Everyone is familiar with the story of Casey Jones who up at bat because of his massive ego deliberately let two strikes get by him before he (presumably) would made a home run, but he didn't. He struck out on the last one.

"Pulling a Casey" in this case is used as an action of swindling. It simply means to deliberately flounder, mess up, or make deliberate mistakes in the beginning of a game to encourage competitors and gamblers into thinking they have an easy win.

When in fact their opponent is quite skilled in the area of interest and is waiting for real money to arrive before they show off their incredible and stunning skill at the cost of everyone involved.

It's appropriate in settings of gambling like playing pool or even the shell game.

In the shell game the dealer pulls a Casey with the new players by letting them win a couple of bucks by finding the pea easily enough under the shell.

But the dealer knows full well they're going to bet more and try to win more - and that's when the swindle comes in. Once they have won their confidence on how "easy" the game is.

Pulling a Casey in a game of table pool for instance can show a pool-shark deliberately make bad moves like miss sinking balls and even scratching the cue to encourage bets.

And then after a few bad shots once there is real money involved - that's when the shark plays for keeps and takes the competitors and bets for all they are worth, hustling them for all their money.
"Did you see that ? I've already won $5 from Justin in blackjack ! I'm upping my bet !"
"Watch out, dude, he could just be pulling a Casey on you."
by dw8177 November 17, 2020
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To drink alcohol while role-playing on mIRC in such great amounts and/or staying up so late that you pass out at the computer, usually during in the middle of a scene.
<KimberlyShadow> Is Valen going to post?
<SullivanKane> I dunno, it's been about... 48 minutes... and he was drinking sheraz... I think he's pulling a Casey.

by TomSawyerV August 25, 2008
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When you try to hit on and get with a girl who is underage..
Damn bro you are pulling a casey! Shes only 16!
by JoeNuts122 January 4, 2021
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The act of ensuring your partner climaxes at least twice before allowing yourself the opportunity to orgasm. It could also be known as the golden rule of sex.
Every time I bang my girlfriend I try to pull a casey. Unfortunately, I've never even gotten close.
by jdawg81 April 18, 2011
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Phrase: To Pull a Casey anthony is to kill someone that annoys you.
This is named after Casey Anthony, a Shunned Florida Woman, Accused of Killing her Child, Kaylee Anthony.
the Term can be modified to say: Pull a fucking Casey Anthony, depending on the purpose.
Son:Mom,Can i go out with my girlfriend?
Mom:No. You need to do your homework.
Son:Ok mom.
Son:I Swear, i'm about to pull a Casey Anthony on her.
by ARazgriz25@gmail.com November 30, 2011
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Amanda says she got pregnant by accident, that she forgot to take her pill. No she didn't forget, she meant to pull a Casey Nobel.
by Jaxs99 February 17, 2017
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