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Chessy cat is a 60's slang term to describe someone with a wild grin on their face. Or someone who is really happy or excited.
It's the abbreviation for Cheshire cat from Alixe and the wonderland.
He was just smiling like a Chessy cat!
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A cat who misspelled cheesy but still likes cheese
The cat is smart but misspelled cheesy with chessy, what a chessy cat
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