Surprised Tessa realizes she is attracted to her jock suburban neighbor; George feels pressured to throw the perfect barbecue.

When Tessa realizes that she's failing gym class, she decides to run for student body president in hopes of changing Chatswin High's obsession with sports. During the election, Lisa steps in as Tessa's campaign manager against Kenzie and Kaitlyn. Meanwhile, Ryan is injured during a wrestling match and finds himself mourned by his family, and George takes Ryan under his wing and introduces him to people who have moved forward from setbacks.

When Jill turns to the newly single Dallas for inspiration and support, her marriage to Noah goes on the rocks. Meanwhile Dallas begins spending a lot of time with her hot younger boyfriend, Yoni, which causes tension with George, and Dalia befriends Lisa to get back at Tessa for dating Scott Strauss -- so Tessa decides to take action and recruits Kimantha to make Dalia jealous.

When Dallas's divorce is finalized, George becomes concerned and includes her in a shopping trip with Noah to buy a new mattress. Meanwhile Dalia makes a breakthrough in therapy with her psychiatrist, Dr. Richard Rohl (James Lipton), Lisa and Malik try to set up Tessa, and Ryan takes Tessa on a date.

Tessa returns to Chatswin after spending summer with her grandmother; George finds Tessa's renewed interest in her mother threatening; Tessa signs up for the Fall Follies; Noah and Dallas compete for Carmen.

When Dalia abandons her friends Kimantha, Kenzie and Kaitlyn to hang out with her father's fiancee, her former pals turn to Lisa and Tessa; George and Dallas take their relationship to the next level.

George has to manage Tessa's recovery after her wisdom teeth are removed and deal with Fred Shay, who has moved into their basement after a career setback; Dallas is insecure about her relationship with George.

Dallas learns that part of her property is in East Chatswin, meaning she gets kicked out of the country club and Dalia must attend a neighboring high school. Meanwhile, Tessa is tapped to produce a Chatswin High TV show called “Teen Talk,” but worries about her new responsibility when Ryan becomes the show’s host.

Tessa convinces Ryan to attend an art house movie with her on Valentine's Day; Sheila's mother, Gam Gam causes friction between Fred and Sheila; and when Dallas has a bad reaction to a cosmetic procedure, George has to enjoy an 18-course meal from renowned Chef Julio solo.

George is deeply affected when Marty passes away; after learning that Ryan has been dishonest, Tessa considers the future of their relationship and her plans for college.

When Dallas fears she will never compare to Alex, George's ex, she seeks solace in Jill Werner -- and carbs; Tessa thinks she has lost her youthful vigor; Noah uncovers a secret about his psychiatrist.

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 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