Claire Underwood ('House of Cards')(01 of86)
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Joan Watson ('Elementary')(02 of86)
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Rachel Berry ('Glee')(03 of86)
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Oliva Pope ('Scandal')(04 of86)
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Nolan Ross ('Revenge')(05 of86)
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Marnie Michaels ('Girls')(06 of86)
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Mindy Lahiri ('The Mindy Project')(07 of86)
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Serena Van der Woodsen ('Gossip Girl')(08 of86)
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Dr. Hannibal Lecter ('Hannibal')(09 of86)
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Zoe Hart ('Hart of Dixie')(10 of86)
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Jessica Pearson ('Suits')(11 of86)
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Serena (Season 1, Episode 1)(12 of86)
Open Image ModalThe first and most iconic outfit: Serena getting off the train at Grand Central Station looking like the well-traveled, well-heeled teen she is. The Louis Vuitton luggage, the Breton striped tee and the jaunty scarf scream, "I've been to Europe and back more times than you can count."
Blair and her minions (Season 1, Episode 1)(13 of86)
Open Image ModalBeneath the sweet lace collar, gold headband and flouncy jacket lives a ruthless schemer. Blair Waldorf, it's a pleasure to meet you.
Blair (Season 1, Episode 2)(14 of86)
Open Image ModalA white dress with black tights? Blair makes it work.
Serena (Season 1, Episode 2)(15 of86)
Open Image ModalSerena wears the brunchiest of brunch outfits.
Serena (Season 1, Episode 3)(16 of86)
Open Image ModalA tall girl like S can pull off over-the-knee boots from Chinese Laundry and a slouchy Magaschoni cashmere vest.
Blair & Serena (Season 1, Episode 4)(17 of86)
Open Image ModalWhat's the best way to make up when you've gotten in a fight with your best friend? A photo shoot, of course. S and B play model in two bright, backless sheathe dresses by Abigail Lorick -- and for once, Serena wears the headband.
Blair & Serena (Season 1, Episode 7)(18 of86)
Open Image ModalThis Phillipe Adec blazer (worn with a Zara top, French Toast skirt and a Valentino bag) may be the preppiest thing Blair's ever worn.
Blair (Season 1, Episode 10)(19 of86)
Open Image ModalBlair pulled off red tights (even if they were from American Apparel) with ease, pairing them with a Zara blazer, a Moschino sweater, Marc by Marc Jacobs flats and Repetto heels in hand.
Serena & Blair (Season 1, Episode 10)(20 of86)
Open Image ModalIf red tights are Blair's signature legwear, Serena's are thigh-highs. (Serena's sweater is Nanette Lepore and the bag is Botkier, FYI.)
Serena (Season 1, Episode 10)(21 of86)
Open Image ModalFor her "coming out" at cotillion, Serena stuns in a strapless gold gown with devil-may-care knots all over it. Classic.
Blair (Season 1, Episode 10)(22 of86)
Open Image ModalBlair (Season 1, Episode 11)(23 of86)
Open Image ModalIce skating in the city requires the full uniform: a knit beret, white tights, a pink sweater and a matching plaid capelet and skirt. Oh, and pink pom-poms on one's ice skates.
Dan & Serena (Season 1, Episode 12)(24 of86)
Open Image ModalDan and Serena's all-American outfits just scream "Prep school!" (We're especially loving Serena's camel coat.) (credit:WireImage)
Blair & Serena (Season 1, Episode 14)(25 of86)
Open Image ModalRed, white and navy tied up with a headband = Blair at her best.
Blair (Season 1, Episode 12)(26 of86)
Open Image ModalThe quintessential Blair Waldorf school uniform: plaid, stripes, a necktie and a giant headband. (credit:WireImage)
Blair (Season 1, Episode 13)(27 of86)
Open Image ModalIn the oversized headband, gold bow and swingy Alannah Hill coat, Blair looks like an American Girl doll come to life.
Chuck (Season 1, Episode 13)(28 of86)
Open Image ModalChuck goes old school in a plaid vest and a newsboy cap.
Jenny (Season 1, Episode 14)(29 of86)
Open Image ModalAs Jenny hits her stride at Constant Billard, she puts her own spin on Blair's preppy uniform (a Valentino coat, white Ellen Tracy tights, Juicy Couture ankle socks, Moschino shoes... and a headband).
Jenny (Season 1, Episode 14)(30 of86)
Open Image ModalJenny in all her Upper East Side glory. (credit:WireImage)
Blair & Serena (Season 1, Episode 14)(31 of86)
Open Image ModalBlair looks a little nun-like in her bulky coat and poofy sleeves, but Serena's leather jacket is right on target. (credit:WireImage)
Serena (Season 1, Episode 18)(32 of86)
Open Image ModalFor her mother's wedding to Bart Bass, Serena wears a hot-off-the-runway Ralph Lauren dress (and ill-advised black gloves).
Nate (Season 1, Episode 14)(33 of86)
Open Image ModalClassic Nate Archibald: untucked shirt, loosened tie, perfect man bangs. (credit:Getty)
Chuck (Season 1, Episode 14)(34 of86)
Open Image ModalWhat is Chuck Bass without his scarves?
Blair (Season 1, Episode 18)(35 of86)
Open Image ModalOnly B could pull of this costume-y nautical dress by Bettie Page Clothing, paired with Yves Saint Laurent heels and Louis Vuitton luggage.
Chuck & Nate (Season 2, Episode 1)(36 of86)
Open Image ModalNate keeps things simple with mandals, but Chuck can't get dressed without at least one jaunty accessory. (credit:WireImage)
Chuck & Blair (Season 1, Episode 15)(37 of86)
Open Image ModalChuck and Blair basically match here, with B in a Zara sweater, a Valentino blouse, a Ralph Lauren belt and coat, a skirt from French Toast, a Brooks Brothers bag and tights from H&M.
Chuck (Season 1, Episode 18)(38 of86)
Open Image ModalNo one wears a plaid vest like Chuck Bass.
Blair & Serena (Season 2, Episode 1)(39 of86)
Open Image ModalWhile summering in the Hamptons, Blair stays preppy as always in an Alice + Olivia dress, a Susan Daniels headband, Lulu Guinness shoes and a Kate Spade bag while Serena goes casual in a Vena Cava dress, Helen Ficalora necklace, Te Casan shoes and a Chanel bag. (credit:WireImage)
Serena (Season 2, Episode 1)(40 of86)
Open Image ModalAll dressed up for the White Party in the Hamptons, Serena looks like a Greek goddess in this Oscar de la Renta dress.
Chuck (Season 2, Episode 1)(41 of86)
Open Image ModalThree words: argyle knee socks.
Chuck (Season 2, Episode 1)(42 of86)
Open Image ModalFor the White Party, Chuck wears an ascot, natch.
Jenny (Season 2, Episode 8)(43 of86)
Open Image ModalJenny shows off her increasingly punky/hipster side with plaid and a beret.
Serena (Season 2, Episode 6)(44 of86)
Open Image ModalFor a visit to Yale University, it doesn't get preppier than a striped white blazer by Ralph Lauren emblazoned with a crest... but leave it to Serena to pair it with a heavy dose of cleavage.
Chuck (Season 2, Episode 6)(45 of86)
Open Image ModalChuck steps up his style game when visiting Yale University.
Blair (Season 2, Episode 6)(46 of86)
Open Image ModalBlair plays the part of Ivy League student in a L.A.M.B. skirt, an Anna Sui blouse and a hat, bag and shoes by Coach.
Agnes & Jenny (Season 2, Episode 8)(47 of86)
Open Image ModalJenny's going through a strange hair phase here, but at least her little lace Topshop dress is adorable. (credit:FilmMagic)
Jenny (Season 2, Episode 9)(48 of86)
Open Image ModalA lil' fascinator for Lil' J.
Blair (Season 2, Episode 10)(49 of86)
Open Image ModalA beret and an ascot? Only Blair Waldorf could treat high school halls as a Parisian boulevard.
Blair (Season 2, Episode 13)(50 of86)
Open Image ModalThe cast of Gossip Girl are the chicest funeral-goers ever.
Blair (Season 2, Episode 24)(51 of86)
Open Image ModalBlair's prom dress is center stage in this episode as Chuck gifts her her dream dress.
Blair (Season 2, Episode 25)(52 of86)
Open Image ModalFor her big romantic moment with Chuck, Blair goes bold with color...
Chuck & Blair (Season 2, Episode 25)(53 of86)
Open Image Modal... and she gets totally swept away. (credit:FilmMagic)
Blair & Chuck (Season 3, Episode 1)(54 of86)
Open Image ModalBlair kicked off the season in a metallic frock, accented with a L.A.M.B. clutch. Oh and her boy toy, Chuck Bass.
Jenny (Season 3, Episode 7)(55 of86)
Open Image ModalNice to meet you, Jenny Humphrey's hair extensions. (credit:WireImage)
Jenny (Season 3, Episode 9)(56 of86)
Open Image ModalNice pins, Little J. (credit:Getty)
Blair (Season 3, Episode 10)(57 of86)
Open Image ModalLeggings as pants?!? This Blair outfit, consisting of a Theory jacket, Manolo Blahnik heels, a Chanel bag and those leggings, caught us entirely off-guard -- somehow we can't envision Blair OK'ing it for anyone else.
Serena (Season 3, Episode 11)(58 of86)
Open Image ModalA sheer lace Stella McCartney jumpsuit for Thanksgiving dinner? Sure, why not.
Serena (Season 3, Episode 13)(59 of86)
Open Image ModalSerena manages to look sexy even when she's totally covered up (here, it's a Phillip Lim coat, a Blugirl sweater dress, over-the-knee brown boots, DKNY plaid tights and a Carlos Falchi satchel getting the job done). (credit:WireImage)
Blair (Season 3, Episode 17)(60 of86)
Open Image ModalThis Matthew Williamson Resort 2010 dress played a pivotal part in the episode, in which Chuck and his evil Uncle Jack conspire to seduce Blair by, in part, buying her that gorgeous dress. The episode brings out the ugly dark sides of everyone involved, but dear Lord is that frock stunning.
Serena (Season 4, Episode 1)(61 of86)
Open Image ModalLove that dress, not sure about the hat.
Blair (Season 3, Episode 22)(62 of86)
Open Image ModalWe adore this green coat, worn with yellow Christian Louboutin pumps and a yellow Longchamp bag. (credit:Getty)
Serena & Blair (Season 4, Episode 1)(63 of86)
Open Image ModalKicking off Season 4 in Paris, B and S step up their fashion game: Blair mixes prints in a Moschino dress and throws on a beret (natch) while S pairs her Georges Chakra Couture basket-weave dress with a Rag & Bone blazer, brogues and a Yestadt boater hat. Oh, and a shopping bag from Laduree bakery.
Serena (Season 4, Episode 1)(64 of86)
Open Image ModalGo big or go home, right? Serena takes Paris in billowing palazzo pants, a visible bra and capped-toe heels.
Serena & Blair (Season 4, Episode 1)(65 of86)
Open Image ModalBlair also goes big in a flouncy floral dress.
Blair (Season 4, Episode 2)(66 of86)
Open Image ModalBlair Waldorf faces Chuck in Paris wearing an Oscar de la Renta red dress and Christian Louboutin purple pumps
Serena (Season 4, Episode 1)(67 of86)
Open Image ModalSerena dons a bold-shouldered blazer by Pucci with vivid Tibi pants in Paris.
Serena (Season 4, Episode 8)(68 of86)
Open Image ModalThis Zuhair Murad gown is a bold move, even for Serena.
Blair & Serena (Season 4, Episode 5)(69 of86)
Open Image ModalBlair Waldorf shines in a Nanette Lepore dress, a Nancy Gonzalez Square satchel and Tiffany & Co. key pendant. Serena looks great too, but we're most taken with her choice of shoes: flats! (credit:BuzzFoto/FilmMagic)
Serena (Season 4, Episode 5)(70 of86)
Open Image ModalSerena's school outfit is shockingly toned-down.
Blair (Season 4, Episode 5)(71 of86)
Open Image ModalWe're head over heels for Blair's summery look: a Stella McCartney skirt, Peter Som blouse, Riki Rosetta tote bag and Brian Atwood pumps.
Blair (Season 5, Episode 6)(72 of86)
Open Image ModalWe truly don't understand this hat that Blair's got on, but at least the rest of the outfit is gorgeous.
Blair (Season 5, Episode 8)(73 of86)
Open Image ModalOn any other woman, this amount of sparkle and shine would render the wearer a Christmas tree. But Blair pulls off this Alberta Ferretti chiffon dress, topped with a Moschino jacket, a Marc Jacobs Lindy tote and Roger Vivier heels. (credit:Getty)
Serena (Season 5, Episode 8)(74 of86)
Open Image ModalSerena fits in with the Tiffany blue in this playful Mary Katrantzou dress.
Blair & Dan (Season 5, Episode 11)(75 of86)
Open Image ModalThe Ann Marie Faulkner hat was unexpected, but the Gryphon cape, Fendi leather bag and Miu Miu mary jane pumps are classic Blair Waldorf. (credit:WireImage)
Dan & Blair (Season 5, Episode 19)(76 of86)
Open Image ModalBlair and Dan kiss! And she looks like a princess! Le sigh. (credit:Getty)
Georgina (Season 5, Episode 13)(77 of86)
Open Image ModalGeorgina knows that for a royal wedding, it's all about the fascinator. (credit:Getty )
Blair (Season 5, Episode 13)(78 of86)
Open Image ModalFor her ill-fated wedding to the prince of Monaco, Blair stuns in Vera Wang (and some seriously messy hair). (credit:Getty)
Blair's bridesmaids (Season 5, Episode 13)(79 of86)
Open Image ModalChuck (Season 5, Episode 19)(80 of86)
Open Image ModalFor no reason, with no explanation, Chuck Bass wore a red onesie.
Serena (Season 5, Episode 21)(81 of86)
Open Image ModalWe're totally in love with this Kaelen Ombre jacket (Worn with Ecco boots and a Yves Saint Laurent bag). (credit:BuzzFoto/FilmMagic)
Lola & Ivy (Season 5, Episode 23)(82 of86)
Open Image ModalThe two supporting characters got decked out in coordinating Mason by Michelle Mason peplum dresses.
Serena (Season 6, Episode 1)(83 of86)
Open Image ModalSerena may be faking her identity to her new man, but her dress is the real deal: light, airy and ethereal.
Chuck (Season 6, Episode 1)(84 of86)
Open Image ModalFive years later and Chuck's still rocking that tartan.
Chuck (Season 6, Episode 3)(85 of86)
Open Image ModalThe purple bow ties are back!
Serena (Season 6, Episode 10)(86 of86)
Open Image ModalThe grand finale! Is this a wedding dress??