The sex act where two or more individuals take a piece of fruit (preferably a cucumber) and stick it up their partner's anal area multiple times. "Chesire Cat Smilers" are of those who perform this act. It is common knowledge that chesire cat smilers also eat the fruit afterwards no matter how dirty or grotesque it has become during their sexual routine.
Person A opening person B's legs while laying on the floor and jabbing the cucumber into their anal area while they perform the Chesire Cat Smile.

A: Fancy doing a Chesire Cat Smile with me honey?
B: Sure why not!? It's been long since we became Chesire Cat Smilers for the night. Go on, in you get cuccy (slang for cucumber).
by Look_whos_boss March 7, 2011
Get the Chesire Cat Smile mug.
she is my pet cat that is in love with smile dog and she will call you a shit dawg. if you call her smiley cat she will call you smiley dog if you seem like a dog but if you seem like a cat she will call you a sewer rat. her catch phrase is '' spread the sentense'' which sounds simmalar to ''spread the word''.
random human that might be killed by a creepypasta:did you read the smile cat creepypasta story?
other human:yes i did but then i met her irl and i called her smiley cat and then she called me a smiley sewer rat.
by weaseltalondrowned November 2, 2019
Get the smile cat mug.