Jules isn't happy when her father pays a visit. Travis gets a surprise at Halloween, and Bobby campaigns to be Stan's guardian should something happen to Ellie and Andy.

When Travis suffers his first truly broken heart, Jules and Bobby are at a loss as to how to help him. Meanwhile, Grayson stands up to Jules when she tries to tell him what to do, and Ellie turns to Laurie for support when Andy's overly flirty sister-in-law, comes to visit.

When Bobby's boat goes missing, Jules and Bobby step into their old crime fighting personas, "Blacktop" and "Gumshoe", in order to solve the mystery. Meanwhile, Grayson helps Andy win over his new supervisor by teaching him "the neg," and Laurie and Travis attempt to decorate her apartment together.

As Chick deals with the fallout from his first Alzheimers symptoms, Jules convinces him to look at houses nearby. Without meaning to, Grayson introduces the idea of Chick moving in with them, a suggestion he quickly regrets. All the while, the Cul de Sac Crew excitedly prepares for Travis's college graduation which kicks off, among other things, a rivalry between Ellie and Laurie for who is #1 on Jules' most-important-friend list.

After winning Cul de Sac Crew Trivia, Tom gets to pick the location of the next group vacation. The gang is less than thrilled, however, when Tom opts for a stay-cation. Meanwhile, Jules fakes being healthy at her annual physical exam and gets some shocking results. And Bobby accidentally signs Grayson and himself up for a breakdancing competition.

Jules is overprotective when Chick wants to go to his Civil War reenactment. Bobby considers a job opportunity in another state. Travis hates Laurie's choices for baby names and needs Ellie to destroy them.