Calvin learns that his mother and brother (Roz Ryan, Phil LaMarr) have known about his father's second family for years. The former mayor of Chicago (John Rubinstein) decides to run against Jimmy. After discovering Terri and Yinka's drug habits, Calvin forces them to enter drug rehab, led by an extremely confrontational drug counselor (Kevin Hart). Eddie's friends question his "deviant behavior" with Claire. Jen and Dana decide to open an urban bed and breakfast. Malcolm (A. Doran Reed) sues Calvin for invasion of privacy after he is caught on the surveillance cameras having sex in the back of the barbershop.

Jen and Dana get help from Big Tricky and Da Boot (Kia Joy Goodwin) in developing their urban bed and breakfast. Calvin neglects the barbershop while spending time with his "other" family (Tanya Roberts, Christopher "Kid" Reid, Kendra Smith). Malcolm drops the lawsuit after Romadal attacks him. Jimmy's campaign manager (Lalanya Masters) starts to question whether Jimmy can win the election. Terri and her drug counselor James Ricky begin a very odd sexual relationship.

When Isaac puts his celebrity clientele ahead of his regular job, Calvin fires him. Jimmy tries to raise funds and support for his faltering campaign. Calvin puts up the barbershop as collateral to bail Romadal out of jail . . . but then Romadal disappears. After learning that Vivian will be put to death upon her return to Nigeria, Yinka helps her seek sanctuary at the bed and breakfast.