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play chess, not checkers 

Another way to say work smarter, not harder.
(Playing *INSERT SHOOTER GAME HERE*)
Person 1: That damned sniper always manages to shoot me dead, even though I keep hitting them with my bullets.
Person 2: Play chess, not checkers.

Charlotte Checkers 

An ice hockey team located in Charlotte, North Carolina. They are affiliated with the Hartford Wolf Pack of the AHL, and the New York Rangers of the NHL

Sexual Checkers 

A board game where you play checkers, only using reproductive organs, so I guess it's not really playing checkers at all.
He wanted to play backgammon, but instead we played sexual checkers.
Sexual Checkers by Sir Zurr March 14, 2009

stripandbendover checkers 

1. A smartass way to try to get someone to have sex with you.
Blue: Hey, we should play stripandbendover checkers.
Pink: NO WAY!

Slovakian Checkers 

The intimate but secretive action of asserting one’s dominance by using ones upper body muscles and limbs to hang from the top bunk of a bunk bed, while allowing the erect genitalia to dangle with droop into the lower bunk section. This action is most likely and usually done while watching irregular forms of pornography until profusely ejaculating onto the person or subject in the lower bunk section. This action is always finished with the subject (ejaculator) sneakily crawling down from the top bunk onto the subject (ejaculated) to whisper in the (ejaculated) subjects ear “checkmate” to finish the game.
“Mom I woke up with mad glizzy juice on my face, I swear dad was playing Slovakian checkers last night”.

played like checkers 

When someone tricks you, misleads you, or otherwise takes advantage of you.
That Nigerian scammer just tricked me! I was just played like checkers!!
played like checkers by flummoxer August 27, 2009