Emily Osment, Then
During her “Hannah Montana” days, actress Emily Osment played the role of Cyrus’ on-screen BFF Lily Truscott. During her time as a certified tween star, Osment also acted in straight-to-TV movies like the Disney Channel film “Dadnapped” and the ABC Family film “Cyberbully.” Flexing her singing skills, Osment also recorded tracks for the soundtracks of her Disney projects.