Yes. In a move that shocked no one and everyone at the same time, Dan Humphrey finds himself in the crosshairs of Blair Waldorf’s revenge scheme. After the "Sorry, I cheated with your best friend" conversation, Blair is broken. And a broken Blair doesn't cry into a pint of ice cream; she schemes.
Blair’s green plaid headband + trench coat combo. Revenge never looked so tailored. Best Line: "Destiny is for losers. It’s just a stupid excuse for waiting for things to happen instead of making them happen." – Blair Waldorf. XOXO Moment: Chuck wiping the tear off Blair’s cheek. I am not okay.
Just when we thought the Thanksgiving trysts were over, the CW dropped Episode 11 on us like a champagne bottle on a marble floor. Officially titled "Roman Holiday," this episode isn't about Rome. It’s about the fall of an empire—specifically, the crumbling of Blair Waldorf’s sanity.
We pick up with Serena trying to be a good friend (her first mistake) and Jenny Humphrey trying to be a social climber (her only personality trait). But the real juice comes from the weirdest love triangle this side of the Hudson: Dan, Serena, and... Blair? gossip girl season 1 ep 11
Are you Team Chair after this episode, or do you still think Dan belongs with Serena?
Gossip Girl Season 1, Episode 11: "Roman Holiday" – The Threesome That Wasn’t and the Blair You Forgot
The internet still talks about this episode because of the fake threesome plot. To get back at Serena for "stealing" Nate, Blair tries to seduce Dan. Let’s be clear: Dan Humphrey, in his waffle-knit sweater and Brooklyn angst, has no business being in the same room as Blair Waldorf’s headband. Yet, here we are. And a broken Blair doesn't cry into a
For 10 episodes, Chuck has been the panty-dropping villain. But here? He finds Blair crying on the floor of the Empire Suite. In a moment of shocking vulnerability, Chuck doesn't try to sleep with her. He just sits there. He brings her a drink. He tells her that the only way to beat Serena is to "be Blair Waldorf."
Answer: She tries to steal her enemy’s ex-boyfriend. Fails. Then realizes the devil she knows (Chuck) is better than the angel she doesn't (Dan).
Let’s talk about the real MVP of this episode: Chuck Bass. Best Line: "Destiny is for losers
This is the moment the ship sailed for Chair fans. It’s the first crack in Chuck’s armor, and Ed Westwick plays it with a terrifying softness. You almost forget he tried to assault Serena in the pilot. Almost.
Let’s break down the messy, magnificent chaos.
(Minus points because Jenny exists. Plus points because we finally understand why Chuck and Blair are endgame.)
Upper East Sider Date: Wednesday, December 5, 2007
"Roman Holiday" is the hangover after the "Spring Fling" (Episode 10). It’s slower, darker, and a lot more psychological. It answers the question: What happens to a mean girl when her crown falls off?