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 Tessa convinces Delia and her friends to think up feminist-inspired Halloween costumes, she attracts the attention of the Chatswin witch; Noah and George dress as each other; George misunderstands when Dallas asks him out.
Lisa agrees to help him with Tessa; Dallas invites her life coach along on her first date with George; Tessa baby-sits with Opus.
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.
Tessa decides to spend Thanksgiving in the city with her mom and grandmother; George hosts Thanksgiving dinner for Dallas.
George starts to feel comfortable in the suburbs after Dallas gives him a makeover; while Malik is away for a couple days, Lisa decides to spend every minute with Tessa.
George assumes that Tessa will be thrilled to go on an excursion with her mother in New York, but Tessa finds herself missing Chatswin and her father; the Shay family is thrown into turmoil when Ryan finds out he was adopted.
When Dalia receives a new car after PSAT results are released, Tessa becomes obsessed with finding out Dalia's score; Jill and Noah ask Mr. Wolfe to tutor their baby.
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.
George starts to feel stifled when Dallas' efforts to promote his business go overboard; Tessa learns what life is like as a football player's girlfriend.
When Yakult feels depressed, Dallas asks Yoni (Wilmer Valderrama) for help; the Shays ask Tessa to set Lisa up on a date.
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.
Tessa begins dispensing romantic advice—whether people ask for it or not—though her attempt to help Mr. Wolfe doesn’t work out so well. Meanwhile, George helps Dallas coach a T-ball team; and Noah and Dallas still can’t see eye to eye.
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.
Dalia tries to help Mr. Wolfe recover from his breakup with chef Alan; George and Dallas are caught in the crossfire when Noah becomes convinced that Carmen is the love of his life.
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.
After Noah's divorce, George offers him and Opus a place to stay until they get back on their feet; Dallas realizes that Dalia is a hoarder; Fred asks Tessa to help him land his dream job.
George's newfound obsession with his body image alienates Dallas; Lisa figures out why Dalia is being nice to Tessa.
Tessa helps Ryan choose a college; George asks Dallas to move in with him; Sheila sells George's house.
Dallas helps George tell Tessa that he has sold their house; when Dalia tries to make Tessa miserable, Tessa seeks revenge.
Sheila talks Mr. Wolfe into throwing a chastity ball at the high school; George buys Dallas her dream house.
