Actors Who Were Way Too Old for Their Roles

Jason Earles in ‘Hannah Montana’

Buena Vista Television

The Disney Channel’s “Hannah Montana” was a star-making vehicle for fresh-faced 14-year-old Miley Cyrus and a career revival for 45-year-old Billy Ray, but we’re still weirded out by cast member Jason Earles who played what was supposed to be Miley’s teen brother Jackson. The mop-top haircut could only go so far in masking Earles’ actual age of 29, more than double Miley’s and only 15 years younger than Billy Ray’s.

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