Oliver has a huge crush on Hannah Montana, but his feelings of love are not shared by Miley. No matter what she does, she can't seem to make Oliver realize that he & Hannah can never be - until Lilly comes up with a plan to burst Oliver's love bubble. Jackson's proud to be the owner of a "Brand New" used car that he bought with his own money, but the joy fades once he learns that this particular kind of car is only driven by girls.

Miley & Lilly play matchmakers for a Hannah Montana fan named Becca. The object of Becca's affection is Oliver & the girls manage to get them together. Oliver wishes that they would have stayed out of his love life when Lilly and Miley find out something upsetting about his new squeeze. Jackson learns why the chicken crossed the road... to get away from spoiled Rico and his demands!