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What was the first ship to fly the skull and crossbones flag ?

What year, what type of ship, and who was the captain ?

I don't think anyone knows the first time or who since the skull and crossbones symbol itself has been around for centuries as just a symbol of death.

The skull and crossbones flags were used by pirates primarily in the late 1600's into the 1700's.

The closest real pirate flag that has the standard front facing skull over two crossed bones (the "standard" pirate flag we think of today) was Edward England (died in 1720).

Most pirate flags were actually more elaborate than that and had other symbols on them as well. The flags were flown to "scare" the ship that was about to be attacked/boarded in the hope that the ship would surrender without a fight. So most flags had some form of skulls and bones to symbolize death, also some had weapons (obvious reason) and/or hourglasses to represent time is limited for surrender (after the time is elapsed then the pirates would show little/no mercy for the crew of the other ship.)

Pirates of the Caribbean - Soundtr 11 - Skull and Crossbones

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