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Hallowed Lunatic

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Elemental Archon of Kossuth.
Elemental Archon of Kossuth.

Half-Dragon Wyrm Wizard?
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Dapper Explorer

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Wealthy Lunatic

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Partying Streaker

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Bashful Browser

Planar Ranger into Dracolyte
Paladin! Take a look at that sweet mount. Bring down swift justice!
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Girl-Crazy Genius

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I'm gonna say Wizard. They're the only ones cool enough to pull off that slick hat.
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Human Fighter with some levels invested in monk, unarmed specialist
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Blessed Duelist

A Samurai or an Oriental ranger, Either a tiefling or a human with face-paint
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Man-Hungry Man-Lover

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Storm Mage
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Shirtless Codger

I wanna say Horizon Walker
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Blessed Dabbler

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Drow inquisitor.. Looks like you've got a fancy torture device. Most likely an inquisitor in the name of Lolth.
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Hilarious Lunatic

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I would say fighter/kensei. Maybe with a tailored feat like a fighting style that would allow you to get the benefits of weapon finesse with a katana or sword of similar fashion.

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