Ugly or stupid, as well as annoying. Fugly.
Guy: Hey dude, Jane wants to fuck you!
Guy 2: No, she’s so checkered.

Guy: My douchebag boss just fired me!
Guy 2: Aww man, that’s so checkered...
Guy: I know!

Girl: These shoes are so checkered!
Girl 2: Oh god, so ugly!
by Ventureboi March 22, 2020
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a game of epic, almost war-like, proportions. much more than moving a few little pieces around a board... this is the game of champions. notable features of the game include: Saint Jackolas, kingage and an abundance of references to being "on", like Donkey Kong. preferred past-time of Mr.T, William Shatner and the late Barry White.
"simply the greatest game ever created, god outdid himself with this creation" -Rob McLean, checkers hero, close friend of David Dickinson and Saint Jackolas hater
by failure33object April 26, 2005
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An individual, presumably African-American, suffering from the developmental stages of vitiligo, a condition that causes the "loss of skin color in blotches...".
With all those skin-pigments amounting, that checker over there looks like he'll be caucasian in due time.
by ntwytllnd January 22, 2017
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A fun old game played traditionally between two people.
We had a competitive game of checkers.
by larstait October 29, 2003
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masterbaiting and some times including ejaculation on something.
Ex 1:
person 1: "hey what were u doing in the bath room"
person 2: "just a quick game of chekers"

ex 2:
person 1:"ya boi!! i played checkers all over her face"
person 2: "you get any in her eye?"
by Nacho Montez May 9, 2006
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A slang term for smoking pot (marijuana if you prefer!) developed by two dunnys on the mean streets of crooklyn.
More than just a slang term, it allows for safe knowledge of the smoking pot event, without letting outsiders know.
(When proving your masculinity)
VincentTheThird: Yo i got two beers!
All: TWO?!?
Pothead: Yeah well i just played some checkers

(When not wanting an outsider to follow)
Wheelman: Lets go play checkers!
Outsider: why would you wanna play checkers??
Sergio: Aigh sounds like a plan, and dont worry. its just a fun sport.
by The Oh Lesson! April 28, 2008
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