A nobody wants to become a pirate. The island has other plans.
A bright-eyed nobody arrives in Bootleg Bay with an empty purse, a clean coat and the dangerous dream of becoming a legendary pirate.
Unfortunately, Bootleg Bay already has pirates. Far too many of them. It also has a corrupt pirate council, a tavern called The Drunken Parrot, a market full of fraudulent maps, and a long tradition of laughing at newcomers before sending them on errands that might technically qualify as attempted murder.
To earn a pirate name, the stranger must survive The Three Trials: master insult swordplay, steal something that is definitely overprotected, and find treasure by following clues no sensible person would trust.
But every trial points toward the same impossible destination: Marmoset Island, a jungle island missing from respectable charts and present on every disreputable one. Some say it holds treasure. Some say it is haunted by the Captain Below. Some say the real secret is too stupid to survive being known.
This is a story-format CYOA pirate comedy about cursed maps, ridiculous puzzles, rival captains, suspicious parrots, supernatural rumours, tavern lies, dramatic sword poses and catastrophic overconfidence.
Every turn ends with next-step choices. The final option is always custom.
#cyoa2026





A would-be pirate arrives in Bootleg Bay seeking fame, trials and the secret of Marmoset Island.
The town of Bootleg Bay had three claims to fame: the worst harbour in the Caribbean, the loudest tavern in the known world, and a pirate council so corrupt it had once successfully bribed itself.
Into this celebrated disaster walked a stranger with a clean coat, an empty purse, and the dangerous confidence of someone who had read one book about piracy and misunderstood most of it.
By sunset, they would need a sword, a crew, a ship, and preferably a better lie about why they had come.
The sign above the tavern creaked in the wet sea wind:
THE DRUNKEN PARROT
Pirates, Liars, and Licensed Cowards Welcome