Despite fearing the meanest and most unrelenting dermatologist in town, Dr. Amy Evans, Jules and Ellie are willing to endure the harsh ridicule and wrath for an appointment with the best in the business. But when Jules learns Dr. Evans is seeing Bobby, she's determined to stand up to her and protect him. Meanwhile, Travis gets a job working for Barb that turns out to be more than he bargained for.

When the relationship between Jules and her boyfriend start to heat up, Jules starts to get scared. Meanwhile, Laurie seeks diversion sex with an unsuspecting friend and Andy spills the beans about his big secret.

Jules, not wanting to spend Valentine's Day alone, turns to Grayson to keep her company when everyone else makes plans. Meanwhile, Bobby and Jules take different sides when Travis asks to go to a party where they know he will be drinking; Ellie tries to prove she is the alpha dog, not Grayson; and Laurie meets Smith's father.

Jules has mixed feelings when Travis gets accepted to two of his choice colleges. Now he must decide between schools in California or one just 20 minutes from home. As Jules struggles with the thought of Travis moving away, Grayson is there for her. Meanwhile, Laurie considers her feelings for Smith when he returns from law school, and Andy longs for the freedom to do whatever he wants around the house, free of Ellie's rules.

Jules and Grayson consider the notion of FWB, friends with benefits. Meanwhile Andy hires a nanny for Ellie, and Travis benefits from Bobby's unconventional plans to make some extra cash

Jules and Grayson hatch an elaborate plan to break the news to Bobby that they're officially dating, and Travis sees the wrath of a truly angry woman for the first time when he forgets his momentous seven-month anniversary with Kylie.

Bobby struggles with the reality of Jules being in a relationship with Grayson. Jules has issues with her new psychiatrist when she discovers the truth behind her methods.

Grayson decides that it's the right time to tell Jules about what had happened between Laurie and himself. After Jules knows the truth she tries to project her anger at someone, but cannot decide at who. While Laurie professes hel love for Smith, and Bobby gets obsessed with watching a street performer swallow a sword, and Andy gets Travis to doubt Kylie.

Jules schemes to continue giving Bobby money when he stops taking alimony payments. Ellie ticks off the gang by being arrogant about her intelligence.

Jules comes up with a new game for the crew; Ellie complains about doing what Jules wants to do; Andy is mad at Grayson; Bobby introduces his new friend to the group.