Captain Jack everyone.

A character in Giovanni’s story. This guy is a friend of sorts. A friend who is the ‘pet’ of a pirate. Can you tell? ;P

He’s tall, lanky, and a bit of a lush. Still, he’s loyal and one hell of a pick pocket and thief. He has a weakness for pretty things and although he looks a bit lopsided in fashion tastes he takes pride in his looks. Even if he’s a bit scarred up and thin as a rail.
As far as Jack is concerned Giovanni is a friend only when he can benefit from his company, otherwise he avoids the feline assassin like the plague.
Giovanni on the other hand only calls on the help of Jack when he needs a fall guy. Sounds cruel but Jack is usually too drunk or dim to care.
Now, don’t get the wrong idea, Jack IS clever and smart…erm… when he’s sober, which is rare, but despite that Jack holds his liquor well and doesn’t usually show his ‘drunk-ness’ unless he’s had too much entirely. Otherwise he’s a bit tipsy but not fall down drunk.
He’s got to be useful on a pirate ship after all!
Jack is a hard guy to read… but he likes it that way.

"Trust no one and let no one trust you.

Leave them wondering if you’ll stab them through the gut if they turn their back on you but make them hope you’ll do the same for their enemies in guard for them.”

EDIT: For those wondering no, he's not really inspired by Capt. Jack Sparrow (other than him being a pirate and all).
His full name is Capt. Jack Barrowman. Does that give you a hint on which 'jack' he's inspired by? ;P No? Awww, well, nice try :3

{Paint Tool SAI}
+enjoy+
Don't Use.