Yarrgh, ye scurvy dog!
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On December 28, 2015, one-legged Captain Jelly Legs said:
What is a scallywag pirate's favorite glass of wine?
CARRRRbernet!
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From: brain
On September 18, 2015, one-eyed Crafted by Will, posted by Drew said:
What do you get when you teach pirates how to sing?
Harrrr-mony!
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From: Barbershop Singing Convention in Tampa Bay during annual Pirate Festival
On September 17, 2015, the most piratical Sonny A. said:
What does a pirate do when he's too wasted to get back to his ship?
He uses his ayePhone to call Uberrrrr.
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From: Half original/ half I looted from other pirates
On August 26, 2015, one-eyed too sense said:
A pirate goes to the doctor to get the moles checked on his back. The doctor says, "There's nothing to worry about, they're benign."

The pirate looks at him surprised and says... "Shiver me timbers! When I spied them in me looking glass this morning, there be only 3!
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From: reworked old badly written joke
On July 1, 2015, the sea-bitten scurvy dog said:
Why did the pirate refuse to say, "Aye, Aye, Captain"?
Because he's only got one eye.
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