It’s Ivy week for the Upper East side teens of Constance Billiard and St. Judes and the visiting representatives arrival brings more than just college applications. Cutt-throat rivalry is at it’s sharpest this week as the students compete for prestigious positions. Blair discovers a shocking but juicy secret about Serena and plots to drop the bomb at the best possible moment. Dan is sure that landing the coveted usher position with the Dartmouth rep will either make or break his future at the school. Unfortunately, it’s Nate who nabs the position, despite total disinterest in the school. Meanwhile, Jenny gets close to Serena’s younger brother Eric and Rufus asks Lily for a favor.

Things are heating up between Serena and Dan. Serena and Dan finally accept that they are crazy about each other, despite that they come from polar opposite worlds. Chuck thinks of investing in a club trying to make his father Bart Bass proud of him.

Blair is feeling heartbroken and guilty by the current state of her relationship with Nate and her recent indiscretion. But she manages to put on a happy face for her 17th birthday party and attempts to hide her feelings from her friends. Hoping that Serena and Vanessa can bond, Dan takes Vanessa to Blair’s birthday party, but this ends up making Serena more uncomfortable. Jenny brings her mother home as a surprise, but Rufus isn’t ready to forgive and forget. Finally, Nate’s parents ask him to make a huge sacrifice to save his father’s business as he faces charges of embezzlement and fraud.

The Humphreys and Van der Woodsens share Thanksgiving!!!