An older American dialectal form of 'Cheshire cat' — the grinning feline from Lewis Carroll's Alice in Wonderland, or more broadly the folk saying about grins as wide as a Cheshire cat's.
An older American dialectal form of 'Cheshire cat' — the grinning feline from Lewis Carroll's Alice in Wonderland, or more broadly the folk saying about grins as wide as a Cheshire cat's. 'Chessy cat' drops the county name into a casual nickname, the way Americans sometimes compress proper nouns into cozier forms. It's used figuratively for someone sporting an enormous, self-satisfied, or mysterious grin — the kind of smile that makes you wonder what they know that you don't.
She walked in looking like the chessy cat — turns out she'd already seen the surprise and was waiting for everyone else to figure it out.
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Regional slang from around the English-speaking world — British, Australian, Irish, Caribbean, Nigerian, Filipino, AAVE, and the hyphenated-English dialects that make the internet sound local.
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(US, slang) A Cheshire cat.
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