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most iconic outfits looks stylish from gossip girl show tv entertainment fashion reboot serena vanderwoodsen blair waldorf jenny humphrey vanessa abrams chuck dan nate archibald tory burch gold dress oscar de la renta red gown blake lively leighton meester
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A Look Back at the Most Iconic Outfits from the Original 'Gossip Girl'

Featuring Serena van der Woodsen, Blair Waldorf, Jenny Humphrey and more.

Film & TV

A Look Back at the Most Iconic Outfits from the Original 'Gossip Girl'

Featuring Serena van der Woodsen, Blair Waldorf, Jenny Humphrey and more.

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Spotted: A Gossip Girl reboot is coming our way, and we’re more than ready to see all the fashion looks to come on the show. While we wait, we’re taking a look back at the best style moments from the original series. From Serena van der Woodsen’s (Blake Lively) elegant style to Blair Waldorf (Leighton Meester), queen of all things prep, the Gossip Girl characters are known for being fashionable and designer-chic.

Scroll down to see which Upper East Sider looks still hold up seven years after the show has ended. If you’re still in a throwback mood, check out our roundup of all our favorite outfits from Sex and the City.

Blair and Serena are friendship goals in their matching Eleanor Waldorf backless dresses.

Serena and Nate match up in timeless White Party looks.

Blair’s retro Alice+Olivia dress with, of course, a matching headband.

Serena having a Ralph Lauren halterneck moment at Lily and Rufus’ wedding.

Little J has her own take on Blair’s headband look, pairing a double band with a tartan blazer.

Serena and Blair travel to Paris in style wearing a gold Emilio Pucci jacket and red Oscar de la Renta gown.

No one does pyjamas better than Upper East Siders.

That moment when Jenny goes from prep school girl to punk rock.

Only Blair Waldorf could pull off an extra AF masquerade look featuring a tiara, opera gloves, feathers, a corset and sequins.

Vanessa showing us that you can be both boho-chic and elegant.

Don’t forget every leather jacket and fishnet stockings outfit from Jenny.

And of course, the jaw-dropping moment when Serena wears a gold Tory Burch dress on her first date with Dan.

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