Jude is fired from Stick-It after a customer complains about finding a cockroach in his food, and Wyatt is fired from Spin This for getting on Serena's nerves. Both find themselves at Underground Video, working for the cynical so-called movie expert Wayne. Meanwhile, Caitlin is afraid her boyfriend, Tallen, will break up with her, until she finds out he kisses "like a golden retriever".
Starr wants to help Wyatt control his anger, and introduces him to a small poet society. All goes well until his friends find out and Caitlin breaks wind during one of his poems, causing the whole gang to laugh and embarrass Wyatt. (This is a reference to the movie "Dead poets Society, starring Robin Williams.)
Caitlin's career test is accidentally switched with Nikki's, which causes the clones to be nice to Nikki because they think that she is destined to be a retail specalist. Meanwhile, Jude destroys a copy of Wayne's beloved film and is afraid that Wayne will fire him.
Jude finds himself a new goldfish friend named "Fish". Meanwhile, Nikki snaps at Caitlin, after Caitlin keeps telling stories to her friends about her new crush, Wade, which leads to Caitlin and Nikki being no longer friends. After the gang is forced to take sides they try to get Nikki and Caitlin back together.
Wyatt tries to get Serena back, and finds out that Wayne might be his only hope because of his ability to choose the perfect movies for broken couples. Meanwhile, Jen wants to end her relationship with Charlie Dobbs, but the gang loves him and persuades Jen to keep a relationship with Charlie, much to her dismay. Also, Jonesy has an argument with Nikki over her style, and Caitlin's blender is broken which stands in the way for the bonus that she wants.
It's Jonesy and Nikki's three-month anniversary. The two try to find gifts for each other, which leads to a big misunderstanding. Jude crashes at Wyatt's place because his aunt is out of town.
The gang tells Caitlin their deepest secrets, and she tells them to her new boyfriend, Dustin. Later, Dustin volunteers to get hypnotized at a hypnosis demonstration and is forced into blurting out all of the gang's secrets, except Caitlin's, to the entire mall.
Starr wants to help Jen during the Christmas rush by calming her down, so she teaches Jen yoga. Also, Nikki does not want to go to Acapulco with her parents. Meanwhile, Caitlin loses the will to shop. (The title is a reference to Walking In A Winter Wonderland.)
The gang convinces Jen to throw a small get-together for New Years at her house, and everyone is excited, including Nikki who's coming back from Acapulco with her parents. However, Jonesy tries to turn the party into a "chick fest." Meanwhile, Wyatt takes advantage of Serena and Chad's relationship problems to make up with Serena.
Nikki is temporarily fired from the Khaki Barn because of Jonesy, and forced to work with Darth. Meanwhile, Jen and Jonesy try to compete in salesmanship to win sporting equipment.
Ron the Rent-a-cop hires an assistant security guard who is way more fun than Ron. But after the gang gets Ron fired, they find out that the assistant security guard is nothing but an inexperienced rookie. The mall then becomes crazy, and makes life more miserable for the gang. When Caitlin sees how sad Ron is without his job, she gets him to hang out with them. But after finding out what a downer Ron is, the others don't want to hang out with him and make another plan to get Ron's job back.
Caitlin cheats on her hairdresser for a famous stylist, but her boyfriend thinks that she's cheating on him instead after hearing something from Jude. Meanwhile, Underground Videos is sold to Tajma Home Video, so Wayne, Jude, and Wyatt find a way to sell it back.
Jonesy is scared to donate blood because of a childhood experience, unlike Jude who is obsessed with donating blood because he wants the free donuts the nurse gives away to the people who donate. Meanwhile, Caitlin and Jen wait in line for a once-in-a-lifetime sale at Albatross & Finch, but the line to get in is extremely long.
Caitlin has paid up the credit debt she accrued a long time ago and is free to go, so she quits her job. Meanwhile doppelgängers of the gang show up in the mall because of the mischievous Trisha, Caitlin's ex-best friend.
Nikki falls for the new salesman at Albatross & Finch named Hunter, so Nikki asks Caitlin to ask him out for her but Caitlin ends up dating him instead. Meanwhile, Jude and Wyatt start a psychic hotline because the real phone number is only a digit off Underground Video's number.
Starr goes goth, and Jude goes goth as well to impress her. Meanwhile, the rest of the gang visits the movie theatre during a power outage at the mall.
Jude starts a long-distance relationship with a girl from Australia. Meanwhile, Wyatt gets fired from Underground Video, and starts to work at "Burger McFlipsters". (Alan Park guest stars as Tim.)
As the wedding between Jonesy's Dad and Jen's Mom approaches, it's all too clear that the amalgamation of the two families is not going to be smooth sailing. When Grind Me gets double booked for their Mom's wedding shower AND Jonesy's Dad's Stag, all heck breaks loose! The parents are finally forced to make a decision to postpone their wedding until the children are grown and out of the house. Can the kids and their parents work things out? Meanwhile, The Clones accuse Nikki of stealing merchandise, and desperately call in Ron the Rent-a-cop to prove it.
Jude teaches Wyatt to loosen up by coaching him to skateboard like a pro, while Caitlin makes Jen go out with her on an unwanted double-date.
Nikki falls for a new guy named Stone, while Jonesy is beaten by a twelve-year-old at an arcade game.
Caitlin lies about being in college to win the heart of a cute college boy, while Jude attempts to win a "Roll Up the Rim to Win"-style contest at Grind Me.
Jonesy starts his own business, a "breaking bad news service" that delivers all types of bad news to people on behalf of someone else, which he makes a lot of money on, and "catches girls on the rebound", too. Everything is fine, until Wayne gets furious at Jonesy for taking away his fries under his mom's orders, so Wayne starts manhunting Jonesy around the mall. Also, to make matters worse, Jonesy is hired by Nikki's boyfriend to break up with her. Meanwhile, the escalator girls hold Jen's house keys and Jude's old skateboard hostage.
Jonesy accidentally sees Jen completely naked. They both swear secrecy, but end up telling the rest of the gang. Meanwhile, Chrissy starts working at the Soft Rock Café and Kristen and Kirsten begin looking up to Nikki instead.
Tricia frames Caitlin for stealing clothes from Albatross & Finch. Meanwhile, Jude sees a mannequin in a display window, which looks just like him wearing formal wear but soon finds out that another store uses his image for a mannequin in a thong.
The girls try to make Nikki a prom queen, but Tricia stands in the way, and seduces Jonesy to help her in the campaign against Nikki.
Jonesy gets a job in the mall's spa. Meanwhile, Jude tries to compete against his rival Mike Dent in a skateboarding race. He starts to practice by pulling Caitlin around on his skateboard, but when he finds out he's getting slower, he goes to great lengths (such as shaving all his hair off) to go faster. Little does he know that the only reason he's getting slower is because Caitlin is gaining weight at her part-time job, where she eats nothing but free chocolate.
The biggest snowstorm of the year means that it's "snow day," and with only 3 days before the biggest dance of the year, the gang uses the time to work out important issues at the mall. Jonesy wants to ask Nikki to the dance but instead goes with the "Hottest Girl" in school, Wyatt and Caitlin want to "score" their "dream dates," but are worried they might humiliate themselves trying, and Jude is worried about the fact that Ron the "Rent-a-cop" bans him from the mall and that he might be banned forever.