Nicolechar on Deviantart commissioned this delightful scene from me.
She wanted me to do more of my Hijack Pirate!au where Jack is originally sent to assassinate Pirate Captain Hiccup Haddock only to fail (because he meets a wonderful overgrown firebreathing lizard called Toothless) and thereafter is interrogated and soon after encouraged to join the crew if he wanted to live.
(tbh Jack just batted his eyelashes and promised naughty things and Hiccup let him off easy as long as he slept in the Captain’s quarters-)sdsjhbsdff
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