When a black celebrity/athlete gets into trouble and his teamates/black commentators/BET media say he's "Keeping it real", as if it were assumed he is supposed to act like that. It is more or less a black-on-black racist term. (White people don't use the term and are largely unaware of what it means.) It says that black people are supposed to get in trouble with the law, thusly "keeping it real"; being true to their race.
A lot of people probably said Kobe Bryant was "keeping it real" when he got into trouble, or when insert name basketball player got busted for marijuana possession, not realizing they are perpetuating the racism they try to fight at the same time.
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