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 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.

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.

George begins dating Eden (Alicia Silverstone), a woman he met at the town's farmer's market. Tessa helps Dalia find her missing dog.

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.

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

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.

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.