Because you like Vizzini in The Princess Bride

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Donna Meagle
80

Donna Meagle has a Benz, a fool-proof strategy to pick up men, and the number for R&B star Ginuine's direct line. Enough said. See them in Parks and Recreation.

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Ursula
250

Ursula will oh-so-generously grant your wishes for a price. See them in The Little Mermaid.

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Leonardo
85

Leonardo is spiritual, and devoted to more than just pizza. See them in Teenage Mutant Ninja Turtles.

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Theon Greyjoy
131

Although Theon Greyjoy is treated well, he's still essentially a hostage. And that isn't so easy for him to forgive. See them in Game of Thrones.

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Buddy Pine / Syndrome
249

Buddy Pine is an unhinged superfan of superheroes using technology to take down his idols. See them in The Incredibles.

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Peter Venkman
159

Peter Venkman's "research" projects are designed to get undergraduate students to sleep with him. Though it turns out he can bust ghosts. See them in Ghostbusters.

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Oscar Martinez
160

Oscar Martinez is a national accountant in an office of weirdos. See them in The Office.

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Waylon Smithers
142

Waylon Smithers would do anything for his boss, and would love to do a few things *to* him. See them in The Simpsons.

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Benji Applebaum
197

Benji Applebaum is not a total nerd. He also happens to be super into magic. See them in Pitch Perfect.

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Andy Dufresne
102

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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Kelly Kapoor
77

Kelly Kapoor's interests are office gossip, pink (the color), Pink (the singer), snow cones, the temp Ryan, and "basically, anything that is awesome." See them in The Office.

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Count Olaf
234

Count Olaf is a traveling actor, except he can't act and his homicidal tendencies make finding work pretty difficult. See them in Lemony Snicket's A Series of Unfortunate Events.