* An entire arc is dedicated to Riley getting his hair braided to match the show. Since Granddad won't let him, Riley in acts a XanatosGambit. He spends the entire arc causing trouble around the neighborhood. Since he has an afro, he looks exactly like Huey, who ends up taking the fall for all of Riley's actions. At the end, Riley manages to use reverse psychology on Granddad to allow his hair to get braided. If nothing else, he gets to cause trouble while not getting into any himself.
* [[http://www.gocomics.com/boondocks/2001/10/06/ Huey calling the Department of Homeland Security to inform them of key Bush Administration members' involvement with funding and training Al-Qaeda and the Taliban.]]
* Aaron [=McGruder's=] response to the criticism people started giving him for addressing 9/11 only weeks after it happened. To get a pre-emptive strike on the ExecutiveMeddling he was sure would come he replaced ''The Boondocks'' with "The Adventures Of Flagee and Ribbon", which according to the editors note provided was replacing ''The Boondocks'' as "[[SarcasmMode a hilariously new patriotic offering]]". Let's just say [[http://www.gocomics.com/boondocks/2001/10/17/ he]][[http://www.gocomics.com/boondocks/2001/10/18/ wasn't]] [[http://www.gocomics.com/boondocks/2001/10/19/ pulling]] [[http://www.gocomics.com/boondocks/2001/10/20/ any]] [[http://www.gocomics.com/boondocks/2001/10/22/ punches.]]

[[folder:Season 1]]
!! The Garden Party
* The opening scene with Huey inciting a riot, even if it was only a dream.

!! The Trial of R. Kelly
* Huey calling out the jury for still thinking R. Kelly is a victim (even after the mountain of evidence that proves he peed on an underage girl).

-->What the hell is wrong with you people? Every famous nigga that gets arrested is not Nelson Mandela! Yes, the government conspires to put a lot of innocent black men in jail on fallacious charges. But R. Kelly is not one of those men! We all know the nigga can sing! But, what happened to standards? What happen to bare minimums? You a fan of R. Kelly? You want to help R. Kelly? Then get some counseling for R. Kelly, introduce him to some older women, hide his camcorder! But, don't pretend like the man is a hero!

-->And stop the damn dancing, act like you got some goddamn sense people! Damn! Through playin' around here!

!! Guess Hoe's Coming To Dinner
* Robert stopping Slickback's hand with his belt. Who'd have thought Robert would have a BigDamnHeroes moment?
-->'''Granddad:''' You ain't gonna hit no woman in my house!\\
'''Slickback:''' What woman, sir? This here's a hoe!\\
'''Granddad:''' [[ThemeMusicPowerUp Not in this house, she's not.]]

!! Granddad's Fight
* Huey's dream in which he has a swordfight with a Blind Nigga Samurai (who sounds like Stinkmeaner).
* Robert's second fight with Stinkmeaner, though it's more [[BlackComedy darkly funny]] than cool.

!! A Date with the Health Inspector
* The shootout between Ed and Rummy versus the convenience store owners, which is both awesome and [[FunnyMoment ridiculous]] at the same time.

!! A Huey Freeman Christmas
* Huey's teacher Mr. Uberwitz putting on Huey's play, exactly as he had written it. He gets fired, of course... but then he gets a new job at the University of Maryland. So even though he's a typical "clueless well-intentioned white idiot", he gets some good karma for doing the right thing.

!! Return of the King
* THE ENTIRE THING! Especially Martin Luther King Jr's speech, decrying the ignorance of modern African-American society:


-->Is this it? This is what I got all those ass-whoopings for? [[IronicEcho I had a dream once]]. It was a dream that little black boys and little black girls would drink from the river of prosperity, freed from the thirst of oppression. But lo' and behold, some four decades later, what have I found but a bunch of trifling, shiftless, good-for-nothing ''[[NWordPrivileges niggas]]''. And I know some of you don't want to hear me say that word -- it's the ugliest word in the English language. But that's what I see now -- niggas.

-->And you don't want to be a nigga. Because niggas are living contradictions. Niggas are full of unfulfilled ambitions. Niggas wax and wane. Niggas love to complain. Niggas love to hear themselves talk but hate to explain. Niggas love being another man's judge and jury. Niggas procrastinate until it's time to worry. Niggas love to be late. Niggas hate to hurry! [...]

-->BlackEntertainmentTelevision is [[TakeThat the worst thing I've ever seen in my life]]! [...] Music/{{Usher}}, Music/MichaelJackson is NOT a genre of music! [...] [[ArsonMurderAndJaywalking And now I'd like to talk about]] ''[[ArsonMurderAndJaywalking SoulPlane]]''. [...] I've seen what's around the corner. I've seen what's over the horizon and I promise you, you niggas have nothing to celebrate! And no, I won't get there with you. [[ScrewThisImOuttaHere I'm going to Canada]].

!! Let's Nab Oprah
* Huey creating the "Black Power Fist" shock glove, and his fight with Bushido Brown.

!! Riley Wuz Here
* Riley and his Art Teacher's antics. They form a friendship, Riley learns how to paint great works of art -- and then a sudden police chase ensues.
* Riley's final mural, which depicts [[spoiler:the wedding of his (grand)parents, which makes Granddad feel proud of him]]. Also a CrowningMomentOfHeartwarming.

!! The Itis
* Huey's attempts to protect Jazmine from Ed Wuncler's scam. Also quite {{heartwarming| moment}}.

!! The Passion of Reverend Ruckus
* Huey, who had been portrayed as an atheist the entire episode, finally breaks down upon the realization that he's only a kid who can't do everything. With nowhere else to turn, he breaks down and prays:
-->'''Huey:''' I've never prayed before. I don't even know who I'm praying to. I may be too young to know what the world is supposed to be, but it's not supposed to be this. It can't be this. So please...
* Ruckus giving a passionate racist speech during a lightning storm.
-->'''Uncle Ruckus:''' Now let us pray. Lord, I have spent my whole life hating you for making me black. And now I see I must [[BoomerangBigot hate myself and all those like me]], and cause them misery just like your savior UsefulNotes/RonaldReagan did. And if any of my words don't come directly from the almighty God himself, [[TemptingFate then may I be struck by lightning right this very instant]]! Halleluj-- ''(gets struck by lightning)'' --AAAAAAH!
* Shabazz's execution is happening while Ruckus is making that speech. It turns into a double [=CMoA=] [[spoiler:when the same lightning bolt that strikes Ruckus shuts down the power to the electric chair long enough for the governor's call to come through]].

[[folder:Season 2]]
!! ...Or Die Trying
* Huey's and Ruckus' fight inside the theater:
-->'''Ruckus:''' What? You think you the only one to learn the ancient and deadly art of the nunchaku?
* The awesome freeze frame of Huey and Uncle Ruckus at the ending.

!! Tom, Sarah and Usher
* Tom of all people gets one. Sarah meets Usher, falls in love, then kicks Tom out of the house, who then stays with Huey's family. They call in A Pimp Named Slickback to help him. Tom goes to the place Sarah is meeting Usher and he then calls her a bitch, tells her to get her ass in the car, and, instead of pimp-smacking her like Slickback had been telling him to, he bitch-slaps Usher. [[spoiler:But this moment is short-lived because it turns out that Sarah wasn't having an affair, while Usher and his bodyguards retaliate by beating Tom in front of his wife and daughter.]]

!! Stinkmeaner Strikes Back
* The opening scene with Stinkmeaner in {{Hell}}. Stinkmeaner has [[TookALevelInBadass taken a level in badass]], uses his new kung fu skills to beat up a whole army of demonic {{mooks}}, and even has the gall to [[DidYouJustFlipOffCthulhu insult the Devil himself]]. {{Satan}} is so impressed that he allows Stinkmeaner to leave Hell, so that he can have his revenge on Granddad.
-->'''Stinkmeaner:''' [[LikeABadassOutOfHell HELL AIN'T SHIT]]! [[BadassBoast I'M GONNA GET YOU, FREEMAN]]!
* When Stinkmeaner first possesses Tom, his first action is to jump up and kick an annoying man in the chest.
-->'''Stinkmeaner:''' And then you got kicked in yo' chest! ''YOU'' eat a dick, nigga! ''YOU'' eat a dick!
* The three-on-one fight involving Robert, Huey, and Riley versus the Stinkmeaner-possessed Tom.
** It begins with the Freemans getting into battle stances, and one of the boys throws Robert his belt, all the while [[ThemeSongPowerUp the series' theme song starts playing, which turns into fight music]].
** The Freeman family try their best to fight back against Stinkmeaner-Tom. However he's more than a match for them in melee combat, and he counters most of their moves and beats them down.
** It eventually takes Riley breaking three vases over a distracted Stinkmeaner-Tom's head to knock him out.
* [[spoiler:Huey tricking Stinkmeaner into exorcising himself out of Tom.]]

!! Shinin'
* Riley standing atop a speeding car in order to earn his chain. Abruptly cut short when he ends up falling off, but still
* Riley gets his Lethal Interjection chain stolen by local bully Butch Magnus Milosevic. Butch is far bigger and stronger than Riley, has a crew of his own, and is implied to be known for doing what he wants since no one his age can beat him in a fight. Riley not only [[BullyingADragon IMMEDIATELY confronts Butch]] and challenges him to a fight for stealing his chain, but he INITIATES the fight [[DidYouJustFlipOffCthulhu by calling him "Bitch Magnus"]]. He then shows an [[FragileSpeedster impressive ability]] to dodge Butch's punches, although Butch's [[MightyGlacier size and strength advantage]] eventually catches up to Riley. He may have lost (and handily at that), but anyone who says Riley didn't go down like a G is lying; he [[{{Determinator}} didn't stop]] until he literally couldn't get up (at one point spitting blood out of his mouth and [[AttackAttackAttack rushing back in to get more)]], and finished the fight calling Butch a bitch (again), [[DefiantToTheEnd even as he was getting his ass handed to him]].
** His OWN age?! Butch beat the crap out of a full grown infantry drill instructor (the ones usually hired to haul bad kids off to boot camp on daytime talk show episodes about parents who can't control their delinquent children) '''and''' broke the leg of one of the other members of Lethal Interjection - a kid his own age wouldn't stand a chance no matter how badass he was. Riley standing up to this ogre is nothing short of balls the size of Jupiter.
*** At best, the only ''Boondocks'' character around his age who could hope to take him on 1-on-1 and win is Huey. (if only because the latter is capable of surviving[[note]]''surviving'', not ''winning''[[/note]] an encounter with the likes of Bushido Brown) And since Riley is ''definitely'' not Huey, he gets a ton of courage points for going up against Butch on his own.

!! Ballin'
* After initially just being an untalented show-off, Riley eventually trains and improves his basketball skills.
* But in the end he's still no match for the autistic boy Billy Matthews, who easily aces at basketball.

!! Home Alone
* Huey and Riley chasing Ruckus out of the house with BB guns.
* Huey getting a running start and jump-kicking the shit out of Riley as soon as he tries to leave the house.
--> '''Huey:''' "You're grounded."
** Pretty much ''all'' of Huey's precautions against Riley escaping the house qualify.
* Huey's and Riley's epic BB gun fight is one of the most memorable moments of the show.

!! The Story Of Catcher Freeman
* According to Robert, Catcher Freeman was a {{Badass}} OneManArmy ActionHero who fought for slave liberation with his awesome fighting skills (with guns, swords, and unarmed).
* According to Ruckus, Catch-''A''-Freeman could recapture runaway slaves by swinging across trees like an ape, tracking their scents like a dog, and ambushing them from the water like a shark.
* According to Huey, [[spoiler:Thelma (the real hero of the story) was one of the leaders of the slave revolt against Colonel Lynchwater, whom she had a sword duel with.]]

[[folder:Season 3]]
!! The Red Ball
* [[http://www.youtube.com/watch?v=Jf7whivRlLs Huey does not like getting laughed at. Also, he can speak Chinese.]]
* [[http://www.youtube.com/watch?v=C7ZpZK8-IJU&feature=related The final confrontation]] between [[WorthyOpponent Huey and Ming]] is a deliberate homage to the-over-the top school of anime combat.

!! Stinkmeaner 3: The Hateocracy
* The Freeman family's fights with the Hateocracy, even though the Freemans didn't fare so well, and they barely made it out alive.
* Bushido Brown's fight with the Hateocracy. He shows his skills at kicking their asses. [[spoiler:At least until Rufus Crabmiser decapitates Bushido Brown with his Flying Guillotine.]]

!! Smokin' with Cigarettes
* Riley's fight against Lamilton. The only fight he actually ''wins''.
* Dr. Doomis gets one himself by leaping off the roof of the school, and body slamming Lamilton after the fight.
* [[spoiler:Both Lamilton and Doomis are still alive at the end, with the former getting chased by the latter as they both limp towards his house.]]

!! The Fundraiser
* Not only is Cindy not intimidated by the World's Ultimate Chocolate gangsters, she also kicks one of them in the nuts. Also a very FunnyMoment.
* Riley's "[[ClusterFBomb Fuck your X]]" rant, also doubling as a CrowningMomentOfFunny.
-->'''Riley:''' Fuck you. Fuck the plane you flew in on. Fuck them shoes. Fuck those socks with the belt on it. Fuck your gay ass fairy fagot accent. Fuck them cheap ass cigars. Fuck your yuckmouth teeth. Fuck your hairpiece. Fuck your chocolate. Fuck Guy Ritchie. Fuck Prince William. Fuck the Queen. This is America, my president is black and my Lambo is blue, nigga. Now get the fuck out of my hotel room, and if I see you on the street, I'm slapping the shit out of you!
* The shootout between the WUC gang, TheMafia, and the {{FBI}}.

!! A Date with the Booty Warrior
* Tom coming back for the kids ''twice'' and standing up to the Booty Warrior, especially after many years of fear of getting prison-raped.

!! The Fried Chicken Flu
* The Freemans, Tom, Thugnificent, and Leonard throwing tear gas canisters at Betty von Heusen's neighborhood militia.
* The road chase scene, especially when [[BigDamnHeroes Thugnificent and Leonard]] save the Freeman and Dubois families from Betty's militia. Quite remarkable since earlier in the episode, Thug was kicked out of Robert's house for making out with Tina (Robert's "friend").

!! The Color Ruckus
* Uncle Ruckus gets one for his speech [[CallingTheOldManOut calling out his father]] during the funeral of his horrible grandmother, combined with a CrowningMomentOfHeartwarming for finding out that he loves and is proud of his black mother and brothers.
--> '''Uncle Ruckus:''' No no, that's okay. Keep talking dad, keep talking. That's the eulogy this woman deserved. She did this to you, and now you're doing it to me. You've been doing this all our lives, and it's getting old, it's getting old... it's getting ''real old'', '''old man!''' So get it all out of your system, then sit down ''AND SHUT THE FUCK UP!!''

!! It's Goin' Down
* Huey hijacking Ruckus' school bus, and the ensuing chase by government and military forces.
* Ruckus suplexing the annoying security guard Dan Stucky, and then interrogating him with a dozen or so {{Groin Attack}}s. Doubles as a CrowningMomentOfFunny.
* Jack Flowers' gunfight with Ed III and Gin Rummy.
* [[spoiler:Frustrated that he couldn't arrest Ed I, Jack decides to take Ed III as a prisoner instead.]]

[[folder:Season 4]]
!! Pretty Boy Flizzy
* Tom [[ButtMonkey of all people]] gets a bunch of awesome moments in this episode.
** Calling out Granddad twice, the first time for refusing to house him when his wife throws him out yet again by shouting "YOU'RE A SELFISH BASTARD ROBERT FREEMAN!" at him as he drives past, and the second time chewing him out for expecting an invite to the Flizzy dinner after refusing to feed Tom.
** Walking out on a drunken Sarah after she makes a spectacle of herself at dinner and refuses to go upstairs and lie down. Even Granddad is impressed.
--> '''Sarah:''' What are you gonna do, Tom? Hit me?
--> '''Tom:''' No, I'm gonna leave you!
** Beating the hell out of Flizzy, after Flizzy insults him and threatens to steal Sarah and Jazmine from him. [[spoiler:Even if Flizzy was egging him on on purpose to make Tom look good in front of Sarah.]]
** The ending is more triumphant this time; [[spoiler:instead of getting a beating from an R&B singer, Tom reconciles with his wife and plans to have victory sex with her]].

!! Freedom Ride or Die
* During the Birmingham riot, Robert (despite his [[ScrewThisImOuttaHere cowardly demeanor]] for most of the episode), [[ViolenceReallyIsTheAnswer rejects the pacifist mantra and fights back]] against an angry mob of white supremacists.
--> '''Robert:''' [[BigDamnHeroes Not so fast you cracker!]]
** Followed by Robert beating down several thugs with fist-fighting and his trademark belt-whipping. Until a GiantMook gives him trouble though.
** During the same scene, Sturdy earns his name by simply walking though the mob, and he casually disarms his attackers [[BadassPacifist without hurting them]].
* Robert calling Sturdy out on wanting to [[DeathSeeker make a martyr of himself]], not caring about the other riders' safety.

!! Freedomland
* The bit at the beginning, where Uncle Ruckus shows that he'll resort to handcuffing Granddad to make him see Ed Wuncler II. Cut to Granddad throwing ''Ruckus''' handcuffed ass out of the house.
* Huey's [[DefiantToTheEnd undying defiance]] against Ed II throughout the episode.
* The slave rebellion during the climax and ending.
** Huey kicking Wuncler in the face to begin the rebellion.
** Hell the entire revolt was awesome, with Granddad freeing Huey, Huey's fight with the security guards, Riley blowing up the park, the slaves chasing away all the guests and brawling with the guards, etc.
** The last exchange might WinBackTheCrowd for those finding themselves disappointed with the season thus far.
--->'''Ruckus:''' "What could be better than Freedomland?"
--->'''Huey:''' "Freedom."

!! Stinkmeaner: Begun The Clone War Has
* Granddad thoroughly kicking the Stinkmeaner clone's ass in the boxing ring.
* The most awesome part of this episode wasn't the fight itself, but what came after it. Granddad finally finds the strength to spare Stinkmeaner's life, and thus end his Nigga Moment once and for all.