After learning that her sister Lily (Kristina Apgar) is in jail, Megan (JoAnna Garcia) rushes to be with her and find out why she was arrested. Lily insists she knew nothing about the backpack full of drugs found in her hotel room, but her new husband is missing and she needs $25,000 for bail. Megan takes Will (Brian Hallisay) along when she relays the bad news about Lily to her parents, Arthur (guest star John Allen Nelson) and Shelby (guest star Sharon Lawrence), and although Will offers to pay Lilys bail, Arthur decides that Lily needs to be frightened into cleaning up her life, and refuses to let anyone bail her out. A heartbroken Megan has to tell Lily that she has to remain in jail. Later, Shelby arranges a secret meeting with Will and convinces him to give her the bail money, leading to an argument with Megan and a shock for everyone over Shelbys actions. Meanwhile, Rose (Lucy Kate Hale) helps Sage (Ashley Newbrough) pick out an expensive gift for Luis (guest star Ignacio Serricchio) and they are baffled by his reaction.