Listicles · TV Fashion

20 Times Blair Waldorf Was Your Style Icon

Sure, there’s the Queen of England and the Queen of Hearts. But there’s also Blair Waldorf AKA Queen Of The Upper East Side. Whether you’ve seen a rerun episode of Gossip Girl while you were spring cleaning or you binge-watched a few seasons over Winter break, you probably know that Blair is more than just her headbands and hostility: she’s the ultimate fashionista. You’re either a Blair or a Serena but God knows we all want to be both. Here are just 20 (out of a million, probably) times Blair Waldorf’s preppy-seductress style made you swoon:

1) Season 1, Episode 2 “The Wild Brunch”: Usually stifled by bright colors and mismatched patterns, in Gossip Girl’s second episode, Blair opted for a monochromatic look with a fabric belted white eyelet dress (by Thread Social) and black patterned tights with a signature black headpiece. 

2) Season 1, Episode 4 “Bad News Blair”: Pairing a girly floral dress (from Milly) with black tights and black-and-white Oxford shoes, Blair blends girly with preppy. 

3) Season 1, Episode 9 “Blair Waldorf Must Pie”: Matching her beloved black tights with a less colorful outfit, Blair pairs a gorgeous Marc Jacobs lace dress with a Trina Turk capelet jacket.

4) Season 1, Episode 18 “Much I Do About Nothing”: In the season finale of Gossip Girl’s first season, Blair pairs two of her favorite styles–bright colors and pattern mixing–together with green heels, a floral dress, bright yellow bag, and a Diane Von Furstenberg jacket (which you can snag a copy of on eBay).

Leighton Meester on the set of ‘Gossip Girl’ filming in Manhattan New York City, USA – 30.04.08 Credit: (Mandatory): Michael Carpenter/ WENN

5) Season 2, Episode 1 “Summer Kind Of Wonderful”: For the season 2 premiere’s White Party, Blair chose a Marc Jacobs bandage dress that fit like a glove (score yours at Tradesy), matching it with Chloé slingbacks, a clutch, and white accessories.

6) Season 2, Episode 1 “Summer Kind Of Wonderful”: For Blair’s mid-day date with Marcus, she chose a fun and flirty Alice + Olivia belted floral dress (buy yours secondhand from Tradesy), matching wedge sandals, and a Kate Spade tote

7) Season 2, Episode 25 “The Goodbye Gossip Girl”: Blair’s season finale look included a gold rope headband, a metallic gold bow blouse by David Szeto, a Nanette Lepore coat and bright yellow shoes for an added pop. 

8) Season 3, Episode 3 “The Lost Boy”: Unusually dressed-down and baring skin, Blair matches her Marc Jacobs skirt with a lavender Yaya Aflalo ruffled tanktop (get yours on eBay) and some cute accessories. 

9) Season 3, Episode 6 “Enough About Eve”: Blair went full-on movie star glam with a gorgeous deep purple Reem Acra gown and black opera gloves. 

10) Season 3, Episode 8 “The Grandfather Part II”: Most of us just wear jeans and a sweater to school but Blair experiments with texture, wearing a brocade Valentino coat, a metallic Oscar De La Renta dress, and quilted Chanel crossbody. 

11) Season 4, Episode 5: “Goodbye, Columbia”: Blair brightens up her summer with a printed Nanette Lepore dress, yellow Nancy Gonzalez crocodile purse, and an iconic Tiffany key necklace

12) Season 4, Episode 15 “It-Girl Happened One Night”: Seeing Blair in pants instead of a dress is rare but when it happens, it’s a scene-stealer, especially wearing a gold Balmain blazer and Stella McCartney trousers. 

13) Season 4, Episode 16 “While You Weren’t Sleeping”: In her professional world, Blair tones down the colors and patterns, opting for an Alice + Olivia brocade blazer and Milly tweed dress.

14) Season 5, Episode 6 “I Am Number Nine”: In typical Blair fashion, she pairs a Moschino silk shirt (buy it secondhand on eBay) with a Carlos Miele skirt and neon mesh sandals (get a pair from eBay). 

15) Season 5, Episode 15 “Crazy Cupid Love”: Blair stuns in a red silk Reem Acra gown paired with a VBH sparkle clutch

16) Season 5, Episode 23 “The Fugitives”: Back to her usual bright colors, Blair wears Miu Miu Mary Jane loafers and Peter Som dress with a yellow coat.

17) Season 6, Episode 3 “Dirty Rotten Scandals”: Blair’s look this episode was pretty princess as she matched a RED Valentino chiffon dress with zebra print heels and floral earrings by Alexis Bittar

18) Season 6, Episode 5 “Monstrous Ball”: Blair channeled her favorite holiday, Thanksgiving, with her brown-and-orange outfit, consisting of a Jason Wu dress, Giada Forte cardigan, and chevron handbag. 

19) Season 6, Episode 5 “Monstrous Ball”: Returning to her headband ways, Blair shines in a Reem Acra gown, Giuseppe Zanotti peep-toe pumps, and Swarovski crystal headband.

20) Season 6, Episode 10 “New York I Love You xoxo”: Finally, Blair is a vision in the series finale, wearing an intricate Elie Saab gown and Jennifer Behr crystal headband.

All photos courtesy of

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