Because you like Kathleen Kelly in You've Got Mail

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Finn Hudson
106

Short on book smarts but long on compassion, this high school football player secretly has a soulful side. See them in Glee.

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Winifred Burkle
138

It's impossible to say whether Winifred Burkle is cuter than she is smart, or vice versa. See them in Angel.

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Matt Flamhaff
214

Matt Flamhaff is not too concerned about being part of the popular crowd. Too bad his best friend is. See them in 13 Going on 30 .

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Frederick Frankenstein
217

Frederick Frankenstein is an eccentric (O.K., maybe a little insane) professor who is excited to be delving into his family's past. See them in Young Frankenstein.

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Ichabod Crane
77

A poised, stately man-out-of-time, Ichabod Crane typically faces the modern world with wry quip. See them in Sleepy Hollow.

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Sebastian Valmont
77

A suave manipulator, Sebastian Valmont is valiantly fighting off a developing conscience. See them in Cruel Intentions.

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Olive Hoover
77

Olive Hoover is an irrepressible child beauty queen (or would-be queen) who doesn't play by your rules. See them in Little Miss Sunshine.

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Andy Dufresne
78

Jail hasn't broken Andy Dufresne's spirit, but will his spirit help break him out of jail? See them in The Shawshank Redemption.

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Chuck Bartowski
164

Chuck Bartowski is a sweet, laid-back electronics store/top secret government employee. See them in Chuck.

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Brittany Pierce
171

A childlike space cadet, Brittany Pierce has a surprisingly open-minded spirit. See them in Glee.

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Merry Brandybuck
260

Merry Brandybuck is a troublemaking hobbit with a brave streak that some might call foolhardy. See them in The Lord of the Rings.

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K-2SO
175

K-2SO is a blunt and sarcastic reprogrammed Imperial droid who is always up for an adventure. See them in Rogue One.