Inspiration

Gossip Girl Fashion Retrospective: Serena van der Woodsen’s Most Iconic Looks

These are dark times, you guys. After six seasons, “Gossip Girl” is coming to an end. And, okay, maybe it is time to throw in the towel, because any sense of rational plot has been out the window since season three… but still. This is the end of an era.

Gossip Girl’s fashion is as iconic as its beloved characters (and some Gossip Girl styles are still trending today!), so for the next four days, (leading up to the finale – sob!) I’ll be showing you how to steal your favorite character’s most memorable looks.

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Starting us off is Serena van der Woodsen, the Upper East Side’s resident bad-girl-gone-good. Played by the gorgeous Blake Lively, Serena is the master of mixing classic pieces with eclectic shapes and textures. Below, we’ll show her evolution from reluctant prep school pariah to the confident, stylish young woman we know and love today. On to the outfits!

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Where has she been?

Jacket, Tee, Jeans, Scarf, Boots, Bag, Belt | Photo: The CW

It’s odd to think that the endlessly mysterious Serena van der Woodsen would return to the city in a conservative leather jacket and classic skinny jeans, but who are we to complain? With all the drama surrounding her return, Serena’s very first outfit gives us a hint that she might not be the crazy, boyfriend-snatching party girl GG makes her out to be. And that’s kind of the moment we all fell in love with her. Girl sure knows how to travel in style.

Make Serena’s premiere look your own by pairing a tan leather jacket with a conservative striped tee. Black skinny jeans and a yellow scarf update this classic look. Accessorize with the basics, like a deep chestnut satchel and a matching belt. Slouchy suede boots complete this polished and casual look.

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