Exasperation reaches an all-time high in the Camden household, as Eric and Annie helplessly watch Mary and her worrisome friends continue to head down the path of destruction and into the hands of the law. When Frankie expresses interest in signing up for college classes, Mary starts checking out Lucy's early application packets. Meanwhile, Simon has a hot date, and Lucy gets a weird proposition from a classmate. Lastly, Ruthie discovers the manipulative fun of keeping a diary.