John Rackham, is popularly as Calico Jack Rackham, was a pirate operating in the Golden Age of Piracy during the early 1700s.
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He was considered one of the most luminary pirates in history, including Edward "Blackbeard" Teach and Edward England, who have used colorful aliases. Calico Jack was most remembered for having two female pirate crew members: Anne Bonny and Mary Read, who were considered the fiercest members of his crew.
Unlike his contemporary Blackbeard, Calico Jack Rackham seemed to go out of his way to refrain from the typical barbarism of a pirate. His most noteworthy exploit involves returning a ship, intact and unharmed, to the unfortunate captain he had just robbed blind. In fact, this uncharacteristic restraint is Rackham's claim to fame; otherwise, he was a mostly small-time pirate who commanded a single, small sloop rather than an armada full of buccaneers.
Despite the superstition—that women bring bad luck on ships—that many sailors of his time shared, the most celebrated members of his crew were female pirates Anne Bonny and Mary Read.
As chance would have, the two women, both masquerading as men, met aboard Rackham's ship. Anne Bonny married a sailor called Jack Bonny, who was a rather useless sailor but took her out to Nassau, where she fell in love with a much more dashing Calico Jack.
Rackham gave his lover Anne Bonny, destined to become one of the greatest woman pirates of all time, her first taste of the sea. Mary Read joined a merchant ship, went out to the West Indies in the Caribbean, where the merchant ship was captured by Calico Jack.
Anne, who was married to Calico Jack, fell in love with Mary but found out she also was a woman disguised as a man. A devoted friendship bloomed between the two women, who eventually achieved notoriety in a daring, two-woman, pistol-and-cutlass defense of the ship against English privateers. So there was Calico Jack with the two women onboard who were by far the fiercest members of his crew.
Later in his pirate career, Calico Jack Rackham was sailing off the coast of Jamaica, where he was intercepted by Captain Jonathan Barnet, a privateer and pirate hunter who had been sent out to capture pirates. Calico Jack and his crew were all captured, sent to the capital of Jamaica, where a trial took place as his entire crew was tried for piracy. All the men were hanged, but the women got off because they both managed to get pregnant, and the authorities couldn't hang a woman with an unborn child because the child was innocent.
At some point after his death, the flag commonly associated with Calico Jack Rackham, depicting a skull above crossed swords on a black background, became the primary Jolly Roger of Hector Barbossa.
There were also reports of a rivalry between Calico Jack and that other great pirate of the same first name, Jack Sparrow, which were entirely unfounded—although it was easy to imagine a little friction between the two.




