Lilly decides to be a cheerleader with Miley in order to spend more time together, but they end up doing the opposite when Miley ends up being the team mascot. Meanwhile, in order to get some money from his father Robby Ray, Jackson willingly volunteers to unclog the sink for him. However, it's not as easy as he thinks.

Frustrated by Oliver's stage fright, Miley vents to her dad that she doesn't want to help him with their upcoming drama class performance anymore, which a dismayed Oliver accidentally overhears. Miley gets a taste of what Oliver goes through when Hannah Montana forgets the words to the National Anthem while singing at a Lakers game. Rico's dad entrusts Jackson to get rid of sugar addict Rico's candy stash after a bad trip to the dentist. He manages to get Rico off the goodies, but Jackson becomes even more addicted to sweets than Rico.

Good golly! Miley's tells her visiting godmother, Aunt Dolly, all about her crush on Jake. Unfortunately, Aunt Dolly accidentally videotaped her confession and the tape is now in Jake's hands. Aunt Dolly, Miley, and Lilly hatch a plan to get it back before Jake can watch it. Robbie and Jackson find it hard to resist Aunt Dolly's attempts to add her "special touch" to every aspect of their lives.

After Miley charges a wild shopping spree to her emergency credit card, she begs Jackson to help her pay it off before Robbie finds out. Jackson hatches a plan to auction off Hannah's old clothes and a fake pair of sapphire earrings given to her for a video shoot. The siblings manage to raise the money to cover her debt and she thinks that they are home-free. That is until Robbie tells them that the jeweler wants the sapphire earrings back because they mistakenly gave Hannah the real pair instead of the fake ones.

A sneaky photographer takes a picture of Hannah and Jackson, causing everyone to think that Jackson and Hannah are a couple. Meanwhile, Oliver has a school assignment with Sarah and he finds himself liking her.

Lilly goes from "Skater Girl" to "Glamor Girl" in order to impress her crush on a date. But when her new beau is a no-show, Lilly decides that their next date will be on TV's "The Teen Court". Jackson is the happiest boy in the world after he wins two courtside tickets to a Lakers playoff game. However, his joy is dampened when both Robby and Thor want the extra seat.

Roxy's overprotecting nature causes her to ruin Miley's date, so Miley convinces her to take up a security job working for the President of the United States. Jackson pretends to be a professional motocross racer to impress a girl.

When Hannah gets an extra ticket to a celebrity tennis tournament, Lilly and Oliver battle for the ticket. Who will win out?

Miley and Lilly try to rid Oliver of candy because of his diabetes, but they unintentionally invite him to Traci's candy-themed sweet sixteen. Jackson has a new girlfriend that is helping him get good grades.

Miley and Lilly find out that Oliver has diabetes, and they try to play food police at Traci's birthday party. (Due to negative feedback, the episode was re-edited from the original titled "No Sugar, Sugar" that aired in some countries.)