Now that Anna Sui is working on a fall line for Target inspired by "Gossip Girl," we thought we would round up some of the chicest, and sometimes outrageous, fashions that the ladies, and one very notable gentleman, have worn (thanks to the skills of the show's costume designer, Eric Daman) while stirring up trouble on the streets of Manhattan.

Blair Waldorf: Known for choosing sunny colors (and lots of headbands) that don't always match her naughty attitude, Blair has that snobby, uptown look down. She exemplifies it here with a bright-green jacket paired with yellow accessories and lavender tights.

Serena van der Woodsen: Serena's downtown yin definitely complements Blair's uptown yang. Even though she lives on the Upper East Side, S loves to rock a relaxed chic look, like the one seen here, by pairing skinny jeans and boots with a hip T-shirt, big bag and funky necklace.
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By Ashley Mastronardi

NEW YORK — Ever wonder what it's like to be a model? I did, so I decided to follow Jessica Stam at Anna Sui's fall 2009 show at New York's Fashion Week to see what her job is really like.

See, Jess isn't just any model. Although her name might only ring a bell because she dated DJ AM and Red Hot Chili Peppers frontman Anthony Kiedis, she's one of the top 10 models in the world (according to Models.com, anyway).

She's currently the face of Bulgari, has many Vogue covers under her belt and is also a Victoria's Secret model. She's only 22 but has been working the runways at New York's Fashion Week since she was 16!

With so much experience, she doesn't seem the least bit nervous as she glides into the backstage area at Sui's show and cheerfully greets the hair team and makeup artists like they're family.
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