A charity auction takes an interesting turn when Miley's long time crush Johnny Collins and Rico get into a bidding war over an evening with Hannah.
Oliver and Joannie (Hayley Chase) start dating, Oliver wants Miley and Lilly to be friends with her. After a sleepover Lilly and Joannie have more in common than they thought, Miley starts to get jealous and thinks she's losing her friend. Meanwhile, Jackson gets a date with Rico's cousin.
Miley's finds that four is a crowd when Trey brings his folks along on their first date. Robbie is forced to take drastic action after Jackson's messy room takes on a life of its own.
Miley becomes insecure about Hannah's good girl image and begins to believe that she will lose her fan base to someone with more of an edge. Rico realizes that his wicked ways have left him friendless.
Miley is thrilled when Hannah receives a highly coveted award, but the prize quickly loses its luster when the award committee places it in an undesirable location. Rico enjoys tormenting Jackson's temporary replacement: Robbie.
Robbie thought Miley and Jackson would turn his 40th birthday into a big event, but his glee becomes disappointment when his children don't remember that it's his special day. Oliver and Lilly hope to rake in some green when they find a unique potato chip.
Robbie takes Miley and Jackson to a cafe that has special meaning to him, but they don't share his love for reminiscing. Oliver and Lilly find themselves in a sticky situation.
Uncle Earl comes to visit and expects Miley to help him become a rock star.
Miley thinks she has hit a home run when she finds a way to replace Jackson's prize possession she ruined.
Aunt Dolly And Mamaw drag an unwilling Miley into their long time feud. Oliver and Rico have auditions for the best "Rico" to star in a commercial for the shack.