Serena is determined to turn Lola into the next "it-girl" of the Upper East Side, starting with trying to persuade Lola to model at a Kiki de Montparnasse lingerie show. Meanwhile, Chuck reaches out to Blair for advice about his past but is rejected as she believes he has a hidden agenda. Diana Payne's return to The Spectator starts a power struggle with Nate for control, while Lola reacts with jealousy; but everything is not what it appears. It is discovered that Chuck paid Blair's dowry to get rid of Louis's family. Also, Rufus and Lily have a falling out after Lily goes behind Rufus' back to play an simple scheme to remove Ivy from their penthouse.