Dan is going to his two year high school reunion and charity event and decides to invite Charlie. Charlie is super excited and asks Serena to help her prepare. Charlie decides to try on some of Serena's dresses and notices a photo of Serena and Dan from Season 1 at the debutante ball wearing a beautiful gold dress. Charlie's mother calls Rufus and asks him to pick up her medication. While at the party, Serena notices that Charlie took her gold dress and decides to cause drama about it. Dan defends Charlie but starts to realize she might be crazy when she asks him to call her Serena when they are kissing.
Jack Bass is back! He makes a deal with Raina and her father to bring down Chuck. He decides to take Chuck to rehab. It turns out that Russell was the one who killed his wife and didn't want Raina to find out.
Blair is worried about Louis' mother not wanting her in her son's life. Her stepfather comes back into the picture and tries to work his magic by talking with the princess about their passion for birds. Blair ends up spending quite a bit of time worrying about Chuck when Jack returns which makes Louis assume that she will never get over Chuck. Louis decides to give her a decision...she has to meet him at the airport at midnight or their relationship is over. On her way to the airport, Blair gets a call telling her that Chuck is about to jump off of a building. She turns around to save him but it ends up being Russell who made the call.