To improve his grandsons' behavior and help them cope with living in a world that can be hostile to blacks, Granddad looks for a way to school Riley and Huey in the ways of the white supremacist power structure. Though both boys are very skeptical, Granddad gets just the opportunity he's been seeking when bank president Ed Wuncler drops by the house to assess the Freeman's suitability to live in his exclusive, and largely white, neighborhood. And once Granddad and the kids get his seal of approval, Ed invites them to a party to celebrate his grandson's return from the war in Iraq. Reminding them of all his hard work helping to secure their civil rights, Granddad insists that Riley and Huey join him at the Wunclers. But when they arrive, Granddad and the boys must first convince Uncle Ruckus, a longtime Wuncler employee, that they have actually been invited. Once inside, the Freemans and the rest of the guests are surprised at grandson Ed the Third's crass behavior. And as Riley delightedly joins the guest of honor to check out his weapons collection, Granddad joins Wuncler for a drink, leaving a stunned Huey in the hands of a local minister. As Riley is upstairs being entertained by Ed the Third and Huey attempts to persuade anyone who will listen that Ronald Reagan was actually the devil; Granddad and Ed quietly make fun of the other guests. Upon getting wind of Huey's political rant, Granddad warns him against saying anything else that would embarrass him. As Uncle Ruckus tries to persuade the guests not to trust the Freemans, an increasingly drunk Ed the Third presses Riley to take a shot at the assembled partygoers. But when he does, Riley accidentally shoots Ed the Third instead. And when Granddad attempts to apologize for the boys' behavior, he's stunned to finds that Ed doesn't care.

With the approach of singer R. Kelly's trial for inappropriate sexual behavior with a minor, Riley and Huey find themselves on opposite sides of the case being prosecuted by their friend, District Attorney Thomas DuBois. For Huey, the R&B superstar's lewd acts are fair game for prosecution. Yet, seeing the prosecution as an unfair attack, Riley decides to go to the trial and join the singer's fans, who are protesting outside the courthouse. And as Granddad waits patiently for the boys to return, Uncle Ruckus makes it clear just how little he thinks of R. Kelly and his ilk. Upon arriving at the courthouse, Riley immediately joins the fan protest, leaving Huey with the long list of well known black personalities, including Rosa Parks, Cornell West, Julian Bond, Dick Gregory, and Tavis Smiley, who are voicing their displeasure with the singer's behavior. However, when Riley takes it upon himself to make his feelings known to a news reporter, Huey steps in to spare him and their family any further embarrassment. But while the harshest judgments of R. Kelly's behavior come from Ruckus, who makes it clear that he would have no problem convicting him with no deliberation, both Huey and the D.A. are shocked at the defense lawyer's effort to paint the prosecution as racist. Following the defense attorney's opening remarks, and in the face of Riley's threats to take revenge, Thomas shows the jury an incriminating video of R. Kelly and his young victim. However, after the teenage girl's testimony only serves to undermine the prosecution's case, R. Kelly's attorney looks to prove that his client is actually an upstanding citizen with nothing but respect for black women, unlike Thomas, who is married to a white woman. So, as Granddad and Ruckus square off over the subject of race, after the singer's attorney successfully casts his client as the real victim and sends Thomas's case down the drain, it falls to Huey to argue that, despite his acquittal, R. Kelly is no hero.

As Riley and Huey ponder just what line has to be crossed in order for a woman to be a full-fledged hooker, Cristal successfully avoids telling Granddad the truth about her occupation as she gets him to agree to let her move in. And though she's able to keep Granddad in the dark, when it comes to Huey and Riley, Cristal makes no bones about the fact that she's employed in the sex trade. However, even when his grandsons decide to reveal the truth about his sexy young girlfriend's profession, Granddad refuses to believe it. Having failed to persuade their grandfather, Huey and Riley turn to Cristal, demanding that she move out at once. But with Cristal claiming she's in transition from her life as a prostitute to something more respectable, the boys have no choice but to let Granddad see the harsh truth for himself and, camera in hand, they clandestinely document her real life. Although Granddad wants to believe the incriminating photos are nothing but fakes, the arrival of Cristal's pimp, A Pimp Named Slickback, finally convinces him of the truth. However, when Granddad offers her a chance to start a new life with him and the boys, Cristal realizes that it's more work than she's cut out for and takes off after her pimp.

Having defined a "Nigga Moment" as; when ignorance overwhelms the mind of an otherwise logical Negro male. Huey and his brother are forced to watch as just such a moment overtakes their grandfather. After protesting when seventy-three-year-old Colonel H. Stinkmeaner runs into his car, Granddad accepts the old man's challenge to a fight. However, after he is bested by Stinkmeaner, Granddad faces some harsh criticism from the boys when they point out that the old man is blind. Though Huey suggests that he just ignore it, the public humiliation he's forced to endure after losing to Colonel Stinkmeaner has Granddad looking for a rematch. To make sure Granddad knows what he's up against; Huey shows him a videotape of a movie about the legendary blind Samurai swordsman, Zatoichi. So, despite Uncle Ruckus's contention that black men can't fight, Huey and Riley enlist a blindfolded Tom to train their grandfather. As the training gets underway, word of the rematch spreads, presenting Riley with an easy way to make some quick cash selling tickets and DVDs of the fight. Though Huey and Tom try talking him out of it, Granddad goes ahead with the fight and not only wins, but kills his blind and elderly opponent. Finally, as the assembled crowd turns ugly after the short match, Granddad avoids a prison sentence when, due to Tom's foresight in getting the bout sanctioned by the state boxing commission, he is legally indemnified for the fatality.

District Attorney and law-abiding citizen Tom DuBois fits the description of the elusive "X-Box Killer"and is arrested. Huey has to find the real killer, before Tom is shipped off to "real" prison where he will most assuredly be anally raped.

Following several very prominent public run-ins that have thrust their battle into the public eye, Riley is just one of the many fans who are anxiously awaiting the latest news in the ongoing feud between urban gangsta rapper Gangstalicious and his Southern counterpart, Eat Dirt. Hearing that Gangstalicious has been shot during a concert, Riley asks Granddad for permission to visit the fallen rap star. Refusing to take no for an answer, he first tries getting hurt himself so that he can be admitted to the hospital, too, before tricking Granddad into sending him on an errand to the store. Yet, despite explicit instructions not to visit the injured rapper, Riley takes a detour to Woodcrest Memorial Hospital. At the hospital, Gangstalicious tells Riley that, rather than the work of Eat Dirt's crew, the latest shooting was carried out by some gang members he owed money to from his days as a drug dealer. Gangstalicious panics when he is told that there are no more police securing the hospital. And when Riley is distracted by a phone call from Granddad, a hit squad led by a Gangstalicious's nemesis, Lincoln, arrives to finish what they started. As the danger of the situation becomes apparent, Riley discovers that, contrary to his tough public image, Gangstalicious is a coward. As they try to flee, a frightened Gangstalicious drops his gun, leaving him and Riley defenseless. Hijacking a white fan's Honda Civic, they try to outrun their pursuers, but are caught and taken to a clearing in the woods. And when the efforts to kill them are undone by poor marksmanship, Riley is stunned to learn that the dispute between Gangstalicious and Lincoln is actually the result of a gay love affair gone awry.