16. Guybrush Threepwood (The Secret of Monkey Island)
Have you met someone so inept, so monumentally clumsy, that their own awkwardness comes off as charming? Because that's Guybrush Threepwood.
With a name derived half from his sprite file and half from a P.G. Wodehouse character, Guybrush plays the role of the protagonist throughout the Monkey Island games, evolving from inept teenager with dreams of being a mighty pirate into an inept mighty pirate with better problem solving skills than swordfighting. While he tends to get into a lot of danger(as is such with the pirate life), he luckily can rely on his much more skilled significant other, pirate governess Elaine Marley, to get him out of scrapes.
What he lacks in grace, he makes up in brains. Kind of. More often than not, he defeats the ghost pirate LeChuck through sheer luck and usually by accident at that. While LeChuck may see him as a threat, the rest of us treat Guybrush as the bumbling swashbuckler(swashbumbler) that he is.
Best moment: Any time he gets to show off his unparalelled skills in the art of insult fighting.
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