Constance Billard and the St. Jude seniors put on a production of "The Age of Innocence" only to find their lives are similar to the plot of the play. During the production, Serena begins to fall for the director, Julian, and asks Vanessa for help in getting him to notice her. Meanwhile, Blair receives news that sends her on a witch-hunt; Dan and Rachel agree to part ways, but find it hard to do so; and Chuck asks his nemesis, Carter Baizen, for help.