15 Of The Hardest "Would You Rather" Questions For People Who Love "Gossip Girl"

Spotted: You, trying to survive the cutthroat world of the Upper East Side. 💄✨ Whether you’re team Blair or Serena, crushing on Nate or Chuck, or secretly rooting for schemers like Georgina, you know Gossip Girl is all about high-stakes choices, backstabbing, and beautiful chaos.

➡️ Would You Be Gossip Girl or Her Victim? Take the Quiz to Find Out!

But what happens when you’re the one making the impossible calls? Would you risk your reputation for love? Protect a secret that could destroy your best friend? These 15 “Would You Rather” questions drop you right into the middle of Manhattan’s most scandalous storylines, forcing you to pick a side — no matter the cost.

➡️ Pick A City To Live In, And I’ll Reveal Which 'Gossip Girl' Character You Are

Grab your headband, your designer bag, and your best smirk — because in this world, you’re either in or you’re out. 💋📱✨ XOXO.

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