Yarrgh, ye scurvy dog!
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On May 15, 2009, captain Ranzoon said:
Why do pirates like to play Chinese Checkers?
Because it's got a star board!!!!
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From: I made it up
On June 3, 2012, scurvy knave jack said:
A pirate walks into a bar with a huge multi coloured parrot on his shoulder.
The barkeep, amazed at this sight, says "Now where did you get that!?"

The parrot replies "Pirate Bay, the place is loaded with 'em!!"
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From: don't remember
On February 6, 2008, captain thebobsfan said:
A pirate and his crew were busy plundering a ship. When he entered the captain's quarters, he saw the captain hunched over a table, obviously deep in thought. When the captain didn't move, the pirate came closer with cutlass raised, but stopped short when he noticed that the captain was involved in a game of chess ... with a parrot! The pirate watched for a few seconds, and soon the captain made a move. "Good move! Good move!" the parrot cried, "Nice! Nice!"

Well, needless to say, the pirate was quite impressed. "Arrgh, matey! That be quite the talented parrot ye be playin' against thar," he said.

The captain looked up at the pirate, somewhat startled, as he had been so involved with the game that he had not noticed the tar standing there. "Ahh, he's not so smart," he replied, "I've beaten the blighter two out of three." (Bah-dum-dum)

"So what would the bird do if ye made a blunder?" asked the pirate.

"Somersaults," was the quick reply.

"Somersaults?" the pirate said, "That be incredble! How many would it be doin' then?"

"That would depend on how hard I slap him."
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From: Just me reworking old jokes
On March 19, 2005, the dreaded Cap'n Karikas said:
What does a vegan pirate do in jail?
Starrrrrrrrrrrrrrrrrve!
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On May 22, 2007, the grog-addicted Richard Tyrone Jones said:
Why was the pirate scared of the circle?
S'currrrvey!
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From: Traditional
On April 4, 2008, scurvy knave Bloody Nuala said:
What is the greatest pirate college rock band?
Arrr. E. M.
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From: I thought it up, scurvy dog!
On November 10, 2012, one-eyed Landlubber Wolf said:
What were the last words of the quantum physics-savvy pirate that was made to walk the plank?
"I'd never have thought a Planck length could seem that long!"
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From: Inspired by some of the nerdier jokes I found on this site.
On July 30, 2008, the grog-addicted Jerami said:
What did the pirate name his cat?
Garrrrrfield!
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From: Swabbie King o' the Great Lakes
On September 18, 2007, one-legged sassy lass said:
How much are pirate union fees?
An arm and a leg!
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From: me booty
On September 19, 2005, the most piratical Robert Bolton said:
What did the pirate say when someone asked him if he knew any pirate jokes?
Arrrrr you kidding me...
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From: my heart and soul
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