A character sheet from Aaron [=McGruder=]'s newspaper comic strip-turned-animated series ''TheBoondocks''


[[folder:Main Characters]]

!!Huey Freeman

->''"Vision? What do you know about my vision? My vision would turn your world upside down, tear asunder your illusions, and send the sanctuary of your own ignorance crashing down around you."''

-->'''Voiced by:''' Regina King

* AfroAsskicker
* AngryBlackMan: Especially in the comic, though [=McGruder=] [[http://24.media.tumblr.com/21e72b1a3eaaa92b1885d85ebcd0fad1/tumblr_mgewrfkXKh1rgam01o1_1280.gif has been known to use him to criticize the concept]].
* AsideGlance: He has done this multiple times (especially in the first season) to get his cynicism or disapproval across.
* BadassBookworm: Owns a large collection of books, reads newspapers and is skilled in hand-to-hand combat, katana, nunchaku and bo-staff.
* BerserkButton: "I do not like being laughed at."
* BirdsOfAFeather: Huey became best friends with Caesar because of their common political views.
** Well, it was more because they were the only black kids in Woodcrest (besides Riley) and could relate. While he often agrees with Huey, Caesar is generally much less interested in politics and occasionally gets annoyed that it's all Huey ever seems to talk about.
%%* BlackAndNerdy
* BlueOni: To Riley's Red.
** Also to Caesar's Red in the comics.
* ButtMonkey:
%%* TheCassandra
* CavalierCompetitor: Over the kickball game. At least until Ming [[ItsPersonal makes it personal]].
* CharacterizationMarchesOn: In the first season, Huey was very spiteful towards white people, to the point that you could consider him racist against them. In the following seasons, while Huey still rails against TheMan and the government, you usually won't hear him insult white people specifically.
* CharacterCheck: He starts quoting Malcolm X in Season 4, and he is not too far off from his character from the comics in some episodes, such as "Freedomland."
* TheComicallySerious: A ten year old who plans a prison escape, thinks he can bring down TheMan, and brings [[FightingWithChucks nunchucks]] to the cinema. And all with a straight face, though his seriousness is {{played for laughs}} less in the show than it was in the comics.
* ComplainingAboutShowsYouDontWatch: InUniverse, he does this when he says that the first ''SoulPlane'' was as funny as a lynching. He justifies it by saying that he's also never seen a lynching, but he knows they're not funny. (Granddad tries to argue that he ''has'' seen a funny lynching, but that's neither here nor there.)
* CompositeCharacter: Cartoon!Huey combines Comic!Huey's radical views and cynicism with Caesar's OnlySaneMan attitude.
* ConspiracyTheorist: He thinks that every white man's in on it, and that you can't tame them with cheese. He's at least wrong about the cheese part. Downplayed in the cartoon, where he acknowledges that most white people are just very, very ignorant, or are evil for non-racist reasons.
** He also tends to adhere to other, non-racial conspiracies as well. In the comics, he totally buys into the [[MillenniumBug [=Y2K=]]] scare to a ridiculous extent, to the point of running drills, trying to get his grandfather to buy a generator, and (perhaps jokingly) expecting irradiated zombies to rampage through the hills. This results in him [[CrowningMomentOfFunny totally freaking out when Granddad pulls a prank on him by cutting the lights just as the New Year hits]].
* CrazyPrepared: Lets just say when shit goes down, Huey is prepared.
%%* DeadpanSnarker:
* DisapprovingLook: He's famous for it. Just look at his character image. Particularly noticeable in the show, which is less dialogue-heavy and has more moments of Huey just looking at people to get his skepticism or disapproval across, but even in the comic, the {{Beat Panel}}s of Huey just looking at someone who is being ignorant or foolish are common.
* TheEeyore: He sometimes crosses over with GrumpyBear. His endless war against TheMan has left him without the ability to take much enjoyment from things. Naturally, [[http://24.media.tumblr.com/b9bbb13cb590d7055e0050a25aac0f81/tumblr_mm7yvqqUPT1rgam01o1_1280.gif his being a constant downer causes Caesar no shortage of annoyance]], [[http://25.media.tumblr.com/c6863869afa75145aa8eb165b66c4f17/tumblr_mgdj39nCFv1rgam01o1_1280.gif ostracizes him from what friends he has at times]], and every once in a while results in his being called out on it.
%%* FascinatingEyebrow
* FreudianTrio: [[TheSpock The Superego]] to Robert's [[TheKirk Ego]] and Riley's [[TheMcCoy Id]].
* GenreSavvy: Listen to the kid. It might just save your life.
* GoodIsNotNice: While his intention are good, he possesses an extremely pessimistic and cynical view of the world, he hates most things, and he is especially hard on anything he considers ignorant, which everyone around him possesses.
* HypocriticalHumor: In the comic. Caesar is usually responsible for calling him on it.
-->'''Huey:''' Most people don't have the time or the energy to follow politics, and the government takes advantage of that. This country needs to keep a closer eye on Washington! We need to start holding our elected officials responsible for this mess!
-->'''Caesar:''' Wow... So who is our Congressman, Huey?
-->'''Huey:''' Who knows... Some punk...
%% * InnocentProdigy: Subverted. He was trying to create a bomb to kill Ed Wuncler II. He is hardly innocent.
* InsufferableGenius: Particularly in the comic. For example, one year for Christmas, he gave everyone he knew free coupons for hour-long lectures from him on a flaw of theirs of ''his'' choice.
* IntelligenceEqualsIsolation: Huey has no real friends. He scares them all off [[BirdsOfAFeather except for Caesar]] and Jazmine, especially in the cartoon, due to Caesar's absence.
* IntergenerationalFriendship:
** With Tom, at least as much as Huey's cynicism will allow.
** Also develops this with The White Shadow to an extent.
* IWarnedYou: Writer of "I Told You So: Emergency Household Protocols For Catastrophic Scenario."
* JerkWithAHeartOfGold: Although you have to look pretty hard for it. He means well and does well, but is harsh on those he considers ignorant.
* KatanasAreJustBetter: He plays it straight and also subverts it when he gets in a fight with Riley.
* KnightInSourArmor: Is often bitter and cynical about how little effect his work actually has on the world, and the small chance of him making any sort of difference whatsoever, but still does what he feels needs to be done.
* LackOfEmpathy: In the comics, he can sometimes be a rare heroic example. Though he does care about people, [[http://www.gocomics.com/boondocks/2005/07/31 he often has little tolerance for other peoples' feelings, emotions and problems]], especially in comparison to what he ''thinks'' [[InsufferableGenius their feelings, emotions, and problems ought to be]].
%%* LittleProfessorDialog
* MaybeMagicMaybeMundane: It hasn't been revealed just what The White Shadow actually is.
* MeaningfulName / NamedAfterSomebodyFamous: Named after Huey P. Newton, co-founder of the Black Panther Party.
** Incidentally, Huey P. Newton was named for Louisiana governor Huey P. Long, making this kind of a layered example of the trope.
* MoralityPet: Jazmine, which is weird as Huey is often the one to tear down any wide-eyed delusions she carries. But as soon as someone tries to exploit her or if she needs help, knowing that helping her would be at the expense of his own interests, Huey usually helps her out.
* MundaneUtility: In the comics, he often tries to use his skills at revolutionary rhetoric and great berth of knowledge of black history to, among other things, get out of mowing the grass. It always fails.
* NervesOfSteel: He didn't even flinch at the end of the "Attack of the Kung-Fu Killer Wolf Bitch" episode when [[spoiler:Luna killed herself with a grenade]] or when he and Riley pointed the airsoft's at each other's faces. Riley's hand shook and trembled; Huey's was still as stone.
* NeverLiveItDown: InUniverse. For a while in the comics, he's unable to live down the extreme extent to which he bought into Y2K.
* NobleMaleRoguishMale: A relatively noble one.
* NoRespectGuy
* NoSenseOfHumor: Beyond his sarcasm, he really doesn't seem to have an interest in comedy. A {{running gag}} in the comic has Caesar either [[http://hueyfreemanonlyspeaksthetruth.tumblr.com/image/61910144892 pointing it out]], [[http://hueyfreemanonlyspeaksthetruth.tumblr.com/image/53708237802 failing to tell him a joke]], or trying and failing to get him to say something funny. One mini-arc even has him trying to teach Huey to tell "[[YourMom your momma]]" jokes, with disastrous results.
* NoSocialSkills: Sometimes, not that he cares. He doesn't really have time for tact, hates most things, and is especially hard on ignorance, which everyone around him has in spades. He doesn't have many friends, but then that doesn't matter to him either. Because of this, characters rarely approach him in a social setting, so this only comes out occasionally. [[http://24.media.tumblr.com/c1315aca790a2698dca52bfcace78ef2/tumblr_mgbteyU4ZT1rgam01o1_1280.gif Poor Jazmine...]]
* ObliviousToLove: Sometimes. Jazmine occasionally implies that she has some kind of crush on him, to which he's usually as brusque as ever, sometimes even ''moreso'' than usual. For instance, at one point in the comic, Jazmine gives him a Valentine. When she asks if he has one for her, he tells her he does and that that he'll be right back with it. He then shuts the door in her face and leaves her waiting outside. [[{{Jerkass}} For two hours, until someone shouts at her to go home]].
* OnlySaneMan: In the cartoon.
* OutOfFocus: In the first season, Huey was a lot more outspoken and would actively try to prevent whatever disaster is happening due to the actions of the other characters. In the later seasons, Huey is a lot more apathetic, and his role in many episodes is to offer a few pointed comments and warn the other characters that whatever they're doing is going to blow up in their face, and he mostly lets them deal with the consequences when they don't listen to him.
* PerpetualFrowner: Almost always seen with a frown to emphasize his pessimistic and cynical personality. He's only smiled about 5 times in the animated series.
* PosterGalleryBedroom: His (half of the) room is neat with a full bookshelf, a computer and posters of Che and Malcolm X.
* PowerFist: He builds one with instructions from the Internet.
* PsychicPowers: An odd example, as ''TheBoondocks'' as a series only ever slightly ventures into UrbanFantasy territory in its cartoon iteration, but Huey has a tendency to come across information that he would have otherwise never known about in unnatural ways.
** DreamSpying: When Stinkmeaner [[LikeABadassOutOfHell ascended from hell]], Huey had a dream of it happening that same night. When he told Robert about it, he tried to reassure him that Stinkmeaner was dead and [[AnxietyDreams it was just a dream]]. [[TheCassandra Quite obviously, that wasn't the case]].
*** Similarly, but with much less at stake, in the comic strip Huey had a dream that his Granddad had "betrayed" him by getting a government job. He confronted his granddad about it, asking if he had perhaps gotten work as a mailman. At this point, Robert reveals to the boys that he has just gotten work as a census taker, much to Huey's dismay.
** MySignificanceSenseIsTingling: When Stinkmeaner's spirit is running around spreading discord in Tom's body, they cut to a shot of Huey on his hill, narrating the fact that he could sense an evil force gathering nearby, unable to shake the feeling nor the memory of his earlier dream from his mind.
** SpiritAdvisor: He's the only person who can see or hear the voice of the blue StarWars ghost version of Ghostface Killah, (who isn't ''actually'' dead, so this trope cannot fall into the ISeeDeadPeople category).
*** The White Shadow, who for most of his existence seemed to be a non-supernatural, imagination-based entity, became something of a SpiritAdvisor to Huey in the episode "It's Goin' Down". The key element that made him not just a hallucination that spits out things Huey had heard earlier in the day like he was in the episode "The Real", was that the White Shadow warned him of the imminent invasion of his home by actual federal agents, something that Huey had no idea was going to happen. What or who the White Shadow is remains to be seen.
* RageBreakingPoint: Not prone to overt anger (his rage is usually more [[TranquilFury calm]]), but after Bush gets re-elected he spends two weeks holding it in and then explodes pretty much at random. Caesar has to physically restrain him [[ItMakesSenseInContext from ranting himself off of a cliff.]]
--> '''Huey:''' "It's like middle America called a meeting and said, 'what's the best way to crush Huey's hope for the future?' ... '''MISSION ACCOMPLISHED B***CHES!"'''
--> '''Caesar:''' "Healthy... getting it out is healthy..."
* RaisedByGrandparents: He and Riley are raised by their grandfather Robert.
* RantInducingSlight: He's usually very calm, even in frustration, but when he's in a foul mood watch out. One arc in the comics had him sulking in a particularly drawn out bad mood, and Jazmine tries to cheer him up by giving him a card... which was unfortunately covered in cherubic looking white children. When he sees this, Huey explodes on her so badly that [[JerkWithAHeartOfGold she starts crying and he immediately apologizes.]]
-->'''Jazmine''': "I thought it was the thought that counts!"
-->'''Huey''': "YOU WEREN'T THINKING!"
* RedOniBlueOni: Blue to Riley and Caesar's red. Red to Tom's blue.
* [[FoolishSiblingResponsibleSibling Responsible Sibling]]: To Riley's Foolish Sibling.
* RetiredBadass: Possibly the youngest example ever.
* RidiculousProcrastinator: Huey gets an entire arc about how he can't get himself to just mow the grass. Even afterward, him doing absolutely anything he can to avoid doing it becomes a RunningGag.
* TheSchizophreniaConspiracy: In ''The Real'' he concludes that the he's either crazy or that the government is trying to make him think he's crazy.
* SeriousBusiness: The nerd in him will quote Obi-Wan Kenobi and he's repeatedly overreacted when he's given news of bad black movies etc. by Caesar.
* TheSnarkKnight: A very accurate example.
* SillyRabbitCynicismIsForLosers: Is often at the receiving end of this.
%%* SoapboxSadie
%%* TheSpock
%%* TheStoic
* StraightMan: Most of the time.
* [[StrawCharacter Strawman Political]]: Hard to pin his ideology down, but a few of his commentaries place him in the Anarcho-Syndicalist/Black Internationalization theory. He also is well versed in Marxism or at least Maoism.
%%* SugarAndIcePersonality
* ThePiratesWhoDontDoAnything: This is an odd one. A few of season 3 episodes rely on the fact that Huey is a domestic terrorist although the extent of how or why he is one is ambiguous at best. The animation has him state that he runs several left wing radical groups. In the comic strip, when a teacher reads his profile, he mentions that Huey has several Socialist groups. Then, you look at his adventures, gear, abilities, and personality, it's kind of hard to pin if it was a literal title or a satirical title. And no, Huey has never engaged in any terrorist activities in either the strip or animation.
* TookALevelInBadass: In the comics Huey's martial arts skills are an InformedAbility. In the cartoon, not so much.
* TroublingUnchildlikeBehaviour: He's a 10 year-old child who planned a prison escape, brought nunchaku to a cinema, and tried to create a bomb to assassinate Ed Wuncler II.
* {{Ubermensch}}: Deconstructed. Initially, Huey is the picture perfect example or was one in progress. However, as the series progresses, he has his faith challenged that force him to accept that there are forces he can't understand and sometimes he can't make a difference. As the series progresses, Huey starts become more hopeless to eventually giving up on society and accepting that his outlook is not enough.
* TheUnfavorite: Implied in the animated series because he's less likely to go along with his Granddad's crazy schemes than Riley is.
* UnreliableNarrator: In "Attack Of The Killer Kung Fu Wolf Bitch", though he corrects himself.
* ViolenceReallyIsTheAnswer: He strongly believes this.
%%* WeekendInventor
* WhenHeSmiles: And it's actually quite [[http://fc03.deviantart.net/fs22/f/2007/360/5/2/Huey_Freeman__s_smiles_by_MadMassa13.jpg nice]].
** Although it has been stated that those instances of him being happy are animation errors, it works for his character as those particular moments of uncharacteristic happiness have something to do with whats happening or who he is speaking to.
*** He smiles when he asks Jazmine to go and assist him on his plan to bust a wrongfully convicted prisoner. Although this was temporary when Jazmine stated that she could not go.
*** He smiles when he set up a Soapbox and sees Jazmine across the street with her lemonade stand.
*** He seems genuinely happy to see Granddad back from his trip from Costa Rica.
*** He smiles twice when Riley starts having success during the basketball game.
* WiseBeyondTheirYears: In the cartoon he certainly acts like this, but the reality is that it's just that: an act. In truth, he just has more common sense than Robert or Riley. He has plenty of knowledge, but he doesn't have all of the intelligence to back it up.
* TheWorfEffect: While a skilled martial artist, he is often the one kissing concrete when he gets into fights, though to be fair, a lot of his opponents are adults and elite Badasses. The only fights he has won or at least, had the advantage in, were against either those in his own age group, or just mooks.
%%* {{Sibling Yin|Yang}}

!!Riley Freeman

->''"Game recognize game, and you lookin' kinda unfamiliar right now."''

-->'''Voiced by:''' Regina King

* AdaptationDyeJob: Not a dye job but a hairstyle change. Riley's hair was changed from being short to having cornrows.
** It should be noted that his hairstyle also changed later in the comic's run; in fact there was an arc about him growing his hair out.
* AesopAmnesia: Has a certain mindset of how the world should work, so any lessons that dont line up with it are immediatly discarded.
* AscendedFanboy: He's a huge fan of gangsta rappers and is friends with a few of his idols, including Thugnificent and Gangstalicious.
* {{Badass}}: Despite not having any actual training and just being a kid, Riley has absolutely no sense of fear, and will take on ANY opponent, adult or not, that he thinks have wronged him. [[ButtMonkey He usually wont win]] but he puts up a hell of a fight.
* BookDumb: In the comics, he invokes this intentionally.
%%* BrattyHalfPint
* ButtMonkey: In the cartoon. He got his ass handed to him by the local bully, who stole his chain on top of it, Edd III and Gin Rummy stole his pimped out bike he worked really hard on, and Huey absolutely dominated him in the "Home Alone" episode.
* CatchPhrase: "Nigga, you gay."
** "Pause."
* CharacterExaggeration: Becomes more of a TedBaxter in the animated series, and even moreso after the first season. Somewhat justified in that Riley is supposed to represent black youth stirred in the wrong direction, imitating rappers. During the time of the strip most rappers were known for how "hard" or "gangster" they were. Currently most rappers are known for how flashy and braggadocios they are.
* {{Determinator}}: He's not a very good fighter, but good luck on getting him to stay down.
* EnemiesEqualsGreatness: He's a firm believer in this trope, but [[WrongGenreSavvy unfortunately]], this led Butch Magnus to steal his chain.
* EvenEvilHasStandards: Though he has an eye for trouble and is extremely callous, he generally draws the line at doing things that directly hurt people. [[DependingOnTheWriter Usually.]] It often depends on his role in the plot - if he's being an antagonist or a VillainProtagonist, then he'll be worse, but if the gag is that he's in over his head he'll always have a line he won't cross. In particular, he is thoroughly creeped out by Lamilton and is often appalled at how extreme Ed and Rummy can be (not that it stops him from calling them).
* EvilLaugh: His sadistic snicker.
* [[FoolishSiblingResponsibleSibling Foolish Sibling]]
* FreudianTrio: [[TheMcCoy The Id]] to Robert's [[TheKirk Ego]] and Huey's [[TheSpock Superego]]
* FullyAutomaticClipShow: Him calling things gay In "The Story Of Gangstalicious, Part 2".
%%* GeniusDitz
* GenreSavvy: He can predict his Grandad's Catcher Freeman story.
* GirlsHaveCooties
--> ''(After Riley complainins that he might never be able to have money and girls like the rappers on T.V.)''
-->'''Huey:''' Riley, you don't even LIKE girls!
-->'''Riley:''' I DO SO! ''([[{{Beat}} beat]])'' Just as long as they don't touch me...
%%* GoodOldFisticuffs
* GuiltyPleasures: He feels great shame when it's revealed he's a Lauryn Hill fan. This isn't because Hill is a regular guilty pleasure, [[http://www.gocomics.com/boondocks/1999/07/16/ as Huey explains]] -- he doesn't see Hill's positive messages as compatible with his chosen "gangsta" lifestyle. He has an image and mindset to maintain.
%%* HaveIMentionedIAmHeterosexualToday
%%* IJustWantToBeBadass
* IntergenerationalFriendship: With Thugnificient.
* {{Jerkass}}
** JerkWithAHeartOfGold: [[DependingOnTheWriter Occasionally]].
* KidsAreCruel: He's (usually) not really that bad, but he plays up the "schoolyard tough" act in school in order to build up his "rep." [[http://hueyfreemanonlyspeaksthetruth.tumblr.com/image/41319998572 Though some strips imply that he doesn't really have to try that hard...]]
* LaserGuidedKarma: While Riley never learns any lessons, he doesn't always escape consequences. He usually serves to be his own downfall and often gets beaten by his grandfather if he pisses him off.
%%* TheMcCoy
* NobleMaleRoguishMale: The roguish one to Huey's noble one.
* ObnoxiousSnarker: Is a total smart ass, but is generally more hammy than deadpan.
* ObfuscatingStupidity: In the comics. Outside of being a talented artist, he is also exceptionally bright when he wants to be. He does poorly in school to protect his "rep". In the cartoon, he really ''is'' that stupid.
** He does also learn to be a great artist during an episode in the first season of the show.
** In the first season, Riley was more on the fence when it came to obfuscating stupidity. For all the dumb things he did, the boy was a surprisingly good debater.
** Also, he showed remarkable cunning in "Let's Nab Oprah" by misdirecting Oprah's bodyguards which included Bushido Brown, certainly more cunning than Ed III & Gin Rummy have ''ever'' shown.
** The third season of the cartoon also brings him closer to this; he is, among other things, a master strategist, but is ''willingly'' GenreBlind to an extent that would require him to be secretly GenreSavvy.
* RaisedByGrandparents: He and his brother are living with their grandfather Robert.
* RedOni: Red to Huey's Blue.
%%* {{Schemer}}
* ShakingTheRump: Does this in "The S Word" where Huey lampshades he's doing the "Celebratory Booty Dance".
%%* SmallNameBigEgo
%%* ThisLoserIsYou
* TokenEvilTeammate: Often.
* TookALevelInBadass: He is ''far'' more agile and spry in season four, doing impressive aerial flips when in a Keep Tom Away more.
%%* TrashTalk
%%* TroublingUnchildlikeBehaviour
%%* UngratefulBastard
* VerbalTic: He seems to have picked up a new one lately whenever he mentions something gay, no homo.
* WhereDaWhiteWomenAt: In Roberts DaydreamSurprise.
** Although he's actually pretty asexual in both the comic and show. He sees bitches as more of a status symbol than anything. Justified in that he is just a kid attempting to mimick his idols, despite not even being close to puberty yet.
* TheWorfEffect: Even worse then Huey as he has no muscles, isn't trained and his style is just straight up brawling. At the very least, he has some high stamina and can take a lot of punishment. But that just means he get tossed around like a ragdoll.
%%* WrestlerInAllOfUs
%%* [[SiblingYinYang Sibling Yang]]
%%* VillainProtagonist

!!Robert "Granddad" Freeman

->''"Y'all need to start appreciating your Grandaddy! I went and spent your inheritance on this beautiful house in this neighborhood, and all I ask you to do is act like you got some class..."''

-->'''Voiced by:''' John Witherspoon

* AcePilot: He received a medal and flew a "top-secret mission to Germany to save the whole world."
* AngryBlackMan: 'Cause he's a GrumpyOldMan.
* AwesomeMcCoolname: Robert "Bitches" Freeman.
* BeenThereShapedHistory
** Although how much of it is true [[UnreliableNarrator is uncertain, to say the least]]. He definitely was a Tuskeegee Airman and present [[WrongGenreSavvy (albeit deeply unpopular)]] at Rosa Parks' bus protest and the Birmingham marches, definitely ''wasn't'' the UFC light-middleweight champion or a member of G-Unit, and may or may not have gotten into a knife fight with Jesse Jackson.
** Well, actually, the Rosa Parks thing was revealed in an episode that turned out all to be Huey imagining what would happen if Martin Luther King had fallen into a coma and woken up in the year 2000 rather than dying, so that one may not be true, either.
** Turns out he ''was'' a [[http://en.wikipedia.org/wiki/Freedom_Riders Freedom Rider]]...albeit entirely against his will as he got on the wrong bus.
* BerserkButton: Asking him to butter his own popcorn.
* BlatantLies: "I'm gonna go find myself a white man and lie to 'im right now."
* BystanderSyndrome: Prone to this attitude, especially in the comics.
* ConfirmedBachelor: Of the CasanovaWannabe variety. Even on the rare occasion when he finds himself in a relationship with a woman who seems into him, he shows no desire to marry. In the first episode of the animated series, he tells Ed Wuncler Sr. that he believes "all marriage is wrong," although he may have been joking or avoiding the question of his stance on gay marriage or both.
* CoolOldGuy: More so in the comics.
* DirtyOldMan: Pretty much the point of his character in the cartoon.
%%* DontMakeMeTakeMyBeltOff
* EmbarrassingNickname: Thugnifficent refers to him as "Old Nigga."
* FreudianTrio: [[TheKirk The Ego]] to Huey's [[TheSpock Superego]] and Riley's [[TheMcCoy Id]]
* HeWhoFightsMonsters: During his conflict with Stinkmeaner's clone, he slowly transforms into him by embracing the hatred. Huey only manages to turn him back in just before he killed him again.
* HypocriticalHumor: A true master.
** HypocrisyNod: Especially in the comics - a common gag is for Huey to point out how he's acting foolish or hypocritical, only for Granddad to agree, but reply that since he's in his golden years he doesn't care.
* IJustWantToBeNormal: In the comics, where he simply desires to live his golden years in relaxation.
* IJustWantToBeSpecial: In the show, where he's big on appearances and often wants to live the high life.
* ImprobableWeaponUser: Often uses his belt as a whip, and is quite proficient with it.
* IndenturedServitude: [[spoiler: In the fourth season, he signs a contract that forces him to work for Ed Wuncler Jr until he pays off the debt on the house.]]
* IntergenerationalFriendship: With Tom.
%%* IResembleThatRemark
%%* ItsAllAboutMe
* IWasQuiteALooker: As seen during "Wingmen" and "Freedom Ride Or Die" he was a handsome fella in his day.
* {{Jerkass}}
** JerkWithAHeartOfGold: Sometimes. He does love his grandsons, no matter how much of a pain in the ass they are.
%%* KavorkaMan
%%* TheKirk
* MeaningfulName: Which Ed Wuncler [[LampshadeHanging hangs a lantern on]].
* {{Mentor}}: Of a sort to Huey in the comics, where his characterization is that he ''is'' OlderAndWiser, but because he's retired he really doesn't want to have to care. Huey occasionally comes to him for deep conversation, though it's never guaranteed that Granddad will want to get into the situation.
* NakedPeopleAreFunny: At least when they're censored.
* NoHoldsBarredBeatdown: [[spoiler:He does not even have as much as a welt on him in his final battle with Stinkmeaner.]]
* PyrrhicVictory: [[spoiler:He agrees to spare Stinkmeaner's life to finally gain peace of mind, only to have Stinkmeaner pester him 24/7 outside of his house.]]
* RedOniBlueOni: Red to Tom Dubois's Blue
* RefusalOfTheCall: In Season 4, it is revealed that Robert was drawn into the Civil Rights movement against his will after accidentally getting on a bus full of Freedom Riders whilst escaping from a bus station attendant [[spoiler:for using (and messing up) a White's only men's restroom.]] He was actually attempting to ''escape'' the South and return to Chicago. Once he was on the bus, despite his vehement protests, the protest leader wouldn't let him off, insisting that his people needed him.
* RetiredBadass: Was a Tuskagee Airman during WW2 and Korea.
** As seen in a flashback to the 60s with the Freedom Riders, Robert is seen kicking a lot of ass in the south. It just seems that even though he can fight very well, he ''really'' isn't into confrontation.
* RichesToRags: He was never super wealthy, but was implied to have enough savings and presumably a pension to live quite comfortably in the suburbs as well as constantly going on dates. [[spoiler:In season 4, it turns out the Freemans are now bankrupt, and most of the episodes, so far, have involved Robert participating in a bunch of harebrained schemes in order to clear his debts.]]
* TheScrooge: We don't know exactly how much he's good for, but he's incredibly cheap nevertheless. This is perhaps best demonstrated when he fired the only babysitter capable of handling Huey and Riley just because she left the lights on in the kitchen and used the telephone for five minutes.
%%* SelfServingMemory
* ShipperOnDeck: Granddad seems to ship the boys with Cindy and Jazmine intentionally (Trying to get Riley to show interest in girls) or sub-consciously (Calling Jazmine Huey's "little friend" and dreaming of Jazmine instinctively hugging Huey when attacked by the [[spoiler: swarm of Stinkmeaners]].)
* SkewedPriorities: This is a common joke with him. For example, when [[spoiler: the Stinkmeaner-possessed Tom]] is choking him, Riley tries to save him by breaking several vases over his head. Grandad is just mad that Riley broke the vases.
* SpotlightStealingSquad: Season 4 seems to be solely based around Grandad's personal issues, with Huey only getting a few lines each episode.
* TookALevelInJerkass: In the animated series.
%%* UngratefulBastard
* UnreliableNarrator: Its unknown just how much of his alleged involvement in the Civil Rights movement actually happened. Creator/WernerHerzog theorized that Robert might be a patholigical liar or in the early stages of dementia.
* WeaponOfChoice: If he needs to fight, it's a good bet that he'll be using his belt.
* WhenAllYouHaveIsAHammer: With regard to parenting.
--> "You ever try beatin' his ass?"

!!Uncle Ruckus (No Relation)

->''"There are those of you who say I'm wrong for hatin' niggas. I call y'all ALL hypocrites 'cause each and every one of you can name ten niggas you hate right now if you had to!"''

-->'''Voiced by:''' Gary Anthony Williams

%%* BoomerangBigot
* {{Badass}}: In one episode, he's shown matching Huey in martial arts skills, which would arguably make him one of the most skilled fighters in the show. In spite, of this, he holds that blacks are ultimately inferior in combat to whites.
* BeenThereShapedHistory: He was in [[http://en.wikipedia.org/wiki/Freedom_Riders#Mob_violence_in_Anniston_and_Birmingham Birmingham, Alabama]] when the Freedom Riders were doing their thing.
* BringMyBrownPants: In "The Story Of Gangstalicious", while at gunpoint.
-->'''Uncle Ruckus:''' (Calmly) Say that again? I couldn't hear you over the sound of me shittin' myself.
* CanonImmigrant: He was originally created for the show, but [=McGruder=] added him to the comic in the brief period between the show starting and the comic ending.
* CatchPhrase: "No relation."
* CharacterizationMarchesOn: Season 1 actually has moments where he seems completely aware that he's black. Refering to whites as "they" and blacks as "we" is a subtle example.
** Other lines include "I was happy at the back of the bus" and "I would have shoot you myself but I realized the white man got better aim." Not to mention the episode "The Passion of Reverend Ruckus".
* ContinuityNod: He's a reverend again in "Stinkmeaner Strikes Back".
-->'''Uncle Ruckus:''' I am Reverend Father Uncle Ruckus. No relation.
* TheDragon: To Ed Wuncler II in Season 4.
** BigBad: Can even take the role as this in a few episodes.
* EnemyMine [[http://www.youtube.com/watch?v=5ijFSU1S-3g Briefly formed one with black people in order to finance his movie]].
* EvenBadMenLoveTheirMamas: He's on very good terms with his mother and brothers; it's his father he hates.
** [[AbusiveParents With good reason]].
* EvenEvilHasStandards: Its shown in ''The New Blacks'' that he considers mocking or abusing the disabled to be inexcusable.
* FluffyCloudHeaven: In the ColdOpen of "The Passion Of Reverend Ruckus".
* FreudianExcuse: Was raised by an extremely abusive dad who always proclaimed his hatred of white people as well as a loving mom who idolized Caucasians. This helped warp Ruckus's mind into the self-hating oaf we know and love.
%%* GlassEye
* HilariouslyAbusiveChildhood: Played for laughs and drama.
** [[AbusiveParents Abusive Dad]]: Well, they ''try'' to play it for laughs, but it's not very funny to see how brutally abusive his dad was. He beat the shit out of him ''for having fun and wanting to be a doctor''. No wonder he grew up so messed.
* HisNameReallyIsBarkeep: When they flashback to his childhood, his mother actually calls him Uncle, so "Uncle Ruckus" is actually his full name. Its revealed in "The Color Ruckus" that its named after his father's uncle. Yes, both the Uncle and the Ruckus part.
* HorribleJudgeOfCharacter: His hatred of blacks and blind love of whites. Not to mention his mother. Not that he could see it anyways.
* IKnowKarate: "You think you're the only one to master the ancient & deadly art of the Nunchaku?"
* {{Jerkass}}: Most of the time.
* JerkWithAHeartOfGold: At times.
* {{Leitmotif}}: [[ReturnOfTheJedi Jabba's theme]] plays most of the time he's on-screen from season 2 onward.
* MadEye: Interestingly enough, this is the only one with color.
* MeaningfulName: Probably helps that he's friends with a guy named "Tom."
* NWordPrivileges: No one takes offense to his song "Don't Trust Them New Niggas Over There" in "The Garden Party", or anything else he says because he has these.
-->'''White party guest:''' I think the "N-Word" is okay if ''they'' say it.
%%* NonstandardCharacterDesign
* NotSoHarmlessVillain: He's mastered using nunchucks and even beats ''[[AfroAssKicker Huey]]'' in a fight.
%%* PassFail
* PetTheDog: In ''A Huey Freeman Christmas.''
%%* PretendPrejudice
* RonaldReagan: He worships him to the same extent that Huey hates him.
%%* SitcomArchnemesis
* StopOrIWillShoot: Not only was he doing nothing illegal, he was the one who called them.
* VitriolicBestBuds: With Robert. Despite his racist views and the verbal abuse they keep slinging at each other because of it, the two sure seem to hang out a lot.
* WhyDoYouKeepChangingJobs: Subverted. He's holding down ''47 jobs at once''.

!!Michael Caesar

->''"Remember, the people you want to liberate are still tied to the system. You need big distribution-- make it hip. [...] [[HilariousInHindsight And make it look kinda anime]], like {{Pokemon}}: That's popular."''

* AdaptedOut: Possibly due to Huey not entirely needing a {{Foil}} for much of the show's run, he has yet to appear thus far.
* BlackAndNerdy: Has just as much casual nerdy knowledge as Huey.
* CelebCrush: Claimed Creator/JenniferLopez was the female ideal of unobtainable beauty and then dumped her off the list because of the movie ''Enough''.
%%* ClassClown
* TheConfidant: One of the people who will actually listen and care about what Huey has to say, lending an ear to his many conspiracy theories and potentially unpopular opinions, even if he'd rather be doing something less weighty.
* TheConscience: He serves this function particularly when Huey's thoughts or actions threaten to cross a line in some way, reminding him that life doesn't have to be so [[BlackAndWhiteMorality black and white]].
** A more straight-forward example of Caesar playing the part was when Huey tried to write a civil, courteous letter to President G. W. Bush. Whenever he'd type something cynical or rude, Caesar'd steer Huey back in the 'right' direction.
---> ''(Huey begins typing the header to his letter)''
---> '''Caesar:''' Start over.
%%* DeadpanSnarker
* DreadlockRasta: Caesar falls into the laid-back, anti-authoritarian group of dreadlock wearers, contrasting his best friend's ultra-serious, militant attitude and afro.
* {{Foil}}: Was introduced as a character with Huey's views and wisdom who was much more laid back about it. This quickly put him into the OnlySaneMan slot.
* FishOutOfWater: Same as the Freeman kids, though he gets used to it a lot faster than either of them do.
* TheGadfly / {{Troll}}: Though he's usually more generally sarcastic, he sometimes clearly says or does certain things just to get a rise out of Huey - sometimes to make a point, sometimes for fun, and it isn't always clear which.
%%* GenreSavvy
* InnocentProdigy
-->'''Caesar:''' [[LampshadeHanging Not to change subjects, but...]] [[NonSequitur Why are all the cookies on your side of the table?]]
* TheLancer: Caesar functions as Huey's right-hand-man on many an activity, such as being a co-founder to their newspaper. [[{{Foil}} At the same time, he generally challenges the kid's serious nature with a much warmer personality]].
* LastNameBasis: His first name, Michael, is referenced less than a handful of times in the comic strips.
* MeaningfulName: MC.
* MetaGuy: He has a habit of vaguely referencing he and Huey's position as characters, the comic's creator, or the strip itself in meta fashion.
-->'''Caesar:''' Can you believe it's been four years since the last [election]?
-->'''Huey:''' Yeah.
-->'''Caesar:''' Funny. Seems like we haven't aged a day...
%%* NiceGuy
* ObligatoryJoke: Often, much to Huey's annoyance. Especially since his jokes can come out of [[NonSequitur no-where]] with little-to-no prompt.
%%* OnlySaneMan
* RedOni: Red to Huey's blue.
* SoUnfunnyItsFunny: Most of his jokes fall into this category.
* WhereDaWhiteWomenAt: [[http://www.gocomics.com/boondocks/2010/10/03/ Oh Caesar.]]
%%* WiseBeyondTheirYears
* YouNeedToGetLaid: To Condeleeza Rice of all people.
* YourMom: Basically his catch phrase, with varying levels of cleverness.

[[folder:Recurring Characters]]

!!Tom Dubois

-->'''Voiced by:''' Cedric Yarbrough

%%* AssKicksYou
* BerserkButton: His NiceGuy demeanor changes very fast if you start talking badly about his daughter or act inappropriately in front of her.
* BewareTheNiceOnes: Pressing his BerserkButton will earn you a beat-down.
* ButNotTooBlack: [[LampshadeHanging Which he hangs a lantern on]].
* ButtMonkey: The guy has practically NO backbone! Possibly due to being traumatized as a child by a prison movie he watched featuring a guy getting sodomized...
* CharacterDevelopment: Tom starts branching out from a prosecutor who just does his job, to a defense attorney that takes cases based on innocence of the client, regardless of the money he's offered. He's also become less of a doormat as he is more prone to swearing when he's angry and calls people out when he feels disrespected.
** [[spoiler:He's even conquered his fear of getting anally raped in prison and beat The Booty Warrior.]]
%%* TheChewToy
* ClusterFBomb: In "Ballin'" and "Home Alone."
* EvenTheGuysWantHim: Much to his dismay.
* InelegantBlubbering: Whenever he's forced to confront his fear of prison. A manly cryer he is not.
* IntergenerationalFriendship: With Huey and Robert.
* MeaningfulName: ''Tom'' as in Uncle Tom, ''Dubois'' from W.E.B Dubois.
* NiceGuy: Possibly due to his fear of getting anally violated in prison.
* RedOniBlueOni: Tom is the Blue to Robert and Huey's Red.
* StarbucksSkinScale: "Well, actually, I'm more of a caramel complexion."
* [[StrawCharacter Strawman Political]]: He and his wife are stereotypical clueless moderate liberals.
* WhereDaWhiteWomenAt: In the comics, he is stated to have only dated white women, eventually marrying Sara.
* WouldntHitAGirl: Something A Pimp Named Slickback calls him out on in a SpoofAesop.

!!Jazmine Dubois

-->'''Voiced by:''' Gabby Soleil (Seasons 1-3), Kiarah Pollas (Season 4)

* AccidentalPervert: Poor Jazmine. The first penis she saw belonged to an 80+ year-old man.
* BreakTheCutie: A major reason Huey has for talking to her in the comics, though he doesn't exactly mean to be malicious; he truly thinks she would be better off if she were a cynic like him, so he makes it his mission to tear down her child-like beliefs.
* ButtMonkey: In the comic, though she only tends to be treated badly by Huey and occasionally Riley. It seems like, in general, the world enjoys messing with her naivete. In the show, she's more TheChewToy since Huey is a lot less abrasive.
%%* CheerfulChild
* DemotedToExtra: In the first two seasons, she would regularly interact with the main characters and even be the focus of a few episodes and plotlines. In the last two, she's lucky to ever get a line.
* {{Fangirl}}: Of Music/{{Usher}}.
* FanOfTheUnderdog: It is no coincidence that she trusts Huey in spite of him being a {{Jerkass}} to her. It is especially prevalent in Season 3 as she is the only person who actually listens to him and has spoken highly of him when even the President of the United States has denounced him.
* FunnyAfro: Makes her insecure. {{Played for laughs}}, naturally.
%%* GreenEyes
* {{Hikikomori}}: Once she returns in the comic book, her two-year-long ChuckCunninghamSyndrome is explained as her locking herself in her room ever since 9/11 our of fear of terrorists.
%%* IAmNotPretty
* LuminescentBlush: At the end of "Wingmen."
%%* NiceGirl
* SarcasmBlind: Extremely so in the comic, to the point where Huey can say almost anything to her and she'll take it at face value. This combined with her WideEyedIdealist traits make her ''extremely'' gullible (and as a {{running gag}}, very bad at YourMom jokes).
* VocalEvolution: Justified, since her voice actress was a little girl when the series began.
%%* WideEyedIdealist

!!Cindy [=McPhearson=]

-->'''Voiced by:''' Creator/TaraStrong

* AdaptationDyeJob: Similarly to Riley, her hair doesn't change color, but it does change styles from a single ponytail to a pair of giant braids. She keeps the HairAntennae, though.
* CharacterExaggeration: In the original comic, she was simply a white student obsessed with black culture and oblivious to Huey's blatant dislike of her. In the show, she's an over-exaggerated wigger.
* CheerfulChild: The comic version is arguably even more cheerful than Jazmine since she doesn't have Jazmine's insecurities or Huey to depress her.
* ChuckCunninghamSyndrome: Cindy only appeared in the comic strip for the first two years during the comic's lifespan. The other four years? She dropped off the face of the earth. She made her first appearance in seven years on the show and has been shown to be becoming an EnsembleDarkhorse.
* DefeatEqualsFriendship: With Riley in the cartoon.
* DumbBlonde / TheDitz: Not particularly bright in the comic, especially when it comes to things about race. An early RunningGag had Riley use her a patsy or victim in his schemes, simply because she was so easy to fool.
** She is, however, {{street smart}} in the cartoon, able to organize and lead girl scouts as a minor drug boss. Amusingly, this changes the nature of her dynamic with Riley significantly.
* GenkiGirl: In the comic.
%%* GirlScoutsAreEvil
* InnocentBigot / InnocentlyInsensitive: [[http://hueyfreemanonlyspeaksthetruth.tumblr.com/image/40052056313 Extremely]] [[http://hueyfreemanonlyspeaksthetruth.tumblr.com/image/41157229724 so]]. At least in the comics; this part of her character is phased out in the show. It's implied to be because the only things she knows about black people come from TV and her bigoted father.
* LittleMissBadass: Her first instinct when getting made fun of by a man in a [[TheMafia suspicious black limo]] is to chase him down with a baseball bat, for starters.
* [[PrettyFlyForAWhiteGuy Pretty Fly For A White Girl]]: Parodied.
%%* TokenWhite
* TookALevelInJerkass: In the cartoon, similar to Riley, again due to "thug life" changing since she had a role in the comic.
%%* TrashTalk
%%* TroublingUnchildlikeBehavior

!!Sarah Dubois

-->'''Voiced by:''' Jill Talley

* {{Fangirl}}: Of Music/{{Usher}} and BarackObama.
* [[HenpeckedHusband Henpecked Housewife]]: She is often pretty frustrated by Tom's uptightness and awkwardness in public. His obsessive phobia about {{prison rape}} has taken a toll on their marriage.
* SatelliteCharacter: She's Tom's wife, Jazmine's mother, the Freemans' neighbor, and every episode she's featured in deals with one of those facts.
%%* TokenWhite
* TookALevelInJerkass: To a major extent in "Pretty Boy Flizzy," where her previous frustration at Tom's stuffiness is exaggerated to unreasonable demands and full-blown self-centered mood-swinging. Likewise, her wandering eye is ramped up to the point of throwing herself at other men and putting down Tom in front of her daughter (though granted, that was while drunk).
* [[WhereDaWhiteWomenAt Where Da Black Men At]]: In the comics, she only dated black men, eventually marrying Tom. She's still openly attracted to black men, notably Usher and President Obama in the show, much to Tom's dismay.

!!Otis "Thugnificent" Jenkins

-->'''Voiced by:''' Carl Jones

%%* [[AFatherToHisMen A Bro To His Men]]
* AscendedExtra: Albeit slightly; having only appeared in 3 episodes in Season 2, he appeared in 5 episodes for Season 3.
* AutoTune: Uses it in his album "Mo' Bitches, Mo' Problems." [[Music/KanyeWest Which fails spectacularly]] since he uses it in ''all'' his songs.
* BigDamnHeroes: Even after getting kicked out of Granddad's house, he still managed to come to the rescue in "Fried Chicken Flu."
* ADayInTheLimelight: "Bitches to Rags"
%%* DrivesLikeCrazy
* EarlyBirdCameo: Kind of. That song "Booty Butt Cheeks" you hear throughout Season 1? He made that.
* FallenOnHardTimesJob: His attempt to sell crack.
%%* HiddenDepths
** IMinoredInTropology: In the episode "The Story of Thugnificant," the title character congratulated Huey for his enjoyment of reading. Huey thought it wasn't a big deal, but what he didn't know was that Thugnificent has a bachelor's degree in communications, meaning he does understand the importance of education.
* ImportantHaircut: [[spoiler:After he sells his home]], he loses the "Mickey Mouse" afro.
* IncomingHam: The RunningGag of his arrival being heralded by a glass-shatteringly loud rendition of one of his own songs.
* IntergenerationalFriendship: With Riley [[spoiler:and later with Granddad]].
* JerkWithAHeartOfGold: He's an irresponsible idiot, but he's probably one of the nicest characters in the series.
* NiceJobBreakingItHero: Gets his buddy fired from his job, due to NoSuchThingAsHR.
** And again when he visits an Asian friend for help for his failing career and instantly got it just from simply asking. The thing though he brought Ed Wuncler III with him since he thought it was a drug deal. When Ed realized he wasn't getting any money out of it...yeah.
* RichInDollarsPoorInSense: A good showman but due to trying to preserve his image, not the smartest when it comes to money. [[spoiler:Ultimately derails his music career in Season 3.]]
* RichesToRags: The episode title is a even a play off the name. [[spoiler:He adapts pretty well to relative poverty again, though]].
* VitriolicBestBuds: Gets off to a rocky start with Granddad, but eventually they put aside their differences. This is especially apparent after [[spoiler:Otis gives up his "Thugnificent" persona]].
-->'''Thugnificent:''' Old man, I know I told you to go eat dicks in the past, but you alright with me.


-->'''Voiced by:''' [=DeRay=] Davis

* BigDamnHeroes: With Thugnificent in "Fried Chicken Flu."
* ButtMonkey: Usually the odd-man-out and the butt of jokes, as far as members of the Lethal Interjection Crew go.
* FallenOnHardTimesJob: Working at Wendy's.
* AFriendInNeed: He's the only one left in the Lethal Interjection Crew that sticks around when Thugnificent's money dries up.
* GoodIsDumb: While he's one of the kindest characters in the show, he's not particularly bright.
-->'''Leonard:''' You know what, when I tried [a buffalo wing], I thought to myself, "This tastes like chicken," but the fact it's a buffalo, I was like, naw, I don't want to say it out loud 'cause y'all gonna think I'm stupid. That's why I ain't get no chicken; I just got the buffalo.
* LovableCoward: He ''will not'' die for his chain.
* NiceGuy
** TokenGoodTeammate: When the Lethal Injection Crew were talking about what they were going to do if their careers fail, they all talk about becoming burglars and drug dealers. Only Leonard talked about getting a paying job, which he was immediately chewed out for.
* OddNameOut: The Lethal Interjection Crew consists of Thugnificent, Macktastic, Flonominal, [[MyFriendsAndZoidberg ...and Leonard]].
* TheRuntAtTheEnd
* {{Workaholic}}: He works so much when Thugnificent goes broke in the third season that you hardly see him out of his [[BadJobWorseUniform Wendy's uniform]].
** When he figures out that the mortgage on the mansion is $12,000 a month and his boss won't give him extra hours to cover it, he reasons that he'll try to work his job, do telemarketing, and sell art out of the drive-through window at the same time.


-->'''Voiced by:''' Mos Def

* ArchEnemy: Has a feud with rival rapper Eat Dirt that turned violent.
%%* ArmoredClosetGay
* BrokenPedestal: Subverted, as Riley says that he's telling "their stories."
* DoesThisRemindYouOfAnything: His video "Homies Over Ho's" is basically nothing but overt gay themes. Not that any of his fans can tell.
* ExpectingSomeoneTaller: His videos make him out to be a lot bigger than he actually is.
-->'''Riley''': Damn, nigga, you short.
* FakeUltimateHero: To Riley, though he gets over it pretty quickly as despite his flaws, Gangstalicious is a great performer and very nice to his fans.
%%* FeetOfClay
%%* {{Gayngster}}
* NiceGuy: His Gangsta persona is a complete act; he's actually a mild-mannered gay man from the Midwest, not at all cut out for the dangerous hardcore gangsta rap scene.
* OnlyAFleshWound: Was shot twice on stage, one of them in his right shoulder, and laid there bleeding out for 45 minutes before anyone thought to call an ambulance. [[UnexplainedRecovery He Got Better]].
* YouAreTheNewTrend: After his extremely successful "Homies Over Hoes" single drops, a lot of people become really into his [[{{Camp}} ridiculous]] new fashion line.

!!Psycho Star Wars Guy

* DespairEventHorizon: Goes temporarily insane after the release of ''Film/ThePhantomMenace''. Huey has to snap him out of it.
* ExactlyWhatItSaysOnTheTin: He's a ''Franchise/StarWars'' enthusiast who dresses like Obi-Wan 24/7, and doesn't seem to have much of a life outside of ''Franchise/StarWars''.
* LiteralAssKicking: Delivers one to Creator/GeorgeLucas at Huey's (joking) suggestion, in revenge over ''Film/ThePhantomMenace''.
--> [[BondOneLiner "May the force of my foot in your behind]] [[AwesomeMoments/{{TheBoondocks}} be with you, always]]."
* LooksLikeJesus: Helped by walking around in a Jedi robe.
* SeriousBusiness: ''Franchise/StarWars''. Sometimes Huey sees eye-to-eye with him on this; sometimes not quite so much.
* TokenWhite: Along with Cindy, one of the only recurring white characters in the comic, and the only one who could actually approach Huey as a friend.


[[folder:Trouble-making Characters]]

!!Ed Wuncler, Sr.

-->'''Voiced by:''' Creator/EdwardAsner

%%* TheChessmaster
%%* CorruptCorporateExecutive
* DoesThisRemindYouOfAnything: His business tactics in "The Itis" is deliberately played as using drugs and crime to drive down property values on desirable locations.
* EvilPlan: Hatches a few, usually involving money.
* {{Expy}}: Lampshaded InUniverse, where he is described as a [[TheSimpsons Mr. Burns knockoff]].
* ForTheEvulz / OnlyInItForTheMoney: Wuncler is probably the richest, most powerful man in the country, but he'll ''still'' pull many messed-up scams and crimes to get more cash. Because shit, you can never have enough, right?
* EvenEvilHasStandards: Wuncler is a greedy, thieving, manipulative old bastard who's perfectly willing to ruin lives to get a few dollars more, but his asshole behavior is motivated entirely by money, not racism, and he has never been hinted to hold any racist views unlike most of the other ''Boondocks'' villains.
** Except for Arabs. He is racist against Arabs.
* FriendlyEnemy: He's well-aware that Huey is [[WiseBeyondTheirYears Wise Beyond His Years]], and seems to genuinely like Granddad. Huey mentions that he doesn't think he's racist, just a greedy old man.
* InkSuitActor: Imagine Ed Asner still channeling [[TheMaryTylerMooreShow Lou Grant]], and you wouldn't be too far off.
* {{Jerkass}}: Wuncler has done multiple acts of pure malice throughout the series and he is proud of them.
* KarmaHoudini: You know you're one when even '''the President''' ''personally phones'' the agent holding you at gunpoint to tell him to stand down.
* MeaningfulName: His name refers to the Once-Ler from Dr. Seuss' ''Literature/TheLorax'', who was just as greedy as he is.
* NoCelebritiesWereHarmed: If Ed the Third is UsefulNotes/GeorgeWBush, this would naturally make Ed Senior his grandfather, Prescott Bush. Though, ''Wuncler's'' grandfather was Prescott Rothchild Wuncler.
%%* ScrewTheRulesIHaveMoney
* [[StrawCharacter Strawman Political]]: Some of his rhetoric seems to be conservative/libertarian-based. Since he is a satiric characterization of Prescott Bush, it is kind of expected.

!!Ed Wuncler, Jr.

-->'''Voiced by:''' Sam [=McMurray=]

* BigBad: Of Season 4.
* BitchInSheepsClothing: Comes to Robert with the impression that he wants to help him with his money troubles as soon as possible...all while stealing his stuff, getting him even ''further'' in debt and in the end [[spoiler:having Robert sign himself into slavery]].
* BerserkButton: Do not owe him money.
* CompositeCharacter: He possesses the business-driven attitude and mannerisms of his father. He also possesses characteristics of his son, such as engaging in petty thievery and tendency to commit impulsive acts of violence.
* DisposingOfABody: Leaves one in the Freemans' garage and implies this is the type of work that Robert Freeman will do for him.
* EvilerThanThou: Actually manages to be ''worse'' than his father in Season 4, his business practices and forcing people in debt to him to [[spoiler:sign themselves into slavery]] makes anything Wuncler, Sr. did look like a girl scout patrol by comparison. He doesn't even care that much about collecting his debts; he just likes having people indebted to him.
* FauxAffablyEvil: Barely hides his malice toward his debtors behind a smile and is implied to kill those that make him too angry. He also cares little about actually getting the debt paid off, opting to trick his debtors into further debt or more serious binding contracts to wring out every penny he can get from them.
* TheGhost: Played with. Ed Wuncler, Jr.'s existence was implied because Ed Wuncler the III was Ed Wuncler's biological grandson. However, he finally makes an appearance in the fourth season.
* TheMafia: In contrast to his son's wannabe gangster attitude, Ed Wuncler, Jr. acts more like a "made man," showing up to places in a white suit and committing crimes well-associated with the Mafia such as extortion, loan sharking, and financial blackmail.
* NoCelebritiesWereHarmed: Continuing from his son and father, Ed, Jr. would be UsefulNotes/GeorgeHWBush.
* NWordPrivileges: Gives himself these, since he's a Wuncler.
-->Robert Freeman, my nigga! Can I say that? Yes, I can!
%%* TheSociopath

!!Ed Wuncler III

-->'''Voiced by:''' Charlie Murphy

* AxCrazy: Mostly in terms of how he thinks outright sociopathic behavior is all in good fun.
* BringMyBrownPants: His time in Iraq...good God.
** To be precise, he soiled himself at least a dozen times, the other members of his unit called him "Stinkbomb," and he was eventually kept from joining on patrols because the enemy could smell him coming.
* CatchPhrase: "(What the) fuck y'all lookin' at?"
%%* ComedicSociopathy
* FailedASpotCheck: Ed takes this to truly impressive levels. While trying to kidnap Oprah, Ed assaults the wrong bookstore, even though one had a large crowed of people outside and a large sign saying "Welcome Oprah." Another time, when Riley tries to get his help in dealing with a bully, Ed kidnaps the wrong kid...despite the fact that Riley gave him a picture.
* FearlessFool: He invites Riley to test his ballistic vest with live ammo while he's wearing it, wanders in full view through raging gunfights [[GunsAkimbo firing]] [[GangstaStyle wildly]] [[ATeamFiring at nothing]], and seems to forget that taking both hands off the steering wheel to shoot out of a moving car is a bad idea, among other things. He's really, ''really'' lucky to be alive at this point.
* {{Jerkass}}: Hoo boy.
* LaughablyEvil: He isn't exactly competent. It's surprising that he's even still alive. He's mainly dangerous because he's so wildly reckless with his weapons, and his grandfather bails him out of any possible incarceration.
* MotorMouth: Nobody does rambling anecdotes quite like Charlie Murphy.
* NoCelebritiesWereHarmed: Meant as a parody of UsefulNotes/GeorgeWBush, being destined for greatness simply because his family is rich.
* KarmaHoudini:
** Due to his grandfather's protection and being viewed as a SociopathicHero in-series.
** Subverted in "It's Goin' Down."
* PetTheDog: There are subtle moments where he's shown to be not that bad of a guy. Dimwitted, insane, violent, pompous, foul-mouthed, spoiled, incoherent, and craven...but not that bad.
* PocketProtector: His big "W" medallion has spared him from death on several occasions.
* RunningGag: Will generally find some way to get shot in the chest (surviving due to his vest).
%%* ScrewTheRulesIHaveConnections / ScrewTheRulesIHaveMoney
* SeinfeldianConversation: Which he [[LampshadeHanging hangs a lantern on]].
%%* TheSociopath
%%* TriggerHappy
%%* UpperClassTwit
%%* [[EvilRedhead VERY Morally Ambiguous Redhead]]
%%* WhiteGangBangers

!!Gin Rummy

-->'''Voiced by:''' Creator/SamuelLJackson

* {{Cloudcuckoolander}}: A lot of his conspiracy theories put him in this trope.
** TheCuckoolanderWasRight: ...and some of them end up being correct. Such as everyone at a convenience store being terrorists.
%%* ComedicSociopathy
%%* ConspiracyTheorist
%%* FeigningIntelligence
* KarmaHoudini: Same as Ed. Subverted in "It's Goin' Down."
* NoCelebritiesWereHarmed: Meant as a parody of Donald Rumsfeld.
* SeinfeldianConversation: Which [[LampshadeHanging he hangs a lantern on]].
%%* SophisticatedAsHell
%%* TriggerHappy
%%* UpperClassTwit
%%* WhiteGangBangers

!!Colonel H. Stinkmeaner

-->'''Voiced by:''' Cedric Yarbrough

* [[spoiler:BackFromTheDead: Sort of happened once when he possessed Tom, but now Season 4 has confirmed that he is indeed back ''again'' via cloning.]]
* [[BadassCrew Badass and]] {{Jerkass}} [[BadassCrew Crew]]: Stinkmeaner, in his slightly younger days, belonged to the Hateocracy, a group of senior citizens who hated everything and were all {{jerkass}}es. Stinkmeaner [[spoiler:might not be that dangerous a fighter, but the rest of the Hateocracy is dangerous enough to defeat and [[OffWithHisHead behead]] [[MemeticBadass Bushido Brown]].]]
%%* BlindBlackGuy
* BloodKnight: Really enjoys Nigga moments.
* BoomerangBigot: While he hates everyone, he hates black people slightly more than everyone else.
* CameBackStrong: Initially just a hateful old man who managed to get lucky in a single fight. When he comes back from Hell, though...
** [[spoiler:His clone is even stronger.]]
* CloningBlues: Subverted, as his clone doesn't really feel any different knowing he's a clone, only that he's alive and the other guy is dead.
* DisabilitySuperpower: Subverted, as for once the generally GenreSavvy Huey was WrongGenreSavvy, and EverybodyWasKungFuFighting didn't apply.
* DidYouJustFlipOffCthulhu: Called {{Satan}} a "bitch-ass nigga." Satan was so impressed both by Stinkmeaner's gall and his incredible increase in fighting skill that he let him out of {{Hell}} to take revenge on Robert.
* DrivesLikeCrazy: [[SarcasmMode In his defense]], have you tried driving while blind?
* FateWorseThanDeath: He may be in Hell, but it's better than being in jail.
** Defied as he's clearly enjoying his stay in Hell.
* ForTheEvulz: The sole motivation behind his ''very breathing''.
* {{Jerkass}}: The biggest example in the series. He puts Ed Wuncler to shame.
* KarmaHoudini: Big time before getting his comeuppance, as shown that death cannot stop a nigga moment (something that [[InLoveWithYourCarnage he enjoys]]) but peace and/or jail time will.
* LikeABadassOutOfHell: "Hell ain't SHIT!"
%%* MadeOfEvil
* NightmareFuelStationAttendant: [[spoiler:Possibly]].
* ThePowerOfHate: He owes his long life to his "love of hatred."
* TookALevelInBadass: "''I got 'three-stick nunchucks'!''"
* TrainingFromHell: ''Literally''. "''This is how you break yo foot off in a mothafuckas' ass!''"
%%* TrashTalk
* {{Troll}}: What he does for a living.
%%* [[ThisIsForEmphasisBitch This Is For Emphasis Bitch Nyukka]]
%%* ScrewPolitenessImASenior
* VerbalTic: '''BITCH ASS NYUKKA!'''

!! A Pimp Named Slickback

->''"Let us pray the Pimp's Prayer. Lord, please pray for the soul of this bitch and guide my pimp hand and make it strong, Lord, so that she might learn a ho's place. Amen."''

-->'''Voiced by:''' Katt Williams

* AccidentalMisnaming / InsistentTerminology: [[RunningGag "No! It's 'A Pimp Named Slickback!' Say it with me!"]]
* CatchPhrase: Need to correct every character he interacts with. His name is A Pimp Named Slickback.
* InkSuitActor: He's based on Katt Williams' character "Money Mike" in the ''Film/{{Friday}}'' film series.
* {{Jerkass}}: He IS a pimp after all.
%%* LeanAndMean
* OnlyInItForTheMoney: Everything he does is motivated by money.
* PimpDuds
** CoolShades: Tinted purple to match his suit, even.
%%* PurpleIsPowerful
* SmokingIsCool: He smokes. He's cool.
* WouldHitAGirl: If only 'Rarely Considers ''Not'' Hitting A Girl' were a trope, he'd be that too. He regards this as normal and something every man should be doing as often as is necessary. His reaction when Tom Dubois refuses to consider hitting his wife CrossesTheLineTwice:
--> '''A Pimp Named Slickback:''' It's okay, Tom. We all got phobias.

!!Bushido Brown

-->'''Voiced by:''' Cedric Yarbrough, later Creator/MichaelJaiWhite

%%* AfroAsskicker
* ArrogantKungFuGuy: ''Very'' arrogant.
--> '''Robert Freeman:''' Did you just tell me to wipe your ass?
%%* AwesomeMcCoolname
* {{Badass}} He can back up his arrogance.
* {{Expy}}: Of 1970s Martial Arts film star Jim Kelly.
* InsistentTerminology: Grand''master'' Bushido Brown.
%%* {{Jerkass}}
* MemeticBadass: InUniverse, his reputation is greatly exaggerated. He's still quite possibly the best fighter on the show.
** Is also one of two notable characters in the whole show to have fought in the Kumite ([-[[RunningGag HU-CHYA!]]-]).
* OccidentalOtaku: Aside from the obvious, his demands in return for helping the Freemans in Season 3 include large amounts of sushi and one of those "Japanese butt-cleaning toilets."
%%* [[spoiler:OffWithHisHead]]


-->'''Voiced by:''' Aisha Tyler

* AbusiveParents: Her father would constantly beat her mother right in front of her, even over a piece of chicken. Unfortunately, Luna suffered the same type of abuse in her previous relationships.
* AndShowItToYou: Did this to a guy back in the Kumite ([-[[RunningGag WA-TA!]]-]), all completed with this line:
--> [[MortalKombat '''FINISH HIM!''']]
* AxCrazy: ''Oh yes''.
* {{Badass}}: She beats the utter shit out of Huey.
%%* BrokenBird
%%* CuteAndPsycho
%%* CuteBruiser
* DarkAndTroubledPast: "Troubled" would be an understatement for this girl; aside from being RaisedByWolves, Luna has suffered every type of abuse in every relationship she's been in. It doesn't help that she grew up in a broken home with an abusive father.
%%* DarkActionGirl
* DisproportionateRetribution: Like her mother, Luna was severely abused over the slightest things, whether the cooking was cold and the laundry was done wrong.
** Her friend Nicole doesn't help, either; she suggested that Luna should just outright ''kill'' Granddad just for cutting their weekend short.
--> '''Nicole:''' Now, remember, this is not your fault. This man took your weekend from you. Two days you'll never get back! You gotta kill him.
* DomesticAbuse:
* [[spoiler:InterruptedSuicide]]: Only most likely because Granddad and Tom [[spoiler:were in the same room and tied up when Luna contemplated whether she should blow herself up with a grenade]].
** [[spoiler:DrivenToSuicide:]] [[SarcasmMode Thanks a lot, Nicole]].
* LargeHam: "If I could just find a man to love me-he-he-he-he *gasp* eh-he-he-he-he *gasp* eh-he- *beat* [[OverlyLongGag -eee]]."
* PoisonousFriend: She hangs on Nicole's every word, even if she tells her to kill Graddad, [[spoiler:or herself]].
* MediumAware: When she arrives at the Freeman's home, her Myspace page appears beside her and she looks over at it.
* RaisedByWolves: She also owns ''fifteen'' of them.
* SheFu: She beats the living shit out of Huey, chokes out Granddad, and tosses Tom across the room by the neck with her legs.
** WaifFu: Luna is also much stronger than she looks, as she is seen a flashback beating the crap of a guy three times her size in the Kumite ([-[[RunningGag HIYAA!]]-]) flashback and ''rips his heart right out of his chest''. She also laments wiping the floor with Huey by ''punching a hole in the wall''.
* SkilledButNaive: A literal example; she's practically a trained killer, but easily fell for Granddad's FidelCastro lie.
%% * StepfordSmiler
* ToxicFriendInfluence: Her friend Nicole is the epitome of this trope.
* TragicVillain: Her past relationships ''sucked''.
* UnusualEuphemism: Her "friendly sparring match" with Huey [[CurbStompBattle wasn't so friendly...]][[spoiler: for Huey, that is]].
* WhamLine:
--> '''Luna:''' I thought you were going to say that I was crazy and you didn't want to see me again ''like the others''.
* WomanScorned: She rose hell when she found out Granddad lied to her about attending FidelCastro's birthday party.
* {{Yandere}}: And ''how''.

!! Butch Magnus Milosovic

-->'''Voiced by:''' Daryl Sabara

%%* TheBully
%%** RedHeadedBully
%%* FatBastard
%%* {{Jerkass}}
%%* MightyGlacier
* MegatonPunch: Hence his nickname, "One-Punch Butch."
%%* NamesToRunAwayFromReallyFast
* TroublingUnchildhoodBehavior: Even a DrillSergeantNasty failed to discipline Butch.

!!Jericho Freeman

-->'''Voiced by:''' Cedric the Entertainer

%%* BaldOfEvil
* ConMan: After mooching off of Grandad for a few months, he pretends that F.E.M.A. denied his compensation request so that he won't have to pay him or anyone back.
%%* FatBastard
%%* FatSlob
* ForgotToPayTheBill: Really, Robert neglected to pay the utilities and phone bills in the hopes it would send the New Orleans Freemans packing.
%%* {{Jerkass}}
* LazyBum: He spends all of his time waiting for F.E.M.A. to pay for his life and family instead of going out and actually getting a real job.
%%* TheLoad
%%* LowerClassLout
* RaginCajun: Lived in New Orleans when the hurricane hit.
%%* TheTramp
* UngratefulBastard: Doesn't seem to care one bit that Granddad let him and his family live in their house or gave him money to help them out.

!!Lamilton Teshawn

-->'''Voiced by:''' Bobb'e J. Thompson

* CreepyChild: His former school counselor actually suggested he's TheAntiChrist.
* DisproportionateRetribution: Beat up his grandma because she didn't get him fried chicken.
* DrivesLikeCrazy: Well, what do you expect? He's only eight.
* ForTheEvulz: "I like to do bad things...because they're fun."
* KnightOfCerebus: His scenes were among the rare moments not {{played for laughs}}.
%%* LackOfEmpathy
* MadeOfIron: Fell of the roof of the J. Edgar Elementary School, and tried to drive off the counselor hounding him as he limped back to his grandma's house.
* NoCelebritiesWereHarmed: A ''very'' transparent parody of [[http://www.youtube.com/watch?v=qcqOgnQyXp4 Latarian Milton, a seven-year-old kid who also took his grandmother's SUV for a joyride]], down to even having a {{catch phrase}} very similar to one of Latarian's more troubling quotes ("It's fun to do bad things").
* OminousLatinChanting: "LAM-IL-TON! TE-SHAWN!!"
* SmokingIsCool: He certainly thinks so.
%%* StoutStrength
* TroublingUnchildlikeBehavior: The most stand-out example of the series so far.


* BadassNormal: Ming is not TheNatural, like Huey: but her lesser talent has been painstakingly - obsessively - trained so that she can destroy his team.
* LittleMissBadass: From childhood, she was hand-selected and painstakingly trained to do one thing: win at kickball.
* SeriousBusiness: Her entire life, her function, is kickball.
* NotSoDifferent: Invoked. Ming manages to psych Huey out for a time by exploiting this trope.
* TykeBomb: Not to bring up kickball again, but say it with us: kickball.
* WorthyOpponent: Huey comes to realize that he's finally up against somebody as furious, ruthless, and determined as he is.

!!The Hateocracy

-->'''Voiced by:''' Aries Spears (Lord Rufus Crabmiser), Carl Jones (George Pissedofferson), Bebe Drake (Lady Esmeralda Gripenasty)

Stinkmeaner's old crew of equally nasty senior citizens, who roll into Woodcrest looking to off the Freemans.
* BadassGrandpa / NeverMessWithGranny: The three old codgers whoop heaps of ass and [[spoiler:kill Bushido Brown]]. The only thing that can defeat them? [[spoiler:Jail.]]
* CurbStompBattle: Their fights with Ruckus, Huey, and Riley.
* EvilOldFolks: A whole trio of them!
* ImprobableWeaponUser: Crabmeiser uses a weaponized lobster cage with blades on the side.
* ForTheEvulz: As they explain, they weren't looking to avenge Stinkmeaner; they just wanted to fuck something up.
* WalkingTheEarth: After their dickish behavior got them kicked out of the nursing home they met in, they wandered the world for ten years together before splitting up.