When things get tense between Rufus and Will, Serena chooses to stand behind her father, making Rufus feel like an outsider in his own family. Jenny and Chuck team up to try to find out why a psychiatrist claims that Rufus had sex with her, while Blair joins forces with Dan and Nate to find out what Will is hiding. After many failed attempts, Chuck makes one last grand gesture to reconcile with Blair, hoping she will finally accept the fact that they are destined to be together. Elsewhere, Jenny deliberately withholds information from everyone concerning Will's intentions, and the later shares information with Will that may ultimately destroy Lily and Rufus' marriage.