Alan Ruck in ‘Ferris Bueller’s Day Off’
Alan Ruck was pushing 30 and looked every bit of it when he played Ferris Bueller’s uptight best friend Cameron in the 1986 film. This is obviously way too old for a high school senior, but you could make the case that Ruck’s age was actually an asset to his character, since a 30-year-old who’s afraid to stand up to his father is so much more pathetic than an 18-year-old.