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).
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. gossip girl season 1 ep 11
Let’s talk about the real MVP of this episode: Chuck Bass. Answer: She tries to steal her enemy’s ex-boyfriend
Gossip Girl Season 1, Episode 11: "Roman Holiday" – The Threesome That Wasn’t and the Blair You Forgot Blair’s green plaid headband + trench coat combo
"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?
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."