A smile that resembles that of the cheshire cat. Wide, and often a touch eerie.
He narrowed his eyes, a cheshire grin playing on his lips.
by lanthe November 10, 2013
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A fictional character in the book, Alice in Wonderland. It is always pictured with a wide smile on its face.
by yeah yeah July 22, 2003
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A person who is too happy; almost to a point of being saccharine and unrealistic.
"What is wrong with our manager?,"said Bessa "Does he expect us to come in everyday and look like a Cheshire cat? We are retail workers and sometimes we have our bad days too."
by Oneida December 21, 2004
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The type of nouveaux riches persons (footballers, successful northern businessmen etc) who inhabit the county of Cheshire, England.

Used as a derogatory term by the 'real' posh of the southeast of England (ie, old money).
'Ooh, just look at that house in Alderley Edge with its carriage lamps, security gates, double garage and immaculate paved drive. Isn't it nice!
'Yes, but a bit 'Cheshire Posh'...
by Austin Allegro June 27, 2007
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The first album released by the punk rock band blink-182.
Cheshire Cat was released in 1994, at the time the band was only called blink.
by Blink-dude December 9, 2005
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a creature that is lost between life and death and stalks its prey with its smile of knives and its cloaks of shadows
404 Error, placebos from god, Evolved Online Forums
by Lostpeace December 22, 2003
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When a silly answer is actually the most logical.
"My joke in class had a Cheshire Effect."
by Holly_Uninformed April 7, 2009
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