Top Definition
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.
de lanthe 09 Noiembrie 2013
1 more definition
Man's smile when he has a near constant erection.
I can' wait to be with you again. I have a Cheshire grin that won't go away!
de PlayfulCan0358 13 Noiembrie 2013

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