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Sailing Ship Jokes

So a three masted sailing ship is leaving port...

... just a day out of port the captain is standing on the deck when the lookout calls down "Sir! There's an enemy ship on the horizon!"

The captain turns to his cabin boy and shouts "Bring me my red shirt!"

After the cabin boy brings him the red shirt and he puts it on, the two ships...

Long ago, when sailing ships rules the waves

Long ago, when sailing ships ruled the waves, a captain and his crew were in danger of being boarded by a pirate ship. As the crew became frantic, the captain bellowed to his First Mate, "Bring me my red shirt!". The First Mate quickly retrieved the captain's red shirt, which the captain put on and ...

Did you hear about the dog who owned a leaky three-masted sailing ship?

His barque was worse than his bite.

This joke may contain profanity. 🤔

Sandy was the youngest of five brothers born in a poor family in 19th century Scotland.

When he came of age, Sandy decided to cross the seas to America to seek his fortune. Scots are thrifty and hardworking, so Sandy prospered in his new home. After twenty years, he decided the time had come, so he booked passage on a sailing ship to cross the sea again and return to his native land fo...

The original red shirt story

There's this mighty sailing ship, a British frigate, cruising the Seven Seas, and one day the lookout shouts down from the crow's nest, "Captain! Captain! There's two pirate ships heading our way! They mean to attack! What should we do?"

And the captain, he says, "Bring me my red shirt."<...

Ogden Nash and TS Eliot die and go to heaven...

At the gates of heaven they meet St. Peter, and ask him if they can spend eternity in Poet's Corner with all the other famous poets.

"I don't know," says St. Peter. "It's pretty exclusive. I'll tell you what, I'll give you a word and you have to incorporate it in a poem as the very last wor...

Once, many many years ago, there was a fad among fast food restaurants

to put historical, sometimes military or industrial items in their front yards as a kind of attraction/plaything; an old howitzer or maybe even a train caboose that kids could inspect or climb on. Sometimes these unlikely things would be decorated with the characters or dishes of the food chain. For...
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