a Victorian-inspired lace harem pantsuit with a plunging décolletage and fur trim at the Harry Winston Court of Jewels Recreation launch.
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"Jesse Grant/WireImage"
January 2011
At a special screening of The Roommate, the starlet wore an edgy black floor-length dress with a cutout leather bodice.
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"Henry S. Dziekan III/WireImage"
April 2011
The actress had Blair Waldorf’s “Park Avenue” attitude in a sleek, empire waist skirt paired with a sleeveless top and pumps at the DKMS’ 5th Annual Gala.
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"Jon Kopaloff/FilmMagic"
June 2011
Meester echoed the glitzy era of Studio 54 in a bejeweled Balmain dress at the 2010 MTV Movie Awards.
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"Charles Eshelman/FilmMagic"
November 2011
To celebrate the 100th episode of Gossip Girl, the actress wore a simple yet elegant deco inspired, strapless Balmain dress.
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