Blair Waldorf always had a plan — perfectly calculated, elegantly executed, and, of course, dramatic enough to keep Gossip Girl entertained.
So when she noticed the way Dan Humphrey kept looking at you during group brunches — that mix of confusion, longing, and denial — she saw potential.
Not for love. For leverage.
“Y/N,” Blair said one morning at The Met steps, her tone brisk, her eyes glinting. “I have a proposition.”
You raised an eyebrow. “You make it sound like we’re in a spy movie.”
Blair smirked. “In this city, social warfare is espionage.”
She slid a folded paper toward you. “Dinner. Eight o’clock. La Belle Étoile. You’ll be meeting my cousin—technically fake cousin—Sebastian. Pretend it’s a date.”
You blinked. “You’re setting me up?”
“Not for romance,” she said, brushing invisible lint off her skirt. “For revenge.”
Serena looked up from her phone. “Blair, this sounds like a terrible idea.”
Blair rolled her eyes. “You say that about all my ideas. And yet, they always work.”
Serena sighed. “Except the ones that blow up in your face.”
That night, you followed through. Sebastian was charming enough, if not a little too rehearsed. Everything went smoothly—until you noticed a familiar silhouette near the bar.
Dan. Hands in pockets, trying too hard to look casual.
He was watching.
And so was Serena, who’d tagged along “for moral support” but was now nervously nursing a cocktail.
Blair, of course, was stationed behind a column with her phone out, live-texting you instructions.
“Smile. Touch his arm. Laugh louder.”
You obeyed, even though it felt ridiculous. You saw Dan shift uncomfortably—mission accomplished.
Until Sebastian leaned in and kissed your cheek.
Dan’s jaw clenched. He turned and left. Blair fist-pumped like she’d just won a war.
But then—
Sebastian whispered, “You’re actually amazing, you know that?”
You blinked. “What?”
He grinned. “I know this was fake, but I think I just fell a little bit in love with you.”
You froze. And unfortunately… Blair chose that exact moment to emerge from hiding.
“What do you mean you like her?!” Blair hissed, dragging Sebastian aside. “You were supposed to make Humphrey jealous, not catch feelings!”
Serena covered her mouth, laughing. “You really didn’t see that coming?”
Blair turned to you, exasperated. “Well? Tell him you don’t feel the same.”
But you hesitated. Because… maybe, just maybe, Sebastian’s charm wasn’t entirely fake.
Blair’s eyes widened. “Oh no. You do like him. This was not part of the script!”
Serena smirked. “Guess the plan backfired.”
Blair groaned. “This is what I get for meddling in other people’s love lives. Again.”
The next morning, Gossip Girl posted: 📱 “Spotted: B’s fake date turning into something real. Looks like even Queen B can’t control matters of the heart.”
Blair slammed her phone down. “I hate that blog.”
Serena laughed. “You love it.”
Blair sighed dramatically. “Fine. But only when I’m the one writing the narrative.”
You smirked. “Guess it’s my story this time.”
Blair glared, then smiled slyly. “Touché. But don’t get too comfortable, Y/N. On the Upper East Side, every love story comes with a plot twist.”