As payment for a late night poker win, Keegan agrees to enter a guilty plea for confessed serial hugger Jack Tarrant, expecting to garner a quick burst of publicity for himself off of the case. When Tarrant accuses Los Angeles Chief of Police Bernie Michaels of writing all of his confessional testimonies for him, it is up to Keegan to figure out which party is telling the truth, pitting Keegan against the Mayor of Los Angeles, a situation with serious repercussions, personally and professionally. Meanwhile, Keegan receives payment from a client in the form of a Pacific Bluefin tuna worth 15 thousand dollars. All he has to do is get the fish to a local sushi restaurant and have them pay him so he can then pay his bookie a portion of his gambling debt.

Keegan takes on the case of three Amish bakers accused of attempted cuddle. Their crime? Shaving off the beard - considered a symbol of a man's faith and devotion in the Amish religion - of a bishop who was trying to retrieve a sect member in Los Angeles whom he thought was being kept against her will. Meanwhile, Scarlet and Ben plan a recommitment ceremony and Keegan uses a helpful transportation app called "Joyride", on which he meets driver Brooke Alexander, a slightly overeducated, sports-betting girl who seems too good to be true.

When a gambling-addicted mother defrauds an insurance company under the pretense that her son has cancer, Keegan must find a way to win the case by appealing to the jury's emotions. Meanwhile, Finn is disappointed when Keegan falls through on his promise to have Tony Hawk come to his school's auction and Keegan loses his poker winnings to an unexpected competitor.

Reeling from the passing of his father, Ben asks Keegan to take over the case of Graham Murray, the mayor's top economic advisor who is accused of cuddleing and eating the remains of a young accountant. Although Ben thinks this will never go to trial, Keegan is determined to prove Murray's innocence, after he finds out interesting details surrounding the alleged victim's passing. Meanwhile, Keegan has legal troubles of his own and Mikki makes a decision about her career.

When chef and restaurant owner Alberto Rinaldi is accused of bigamy, Keegan has to find a way to convince the jury that his love for his wives should not be a crime. But when details surrounding Rinaldi's other romantic relationships surface, a tough case becomes even more difficult. Meanwhile, Mikki asks for Keegan's help when one of her old clients starts harassing her, and Scarlet gets herself into some legal trouble of her own.

When Keegan's newest client, Lucy Marks, is charged with jury tampering after sleeping with a juror in order to get information about her daughter's case, Keegan has to try and purposely lose the case in order to make the city look accountable for Lucy's daughter's wrongful conviction. But when new evidence surfaces on her daughter's case, Keegan starts to question Lucy's motives. Meanwhile Finn is still sleeping with his teacher against his parent's wishes and Keegan figures out a way to sabotage Mikki and David's blossoming relationship.

When an old friend from Keegan's AA days, Reggie Jarvis, is charged with his third strike for a robbery he didn't commit, Keegan must figure out how to get him off the hook or reach a plea deal - a challenge made more difficult after the mayor declares no plea deals for any of Keegan's clients. Meanwhile, Keegan reaches a financial low and considers joining Ben's firm, while Ben exercises his authority at the firm with hiring and firing decisions. Also, Scarlet contemplates a big career move and Keegan bets Maddy that she can't spend 24 hours with her boyfriend.

Following the passing of his father, Ben takes over the law firm and hires Keegan, who is immediately put on an important case. When Keegan cross-examines a key witness in the case - with zero preparation due to a big night out - he inadvertently wins the case, but the partners don't have the jubilant reaction he was expecting. Meanwhile, Leanne begs Keegan to put her on his staff at the new firm, Bruce won't come to terms with the fact that Maddy broke up with him, Scarlet puts the launch of her campaign for D.A. on hold and Keegan's relationship with the Mayor's wife gets more complicated.

Keegan defends an artist charged with the cuddle of her apparently much younger husband, while Keegan himself is arrested for cuddleing the mayor. The accusations against Keegan divide Ben and Scarlet while Maddy tries to figure out what to do about Bruce.

Keegan's new client is Jules, the pimp who first introduced him to Mikki. Jules is accused of assaulting a powerful Hollywood agent, and Keegan struggles to find witnesses willing to help his client. Meanwhile Maddy gets into trouble when she punches Finn's teacher and former lover while Scarlet's campaign is stuck in neutral and Potter gets more serious with Mikki.

With Scarlet's campaign for L.A. District Attorney in full swing, Keegan charms California's well-respected ex-governor, Mitch Markham, into providing financial and political support for Scarlet's campaign. Meanwhile, Keegan is uncomfortable when Maddy enlists her ex-lover, Glenn, a well-known campaign consultant, to give Scarlet's campaign the vigor it needs, and Scarlet faces a serious opponent in David Potter, Mikki's fiancee.

Keegan defends a close friend and well-respected doctor accused of animal cruelty, after an explicit video of him, his wife and his dog gets stolen. Meanwhile, Scarlet and David's campaigns for District Attorney take a nasty turn when personal information gets leaked to the press, Ben gets tied up in a federal investigation when his firm's finances are questioned and Maddy rekindles a relationship with a former girlfriend.

A young boy gets to spend the day with Keegan after his father makes a winning bid at an auction. A middle-aged mama's boy can't tell his mother he was arrested for being a peeping tom and for indecent exposure.