I’m gonna do this for black sails, since nothing was specified! 

3. and ur really trashy im-going-to-hell ship

…………..I really am not ashamed of anything. Maybe Charles/Teach? 

13. what is your heart-breakingist head canon

The heart can break an infinite amount of times, and so I have an infinity of heart breakinginst head canons, but here’s a recent one: 

Jack’s ship is taken. He’s given a short trial in Port Royal, where he eloquently argues in Anne and Mary’s defense. “They’re both carrying my sons,” he tells the judge, buying Anne as much time as he can, his last and most important act on earth. “Hang me, hang my men, but don’t allow innocents to suffer the sins of the father.”

The judge grants him Anne’s life, and Mary’s, and one final request. He asks to see Anne. 

”What the fuck, Jack,” she says in a cracked voice, hurtling herself into his arms.

”It’s no use, my darling,” he says into her hair, and oh, his voice comes out odd, too. “It’s no use. I’ve already saved you.” 

”Didn’t want you to save me,” she says, and her hands dig into his back, hard. “I wanted––” she breaks off, giving him that wide, furious stare that means she can’t bear to say what she must. He finishes for her. 

”You wanted me to fight with you,” he says gently. She wants to go into the ground with him. Always has. “Yes, I know. Better to fight like a man than hang like a dog.” 

”Fuck you,” Anne says, and she means she loves him, so he kisses her. 

”Live for me,” he says against her mouth. “That’s all I ask.” 

The next day, Jack is taken to the gallows. His last thought isn’t of Anne, after all, but of Charles Vane, dead so many years ago. By all accounts he did this part very well, and Jack wants to be like him in this, Jack wants––

Max bribes Anne and Mary’s way out of prison a week later. When they sail away from Port Royal, Anne won’t let Max coax her belowdeck. She stands at the rail when they pass the cay, and the last thing she sees of Jack Rackham on this earth is his body swinging from a gibbet. 

14. what is ur crackiest crack ship

Given that I treat Charles/Jack like the secret sitcom romcom happening on a murdery drama show, probably Charles/Jack.