Top 10 Gossip Girl Outfits We Want
#10: Blair’s Marc Jacobs Thanksgiving Outfit “Blair Waldorf Must Pie”
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While Blair didn’t seem to have much to give thanks for during the season one Thanksgiving episode, we were all certainly thankful for her beautifully curated holiday ensemble. All aspects of this outfit were paired together perfectly. Everything from the way her thin gold headband matched the colour of her Marc by Marc Jacobs babydoll dress, to the lace texture of her tights worked to create a soft and seasonally appropriate look. This outfit is a perfect example of Blair’s ability to take a modern twist on a classic style.
#9: Jenny's Fuzzy Tartan Sweater & Grey Knit Dress “Gaslit”
As Jenny grew up, so did her style. She went from following preppy Constance Billard trends to cultivating her own distinctive and grungy style. Jenny’s style began to reflect her inner turmoil as she struggled to find her place within New York social circles. She was constantly torn between the allure of the Upper East Side and the safety of her father’s Brooklyn home. This ensemble, worn in episode 10 of Season 4, captured all of her signature staples: the tartan, the dark colour palette, the tights, and last but not least, the super short hemline. Set during Thanksgiving, the episode dealt with the heavy subject matter and Jenny’s outfit definitely contributed to the overall brooding atmosphere.
#8: Serena’s Grey Lace Ballet Dress “Juliet Doesn’t Live Here Anymore”
When Serena and her Columbia professor turned lover Colin Forrester show up to the New York City Ballet, tensions are high. Serena’s outfit, comprised of a grey lace gown with tulle and bead detailing, certainly matched the drama of the evening. The composition of the gown is stunning. From the high-low details to the sheer lace, we can’t help but sympathize with Dan as he stares at her from afar. This gown shows how Serena’s style has evolved from her earlier bohemian days into something more elegant yet still carefree.
#7: Serena’s Wedding Dress “New York, I Love You XOXO”
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Serena’s beautiful gold Georges Chakra wedding dress is reminiscent of the gold dress that she wore on her first date with Dan. The couple’s relationship certainly evolved throughout the series, but this subtle nod to their origins signifies that their feelings for each other have been pure and passionate since the beginning. The dress encapsulates this sentiment perfectly because, while the design is somewhat minimalist, it is still breathtakingly beautiful. Serena has always been known for her simple and ethereal beauty, so it makes total sense that she would opt for this dress on her special day.
#6: Prom Outfits “Valley Girls”
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At almost every high school, prom is a time for students to dress their best. For the students of Constance Billard School for Girls and St. Jude’s School for Boys, that statement rings exceptionally true. When Blair waltzed into the dance wearing an extravagant black and gold Marchesa gown, the audience immediately knew that she was meant to be Constance’s prom queen. In fact, the gold detailing on her gown perfectly complemented her golden prom queen crown. Serena, on the other hand, went for a more understated yet ethereal choice. Her glistening halter gown was topped off with floral hair accessories. A look that perfectly captured Serena’s fun and carefree energy as she danced the night away with Dan.
#5: Serena & Blair’s Matching Backless Dresses “Bad News Blair”
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Nothing quite says friendship like matching outfits. While Blair and Serena have had their fair share of ups and downs throughout the series, we knew that their friendship was made to last when we saw them running together around New York in stolen Eleanor Waldorf backless dresses. While Serena opted for a red version and Blair opted for blue, both girls looked equally stunning. The bold colours of the dresses matched with the girls’ beaming smiles as they took photos with each other around New York landmarks for an impromptu photo shoot.
#4: Serena & Blair’s White Party Outfits “Summer Kind of Wonderful”
Talk about white-hot! Blair and Serena have proven time and time again that they can rock any theme, and the all-white dress code at the Hamptons summer party was no exception. Blair, ever the preppy fashion icon, chose to wear a short, halter neck eyelet dress paired with an iconic floral headband and heels. Meanwhile, Serena went for the full Grecian goddess look with her long, flowy maxi dress, silver accessories, gold heels, and tousled updo. These contrasting outfits perfectly represented Blair’s tendency towards more classic styles and Serena’s preference for a more carefree aesthetic.
#3: Serena’s Gold Cotillion Dress “Hi, Society”
While Serena has had her fair share of gold gowns throughout the series, from her wedding dress to her Studio 54 inspired look (xref), her Cotillion dress remains one of the most memorable. Cotillion balls are a means of introducing young women into high society. While Serena was definitely a part of the Upper East Side elite, she vehemently rejected a lot of the societal expectations placed upon her. This flashy dress, with its tight bodice and elaborate floral ruching, certainly made sure that Serena stood out amongst her more traditional peers. The gold was an especially clever choice because it represented Serena’s vibrancy and reminded her grandmother that Serena was not one to be dulled down.
#2: Blair’s Red Ruffled Oscar de la Renta Gown “Double Identity”
Blair’s red ruffled Oscar de la Renta gown captures her personality more acutely than words ever could. It represents her passion, flair for the dramatic, fiery temperament, and perhaps most prominently, her love for Chuck. She wears this gown during a dramatic confrontation with Chuck at the Gare du Nord train station in Paris. As the two of them stand above the train tracks, we see Blair’s dress in its full glory. Her elaborate outfit is juxtaposed against Chuck’s unusually plain ensemble. However, this is indicative of the fact that, despite their differences, they make a beautiful pair. Before we reveal our top pick, here are a few honorable mentions. Vanessa's Snowflake Ball Dress “It’s a Wonderful Lie” Jenny's Leather Jacket & Fishnets Various Serena's Yellow Floral Halter Neck Dress “Much ‘I Do’ About Nothing” Serena's Sequin Gold Jacket “Double Identity” Jenny's Red Plaid Blazer & Gold Headband “A Thin Line Between Chuck and Nate”
#1: Blair’s Second Wedding Dress “New York, I Love You XOXO”
From the second Blair said yes to Chuck’s marriage proposal, we were all eagerly waiting to see what the Upper East Side fashionista would wear on her second big day. While her first wedding to Prince Louis was picture-perfect, complete with a sparkling tiara and white Vera Wang wedding gown, viewers knew that it was far too safe and traditional a choice for Blair. Chuck and Blair’s relationship is anything but ordinary, a fact that is perfectly captured by Blair’s second wedding dress. From the intricate beadwork to the delicate blue shade, Blair’s custom Elie Saab dress encapsulates both her classic style and her penchant for flair.
