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- A married woman, Bridgette, has a final dinner with her lover, Tim, before he returns to college in England, and she has some disquieting news.
- Bridgette has a tense dinner with her husband, Stanley, who she forces to reflect upon the perilous state their marriage
- Stanley has dinner with his client, Jace, an outrageous, in-your-face comedian, to convince him to apologize for going too far in a social media war.
- Jace meets Chan'dra, the sister of the boy whose bullying Jace facilitated, to seek forgiveness, and finds out that it may come at a steep price.
- Chan'dra is on a date with Cliff, a young guy from her class that she has a crush on, but the more they talk, the more it becomes apparent that Cliff has a secret that may come between them both.
- At a restaurant to meet someone he met online for a clandestine date, Cliff accidentally runs into his father, Trent-only to discover that Trent might be hiding something of his own.
- Trent dines with his wife, Trisha, for a romantic anniversary that quickly turns south when the local piano player, Peter, gets involved
- Trisha, a schoolteacher, is on an award lunch with Robbie, a student in her class who knows unexpected and intimate details of her life
- Robbie has dinner with his mother, Celesete for his birthday, and requests a shocking and unnerving present.
- Out to dinner, Celeste, Tim, and many of the previous dinner guests are confronted by disgruntled employee Peter, who is intent on taking revenge.
- Richie coaxes his old friend Jimmy out of hiding to make him an offer on behalf of Jimmy's incarcerated ex-father-in-law, Bud.
- Richie attempts to enlist Shelly, Jimmy's ex-wife, into helping get Jimmy to work for Bud's crew again to save both of their lives.
- Shelly tells Katie the truth about Jimmy and Bud's past; Katie is incredulous at the extent of the corruption in the Chicago police department.
- Katie tries to convince Paulie that the police force he joined is corrupt and he needs to go to the Feds
- Paulie wears a wire while out having drinks with Phil and tries to get a confession out of him.
- Ellen confronts Phil about his partner Paulie working with the FBI.
- Ellen pressures Ken to take the next step in their relationship.
- Vera informs Ken there's a mole in his operation.
- Fresh out of jail, Bud goes on a date with Vera and tells her revenge on Jimmy is still on his mind.
- Bud and Jimmy have their final confrontation at an Irish wake that ends their feud for good.
- Days before the Democratic Primary, presumptive nominee Davis Faulkner is accused of a crime that threatens to destroy his candidacy and his marriage.
- Dellahunt waits in the hotel to to try to convince Faulkner not to run for President.
- Madeline and Jeff Houserman, Faulkner's campaign manager, strategize. Houserman suggests using Madeline's daughter, Charlotte, as a pawn for public sympathy.
- Houserman is approached by FBI special agent, Sidney Waverly. Houserman grills D'Andres about the night in question. D'Andres tells Houserman about a key.
- D'Andres meets with Agent Waverly and Madeline, who presents him with a blackmail letter threatening to expose everything that happened with Angela unless they pay five million dollars.