Gossip Girl Fashion: 33 Iconic Moments
It’s been more than ten years since Gossip Girl first premiered, giving us an inside look at the to-die-for closets of Manhattan teens Serena van der Woodsen, Blair Waldorf, Jenny Humphrey, and more. Whether dressing up their school uniforms with lust-worthy jackets and accessories or heading to countless galas and parties that filled their social calendars, this stylish set gave us closets that wowed — despite some malfunctions.
If after all these years you still can't get over the fashion GG gifted us, you are not alone and there's more to come. A reboot of the popular series is soon headed to HBO Max and, though production has been slightly delayed due to the COVID-19 pandemic, it just gives the world all the more time to anticipate all of the looks that are about to grace the silver screen one more time with the same costume designer.
Ahead, check out the 33 best Gossip Girl fashion moments of all time, and get ready for what is to come!
Arnaldo Magnani/Getty Images1/34Both Serena and Blair made their school uniforms look so chic that highschoolers everywhere wanted to copy them — private school or not!
James Devaney/WireImage/Getty2/34Serena’s collection of classic and timeless Fall and Winter coats was essentially endless but this brown one takes the cake.
Bobby Bank/Getty Images3/34Georgina might have objectively not been the best but her fashion surely was. Cardigans, leggings, and UGGs? '00s fashion in a nutshell.
Jackson Lee/Star Max/FilmMagic/Getty4/34Another case for UGGs by Blair here. The color-coordinated accessorizing takes things to the next level.
James Devaney/WireImage/Getty5/34Before going edgy in later years, Jenny was the picture of the ultra-girly little sister, dressing up to look cool for the older girls.
James Devaney//WireImage/Getty6/34For Blair, it was the bolder, the better, which meant not only reaching for brightly colored looks but also owning her role as a print-mixing pro.
Bobby Bank7/34The pants? The heels? The bag? The GLOVES? It's called fashion, look it up.
James Devaney/WireImage/Getty8/34Casual days call for tank tops and jeans.
James Devaney/WireImage/Getty9/34Blair’s summertime floral dress, as well as Serena’s white and light green mini, are the perfect summer looks. They are effortlessly fit for the warmer weather.
DISCIULLO/Bauer-Griffin/GC Images/Getty10/34A lesson in matching patterns from Sage Spence. Nate's suit is also a classic.
James Devaney/WireImage/Getty11/34Even when loaded up, Jenny still looked pulled-together in a floral sundress and whimsical heels.
James Devaney/WireImage/Getty12/34Serena kept it simple with her school uniform, often opting for a cropped leather moto jacket and cashmere sweater to pair with her plaid mini skirt.
James Devaney/WireImage/Getty13/34Always dressed to-a-T, Blair loved a matching set, like this cape and mini skirt combo for ice skating in Central Park.
Arnaldo Magnani/Getty Images14/34No pants? No problem. Jenny loved layering oversized sweaters on top of barely-there miniskirts and styling the daring look with over-the-knee boots and fishnet tights.
James Devaney/WireImage/Getty15/34Blair’s coats got brighter and brighter with each passing episode. This green one here paired by the yellow pumps make for one of her most memorable looks.
Marcel Thomas/FilmMagic/Getty16/34Embracing her grungy side, Jenny loved all things plaid, with a little bit of embellishment on the side. The haircut is also as iconic as they come.
James Devaney/WireImage/Getty17/34Ever rebel Jenny was often seen wearing fishnet rights under her tailored short shorts.
Antonio de Moraes Barros Filho/FilmMagic/Getty18/34For her meeting with Chuck in Paris, Blair dressed in a jaw-dropping red gown from Oscar de la Renta.
Ray Tamarra19/34Blair was always playing with color and unusual silhouettes, most evidenced by this — again — green and yellow look.
Arnaldo Magnani/Getty Images20/34For Blair’s wedding dress, the costume designers opted for a classic Vera Wang princess silhouette.
James Devaney/WireImage/Getty21/34There’s nothing like a short bandage dress to really take you back to the late-aughts.
Bobby Bank/WireImage/Getty22/34Always playing with head-turning and ultra-feminine silhouettes, Blair channeled grown-up vibes on the regular.
Gustavo Caballero/Getty Images23/34Blair’s wardrobe was always a little more grown-up than her high-school-age might have otherwise suggested. We would still wear this one in 2020.
Courtesy of The CW24/34Serena was a vision in yellow wearing Ralph Lauren Collection as the bridesmaid in Lily and Bart's wedding.
Courtesy of The CW25/34This little white dress from Marc by Marc Jacobs and Jennifer Behr headband combo was perfect for the summertime white party.
Courtesy of The CW26/34At her very own flash fashion show, Jenny looked cool and youthful in a party dress with a full-skirted mini silhouette from H&M.
Courtesy of The CW27/34It was with this Alexis Mabille gown that Blair proved she had the high-fashion chops every girl hopes for.
Courtesy of The CW28/34Serena's '70s-inspired Diane von Furstenberg metallic gown has her literally looking like she's dripping in gold.
Courtesy of The CW29/34Blair proves that her ultra-girly style translates easily into more grown-up silhouettes with this pencil-shaped red dress from Victoria Beckham.
Courtesy of The CW30/34Even running around Paris, Serena looks effortlessly glamorous in Emilio Pucci and Tibi.
Courtesy of The CW31/34The master of edgy style, Jenny pulled out all the stops with this head-turning micro mini dress from Emilio Pucci.
Courtesy of The CW32/34For an evening at the New York City Ballet, Serena opted for a Zuhair Murad dress that, though covered in silhouette, is totally daring and sheer.
Courtesy of The CW33/34Instead of the traditional white, Blair opted for a pale blue gown from Elie Saab for her wedding to Chuck.
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