When Tessa drags Malik and Lisa to a college party, she meets a male version of herself and becomes enamored. They see eye-to-eye on everything and it's almost the perfect relationship. Meanwhile, Dallas enlists a matchmaker to set her and Dalia up, but the matchmaker convinces Dallas to date herself and she decides to get back to basics with a new look.

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 might be rude to her employees

When George becomes enamored with Chatswin’s latest hotspot…a juice bar, Tessa reminds him of their pact to not get sucked into Chatswin culture. This inspires George and Fred to take a trip to New York, which doesn’t turn out the way George had planned. Meanwhile, Tessa is pressured into attending Evan’s birthday party and reveals what she really thinks of him.

When Dallas’s mother passes away, she recruits Tessa to take a trip to the South with her to attend the funeral. During the trip, Dallas confronts her rivalry with her sister and her feelings toward her mother. Meanwhile, George, Noah and Fred go on a grouper that results in a stalker for Fred

When Dalia is rejected from the only college she applied to, Dallas is determined to help her daughter find her calling; George and Tessa go on a double date.

George hopes to rebuild his relationship with Tessa; upset about George and Dallas' breakup, Dalia shuns her mother.

Affected by empty-nest syndrome, Fred and Sheila take in a foster child; Tessa tries to disrupt George and Dalia's friendship.

When Dallas sees George at the dog park, she recruits Dalia to negotiate her territory in Chatswin, while Tessa has to represent George’s interests. Tessa notices that Lisa is spending a lot of time with Ryan’s girlfriend, June, and Fred is worried that Sheila is distancing herself.

When Noah is released from a court mandated anger management program, George is shocked to find a docile Noah has replaced his former hot-headed friend. Shaken by the change, George decides to put the new Noah to the test. Meanwhile, Tessa ditches “senior tanning” and meets a cool new age band hanging out at the park. The free spirited music group isn’t exactly what they appear

Tessa decides to mentor young social outcast in the Miss Chatswin pageant to make a statement; Victor goes missing while on a camping trip with George, Noah and Fred.

Tessa struggles with the budget while planning Lisa and Malik's wedding; June warns Tessa to stay away from Ryan; Malik turns to George when his family decides to boycott the wedding; Sheila gives Lisa advice.

When Tessa joins a knitting circle, the age of her new friends surprises George; George writes a song dedicated to his muse; Malik and Lisa bicker.

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.