Jane meets the 'queen of mean' when she represents designer Ellie Tannen who is trying to stop the publication of a tell-all-book by her former assistant. Jane also decides to get back in the dating game and invites Hank the bailiff to a dinner party. Kim and Grayson represent a transgender woman who is feuding with her in-laws over her partner’s property.

As Grayson asks for help planning his wedding, Jane joins Kim on a malpractice lawsuit on behalf of a model who died while getting breast implants. Meanwhile, Teri’s firefighter boyfriend is sued by a woman who was injured when he saved her from a burning building.

When she's assigned to help the D.A.'s office with an old murder case, Jane learns that she once worked there and had an affair with her boss. When Kim agrees to go after a fashion blogger for luring impressionable teenage girls into spending thousands of dollars on clothes, her target turns out to be Stacy.

As a law student seeks Jane's help when his fiance is injured in a bridal store's out of control promotion, Judge Owen French forces Grayson to try a case using medieval law. And as Stacy's new TV role goes to her head, Jane is forced to take action.

While Jane and Owen are enjoying their Roman Holiday in Italy, the firm is on shaky ground under Kim's leadership when she discovers they are in financial trouble. Kim reluctantly dispatches Teri to bring Jane home to take on a lucrative murder case while Grayson comes to terms with his new feelings for Jane. Meanwhile, following the devastating news of Grayson and Stacy kissing, Fred moves on with new girlfriend Ally. Stacy turns to famed relationship guru Nikki LePree, for love advice.