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The top 10 fashion moments that Gossip Girl has served us with

Your favourite scandalous and soapy American drama is getting a reboot. Now you’ve got to fly to New York to take photos by the steps of the Met Museum — but not before you cop some style tips from its predecessors

Photo: Instagram/chair.and.serenate

Haven’t you heard? Iconic teen drama Gossip Girl, which focuses on the lives of the elite Upper East Side private students (read: there’s plenty of deliciously dressed rich teens boozing, backstabbing and sniping at each other) is getting a reboot by streaming service, HBO Max. It’ll kick off eight years after the original website went dark, with 10 hour-long episodes. While it is still uncertain if the former main characters — Serena van der Woodsen (played by Blake Lively), Blair Waldorf (Leighton Meester), Nate Archibald (Chace Crawford), Chuck Bass (Ed Westwick) and Dan Humphrey (Penn Badgely) — will make an appearance, one thing’s for sure: the new series has big fashion and styling shoes to fill. 

While we wouldn’t go as far to say that the characters were as sartorially iconic as Sex and the City’s resident trendsetter Carrie Bradshaw (played by Sarah Jessica Parker), the show served us six seasons (2007 to 2012) of amazing looks and undeniably influenced the outfit choices of thousands of millennials. In commemoration of the news, we’ve gathered 10 of the most iconic Gossip Girl fashion moments for you to reminisce and get inspiration from. They are still pretty relevant to this day.

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Blair and Serena are total #friendshipgoals. Despite their ups and downs (and which friendship doesn’t have that?), they always find a way back to each other. So the next time you’re heading out with your bestie, why not go matchy-matchy with your sartorial choices? Here’s how to do it right without opting for kitschy couple wear. Both adopted yellow tones: Blair went with a more feminine approach with a printed dress and mustard tote while Serena gave a more androgynous spin with a yellow tank, black shorts and chunky jewellery, finished with a yellow ribbon in her golden hair.





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Here’s another way to show off your friendship with your bestie. Choose a cute, well-designed dress — in this case, a sexy backless dress — and get a different colour each. Cinch it in with the same belt — but in different hues. Not only will this guarantee that both of you look right on point, it will also make a cute photo op to profess your undying love with each other on Instagram. Optional: Opt for the same pair of shoes — such as elegant golden pumps — to really channel B & S’ effortless style. Finally, use accessories to inject your personal spin — Serena went with a polka dot hairband and red wallet clutch for a more playful touch. PS: They’re wearing matching lipsticks too.  



Just because your job or school dictates that you have to wear a uniform everyday, doesn’t mean you can’t give your outfit your own stylish twist. Take this picture of the students from Constance Billard School for Girls and St. Jude’s School for Boys. The ladies added their own flair with the use of various headgear, such as berets and headbands, as well as bags, such as an oversized envelope clutch (Blair) and a designer shoulder bag (Serena). The cherry on top? Striking calf-length boots of various leathers and shades. Even the men are not lagging behind with various coat and shoes options — checkered, navy, camel, take your pick. 





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Fashion trends usually trickle down from the runway to the street. In this instance however, we’re suggesting that it’s the other way round. Well, almost — from TV to the runway at least. Here, Blair and her minions (quick refresher course, from left to right: Nelly Yuki, Penelope Shafai, Isabel Coates and Hazel Williams) are decked out in eye-catching colourful tights that ranged from neon pink to leopard prints, and we think it’s rather reminiscent of the F/W’18 trend, where the message was “leggings with everything”. Flashy, unapologetically brash leggings were spotted on models at the shows of Jeremy Scott, Tom Ford and Victoria Beckham, and even style influencers Kendall Jenner and Ashley Graham were seen in them in real life. Moral of the story? Be bold, because you’d never know if you end up being the inspiration for the next big thing. 




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I don’t know about you, but Golden Boy Nate Archibald and Golden Girl Serena van der Woodsen was one of my OTPs (that’s “one true pair” for those who aren’t familiar with Internet speak) because of how good they looked together. The two were dressed to impress at the White party in The Hamptons (no points for guessing the dress code) during the season premiere of the show’s second season. We especially loved Serena’s outfit here because she was decked in a low-cut v-neck dress with gathered details that oozed Greek goddess sex appeal. Serena finished the look with a pearl cuff bracelet and a cascading silver headpiece that adds to her Grecian-esque look. Classy, yet sensual, elegant, yet playful — we could all learn a thing or two from this ensemble.