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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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 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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1. A fast food chain that specializes in burgers.

2. A playful euphemism. “Playing checkers” involves, as it suggests, is a game of checkers you play with your significant other. The winner of the game gets to be on top afterwards.
I won the game of checkers! Let’s go and do it!
by Abba Palindrome June 12, 2018
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term for cool, or if you wanna sound cool calling sumthing cool
Man Those hats are so checker!
by Cay May 19, 2005
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quite possibly the shittiest fast food ever invented. usually found in ghetto-ass areas of the country (e.g. East Orange, NJ) they hire the scum of the fucking earth as employees and serve the least satisfying burgers around. makes mcdonalds look like ruth's fuckin chris. their motto: "ya gotta eat" says it all... hey, if you're a greasy ass fool lookin for some grub, might as well spend that last $1.87 of yours on us... i mean shit, ya gotta eat SOMETHIN, nigga!!
"yo kree, whats the nastiest shit u ever been associated with?" "probably that bitch workin over at checkers.. AND the burger i ate off her ass."
by da big KA March 8, 2005
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