On the anniversary of Bart Bass' death, Chuck wrestles with the dilemma of following his conscience, or that of his father. Thanks to Nate, Serena begins to suspect Trip, who has been keeping contact with Maureen despite his claims and that brings a terrible tragedy. Dan and Vanessa attempt to navigate their newly complicated friendship. Eric and Kira make work his plan to dethrone Jenny. Meanwhile, the relationship between Lily and Rufus deteriorates when he discovers the letter from Serena's father.
Title comes from the 2006 film The Departed.