Blair Waldorf would certainly approve! The actress dropped by the CFDA/Vogue Fashion Fund Awards sporting a custom Prabal Gurung dress and some adorbs Roger Vivier heels.
Leighton's fun Jimmy Choo platform pumps definitely steal the show when paired with this blah Emilio Pucci dress at the 2010 CMA Awards.
Holy couture?! The always unpredictable actress attends the Country Song premiere in Nashville in a crochet top and skirt courtesy of Marc Jacobs.
The Gossip Girl attends a V magazine party in NYC wearing a pastel lace confection by Marc Jacobs, complete with white-and-yellow heels and matching handbag.
For Fashion's Night Out: The Show in NYC, Leighton wears a cutout, metallic blue Versus by Versace mini and multicolor lace-up booties.
Showing off her edgy side, Leighton attends the Chanel Haute Couture fashion show in Paris in a long-sleeve, leather Chanel dress and black peep-toe booties.
Leighton shows her softer side at an Herbal Essences photo call in a pretty, pale Hervé Léger by Max Azria dress and Pierre Hardy gold sandals.
At the NYC premiere of Date Night, the Gossip star goes tribal in an ikat-print Giambattista Valli frock and strappy Phi footwear.
Now this edgy Hervé Léger skintight mini (with Givenchy peep-toe booties at Haze nightclub) we like!
The actress mixes and matches in this Louis Vuitton getup at the You Know You Want It party in NYC.
The aspiring singer attends the American Eagle Outfitters Times Square flagship store opening in a black leather Paule Ka mini and crazy makeup. She's a rock chick, doncha know?!
On New Year's Eve, while everyone else is wearing sparkles and LBDs, Leighton channels her inner sexy grandma in a sheer lace shirt, black bra and pleated slacks.
Spotted: A très chic Leighton at the 2009 Library Lions benefit in a powder-blue Prabal Gurung frock with large bow and pom-pom sandals.
The Gossip girl heads to a Louis Vuitton runway show in a fun, belted floral dress from the designer's collection—the socks with the sandals, however, we're not feeling so much.
Leighton flows down the 2009 Emmy Awards red carpet in a white Bottega Veneta gown...but what's with the shoulder pads?
Leighton gets as far away as possible from her Blair Waldorf alter ego in a metallic Christian Cota mini paired and intense Giuseppe Zanotti cut-out heels at the 2009 MTV Music Video Awards.
Leighton adds Louboutin pumps and an Azzedine Alaïa belt to her Lanvin outfit and she's good to go for a Late Show visit in NYC.
Queen B reigns at the 2009 Teen Choice Awards in a black-and-white ruffly Louis Vuitton minidress and killer Brian Atwood heels. Love it!
As a rep for Reebok, Leighton looks adorbs in a strapless black-and-white printed dress at the company's Freestyle World Tour ad campaign event.
Blair Waldorf rocks it out at the 2009 MTV Movie Awards in a cutout Emilio de la Morena LBD. Is it edgy, or is she trying too hard?
Meester mixes business with pleasure at the CW network upfronts in New York in a Jil Sander shorts suit and strappy platform heels.
Whoa, it's all about high drama at the 2009 Met Costume Institute Gala. Leighton is (freakishly) doll-like in a paisley-print Louis Vuitton dress, matching leggings and sky-high heels.
The Gossip star hits the the front row of the Eric Wasson + RVCA collection runway in a Proenza Schoulder sequin top, teal snake-print pencil skirt and navy leggings.
Now check out her costar's couture in our Fashion Spotlight: Blake Lively gallery!