Gossip Girl First and Last Letter Game: Supporting Cast Challenge With Just Two Letters

While Blair, Serena, and the main Upper East Side crew ruled the halls of Constance and the steps of the Met, the supporting cast of Gossip Girl brought just as much drama, intrigue, and unforgettable moments. Whether plotting revenge, meddling in love lives, or dropping iconic one-liners, these characters helped shape the chaotic world of the show. In this Word Quest challenge, your task is to name ten of these unforgettable supporting characters using only their first and last letters. XOXO—are you ready?

Georgina Sparks was the ultimate wild card, stirring chaos wherever she went with manipulative schemes and unexpected returns. Eric van der Woodsen, Serena’s younger brother, was a grounding force and often wiser than those around him. Eleanor Waldorf, Blair’s fashion-forward mother, balanced fierce ambition with maternal love in her own designer way.

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Love quick brain games? Find more Word Quests below:

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Lily van der Woodsen kept the family’s secrets locked behind a composed smile, managing scandal with practiced grace. Dorota, Blair’s loyal housekeeper and confidante, offered unwavering support—and a few well-placed interjections of wisdom. Jack Bass, Chuck’s morally gray uncle, proved time and again that family drama has no bottom.

Backstage Icons of the Upper East Side

Vanessa Abrams tried to stay grounded in Brooklyn’s artsy world but constantly found herself pulled into Upper East Side antics. Cyrus Rose, Blair’s ever-optimistic stepfather, brought charm, quirk, and the iconic “not enough!” catchphrase. Juliet Sharp, the calculating outsider, waged one of the show's most elaborate takedowns. And Nate Archibald, though often considered part of the main cast, played the classic golden boy who floated between everyone’s drama while trying to find himself.

These characters helped shape the web of secrets, betrayals, and glamour that defined Gossip Girl. Whether fan favorites or love-to-hate villains, their storylines were always unforgettable.

This Word Quest challenge tests your memory of the show’s most chaotic and charming side players. Can you name them from just their initials? You know you love me—now let’s play!