Welcome to the world of scandal, secrets, and swoon-worthy romance! If you’ve ever dreamed of dating one of Manhattan’s elite, this Gossip Girl Boyfriend Quiz is your chance to find out which Upper East Side heartthrob is your perfect match. Whether you’re drawn to bad boys, charming intellectuals, or devoted romantics, this quiz will reveal the Gossip Girl guy who’d steal your heart.
Would you fall for Chuck Bass, the mysterious and charismatic billionaire with a dark past? Or does Nate Archibald, the golden boy with a heart of gold, make your heart race? Maybe you’re into Dan Humphrey, the brooding Brooklyn writer who sees love as an epic story waiting to be written. If power and ambition are your thing, Prince Louis Grimaldi could be your perfect match—because who wouldn’t want a royal romance? But let’s not forget Carter Baizen, the reckless yet thrilling bad boy who keeps things unpredictable. And, of course, there’s Rufus Humphrey, the old-school romantic who proves that love can be timeless.
Every Gossip Girl guy brings something different to the table—whether it’s loyalty, danger, charm, or drama. The question is: Who would be your perfect boyfriend in this glamorous, drama-filled world? Answer these fun and flirty questions to find out which Upper East Sider (or Brooklynite) would sweep you off your feet!
XOXO, Gossip Girl 💋
About Ana
Hi, quiz lovers! I'm Ana, and I can't imagine my morning coffee without scrolling new quizzes. So I started writing them. Eleanor Roosevelt once said, "I think, at a child's birth, if a mother could ask a fairy godmother to endow it with the most useful gift, that gift should be curiosity." I'm sure that curiosity is our most powerful tool to learn the world around us and inside us. And quizzes are the most curious way to learn a bit of everything. So don't waste your time. Pick a quiz, and let's find out your today's score!