Jason Earles played Miley's older brother, Jackson, on Hannah Montana. He made a pretty convincing 16-year-old, but he was nearly 29 when the show premiered, as noted by J-14! That means for most of the series' run Earles was playing a teenager when he was already in his 30s.

When the show started filming, the Disney Channel star didn't have any idea it would become as popular as it did, so he probably didn't think he'd be playing a teenager for half a decade. "I think we all were really optimistic that the show would get picked up and that the kids would like it, but for it to turn into as popular a family show as it has, I think we're all pleasantly surprised by that," Earles told The Star Scoop.

As an adult, Earles was better able to appreciate just how special the show was. "Instead of just a kid show on the Disney Channel, it feels like something you could put on network television, 8:00 at night, and families would sit around and watch together," he said.