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Oct 29, 2023 · Here is a some of of 10 of the most famous pirate flags and the stories behind them: 1. Traditional Jolly Roger Flag. Dudaweyll, CC BY-SA 4.0, via Wikimedia Commons. The classic pirate flag is a white skull over crossed bones on a black background. The use of this flag by pirates dates back to the early 18th century Golden Age of Piracy.

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