It's the day right after the Kiss on the Lips party and Serena receives a cold reception from her former best friend Blair. Blair reveals that she knows that Serena and Nate slept together, before Serena mysteriously went to boarding school. Then Serena decides to take Dan to Chuck's fundraiser brunch at The Palace. Meanwhile little Jenny asks Blair for advice, and Blair realizes that she maybe gains something by allowing Jenny into her inner circle.

On her first day at Columbia, Blair attempts to gain membership into an ultra-exclusive social club, Hamilton House .... but she’s in for a few big surprises. Serena begins to suspect that Juliet is intentionally sabotaging Serena’s life and that it may have something to do with Nate. Rufus is worried about Dan and decides to take matters into his own hands.