Pirate legendaries!

My current pirate idea is a chocolate doubloon leo who is based off of disney pirates who are usually protrayed as cute, if rough around the edges while mixing this with typically stealing and burning down places pirates.

Basically my pirate is a chramatic song singing thief who has gained a "fandom" of people as well of at least one movie about them that sort of glazes over the whole "murder and take over" thing by putting a cute spin on it. He is the leader of his own crew (Which has no name but will have a "cute name" when it does). This crew is, of course, part of the union but this dude would not be the boss.

If anyone else is interested in being apart of his crew I'm all up for talking lore.