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Tessa decides to mentor young social outcast in the Miss Chatswin pageant to make a statement.
When Lisa decides to propose to Malik, Tessa isn’t sure how to support her friend and turns to George for advice. After Lisa’s proposal doesn’t go as planned, Tessa steps up and is inspired to fight for Ryan. Meanwhile, George believes his girlfriend Nora (Natasha Leggero) might be rude to her employees.
Tessa becomes enamored with the male version of herself she meets at a college party; a matchmaker inspires Dallas to transform her look.
When George becomes enamored with Chatswin’s latest hotspot, Tessa reminds him of their pact to not get sucked in. This inspires George and Fred to take a trip to New York. Tessa attends Evan’s birthday party.
George is stunned by how much a court-mandated anger management program changes Noah; Tessa meets a cool band in the park.
Tessa and Dalia negotiate George's and Dallas's territories in Chatswin; Tessa notices Lisa spending time with Ryan's girlfriend; Fred thinks Sheila is distancing herself.
When George lets himself go after the breakup, a worried Tessa calls on George's dad for help; Tessa learns Ryan will be bringing his new girlfriend home.
Affected by empty nest syndrome, Fred and Sheila take in a foster child named Victor Ha; Tessa tries to disrupt George and Dalia's friendship.
George hopes to rebuild his relationship with Tessa; upset about George and Dallas's breakup, Dalia shuns her mother.