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 bought with his own money, but the joy fades once he learns that this particular kind of car is only driven by girls.

Miley adores her new beau, Josh, but is unsettled to learn that he despises Hannah Montana. After spending their whole date trying to get Josh to change his mind about Hannah, he decides to attend a Hannah Montana concert, but only if Miley will go with him. Sparks fly when Jackson meets a new girl who actually likes him for himself. Unfortunately, there are even bigger sparks between Jackson & Cooper, once Cooper realizes that Jackson's dream girl is his little sister, Olivia.