Oh my god, that first music is the same as was used in the Legacy of the Dragonborn Skyrim mod, and it threw me off so much trying to remember where I heard it before! :D
I liked the game overall, it gives the broad lines of Anne Bonny's life, and is fun enough to play.
After the ending, and back to the menu, my mouse cursor was invisible. And there is no button to quit the game that I could find, so ALT+F4 it was. :)
The change between the first and second scene was a bit jarring though, as you have to dress as a boy, then you're outside and apparently some boys are flirting with you, so you're not disguised as a boy anymore. It's not entirely obvious that it's another period of her life, even with the text at the top.
I liked the idea of the bartering with the merchants, even if it meant a lot of back and forth, but you could honestly have come up with better names than "Merchant A" through "E" :D