JOHN "CALICO JACK" RACKHAM AU BACKSTORY
CW : DEPICTIONS AND DESCRIPTIONS OF DEATH AND BLOOD‼️
(This is very self-indulgent and mostly because I thought it'd be cool)
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AU LORE :
At 36, Calico Jack was the captain of the REVENGE (formerly Charles Vanes's ship, which he mutinied and took over).
At 37, he was captured by the Royal British Navy and thrown in "pirate prison" (idk what it was called irl). On his first day, he was whipped/beaten by the guards, something they did to every pirate on their first day.
[I imagine this part like a scene in a movie] As he lays there in the dirt, he's nearly unconscious, but feels someone grab him. They drag him over to their cell and get someone to help her clean his new wounds. It hurts, hence the drawing, and it depicts that scene.
[She is one of the big bosses of the pirate prisoners, so holds authority with them]
The person who helped him was Anne Bonny, whom he fell in love with. They are together in the prison for a few months before escaping and spending the rest of that year pirating on the high seas.
At 38, he's again caught and this time sentenced to death instead of imprisonment. Anne Bonny is able to convince the court to pardon her because she was pregnant (Calico Jack's son/Kwazii's father). Anne Bonny leaves him for Mary Read, who was also pardoned. (Irl, there was no evidence of them being in a relationship ship, but in Octo-universe, they are now. Lesbian cats.)
He's able to escape his hanging and flees, where he hides for two more years (until 40 years old, and authorities wound his left eye), then a storm shipwrecks him and he ends up in the Amazon for another 15 years.
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I love my pirate pookie and making him suffer <3