Because you like Josie Geller in Never Been Kissed

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Gretchen Ross
82

Blunt but anxious, Gretchen Ross bonds most easily with those who have lived tough lives like she has. See them in Donnie Darko.

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Buddy
138

This elf loves smiling, eating sugar, and spreading Christmas cheer. And no matter what, Buddy always sees the best in people. See them in Elf.

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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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Xander Harris
114

Xander Harris' life motto: laugh in the face of danger and then hide until it goes away. See them in Buffy the Vampire Slayer.

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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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Samantha Jones
78

Samantha Jones is a try-sexual who'll try anything once. See them in Sex and the City.

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The Wicked Witch of the West
175

Green skin, pointy hat, evil cackle—this villain has it all! See them in The Wizard of Oz.

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Angel
224

For a taciturn, shadowy vampire, Angel has got a big mouth. See them in Angel.

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Jamie Fraser
90

Jamie Fraser is a noble warrior with a romantic heart. See them in Outlander.

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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.