Bing Bing Bing! You’re a lucky winner! (And the only person to submit an ask!) You are the proud muse that inspired a Black Sails shitpost about maths and blowjobs!

Flint: You’re the ship’s cook; you HAVE to be able to do math.
Silver: I’ll have you know I’m an expert at math.
Flint: *looks down at the soup he knows won’t feed even half his crew*
Flint: You really aren’t.
Silver: I know if I add you and I together and subtract our clothes…
Flint: …I hate you.

[One. Week. Later.]

Flint: You have fives pieces of hard tack.
Silver: Yes.
Flint: Now, how many do you have if I take two away.
Silver: *scoops all five into his lap so Flint can’t have any* Five.
Flint: No, see, this is how subtraction works. I take awa—
Silver: FIVE.
Flint: Jesus fucking Christ. It’s a good thing you suck dick like a champion.

So many good ideas! I drew the first one that captured my imagination!

X marks the spot. I really liked the prompt for Flint strolling across a chart but because I’m lazy I drew him doing a stereotypical pirate map. I like to think he’s going through all of this effort to make a decoy map for idiots. It’s hard to tell but the paperweight is a rock with a fossil in it. It seemed like the sort of thing Flint might have hanging around.

I used a reference for his inkwell and quill! 

I actually inherited an inkwell and a real feather quill! I simplified the inkwell for the sketch but thought you might like to see a photo of the one I used as reference.