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This unfortunate girl spent most of her life pretending to be a man. She was treated as woman only on one occasion.
Captain Kidd was a successful privateer who became pirate thanks to a couple of unfortunate events. The stories about his buried treasure made him even more popular.
Ching Shih known as Cheng I Sao was the most powerful and successful female pirate in history. She was prominent pirate in middle Qing China, who operated around the China Sea in the early 19th century.
This Irishman was a successful pirate, who captured many ships. However, his kindness and not-so-pirate attitude prevented him to become even greater.