Oliver believes that the key to getting Lilly and Miley's friendship back on track is by handcuffing the girls together. Unfortunately, his plan backfires and he may lose his friendship with both girls if he can't find where he put the handcuff keys. Robby discovers that silence really is golden when he wants his son to pay attention to him.

Oliver and Joannie start dating and Oliver wants Miley and Lilly to be friends with her. After a sleepover Lilly and Joannie find they have more in common than they thought and Miley starts to get jealous and thinks she's losing her friends. Meanwhile, Jackson gets a date with Rico's cousin.

When Miley insists on going to the dentist without her father's hand to hold, she ultimately can’t go through with the treatment but doesn’t admit it to Robby. Her appearance as Hannah on a popular food show goes completely awry as a result of her swollen tooth.

Robby becomes close friends with Hannah's new choreographer, making it hard for Miley to get rid of him. Oliver doesn't like his new bossy girlfriend and gets Jackson's help to rid himself of her.

Miley is forced to make an unwanted trip down memory lane after Robby has her room redecorated. Jackson becomes a believer in the golden rule once he lays eyes on his new neighbor.

Hannah enrolls in Seaview High after a mix up prevents Miley from attending the school for her senior year. Siena invites Jackson for an evening on the town.

When graduation day arrives, Mamaw is disappointed that she couldn't even get a picture with Miley because of her fans. Mamaw becomes distraught that her granddaughter is caring more about her fans than her own grandmother. Meanwhile, Rico tricks Jackson into saying that he wouldn't be into Siena if she had short hair.