Most successful pirate of all time was former prostitute Cheng I Sao . Her code of conduct was harsher than other pirate laws . Disobeying or interfering could cost you your head . So , her first act as leader was to make her husband 's second-in-command , Chang Pao , official captain of the fleet . Pirates who bought pretty girls as wives risked death for adultery .
Most successful pirate of all time was former prostitute Cheng I Sao . Her code of conduct was harsher than other pirate laws . Disobeying or interfering could cost you your head . Pirates who bought pretty girls as wives risked death for adultery .