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grin like a Cheshire cat, to smile or grin inscrutably. A cat with an enormous grin encountered by Alice in Alice's Adventures in Wonderland, by Lewis Carroll. The cat tends to disappear, leaving only its smile hanging in the air. Note: âSmiling like a Cheshire catâ refers to anyone with a conspicuous and long-lasting smile.
Aliceâs unflagging curiosity makes her mad in the Cheshire Catâs eyes, since it characterizes her unique and illogical approach to Wonderlandâs natives. The Cheshire Catâs use of the word âmadâ puns on the word âmade,â since everything in Wonderland is fabricated.