Miley agrees to go steady with Jake again, but she worries that all of the times she complained about Jake might have turned Robby against the young man. When she learns that Robby dislikes Jesse, a troublemaking teen guitarist in Hannah's band, Miley hatches a plan to make Jake look great.

Miley's scheme to get Jake back into Robby's good graces works out beautifully and she believes that they are headed for a happy ending. Things change, however, when Miley realizes that Robby misjudged Jesse's true nature and she now finds herself drawn to the handsome musician.

Robbie's feelings are hurt when Miley starts spending less time with him.

Jay Leno and Dr. Phil guest star as themselves when international superstar Hannah Montana contemplates removing her blond wig and telling the world she's really Miley Stewart.

Miley gets a movie deal that will take a year away from her, making her incapable of going to college with her best friend. She keeps this from Lilly and tries to get Lilly to come to the decision of not wanting to go to college with Miley. Rico finds Jackson a dream job, and Rico and Jackson finally reveal that while they may fight, they are also close friends.