I really don't like this I wasn't gonna post it and everything is annoying to post at the moment cause phone so ehhh.
Regardless. I've been watching a bunch of pirate documentaries lately and been researching them a fair amount vov cause it's fun yo. When Rupert becomes more 'piratey' he would be more likely to stay below deck and help any injured men, rather than do any of the fighting and such. Innately, he has a very steady hand and is known to held the on-board doctor with any amputations and such that need to go down. Having said this, Rupert isn't afraid to grab a cutlass and fight if he is needed - so yup. He's still a total derp though; just a less frightened one fufuff.
art, character *Squeaker-Dee