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a joke that hits you twice, the second time with a groan

means A play on words that exploits multiple meanings or similar sounds for humorous effect.

from The word surfaced in the 17th century, but where it came from is honestly a mystery. The leading guess ties it to 'pundigrion,' itself a fanciful, possibly Italianate flourish (some point to 'puntiglio,' a fine point or quibble), with 'pun' as the clipped survivor. But scholars admit they're squinting in the dark herethe trail simply runs cold, which is a fittingly slippery fate for a word about slippery words.

oldest gagSumerian clay tablets contain puns over 4000 years old
shakespeare loved themOver 3000 puns scattered across his plays
brain splitBoth hemispheres fire to catch a pun
french nameCalled calembour, blamed on a forgetful nobleman
highest artFreud devoted a whole book to wordplay
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