Hey Upper East Siders! When Gossip Girl premiered on the CW in September 2007, one element of the show immediately resonated with fans: the fashion. Whether it was Blair’s preppy wardrobe, or Chuck’s seemingly endless number of suits, Gossip Girl devotees couldn’t get enough of the now-iconic early 2000s ‘fits! Although the characters, who we were first introduced to in the young adult novel series by Cecily von Ziegesar, seemed larger than life, there are times when life imitates art. Or I guess we should say, when Gossip Girl actors imitate their on-screen counterparts. As rumors continue to swirl about whether or not the cast will come together for a reunion, or better yet a reboot, we’re looking back at 11 of your favorite actors, and the times they dressed just like their characters.
From Blake Lively to Taylor Momsen, there were so many Gossip Girl actors whose on-screen style totally translated into street-style goals! Scroll through the gallery above to see more of your favorite stars rocking outfits similar to their Upper East Side characters.
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