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

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

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.

Tessa and her father experience culture shock when they move out of New York and into a house in the suburbs.

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.

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.

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.

George's newfound obsession with his body image alienates Dallas; Lisa figures out why Dalia is being nice to Tessa.

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.

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.

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

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 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.

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 helps Ryan choose a college; George asks Dallas to move in with him; Sheila sells George's house.

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 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.

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.