Lilly and Oliver won't stop giving Miley a hard time over the fact that she doesn't have a boyfriend, so she decides to pay an actor to pretend to be her boyfriend so they will leave her alone. But when the actor she paid backs out and sends his not so attractive roommate to fill in, Miley finds herself in a bigger mess than the one she started out in. Meanwhile, Jackson has a hard time believing that Rico's act of kindness is genuine.

Miley and Oliver become temporary deejays at a teen-oriented radio station after the regular host takes an unexpected leave. Meanwhile, Rico lets Jackson run the snack shack in hopes that it will lose money and his dad won't be able to sell it.