Hannah Montana (2006)

Season 3: Episode 15

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, middle-aged 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.