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.
door lanthe 9 november 2013
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!
door PlayfulCan0358 13 november 2013

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