Because you like Barbossa in Pirates of the Caribbean: the Curse of the Black Pearl

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Unnamed
1203

He's a troubled insomniac in search of a moment to rest and a meaning to his existence. See them in Fight Club.

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Connor
866

To cope with injustice, Connor finds meaning in his strict and unbreakable code of honor. See them in Assassin's Creed Series.

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Mikado Ryugamine
399

If there's power in being average, Mikado Ryugamine will find it and use it. See them in Durarara!!.

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Kyoya Ootori
867

Kyoya Ootori is possibly the only person who could reasonably go from VP of a school club to ruling the world. See them in Ouran High School Host Club.

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Hawkeye Pierce
602

Hawkeye Pierce is a Devil-may-care Army doc who'd have the Devil laughing and drinking in five minutes flat. See them in M*A*S*H.

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Morrigan Aensland
200

A sexy succubus , Morrigan Aensland lives for pleasure. See them in Darkstalkers .

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Japan
200

After several hundred years of shutting himself out from the rest of the world, Japan's not used to dealing with nations, See them in Axis Powers Hetalia.

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Luigi
1539

When push comes to shove, the usually overly cautious Luigi has the heart of a hero. See them in Super Mario Bros..

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Winnie the Pooh
2355

Winnie the Pooh is a chubby little cubby all stuffed with fluff. See them in Winnie the Pooh.

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Artemis Fowl
739

Artemis Fowl understands the way of the world. If he wins, he's a prodigy. If he loses, then he's crazy. That is how history is written. See them in Artemis Fowl.

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Will Hunting
201

A working class janitor with a world-class mind, Will Hunting is cocky, brash, and combative about his future. See them in Good Will Hunting.

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Puss In Boots
3167

Puss In Boots is a suave, honorable ladies man/cat who's not above playing cute to get you to let down your guard. See them in Shrek 2.