Because you like Lena Leonard in Punch Drunk Love

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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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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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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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Anya Jenkins
158

Anya Jenkins has a real harsh bark to go with her demonic bite. See them in Buffy the Vampire Slayer.

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Sheldon Oberon
82

Let's just say Sheldon Oberon is having an out-of-body experience like no other. See them in Jumanji.

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Kim Kelly
88

Kim Kelly is a high school bully who's normally in a bad mood. But there's a softer side to her. See them in Freaks and Geeks.

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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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Michael Kelso
97

Michael Kelso gets by on his good looks and his openhearted nature. See them in That '70s Show.

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Shawn Hunter
109

Shawn Hunter may be a bit of a rebellious bad boy, but he has a heart that's pure gold. See them in Boy Meets World.

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Boomerang
113

Boomerang is equally skilled at tossing boomerangs and tossing back beers. See them in DC Extended Universe.

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Marlena Rosenbluth
171

As Marlena Rosenbluth is finding out, confidence in the limelight doesn't always translate to power at home. See them in Water for Elephants.