Tessa and her father experience culture shock when they move out of New York and into a house in the suburbs.
Surprised Tessa realizes she is attracted to her jock suburban neighbor; George feels pressured to throw the perfect barbecue.
When George joins the PTA, he becomes well-liked by all the moms, which has Shelia (Ana Gasteyer) feeling threatened. Meanwhile, Tessa joins the school newspaper and with some help, turns it into a tabloid-style paper.
When Shelia's Shirley Temple doll collection is stolen, Tessa can't help but be amused, until she faces the consequences. Meanwhile, afraid of being burglarized, Dallas and Dalia stay at the Altman's house.
Tessa channels her inner "suburban girl" for a Halloween costume, but it ends up spooking her friends and everyone at school since she reminds them of a recently "departed" resident of Chatswin. And George is determined to prove to Halloween-hater Dallas that being scared can be fun, but gets a scare of his own when Steven Royce (guest star Jay Mohr), Dallas' husband, finally comes home from one of his many business trips.
Irritated by all the cafeteria waste at school, Tessa motivates the student body to get involved with giving back. Unfortunately their charity of choice involves helping residents of Florida improve their complexions. When Tessa introduces a homeless transsexual to the student body as part of a lesson, they decide that Tessa is really the person in need. Meanwhile George receives a large dental bill from Noah, which puts a strain on their relationship.
When Tessa tells Dallas that she wants a simple get together for her sixteenth birthday, Dallas convinces her to let Dalia plan the ultimate birthday extravaganza at the country club, complete with a live performance by her favorite band, specialty drinks and go-go cages. Meanwhile George throws his back out and Sheila Shay takes it upon herself to care for him, even though George is terrified of her.
Depressed that she has to spend Thanksgiving in the suburbs, Tessa convinces Dallas to take her to the city for a girls' day out. During their fun day, they run across George making out with a woman while he was supposed to be "working." Angry with George for lying to her, Tessa confronts him during the Royces' Thanksgiving dinner. Meanwhile Lisa refuses to wear a special dress Sheila picked out for her, so Sheila decides to literally turn up the heat.
When Tessa overhears George break up with his girlfriend, Zoe, on Skype, she blames herself for his failed relationship and decides that she's going to get them back together. Unbeknownst to her, though, George is really enamored with Tessa's cute art teacher, Aimee. He admits to Mr. Wolfe that he's over dating crazy city women, and that he's looking for love in the burbs. George decides to embrace the holiday spirit with a tree trimming party complete with ex-girlfriend, potential new girlfriend and the Royces, and he soon finds himself under the mistletoe with a special someone.
When Tessa gets her driver's license, Dalia hires her to drive her around to stalk her crush, Scott Strauss. As a result Tessa realizes that she and Scott might have feelings for each other. Meanwhile George and Noah's relationship is put to the test when George decides he wants to join the local country club.
When Tessa is asked to show new guy Josh Sherman around school, she becomes convinced that he's gay, when in fact he's an undercover narcotics officer. Lisa becomes deeply infatuated with Josh, and Tessa inadvertly convinces Mr. Wolfe to make special announcement to the student body. Meanwhile George re-evaluates his relationship with Dallas.
When George wins an all expenses paid trip to Atlantic City, he enlists Noah, Fred, Tom and Alex, and it turns into a getaway with the guys. During their trip they run into Steven Royce (who is supposed to be in Singapore), and they help Fred cope with his gambling problem. Meanwhile Tessa tries to get some alone time with Scott Strauss.
Tessa enjoys rubbing it in Dalia's face that Scott Strause chose her over Dalia. However the closer Tessa gets to Scott, the more nervous George becomes. When George discovers a box of XXL condoms that Lisa has given Tessa, he becomes obsessed and starts planning game night with her friends in hopes of keeping her at home more. Meanwhile Tessa soon discovers that the more time she spends with Scott, the less attracted to him she is.
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 Fred and Sheila strike up a croquet match with Dallas and George, Fred misreads Sheila's interest in George. Fred tells George that Sheila is fantasizing about him and asks him to seduce her. Meanwhile Tessa desperately wants to impress the new poetry teacher, Ms. Evans, but she seems to prefer Dalia's prose.
When George picks Tessa up late from school she decides to get a job working for Dallas in order to buy her own wheels. Meanwhile Dallas invites her sorority sisters to stay with her in order to celebrate the opening of her store, A Crystal Cup of Crystals; however her rival sorority sister, Tulsa, decides to crash the party.
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.
George begins dating Eden (Alicia Silverstone), a woman he met at the town's farmer's market. Tessa helps Dalia find her missing dog.
As George and Eden's relationship gets serious, he decides to introduce her to Tessa, who is preoccupied with her job at Crystal Cup of Crystals. Meanwhile, George and Noah make a deal regarding George's relationship boundaries with Eden, and Eden is overwhelmed by Sheila's meddling and the Werners' overprotective behavior.
While Tessa tries to adjust to living with Eden, George takes issue with Eden's parenting; Lisa and Malik consider which camp they should attend.
Tessa feels a void as Chatswin celebrates mothers; Dalia goes to Israel without Dallas; Eden reacts to a baby shower's theme.
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 Dalia 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.
Feeling guilty about keeping the truth from Ryan, 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.
When Dallas learns part of her property is in East Chatswin, the country club kicks her out and Dalia must switch schools; Tessa becomes a producer on the Chatswin High TV show.
Tessa brings Ryan to an art house movie on Valentine's Day; a visit from Sheila's mother creates friction; when Dallas has a bad reaction to a cosmetic procedure, George is left solo during an 18-course dinner.
Tessa starts dispensing relationship advice, even to people who don't ask for it; George and Dallas coach a T-ball team.
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.
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 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.
Tess and Dahlia negotiate George's and Dallas' territories in Chatswin; Tessa notices Lisa spending time with Ryan's girlfriend; Fred thinks Sheila is distancing herself.
George is stunned by how much a court-mandated anger management program changes Noah; Tessa meets a cool band in the park.
When Tessa is forced to remind George to not get sucked into Chatswin culture, he decides to take a trip to the city with Fred; Tessa reveals what she thinks of Evan.
Tessa becomes enamored with the male version of herself she meets at a college party; a matchmaker inspires Dallas to transform her look.
Tessa asks for advice when Lisa decides to propose to Malik; George believes that Nora may be rude to her employees.
Dallas asks Tessa to go to her mother's funeral with her; Fred gets a stalker.
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.
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.
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.
