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I've found I have a strange fascination with drawing pirates or thing related to pirates.

Like this skull and crossed swords.

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There's no evidence of pirates using the Skull & Bones, ever. It is a symbol used by German Hussars going back to the Prussian armies of Frederick the Great.
BlueMetalChick · 26-30, F
So I've read before. Pirates usually just flew a solid black flag to symbolize anarchy. But come on, don't tell me the Jolly Roger doesn't make ya think of scalawags and swashbucklers and whatnot.
Of course it does.
Pirates flew a black flag because pirates weren't actually pirates but "privateers." They were hired by one government to secretly raid the colonies of other countries. Naval tradition says you fly the colours of the country you represent. Hence, privateers couldn't be identified because of their black flag.
BlueMetalChick · 26-30, F
@Ax17x7: Sneaky idea!