Jake tells Miley he wants to keep their relationship platonic.
Miley has a dream that Lilly almost kisses Jackson. When she tells Lilly, Lilly reveals that she does have a crush on him. Shocked, Miley tells Jackson about it, and he admits that he likes her too. Lilly and Jackson get together, but then Miley wakes up and realizes that the entire thing was a dream. Relieved, she asks Lilly if she likes Jackson, and Lilly says no.
Miley is thrilled to begin Drivers Ed. Unfortunately the class is not the easy ride she thought it would be.
Miley wants to go to the dentist for a treatment without her father, but ultimately can’t go through with it without him holding her hand. As a result, her tooth gets swollen and her appearance as Hannah on a popular food show goes completely awry.
Miley asks for a raise on her allowance, so Robby decides to try and teach her about fiscal responsibility.
Miley agrees to go out with a charming boy named Connor for the holidays. Connor's elfin stature and his job helping Santa at the mall, however, clashes with her idea of the perfect guy. The neighborhood Scrooge, Mr. Dontzig, offers to get Jackson into the college of his dreams, but only if Jackson and Robbie do everything that he asks of them.
Lilly wants to go on the class trip but doesn't have enough money. Miley offers to help but Lilly refuses, and then decides to hold a yard sale. Miley secretly hires a man to buy one of Lilly's hats for one thousand dollars so she can go. Meanwhile Rico hires Sarah, hoping she will annoy Jackson, but she ends up annoying Rico.
Oliver is upset when he does not make the band he auditioned for. To make matters worse, Hannah lands a role in a movie. Meanwhile, Rico ruins the dummy Jackson was planning on using for his ventriloquist show, so Rico acts as the substitute dummy.
Hannah confesses she doesn't like carrots on TV, and it has a backlash through her fans who stop eating them. Going on TV again to change her comment makes things worse. Meanwhile Jackson and Oliver are approached to model for a brochure.
Hannah and her dancers hire a new choreographer after their regular choreographer is injured. When he turns out to be really mean, Hannah tries to fire him, only to discover that he's become friendly with her father. Meanwhile, Oliver gets advice from Jackson to develop bad habits so Joannie will break up with him.
Hannah pretends to be the girlfriend of a celebrity, but it leads to Jackson cheating on a test. Meanwhile, Robby buys something from Rico that does not work.
Miley gets a chance to rewrite her history with her brother after a knock to Jackson's noggin results in Amnesia. Rico pays Lilly to pose as his sweetheart.
Miley and Jackson's grandmother stirs up a batch of trouble when she takes a job as Seaview High's lunch lady.
Miley discovers that Lilly and Oliver are secretly dating. After revealing that she knows, Miley lies and says she is okay with it. After an argument over their favorite bands, Lilly and Oliver break up, each asking Miley to choose a side. Deciding to get her friends back together, Miley makes a video that causes Lilly and Oliver to forgive each other and resume dating. Meanwhile, Jackson plans to lie to a college recruit…more
Miley agrees to go to the prom with Aaron, the school nerd. She then ditches him to sing a duet with David Archuleta. Later, she feels guilty and tried to make things right. Meanwhile, Robby helps Jackson realize why going to college is important.
Miley tells Lilly and Oliver that she likes being single, but they continue to try and set her up on dates. Traci gives her the idea to pay a guy to pretend to be here boyfriend so they will leave her alone. Unfortunately, the cute guy she paid for can't make it and sends his annoying roomate. Meanwhile, Rico is nice to Jackson after injuring him.
After a concert, Traci tells Hannah that she and Jake Ryan are getting married. Miley tells Jake that she thinks he's crazy to be getting married so young, but he refuses to listen. Miley tries to ruin the wedding, only to find out that they were pranking her for a TV show. Afterwards, Jake is convinced that Miley still likes him. She kisses him to prove she is not, but ends up enjoying it. Meanwhile, Rico tries to ru…more
Oliver lands his dream job working as an intern at a radio station. When the DJ has to suddenly leave, Oliver takes over for him and enlists the help of his friends. Unfortunately, Miley finds herself too busy. Meanwhile, Jackson is put in charge of Rico's after Rico fears that his father might sell the shack for doing so well.
When Miley begings dating Jake Ryan again, she tries to convince Robby that she is seeing her bad-boy bandmate instead.
Hannah worries that her good fortune is over when she misplaces Miley's lucky anklet. Jackson, Rico and Oliver pay a price for not listening to Robbie's instructions.
Miley has a skiing accident that lands her in the hospital where she hears Oliver say "I Love You." She thinks he's fallen in love with her and desperately tries to keep Lilly and Oliver together.
While doing an interview on a radio show, Miley reveals one of Jackson's secrets by accident. However, when one of her own secrets gets exposed later, she blames Jackson.
Robbie and the kids trade in Mamaw's old rust bucket for a shiny new convertible.
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