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the thing is, story book pirates aren't real pirates. Real pirates avoid conflict with the authorities when possible and strike with overwhelming force at week and rich prey. The fun of playing a pirate come from the hunt of the trader. From cornering him in a secluded spot and making him pay taxes because it's the most economical outcome to the encounter for him. You have to be cunning and make them want to pay you. The pirate life is not an easy one, but it a good one.