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When Keeping it Real Goes Wrong 

In the act of Keeping it Real, the outcome is unexpected and usually has a negative affect on the individual who decided to keep it real. (See Keeping it Real)
After losing his Job, Frank wrote a paper on, "When keeping it real goes wrong."

when keeping it real goes wrong 

Chappelle show skit that satirizes a situation where a person decides to act on impulse or acts uninhibited by social mores or norms (i.e. "keeping it real") which usually leads to adverse and often times unexpected results.
When keeping it real goes wrong in a board meeting at your corporate job when someone mimics, coopts, or imitates your culture in a condescending way and seeks your affirmation in doing so. (i.e. "Give me some skin, dawg"). Also referred to as "actin' your color"

When Keeping it Real Goes Wrong 

The greatest Chappelle's Show skit ever, self explanatory.
You think it's a game nigga? BAH BOW

When keeping it real goes wrong 

Rockets vs. Lakers game 1.
"The Rockets-Lakers game 1 was a bad episode of When Keeping it Real Goes Wrong!" - Stat Boy.
Jenny got in more trouble after being arrested because she had priors.
priors by Jermaine Young. October 14, 2008
Word of the Day on June 16, 2026
An acronym for an "aznbbygirl" meaning an asian female gangster. ABG's like to hang with gangsters and wear thin (slutty) clothing. They like to jump other girls who talk shit and make out with their boyfriends 24/7 (maybe even have sex.) Usually own side kicks who also like to text frequently. ABG'S also normally have a "ride or die" homie, someone who is always down for them, or die trying. ABG's are also known for dying their hair alot. From blonde to black. They have many piercings: multiple on the ears, and stomach/lip. They probably have teased hair, bangs, and have had extensions at one point or another. Could also have painted nails and tatoos. ABG's are super hot, but you would probably get jumped if you tried to hit on them. They also loiter and hang out past curfew.
"Oh shit look at those hotties at that boba house.."
"Watch out, see those gangsters next to them? Their obviously ABG's."
"Damn..still hot."
ABG by Lolzercoptorzallday February 7, 2009
Word of the Day on June 14, 2026