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 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.

Lisa agrees to help him with Tessa; Dallas invites her life coach along on her first date with George; Tessa baby-sits with Opus.

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

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 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 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 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.

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 decides to spend Thanksgiving in the city with her mom and grandmother; George hosts Thanksgiving dinner for Dallas.

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.

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 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.

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.

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 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.

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 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.

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

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.

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.

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.

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 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.

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.

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.

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 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.

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.

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

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.

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.