Random Oldest Actors Cast As High Schoolersreport

Stacey Dash

[ranking: 11]
Role: Dionne in CluelessCharacter Age: 17Real Age: 28
Stacey Dash was almost 30 when she played best friend to Cher (Alicia Silverstone) in Clueless. Which means to recall what it was like to be a high schooler, she'd need to remember back to the '80s. Considering how definitively '90s Clueless is, it's amazing no one questioned her performance much at all.
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Michael J. Fox

[ranking: 7]
Role: Marty McFly in Back to the Future Part IIICharacter Age: 17Real Age: 29
Though Michael J. Fox is famously baby-faced, he couldn't keep up the 17-year-old charade forever. Sure, he was believable as a high schooler in the first Back to the Future, but by the time he started traveling back to the Wild West at the same age, he sure wasn't getting rejected at the saloon.
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Cory Monteith

[ranking: 12]
Role: Finn Hudson in GleeCharacter Age: 16-19Real Age: 27-31
Supposedly Ryan Murphy made it so the characters on Glee graduated in a realistic timeframe on the show simply because Cory Monteith was aging so much faster than the rest of the actors. Whether that's true or not, no one questioned it. Sadly, viewers didn't get to see what Finn looked like into adulthood before Monteith's untimely death made his age a moot point.
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Tobey Maguire

[ranking: 4]
Role: Peter Parker in the Spider-Man trilogyCharacter Age: 17-18Real Age: 27-32
It's never explicitly stated how old Peter Parker is, but in the first movie he is in high school, so he's likely 17 or 18. Tobey Maguire, as baby-faced as he is at 27, doesn't quite pull it off. Peter Parker, somehow, looks simultaneously 12 and 45. Tobey can do nerd just fine, but teenager... not so much.
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Charisma Carpenter

[ranking: 6]
Role: Cordelia Chase in Buffy the Vampire SlayerCharacter Age: 17Real Age: 27-32
Charisma Carpenter played your typical mean girl in Buffy. And a mean girl is usually depicted as quite attractive. So while Carpenter's casting is reasonable, she very much looks 27 when side by side with actors who were so much younger.
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Rachel McAdams

[ranking: 13]
Role: Regina George in Mean GirlsCharacter Age: 16Real Age: 25
It's hard to imagine anyone else playing the singularly evil teen queen, Regina George, so clearly no one has batted an eyelash at Rachel McAdams's performance. She may have been almost a decade older than her character, but she's still the best casting choice they could have made.
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It's difficult to find young talent mature enough to act onscreen, so it makes sense that most Hollywood depictions of high schoolers are pretty suspect at times. There's nothing new about high school roles played by older actors - it's a necessary evil, and sometimes the youngest looking actors pull it off.

Then there's the issue of aging. Obviously the best option is to cast multiple actos to play the same character at different ages, but in the world of high school drama, ideally an actor can both perform AND stay looking forever 16. That puts showrunners in a pickle.

Here's a list of old actors who played high schoolers - whether they were pulling it off or not. Fortunately, while some of these are of course questionable, none of them are nearly as creepy as an adult pretending to be a teen in real life.

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