Following first-day-of-school events, Madeline is worried by Bonnie’s behavior and, later, is shocked when Abigail says she doesn’t want to go to college. Mary Louise, Celeste’s mother-in-law, offers her unvarnished assessment of Madeline’s character. Jane learns from her new coworker, Corey, that she’s known in town as one of the “Monterey Five.”
Renata faces an uncertain future when Gordon lands in legal trouble. Corey asks Jane out on a “practice” date. After a challenging therapy session with Dr. Reisman, Celeste opens up to Mary Louise about her relationship with Perry. Bonnie’s mom, Elizabeth, arrives. Ed confronts Madeline about her secrets.
Mary Louise tries to get closer to Jane. Rather than address her troubles at home, Renata focuses her wrath on Principal Nippal. Madeline is forced to confront her issues at a couples therapy session with Dr. Reisman. Celeste remains conflicted by her memories of Perry.
Hoping to get under Renata’s skin, Madeline organizes a trip to compete with Amabella’s birthday party. After another argument, Celeste succumbs to Perry’s charms before their first session with Dr. Amanda Reisman, a therapist. Madeline gets called for a meeting with Abigail’s guidance counselor. Principal Nippal announces the theme for the Fall Gala Fundraiser. Later, Jane seeks Madeline’s help with Ziggy’s family tree project, and opens up about her past.
Madeline worries about the can of worms she’s opened for Jane. Jane confronts Renata. Bonnie tells Nathan about a secret project Abigail has been working on. Meanwhile, Ed and Madeline have a frank conversation about the lack of passion in their marriage.