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- Brothers Huey and Riley Freeman experience a culture clash when they leave Chicago to move in with their grandfather in the suburbs.
- When Tom is wrongfully accused for murder, Huey and Riley enlist the help of Ed III and his friend, Gin Rummy to find the real killer.
- Huey's teacher gives him full creative control over the schools Christmas play.
- After getting beaten up by the mean and blind Col. Stinkmeaner, a humiliated Granddad wants a rematch.
- Huey and Riley team up to convince Granddad that his new girlfriend is actually a prostitute who is after his money.
- Jazmine learns a harsh lesson about capitalism when her lemonade stand becomes a subsidiary of Wuncler, Inc.
- When tycoon Ed Wuncler invites the Freemans to his garden party, Huey hopes to shock his white wealthy neighbors with his brand of "the truth". But things don't go as he planned.
- When Granddad and Ed Wuncler open a soul-food restaurant, it ends up having a terrible effect on Woodcrest.
- Riley convinces Granddad to pretend he is blind so that Xzibit will pimp their ride. Huey is being stalked by a government agent. Or is it just his imagination?
- Riley visits his favorite rapper, Gangstalicious, who's been shot and hospitalized. But is he really a "gangsta"?
- Huey disagrees with Riley - and apparently most Blacks - regarding the R. Kelly case.
- Martin Luther King comes out of a 32-year coma and Huey helps him to readjust. But Dr. King finds that his peaceful philosophy is no longer accepted in post-9/11 America.
- Riley, Ed III and Rummy set out to kidnap Oprah Winfrey and it's up to Huey to stop them.
- An eccentric art teacher encourages Riley to express himself through graffiti. Huey watches nothing but shows with black people for two weeks to see if it has any negative side effects.
- Ruckus' message of hating black people in order to get into White Heaven catches on. Huey tries to save a radical who was wrongly convicted of murder from being executed.
- When one of Grandad's army buddies, Moe, dies, he and the boys return home to Chicago for the funeral. On the way there it is revealed that Grandad and Moe had a bad falling out over a girl. Huey is excited to be home in hopes of seeing his old friend Cairo, but finds out that he wants nothing to do with Huey. At the funeral, Grandad is forced into a eulogy, in which he reveals all the bad things Moe had done over the years. But when Grandad sees Moe's wife, the girl they fought over, and sees how ugly she is, he realizes how Moe had been the bigger man trying to repair their broken friendship.
- Colonel Stinkmeaner returns from Hell after making a deal with the Devil, and possesses Tom in order to take revenge on Granddad.
- Granddad's cousin and his family take up residence in the Freeman home after being displaced by Hurricane Katrina.
- Granddad takes the kids to the movies but has to sneak them in since he refuses to pay the exorbitant prices. Huey tries to sabotage the film, but Uncle Ruckus tries to stop him.
- Riley's natural inclination to never snitch is challenged when he learns Ed Wuncler III and Gin Rummy are behind a series of robberies in Woodcrest, climaxing in the theft of Granddad's car.
- After Sarah kicks Tom out over an argument about superstar Usher, he turns to the Freemans and A Pimp Named Slickback for help.
- When rapper Thugnificent moves in across the street, Granddad complains about the non-stop noise and partying, leading Thugnificent to record a new song, "Eff Granddad."
- 2005–201423mTV-MA8.2 (471)TV EpisodeAfter various failed attempts at meeting women on MySpace, Grandpa Freeman tries one last time and the results look promising, except for the fact that she was raised by wolves and knows a martial art that seems to be extinct.
- A bully steals the chain that signifies Riley's membership in Thugnificent's crew, prompting various attempts by Riley to get it back.
- Riley displays most of his worst traits as he joins Tom's youth basketball team, goofing off during practice, hogging the ball, and being a poor loser.