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Likened unto "Keeping it Real" or "Keeping it One Hundred", "Keepin it One Dollar" means that you are being all the way truthful with yourself and others, without consideration for the consequences of your actions
Dope Boy 1: D-Loc was just "Keepin It One Dollar" when he talked that shit on Big Uncle Snoop Dogg.

Dope Boy 2: Yeah, too bad the nikkah dead now.

Dope Boy 1: Yeah, too bad.
by Morpheous' Dirty Daughter August 05, 2010