Ep 11 - Gossip Girl Season 1

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?

Upper East Sider Date: Wednesday, December 5, 2007 gossip girl season 1 ep 11

The scene where Blair shows up at the loft in a trench coat and lingerie is iconic cringe. Dan’s confused face is our face. It doesn’t go anywhere (thank god), but it gives us the line of the episode: "You can’t make someone love you by sleeping with them, Blair." Ouch. Even when he’s right, Dan is insufferable.

Gossip Girl Season 1, Episode 11: "Roman Holiday" – The Threesome That Wasn’t and the Blair You Forgot Just when we thought the Thanksgiving trysts were

I won't waste your time. Jenny wants to be a model. Eric is her moral compass. There’s a photo shoot. It’s boring. The only highlight is Eleanor Waldorf calling Jenny "peasant chic." Moving on.

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. We pick up with Serena trying to be

You know you love me. —Gossip Girl

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).