OHHHHHHHHHHHHHHH BOY DON'T EVEN GET ME STARTED....ok you did!
Anne Bonny was by far the coolest person in the world. She sailed with Calico Jack and was dressed as a man. Jack and her were in love but she fell in love with "Jupidter Jones." who turned out to be Mary Read dressed as a man, so she wanted Anne to stop hitting on her and confessed her womanity. So Anne and Mary were best friends and Anne and Jack were...ahem...together. And they sailed the seven seas merrily. Of course they were eventually caught and threatened to be hung. When they were on trial Anne and Mary pleaded not to kill their "BABIES"

. So they were spared on account of their false pregnancies and Jack was hung but before he died Anne cursed him and his family. Which would be a fasinating plot for the sequel, or, prequel
Edward Teach was Blackbeard. He was very mean and did a bunch of disgusting things to people (i.e. fire their limbs out of a cannon

) He also crashed his own ship and bailed leaving his crew to die.
Captain Kidd was cool. He was a little well.......

....ya....he was crazy. He started the Pirate fad of burrying treasure but he never really went back so he had over 100,000 maps but no treasure, lucky him.