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.

By
14,375 Hypes

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.

Read Full Article
Share this article

What to Read Next

From Bobs to Pixie Cuts, Here Are 10 Perfect Hairstyles for Thin Hair
Beauty 

From Bobs to Pixie Cuts, Here Are 10 Perfect Hairstyles for Thin Hair

Get your hairspiration from models like Kendall Jenner, Hailey Bieber and Jourdan Dunn.
27,981 Hypes

The North Face's "Heritage" Collection Is Full of Campus Essentials
Fashion

The North Face's "Heritage" Collection Is Full of Campus Essentials

Windproof apparel and accessories for back-to-school season.
1,333 Hypes

10 Designer Bags Under $300 USD You Can Shop for Your Summer Wardrobe
Fashion 

10 Designer Bags Under $300 USD You Can Shop for Your Summer Wardrobe

Featuring brands of the moment like Jacquemus, Marine Serre and Cult Gaia.
5,688 Hypes


Kim Kardashian and Kanye West Want A$AP Rocky Freed Via Trump
Culture

Kim Kardashian and Kanye West Want A$AP Rocky Freed Via Trump

The rapper is currently detained in Sweden.
762 Hypes

Every Single Piece We Need Right Now From Gucci's FW19 "Manifesto" Collection
Fashion

Every Single Piece We Need Right Now From Gucci's FW19 "Manifesto" Collection

“THE MASK AS A CUT BETWEEN VISIBLE AND INVISIBLE.”
2,356 Hypes

More ▾