3 Former Teen Mag Editors Reminisce About Their Favorite Gossip Girl Outfits
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Everett Collection
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Courtesy of The CW
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Tina Tyrell and @thankyouatoosa
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Courtesy of The CW
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Courtesy of The CW"The jumping-off point of inspiration for Serena was Kate Moss, which meant over-the-knee boots became something of a staple for her. I have doubts about whether these would fly at a real private school, but they still look incredible. I always was more of a Blair than a Serena, but that never stopped me from desperately wanting a pair of Stuart Weitzman's iconic thigh-high boots." — McCall
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Alamy"My hands-down, all-time-favorite look from Gossip Girl is Blair's outfit from the first Thanksgiving episode, "Blair Waldorf Must Pie." First, it must be said that this is the best episode of GG. Second, it's just quintessential Blair, from the lacy Marc by Marc Jacobs dress to the bow-patterned tights. I bought a similar pair from Forever21 at the time and wore them to death. Maybe that's why I still can't get enough of a novelty tight?" — McCall
"I spent several years wearing empire-waist, babydoll dresses and patterned tights because Blair Waldorf did. Both things looked truly awful on me, but they were made for Blair. I still dream about her lace Marc Jacobs dress on the perfectly named season one Thanksgiving episode, “Blair Waldorf Must Pie!” The Trina Turk capelet is really quite ugly, but it's so, so 2007, and that makes me love it." — Lewis
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Courtesy The CW"Because Gossip Girl always started around the same time school came back into session, we never saw very many summery looks on the show, which was a shame. But when we did—like on season two's debut episode, "Summer, Kind of Wonderful," costume designer Eric Daman knocked it out of the park. I'm still obsessed with Blair's look from the white party, a scalloped Marc by Marc Jacobs dress and a floral Jennifer Behr headband. So dreamy." — McCall
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Shutterstock"Spoiler alert: I fell more in love with Blair's (second) wedding dress than she did with the man she was going to marry in the series finale. I don't know if it was the conclusion of my favorite show that was giving me all the feels or what (hey, it certainly wasn't her groom), but if I had a secret wedding Pinterest board, this Elie Saab Couture 2012 gown in baby blue would be the only thing on it." — Elovitz
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Everett Collection"'Iconic' is a bit overused at this point, but there's no other way to describe Serena's very first outfit on Gossip Girl's pilot episode. The striped Petit Bateau shirt, the leather blazer in the most perfect shade of camel, the little pop of yellow in the form of the handkerchief. I can't think of another time she dressed so understated, but it suits her so well." — Lewis
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Courtesy of The CW"Unsurprisingly, I related to Jenny's wardrobe most when she was doing her best Blair Waldorf impersonation toward the end of the first season. There were lots of pastel shades and darling socks. Sure, she would become a bleach-blonde goth in just a few short years, but we'll always have the memories of sweet Little J." — McCall
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Shutterstock"How could we skip the legendary Chuck Bass scarf? Chuck's style went off the rails by the end of the show (remember the time he was dressed like Prince George?), but early on, his preppy Upper East Side uniform worked so well for him, and the J. Press scarf looked so good with all of his popped collars and fancy layers." — Lewis
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Everett Collection"Like many of my fellow Gossip Girl fans, while we may have aspired to be a Blair or Serena, it was often easiest to relate to Jenny Humphrey. I don't know that it could be called a glow-up, but to say that Little J went through a serious style evolution during the series's six seasons would be a major understatement. As Tyler points out, Jenny started off by emulating Blair's style, then gradually embraced her Brooklyn-bad-girl side as the show progressed. Jenny traded in her preppy headbands, bows, and bright colors for layers upon layers of black eyeliner, offbeat accessories, and an essential leather jacket. While Jenny's anti-establishment new persona lost me along the way (let's face it: you live in a loft in Dumbo, dear), I'll always appreciate how the changes in her character's costumed reflected her growing confidence as an individual." — Elovitz
