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D-Mo (Daemon Moore) is a small-time Washington, D.C. drug dealer who decides to make his move. He enlists his friend, Drama (Jeff Edward), a petty thief on probation, in his scheme to become a local drug kingpin. Drama reluctantly goes along, and soon the two are moving product, and watching the money pile up. D-Mo hooks up with an old girlfriend, Nikki (Jaimie Patton), who has a young daughter whose father is in prison. Drama, meanwhile, uses his newfound wealth to pursue a hedonistic lifestyle that D-Mo feels is bringing too much attention to their operation. The two have a falling out which eventually leads to a shoot-out on a local playground. An innocent child is gunned down and soon the police, led by Lieutenant Redding (Morgan Freeman), are investigating the crime in a desperate effort to prevent more bloodshed. Guilty by Association, a low-budget release shot on video, is the creative product of the rap group Section 8 Mob starring several members of the group in supporting roles. Leads Moore and Edward lent their vocal talents to the 1999 Section 8 Mob album of the same title under the pseudonyms DMO and Jeffrey Drama, respectively. Guilty by Association was co-written and directed by Section 8 member Po Johns, who also plays a dual role, as Officer Po and his brain-damaged twin brother, Dumb Donald.