‘Gossip Girl’ Outfits We Still Think About 16 Years After the Show Premiered

Credit: Getty Images (3)

‘Gossip Girl’ Outfits We Still Think About 16 Years After the Show Premiered

Gossip Girl premiered 16 years ago — and we still can't get enough of the characters’ timeless fashion. The drama series — which starred Blake Lively, Leighton Meester, Ed Westwick, Chase Crawford, Penn Badgley, Taylor Momsen and more — had six stylish seasons between September 2007 and December 2012. Costume designer Eric Daman included a number of designer gowns from Oscar de la Renta during the show, as well as high-fashion suits and accessories. Lively previously praised the “spectacular and inventive” designer in a May 2022 interview with Vogue. “He really took that idea to the next level of characters really having a look. They had such a distinct look and fashion and I find that so inspiring.” She continued: “The impact of the fashion on that show was greater than anything else. Greater than the storytelling, greater than the characters and it definitely changed my life. Keep scrolling to see each of the characters’ most luxurious looks — because you know you love Us. Xoxo.

Credit: Getty Images (3)

‘Gossip Girl’ Outfits We Still Think About 16 Years After the Show Premiered

Gossip Girl premiered 16 years ago — and we still can't get enough of the characters’ timeless fashion. The drama series — which starred Blake Lively, Leighton Meester, Ed Westwick, Chase Crawford, Penn Badgley, Taylor Momsen and more — had six stylish seasons between September 2007 and December 2012. Costume designer Eric Daman included a number of designer gowns from Oscar de la Renta during the show, as well as high-fashion suits and accessories. Lively previously praised the “spectacular and inventive” designer in a May 2022 interview with Vogue. “He really took that idea to the next level of characters really having a look. They had such a distinct look and fashion and I find that so inspiring.” She continued: “The impact of the fashion on that show was greater than anything else. Greater than the storytelling, greater than the characters and it definitely changed my life. Keep scrolling to see each of the characters’ most luxurious looks — because you know you love Us. Xoxo.

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Blair and Serena on Their Way to School

After Gossip Girl broke the news that Blair Waldorf (played by Meester) slept with both Chuck Bass (Westwick) and Nate Archibald (Crawford) in season 1, she concealed her identity with oversized sunglasses and a hair scarf. She paired the accessories with a sky blue coat finished with puffy sleeves. 

Meanwhile, Serena van der Woodsen (played by Lively) teamed a brown leather jacket with red boots and her school uniform. 

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Serena at the White Party

Serena channeled her inner goddess while attending an all-white outfit party in the Hamptons during season 2. She paired the Oscar de la Renta design with a curly updo finished with loose braids, a silver headband and chunky bracelet. 

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Nate Looking Fine in His Uniform

Nate paired his school button down, blazer and maroon striped tie with a classy winter jacket during season 2.  

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Jenny’s Pop of Color in Her Uniform

Jenny Humphrey (played by Momsen) added a bit of flair to her school uniform with a pink tulle lining underneath her skirt during season 2. She made the outfit even more trendy with a black jacket featuring gold buttons and combat boot heels. 

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Dan’s Classic Style

Dan Humphrey (played by Badgley) showed off his laid-back style. His season 2 look was paired paired a blue checkered shirt with jeans and a leather satchel while walking the streets of New York. 

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Serena’s Floral Frock

On season 3 of the show, Serena looked gorgeous in a Ralph Lauren yellow dress finished with a keyhole cutout while attending her on-screen mom’s wedding. Even though the nipitals got called off between Lily van der Woodsen (Kelly Rutherford) and Rufus Humphrey (Matthew Settle), the look became famous. 

Lively told Vogue in May 2022, “I think this dress was one of the most critical fashion moments of Gossip Girl. This was such a beautiful look.” She continued, “I ended up wearing Ralph Lauren to the Met — that was my first year I was invited to a Met Gala — and I think they only invited me because of this dress.” 

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Blair’s Firey Gown

Blair sported the ruffled Oscar de la Renta gown while confronting Chuck about their relationship status in Paris during season 4. She topped the stunning outfit off with a half-up hairdo, pink clutch and diamond necklace. 

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Serena in a Sparkly and Sexy Design

Serena wore a Zuhair Murad mini dress with a train attached at her hip while going to a ballet premiere on season 4 of the show. She paired the sheer number with loose waves, a black clutch and dangly earrings. 

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Blair’s Princess Moment

Season 5 saw Dan take Blair to the Met to help her rediscover her confidence. For the outing, she rocked an Oscar de la Renta bubblegum pink dress and white fur-lined coat. She topped the ensemble off with a bedazzled tiara and diamond necklace. 

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Chuck’s Go-to Outfit

Chuck looked extra handsome while rocking a charcoal suit, blue and white gingham shirt and circular patterned tie during season 5. The character was mostly seen wearing classy attire. 

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Blair’s Wedding Gown

While marrying Chuck in the series finale, Blair donned a sheer blue Elie Saab design finished with 3-D flowers and dainty beading. In December 2012, Daman gushed to InStyle about the design. “When I saw the Elie Saab dress finally chosen for Blair's wedding to Chuck, it was absolutely perfect for her.” He explained, “It needed to feel like old world glamour meets contemporary high fashion.”