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‘Gossip Girl’ Fashion: Who Looked Best Last Night?

Behind the backdrop of Eric Van Der Woodsen’s (Connor Paolo) 18th birthday party, major drama goes down in “While You Weren’t Sleeping,” the 16th episode of Gossip Girl season four. Blair Waldorf (Leighton Meester) tries to “race to greatness” by spreading herself too thin. But in the end her plan to fast-track her career leaves her overly caffeinated and wearing two different (but equally cute!) embellished pumps to Eric’s party. Despite her best efforts to do it ALL, Blair gets fired/quits W magazine. Meanwhile, Serena Van Der Woodsen (Blake Lively) is forced to choose sides between her fam and her new beau Ben Sharp (David Call), and Lily Humphrey (Kelly Rutherford) and Chuck Bass (Ed Westwick) are in cahoots to get back Bass Industries. Oh, and Vanessa Abrams (Jessica Szohr) makes a return to Brooklyn/the Upper East Side to beg for forgiveness from Dan Humphrey (Penn Badgley), who seems to be crushing hard on Blair. Check out all of our fave Upper East Siders’ styles below.

Blair Waldorf (Leighton Meester).
Photo: Giovanni Rufino/The CW

BLAIR WALDORF (LEIGHTON MEESTER)
+ Dress: Milly
+ Blazer: Alice + Olivia

Serena Van Der Woodsen (Blake Lively).
Photo: Giovanni Rufino/The CW

SERENA VAN DER WOODSEN (BLAKE LIVELY)
+ Blazer: L’Agence
+ Skirt: Collette Dinnigan
+ Necklace: Henri Bendel
+ Tights: Hue
+ Shoes: Yves Saint Laurent

Blair Waldorf (Leighton Meester).
Photo: Giovanni Rufino/The CW

BLAIR WALDORF (LEIGHTON MEESTER)
+ Top: Milly
+ Skirt: Bensoni
+ Tights: DKNY
+ Shoes: Roger Vivier

Raina Thorpe (Tika Sumpter) and Lily Humphrey (Kelly Rutherford).
Photo: Giovanni Rufino/The CW

RAINA THORPE (TIKA SUMPTER)
+ Coat: Cinzia Rocca
+ Dress: Diane Von Furstenberg
+ Tights: Plush
+ Bag: MC Gifford
+ Heels: Giuseppe Zanotti

LILY HUMPHREY (KELLY RUTHERFORD)
+ Dress: CH Carolina Herrera
+ Shoes: Christian Louboutin
+ Earrings: Sequin
+ Bracelet: Sharouk
+ Rings: Swarovski

Eric Van Der Woodsen (Connor Paolo).
Photo: Giovanni Rufino/The CW

ERIC VAN DER WOODSEN (CONNOR PAOLO)
+ Left: Gray and tan checkered shirt, black skinny tie, and gray vest.
+ Right: Gray toggle coat and blue plaid shirt.

SEE MORE GOSSIP GIRL FASHION PHOTOS HERE!!!

OTHER ’GOSSIP GIRL’ EPISODES:
Season 4, Episode 15: ’It-Girl Happened One Night’
Season 4, Episode 14: ’Panic Roommate’
Season 4, Episode 13: ’Damien Darko’
Season 4, Episode 12: ’The Kids Are Not All Right’
Season 4, Episode 11: ’The Townie’
Season 4, Episode 10: ’Gaslit’
Season 4, Episode 9: ’The Witches Of Bushwick’
Season 4, Episode 8: ’Juliet Doesn’t Live Here Anymore’
Season 4, Episode 7: ’War At The Roses’
Season 4, Episode 6: ’Easy J’
Season 4, Episode 5: ’Goodbye Columbia’
Season 4, Episode 4: ’Touch Of Eva’
Season 4, Episode 3: ’The Undergraduates’