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Beautiful and complicated. Strong willed and incredibly loving once they let you in. Sharp tongued and witty.
Damn that person is quick they got the Chesire skills.
Chesire by straight up Jack July 22, 2010
A player, pimp, and person who controls the game! She takes control of actions and owns the floor.
man that girl chesare played me so hard!
chesare by matts176855 May 31, 2010

Chesire Cat Smile

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).
chesire: meaning a world to tease someone in a playful way
also a word used by bayonetta
hello there chesire
chesire by Ceraza February 19, 2019
v: Smoke or otherwise ingest drugs until you are so stoned that your only noticeable features are a shit eating grin and a pair of bloodshot eyes.
she just finished vaping an entire pen. Chesired to the max.
Chesire by Krinkles the Klown November 29, 2020

chesirewnder 

very attractive person and if you searched this up then you probably know i’m attractive but i’m so attractive i have swag and swag=cool so i am cool which means i’m swag,to bad you’re not swag lmaoo get rekt
you remind me of chesirewnder
chesirewnder by chesirewnder April 3, 2021