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Uncle Sugar's Magic Checkbook 

Welfare from the U.S. government. Of course it is not actually free as it is a debt thrust upon society, but the typical uneducated person receiving it has no care where the money came from and only knows it is free money from Uncle Sugar.
Damn yo, I just got $1,700 in the mail from Uncle Sugar's Magic Checkbook!!

nigger checkbook 

1. a ledger to a bank checking account that is constantly in a state of complete disarray due to overspending on bling, pimp hats and bottles of 40 oz malt liquor. It also can result from being unemployed for extended periods of time while continuing to buy ho's and such.

2. being so intoxicated that you have no idea who you are.
Pete: McCoy, your drunk again.
McCoy: Yeah, I'm fucked up like a nigger checkbook.

You bounced another check to me. You better get a CPA to fix that nigger checkbook of yours.
nigger checkbook by Plasty September 15, 2006

Checkbooked 

When a person is completely intoxicated, just before the point of passing out. Comes from the phrase, "more fucked-up than my checkbook".
Did you see Jeff last night? He was completely checkbooked.
Checkbooked by KCHooligan May 12, 2009

furry checkbook 

The act of using sex to pay for a good or service.
Amber couldn't pay Greg for her valtrex, so she used her furry checkbook.

checkbox charlie

A person who rushes to complete tasks, barely meeting the requirements, to satisfy an audit or inspection.
Hey Rodney, look at Mike, getting shit done like a regular checkbox charlie!

Niggers-Checkbook 

Last night I drank a gallon of whiskey and I was more fucked up than a niggers-checkbook.
Niggers-Checkbook by BallsMahoney75 February 28, 2019