Richard and Ling take Cindy McCauliff's case. She was fired for refusing to take a physical, afraid people would find out she's a man. Richard and Ling, although a bit sickened with that, win the case. Cindy meets Mark at the office and they go out. Richard feels Mark has to know the truth, but Cindy says he'll know in the right time. Meanwhile, Ally organizes a models night at the club to attract men. Brian walks into the bar and is hurt by the sight of Ally dancing surrounded by men. He takes the microphone and thanks Ally for moving on so quickly. John and Nelle handle a case about a woman being sued for sexually harassing a man. They're up against Georgia and Renee, and John wins. He sleeps with the client and is a bit disappointed to find out he was a one-time-only thing.

Mark's girlfriend finally reveals "her" secret; Ling and Nelle represent a woman suing a relationship guru whose advice ruined the woman's marriage; Ally is dating two different men who end up being related.

Ally runs into Kimmie Bishop, an old friend of hers from college. Ally makes fun of her in front of her fellow puritan friends, and Kimmie is so outraged she decides to sue Ally for defamation. Instead of having someone from the office to defend her, Ally hires therapist/lawyer Larry Paul. When Renee tells her he's married, Ally freaks. At the bar, while trying to decide if she would date a father or a son, she sees Larry with Nelle. Turns out he's divorced, and so Larry dumps Nelle to go out with Ally. Meanwhile, Mark is having a hard time at the office because nobody approves his relationship with Cindy, so he breaks up with her.

Elaine gets sued by a former office clerk because she called him "peanut" due his size. John thinks Larry was ridiculing him by making fun of his relationship with Kimmy and her mother. Nelle and Ling compete about who will have the most bids from the charity auction dinner date and Cindy (Mark's ex-girlfriend the transvestite) has plans for Richard for charity auction.

Larry's son flies in from Detroit and goes to Cage & Fish looking for Ally. He wants to sue his parents for emotional damage. Ally and Sam bond, and Larry has to take him back to Detroit. He doesn't want to say goodbye to Ally, who suffers with his departure. Larry promises to return. Meanwhile, Nelle is representing her dance instructor/lover Sam Adams in court. He's suing his ex-partner for stealing his dance moves. Cindy McCauliff returns to the office looking for Richard. (S)He wants to marry a man, but after the court denies it Richard offers to perform the ceremony at the office.