A character sheet for ''The Boondocks'', a [[ComicStrip/TheBoondocks comic strip]] turned into an [[WesternAnimation/TheBoondocks animated series]].


[[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

A young black boy who [[FishOutOfWater moves]] with his brother and grandfather from [[TheCity inner-city]] UsefulNotes/{{Chicago}}, Illinois to [[{{Suburbia}} suburban]] Woodcrest, Maryland. [[ChildProdigy Intelligent]] yet [[ThePessimist pessimistic]] for his age, he is a [[SoapboxSadie radical left-wing activist]] and an alleged "domestic terrorist".
* TheAce: Huey is incredibly, often super-humanly good at just about anything that doesn't involve social interaction. He's one of the best martial artists in the series, can play kickball with wuxia super-soldiers, infiltrate military bases, appears to know just about everything, never loses his cool, is a scientific genius, and is also [[ArsonMurderAndJaywalking fluent in Chinese]]. This is eventually acknowledged by other characters in the series, but usually for the comedy value of them still not listening to him despite knowing he's always right.
* ActingYourIntellectualAge: Huey is very intelligent and mature for a 10 year-old child. He has demonstrated a depth of understanding topics that would seem to surpass his young age such as: politics, religion, the media, businesses and corporations, African-American culture, and American society as a whole.
* AdorablyPrecociousChild:
** Early in the comics, Huey rants at a little old white lady for thinking that he's adorable, but she ignores his points.
** In "The Garden Party", Huey is annoyed that the rich white guests at Wuncler's party find his political rants and conspiracy theories to be cute instead of offensive.
* AfroAsskicker: He's a [[KidHero preteen]] [[KidSamurai badass]] [[KungFuKid variant]] of this trope.
* AllIssuesArePoliticalIssues / EverythingIsRacist: Especially in the newspaper comics. Huey won't stop talking about politics, controversies, and other stressful thoughts, even at the most awkward of times. He wants to attach political or philosophical meanings to just about everything. He won't even give himself a break on holidays and vacations.
* [[AngryBlackMan Angry Black Boy]]: 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]].
* AntiHero
* AsideGlance: He has done this multiple times (especially in the first season) to get his cynicism or disapproval across.
* {{Badass}}: He's a skilled martial artist.
** AdaptationalBadass: In the comics, Huey's martial arts skills are an InformedAbility. In the cartoon, not so much.
** BadassAdorable: He can kick ass despite being a preteen kid.
** BadassBookworm: He's very well read and has an interest in politics.
** RetiredBadass: As early as Season 3, he claimed to be retired from revolutionary activism (or "domestic terrorism" depending on one's views).
* BerserkButton:
** In the comics, Republican politicians and annoying black celebrities bothered him to no end, to the point that they're on his mind '''''nearly 24/7'''''.
** In "The Red Ball", he tells the Chinese kickball team that "I do not like being laughed at", and teaches them the hard way.
* BigBrotherInstinct: Huey is patient and protective of Riley, even though his brother often doesn't appreciate it. He also tries in vain to dissuade Riley from his bad ideas (which are most of them).
** Huey will occasionally take it upon himself to discipline his little brother. Riley, anti-authoritarian by nature, resists every step of the way.
* 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: Besides being very intellectual for a kid his age, Huey is also a fan of ''Franchise/StarWars'' and martial arts movies. His brother even mockingly calls him a "nerd" in the comics.
* BrutalHonesty: Due to his cynical and pessimistic personality, Huey is not one to mince words about the truth, especially when it concerns the world.
--> '''Huey:''' There ain't no such thing as a Tooth Fairy.
--> '''Jazmine:''' Then who leaves the money?
--> '''Huey:''' Probably your parents. They have both the cash and the access to your room.
--> '''Jazmine:''' Why would they lie to me?
--> '''Huey:''' Because the truth hurts, Jazmine. The world is a hard and lonely place, and nobody gets anything for free. And you want to know what else? One day, you and everyone you know is gonna die.
--> ''(Jazmine runs away crying)''
* ButtMonkey: He's often ignored and ridiculed whenever he tries making a point, especially by Riley and Granddad.
* TheCassandra: Riley and Granddad often ignore his advice.
* CavalierCompetitor: Over the kickball game. At least until Ming [[ItsPersonal makes it personal]].
* CharacterizationMarchesOn: In the first season, Huey tends to be considerably angrier and perhaps more of a conspiracy theorist. In the following seasons, his politics are focused more on critical observations and critiques and he functions as a voice of reason amongst his family.
* 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".
* ChasteHero: Huey doesn't get romance, nor does he want to.
* ChildProdigy: Which annoys his teacher.
* TheComicallySerious / TheStoic: He usually keeps a neutral (yet a bit pessimistic) expression on his face, and only a few times has he shown anything else.
** NotSoStoic: Occasionally you can see Huey look very visibly distressed, such as when his former friend Cairo rejects him. Even rarer, he can be seen in a better mood.
* ComplainingAboutShowsYouDontWatch: InUniverse, he does this when he says that the first ''Film/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 knows of a funny lynching, but that's neither here nor there.)
* CompositeCharacter: The animated Huey is a combination of comic Huey's cynicism and radicalism, with Caesar's OnlySaneMan attitude.
* ConspiracyTheorist: Huey is a left-wing radical after all. He believes that racists, corporations, and governments are all scheming to keep the working classes (blacks especially) under their feet.
** In the comics, he often accuses his teacher Mr. Petto of intentionally brainwashing his students on behalf of higher powers. Though really, it seems that Petto is just trying to do his job.
** Also in the comics, during one winter break, he [[http://www.gocomics.com/boondocks/2015/02/24 formed a convoluted theory that]] SantaClaus [[http://www.gocomics.com/boondocks/2015/02/20 is an agent of the Illuminati]]. Oddly though, [[ArbitrarySkepticism he dismissed Santa as being a childish fairy tale]] until he incorporated him into his paranoid conspiracy fantasies.
** At one point in the comics, Huey is reluctant to get vaccinated, as he's afraid that the government wants to inject microchips in people.
** Huey is introduced in "The Garden Party" by claiming that "Jesus was black, Ronald Reagan is the Devil, and the government's lying about 9/11." Either he really believes all of this, was trying to anger/troll a rich white audience, or probably both.
** Later in "The Real", Huey thinks that the government is spying on him, through a secret agent he calls "the White Shadow". He can't decide if the Shadow is real or an illusion.
** In "The Block Is Hot", Huey is seen distributing fliers claiming that the government wants people to die early, so that they can't collect their Social Security benefits.
* CrazyPrepared [[CrazySurvivalist Survivalist]]: A rare far-left example. As a paranoid {{conspiracy theorist}}, Huey hoards a lot of emergency supplies in his house, as he is expecting an epic disaster to strike the world at any moment.
** In the comics, he totally buys into the [[MillenniumBug [=Y2K=]]] scare to a ridiculous extent, to the point of running drills, asking his grandfather to buy a generator, and (perhaps jokingly) expecting irradiated zombies or space aliens to invade. 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]].
** Later in the comics, he was certain that the bird flu epidemic would destroy America, and stockpiled 18 months' worth of food to prepare, saying he wouldn't even share with his brother when it happened. (Given that the bird flu had no cases outside of Asia, you can only find this rather absurd now along with much of his paranoia.)
** In the episode "The Fried Chicken Flu", he hoards a lot of supplies to prepare for a great disaster, such as the fried chicken flu epidemic. [[spoiler:Though it all goes to waste, as the so-called "fried chicken flu" is really an outbreak of salmonella that was exaggerated by the media to be far deadlier than it actually was.]]
* CreepyChild: Even though Huey is a little boy, he never smiles or laughs, and he's also a (wannabe) militant political activist / "domestic terrorist" (and he fully expects to be imprisoned for it some day).
** TroublingUnchildlikeBehavior: Where do we begin? Huey owns a real sword and an electric shock glove, has planned a prison breakout, brought nunchaku to a cinema, kidnapped Ruckus and hijacked his school bus, and he created a bomb with the intent to assassinate Ed Wuncler II (although in Huey's defense, Ed II is a loan shark who isn't above murdering people).
* CunningLinguist: In the episode "The Red Ball", he has shown to understand and speak fluent Mandarin Chinese.
* TheCynic / ThePessimist: He's the master of negative thinking. No matter the occasion, he will express his unpleasant thoughts about it.
** SillyRabbitCynicismIsForLosers: He's often at the receiving end of this.
** SillyRabbitIdealismIsForKids: He probably believes this.
* DeadpanSnarker: It helps that Huey does in fact have a deadpan personality, and has a penchant for both sarcasm and bluntness.
* TheDeterminator: This applies to the first season only, as later seasons show him to be much more apathetic.
* DirtyCommunist: The US government and right-wing media consider him to be one.
* DisappearedDad / MissingMom: It's implied that his parents are deceased.
* DisapprovingLook: The boy is 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 [[http://theboondocks.tumblr.com/post/713802136/damn-jazmine him being called out on it.]]
* EnemyMine: Thrice in Season 3, Huey has reluctantly worked alongside some personal enemies (twice with Uncle Ruckus, and once with Ed Wuncler I).
** In "It's a Black President, Huey Freeman", Huey's apathy and Ruckus' hatred for UsefulNotes/BarackObama provokes an angry reaction from a crowd of Obama supporters. As they no longer feel like they belong in America, the two decide to [[ScrewThisImOuttaHere drive up north to Canada]] together, but this plan is aborted when Ruckus is arrested by the Secret Service.
** In "The Red Ball", Huey has no choice but to accept Wuncler's offer to become the captain of the Woodcrest kickball team and recruit other players, as Wuncler betted most of the real estate in Woodcrest (including the Freeman house) to his business rival Long-Dou from Wushung, China.
** In "It's Goin' Down", after a confused counter-terrorism operation gone wrong (Jack Flowers mistakenly believed that Huey and Ruckus were terrorists), Jack convinces Huey and Ruckus to help him out by evacuating Dan Stuckey from the Wuncler Tower before a bomb destroys it.
* FascinatingEyebrow
* FunnyAfro: There's a running gag in the comic series about Granddad demanding that Huey should get a haircut.
* 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: He dreams of a better society, but is not very tactful about it.
* HatesEveryoneEqually: Huey seems to hate everyone and everything. In the comics, he once tried to write a book about people he hated, seeing as he was so good at hating. But he didn't include UsefulNotes/OsamaBinLaden, because as he explains, "He's so EASY to hate. I'm trying to challenge the reader to expand his or her hate horizons." He did however, include Lucy from ''ComicStrip/{{Peanuts}}'', because of "[[RunningGag the whole pulling-the-football-away thing]]."
* 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...
* IgnoredExpert: Yes. He uses his knowledge of the actions and the personalities of the people involved to know roughly of what is going to happen in the future. Not that anyone listens to his warnings.
** For example, in "The Fundraiser", Huey accurately predicts what will become of Riley's candy-selling racket, going so far as to give him a bulletproof vest, which eventually turned out to save his life.
* IKnowMortalKombat: No explanation is given for how Huey learned martial arts.
* 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 very few friends. He scares everyone off except for [[BirdsOfAFeather Caesar]] and Jazmine (especially in the cartoon, due to Caesar's absence).
* IntergenerationalFriendship: With Tom, and also with the White Shadow to an extent.
* IWarnedYou: Writer of "I Told You So: Emergency Household Protocols For Catastrophic Scenario".
* {{Jerkass}}: He's very arrogant and condescending to just about everyone. These traits were especially pronounced in the comics.
** JerkWithAHeartOfGold: But underneath that cynical elitism, he does care about the well-being of his family and friends.
* 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]].
* MeaningfulName / NamedAfterSomebodyFamous: Named after [[http://en.wikipedia.org/wiki/Huey_P._Newton Huey P. Newton]], co-founder of the Black Panther Party.
** Incidentally, Huey P. Newton was named for Louisiana governor [[http://en.wikipedia.org/wiki/Huey_P._Long Huey P. Long]], making this kind of a layered example of the trope.
* 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 Killer Kung-Fu 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.
** Subverted at the end of Stinkmeaner 3: The Hateocracy. [[spoiler: When Bushido Brown's [[OffWithHisHead head gets cut off]]]], Huey winces just like everyone else; His reaction is just more subtle than the others.
* 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: To pretty much everyone. Jazmine, however, is an exception as she is the only character, in the whole series, who has consistently shown to listen and even follow Huey.
* 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 yo 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...]]
* NotAllowedToGrowUp: Huey, like all the other children, [[ComicBookTime isn't shown to be aging]]. This is especially confusing in the comics, as he regularly discussed then-current events; this was lampshaded when Caesar commented how the previous US presidential election (four years before that particular strip) felt just like yesterday.
** The show runs for a total of 9 years (including the awkward hiatuses in-between the 4 seasons). Although the only events that could be dated down was the election and inauguration of Barack Obama in 2008-2009.
* NotSoAboveItAll: In the comics, Huey thinks he's an OnlySaneMan, but he doesn't realize how extreme his viewpoints are, or that in the end he's still just a little kid who can't change much about the world. Downplayed in the show though.
* NWordPrivileges: He says "nigga", but not as much as Riley or Robert do.
* 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 ''more so'' 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]].
* OccidentalOtaku: Huey knows [[KungFuKid karate]], owns a [[KatanasAreJustBetter katana]] sword, and watches samurai movies.
* OnlySaneMan: In the TV show, due to the exaggerated stupidity of many characters, especially compared to Riley (not surprisingly), and even his Granddad (who is much dumber than his comic counterpart).
* 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 cynical and pessimistic personality. According to Aaron [=McGruder=], the animators are contractually obligated never to depict Huey smiling or laughing, ever.
** WhenHeSmiles: Rarely though, you can see Huey in a better mood. 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 what's happening or who he is speaking to.
*** He smiles when he set up a soapbox and sees Jazmine across the street with her lemonade stand.
*** He smiles when he asks Jazmine to go and assist him on his plan to bust out a wrongfully convicted prisoner. Although this was temporary when Jazmine stated that she could not go.
*** He smiles twice when Riley starts having success during the basketball game.
*** He seems genuinely happy to see Granddad return from his Costa Rica trip.
* ThePiratesWhoDontDoAnything: Huey is a far-left-wing activist who dreams of becoming a militant revolutionary, although he never actually gets to commit any crimes (there was an attempted prison break-out and an attempted assassination of Ed Wuncler II, although both of these plans failed before Huey could even execute them). Nevertheless Huey gets a lot of media and government attention, and he's been branded as a domestic terrorist.
* PoliticallyIncorrectHero: Particularly in the comics, at least at first. Huey is a black nationalist, so he tended to treat white people with some disdain.
** Huey seems to be dismissive about Jazmine's racial identity confusion, [[http://en.wikipedia.org/wiki/One-drop_rule insisting that she's black]] (never mind that she also qualifies as white).
** At one point Huey is convinced that there may be a UsefulNotes/KuKluxKlan presence in Woodcrest, and he even suspects the very liberal and [[WhereDaWhiteWomenAt black-loving]] ''Sarah [=DuBois=]'' of being affiliated.
** Although Huey doesn't hate white people as a whole, and also has just as much vitriol for black people, so maybe he's just more of a misanthrope.
* PosterGalleryBedroom: His (half of the) room is neat with a full bookshelf, a computer and posters of Che Guevara and Malcolm X.
* PowerFist: The "Black Power Fist". He builds one with instructions from the Internet.
* TheQuietOne: He's generally very calm and reserved, especially after Season 1.
* 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..."
* RaisedByDudes / 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.
* RidiculousProcrastinator: Huey gets an entire comic 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.
* 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.
* SmallNameBigEgo: While Huey isn't so concerned with self-image like Riley is, he does have some traits of this due to being a self-described revolutionary activist, believing he could change the world ([[ThePiratesWhoDontDoAnything despite not doing much besides complaining all the time]]).
* SoapboxSadie: In the episode, "The Block is Hot". However, that is still a natural element to his character.
* TheSpock
* StraightMan
* StrawCharacter: Huey is a far-left radical who preaches socialism and black nationalism. [[DependingOnTheWriter It varies greatly]] whether he's a strawman of a [[NotSoAboveItAll fringe extremist]]...
** StrawmanHasAPoint: Or he's being used as a [[AuthorAvatar mouthpiece]] for [[AuthorTract Aaron [=McGruder=]'s views]].
* SugarAndIcePersonality: Huey is stoic and often blunt, but when the chips are down, so is his personal barrier.
* SupportingProtagonist: He's the main character and StraightMan to his brother and Grandpa. Most of the show focuses on the schemes of his brother and his Grandpa though.
* {{Ubermensch}}: Deconstructed. Initially, he was something of a milder case. But as the series progresses, he has his faith challenged in ways that force him to accept there are forces he can't understand and sometimes he can't make a difference. As the series progresses, Huey starts to become more and more hopeless to the point of 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. On the other hand, do we ever see him getting belt-whipped by Granddad? Though of course Riley causes most of the trouble.
* TheUnreveal: We never get to find out who his parents were.
* UnreliableNarrator: In "Attack of the Killer Kung-Fu Wolf Bitch", though he corrects himself. [[spoiler:Huey thinks that Luna has finally moved on from her personal troubles -- until she commits suicide with a hand grenade, which he then points out.]]
* ViolenceReallyIsTheAnswer: He strongly believes this.
* WeekendInventor: He creates an electric shock glove (called the "Black Power Fist"), an emergency power generator (during an outbreak of [[spoiler:salmonella]]), and chemical explosives (he considered killing Ed II).
* WellIntentionedExtremist
* 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 certainly is very mature for his age and 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 {{Badass}}es. 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}}.
* VitriolicBestBuds: In a one-sided way with Jazmine, who is much nicer to him.
* {{Sibling Yin|Yang}}

!!Riley Freeman
->''"Game recognize game, and you lookin' kinda unfamiliar right now."''
-->'''Voiced by:''' Regina King

Huey's younger brother, a wannabe gangster and juvenile {{delinquent}} with an eye for trouble. He's determined to do anything stupid enough to build up his "reputation".
* AdaptationDyeJob: In the comics, Riley originally had short hair. Much later on, he grows it out into an afro much like Huey's, before changing his hair into the cornrows that he has in the show.
* AesopAmnesia: Riley has a certain mindset of how the world should work, so any lessons that don't line up with it are immediately discarded.
** Lampshaded at the end of "The Fundraiser", when Riley is offered an opportunity back into the candy business, and recalls all the crap he went through near the end of the episode ([[ItMakesSenseInContext such as barely escaping a shootout between two rival gangs and the FBI]]). He then smiles deviously, before the credits roll.
** Lampshaded again at the end of "A Date with the Booty Warrior". Riley has just went on a field trip to a local prison, which was intended to scare him away from a life of crime. Even after being taken as a hostage during a prison riot, Riley declares that he's not scared of jail, because it was filled with "bitch-ass niggas".
* AnnoyingYoungerSibling / BrattyHalfPint: He frequently gets on the nerves of his big brother and granddad.
* AntiHero
* AscendedFanboy: He's a huge fan of gangsta rappers and is friends with a few of his idols, including Thugnificent and Gangstalicious.
* {{Badass}}
** BadassAdorable: [[DependingOnTheWriter Sometimes]], see the trope below.
** CrouchingMoronHiddenBadass: Despite not having any actual training and just being a kid, Riley has little sense of fear, and will take on ANY opponent, adult or not, that he thinks have wronged him. [[ButtMonkey He usually won't win]], but he puts up a hell of a fight.
** IJustWantToBeBadass: He's the definition of a "wannabe gangster".
** TookALevelInBadass: In Season 3, Riley performs {{Badass}} feats, such as winning his first fight against Lamilton Taeshawn, who is a bigger kid. It is also notable that he is able to dominate Lando with [[WrestlerInAllOfUs wrestling moves]], such as the moonsault and Boston crab. Keep in mind that Lando is a ''grown'' man. In Season 4, Riley is shown to be ''far'' more agile and spry such as doing impressive aerial flips.
* BlatantLies: Riley is fond of lying.
* BookDumb / TheDitz / ObfuscatingStupidity: DependingOnTheWriter; In the comics, he invokes this intentionally. But in the cartoon, he really ''is'' that stupid.
** In the comics, he is exceptionally bright when he wants to be. He does poorly in school to protect his "rep".
** In the first season of the show, 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.
*** And 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.
* ButtMonkey: In the cartoon. Ed III and Gin Rummy stole his pimped out bike he worked really hard on; he got his ass handed to him by the local bully, who stole his chain on top of it; and Huey absolutely dominated him in the "Home Alone" episode.
* CatchPhrase:
** "Nigga, you gay."
** "Pause."
* CharacterExaggeration: Becomes more of a SmallNameBigEgo 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.
* CutenessProximity: One of Grandad's crazy ex-girlfriends tried to [[ImTakingHerHomeWithMe kidnap Riley because of how adorable he was]].
* DeadpanSnarker: Riley is a total smart-ass, but he's generally more obscene than deadpan.
* {{Delinquent}} / EnfanteTerrible: Well he is a wannabe gangster after all. He really believes that getting into trouble with the law will make him cool.
** TroublingUnchildlikeBehavior: Besides being very rude and foul-mouthed, he's also a willing accomplice to some of Ed III's and Gin Rummy's crimes.
* {{Determinator}}: He's not a very good fighter, but good luck on getting him to stay down.
* DisappearedDad / MissingMom: It's implied that his parents are deceased.
* EnemiesEqualsGreatness: He's a firm believer in this trope, but [[WrongGenreSavvy unfortunately]], this led Butch Magnus to steal his chain.
* EvenEvilHasStandards: While Riley is very callous and mischievous, 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 {{villain protagonist}}, 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, Riley 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".
* GenreSavvy: He can predict the outcome of his Granddad's Catcher Freeman story, which sounds an awful lot like a cliched action/romance movie.
* GirlsHaveCooties
--> ''(After Riley complains that he might never be able to have money and girls like the rappers on TV)''
-->'''Huey:''' Riley, you don't even LIKE girls!
-->'''Riley:''' I DO SO! ''([[{{Beat}} beat]])'' Just as long as they don't touch me...
* GoodOldFisticuffs: Riley's fighting style is very much a [[TryingToCatchMeFightingDirty dirty version]] of this trope... and yet it's inverted in every instance he uses it, as he is usually brutally beaten. Usually by Huey.
* GuiltyPleasures: He feels great shame when it's revealed he's a [[http://en.wikipedia.org/wiki/Lauryn_Hill 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: When he is introduced to something or someone that is or he considers to be gay, he will either criticize, state, or mention that he is straight.
* IntergenerationalFriendship: With Gangstalicious and Thugnificient's Lethal Interjection Crew. Also friends with Ed III and Gin Rummy, except for that one time when they stole his bicycle.
* {{Jerkass}}: He doesn't care about how his actions affect others (or himself).
** JerkWithAHeartOfGold: Sometimes, we see that Riley does care about his family.
* 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...]]
* LargeHam: Definitely in contrast to his more reserved brother.
* LaserGuidedKarma: While Riley [[AesopAmnesia 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
* MistakenForGay:
** In the comics, Cindy finds out that Riley likes Lauryn Hill, so then she assumes that he has other effeminate interests.
** In the show, Riley unwittingly copies the behavior of gay rapper Gangstalicious, up to and including wearing Gangstalicious' new clothes (Riley unknowingly looks like he's cross-dressing), so Robert and Ruckus are worried that he's also a homosexual.
* NobleMaleRoguishMale: The roguish one to Huey's noble one.
* NWordPrivileges: Riley says "nigga" very casually. Lampshaded in "The S-Word", when Riley says the word to his white teacher Mr. Petto, who then copies him. Riley and Robert pretended to be offended so they could sue the school district.
* PintSizedKid: If the height chart in "Smokin' with Cigarettes" is to be believed, Riley is only 3'4; that's about a foot shorter than you'd expect a real 8 year old to be.
* RaisedByDudes / 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: Oh so much, Riley is very obsessed with proving himself to be an awesome gangster.
* ThisLoserIsYou: Riley embraces every negative stereotype about black youth; he's an anti-intellectual and self-absorbed trouble-maker.
* TokenEvilTeammate / VillainProtagonist: Riley finds a criminal lifestyle to be very appealing. He's already assisted local crooks such as Ed, Rummy, Lamilton, etc.
* TooDumbToLive: At times, such as "The Fundraiser" where he's too cocky and arrogant to realize that dangerous criminals are threatening his life and safety.
* ToxicFriendInfluence: Riley likes to associate with known criminals such as Ed Wuncler III and Gin Rummy, which Huey rightly chastises him for. Riley also starts to hang out with another juvenile delinquent named Lamilton Taeshawn, [[EvenEvilHasStandards but even he scares him]].
** And to a lesser extent, Riley's friendships with gangsta rappers such as Gangstalicious and Thugnificent's Lethal Interjection Crew. While they're all a bunch of dim-witted hedonists, they're also [[JerkWithAHeartOfGold decent guys at heart]].
* TrashTalk: He will insult anyone and will not care for whatever the response is.
* UngratefulBastard
* TheUnreveal: We never get to find out who his parents were.
* UnsympatheticComedyProtagonist
* VerbalTic: He seems to have picked up a new one lately whenever he mentions something gay, no homo.
* TheWorfEffect: Even worse than 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.
* WouldHitAGirl: Riley ''twice'' tested out a toy [[Franchise/StarWars lightsaber]] by smashing it over [[http://assets.amuniversal.com/8a26f570507b01315bb1001dd8b71c47 Jazmine's]] and [[http://assets.amuniversal.com/8bf72a10507b01315bb1001dd8b71c47 Cindy's]] heads, disappointed that it wasn't real.

!!Robert Jebediah "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 (old), Aaron [=McGruder=] (young)

The grandfather of Huey and Riley. He was a UsefulNotes/WorldWarII fighter pilot and a UsefulNotes/CivilRightsMovement activist. He wants to live out his last days comfortably, but has to contend with his grandsons' antics, while his own pursuit of money and women get him into trouble.
* [[AbusiveParents Abusive Grandparent]]: Being an old-fashioned parental figure, Robert believes that beatings are a great way to discipline a bad child. He mostly beats up Riley, and rarely Huey.
* AdultsAreUseless / [[BumblingDad Bumbling Granddad]]: As Robert isn't very mature himself, he seems quite incompetent at raising his grandkids. Also see ManChild down below.
* [[AmazinglyEmbarrassingParents Amazingly Embarrassing Grandparent]]: For starters, Robert sometimes walks around the house with little to no clothes.
* AesopAmnesia: Much like Riley, Robert has trouble learning from his mistakes.
** This is lampshaded (or perhaps exaggerated) by Granddad at the end of "It's Goin' Down":
-->Wow, Huey. You were totally right this time. [[CouldHaveAvoidedThisPlot Just imagine all the problems we could avoid if we just listened to you]]. Oh well.
** This is again lampshaded at the beginning of "Good Times", when Huey remarks that his Granddad never learns any lessons. This is demonstrated not only by how Granddad's foolish decisions have bankrupted his family, but also how he repeatedly keeps falling for Ed Wuncler II's scams.
* AngryBlackMan: 'Cause he's a GrumpyOldMan.
* AntiHero
* AwesomeMcCoolname: Robert "Bitches" Freeman.
* {{Badass}}
** BadassGrandpa: [[DependingOnTheWriter Sometimes]], see the trope below.
** CowardlyLion / CrouchingMoronHiddenBadass: Robert has a bit of a cowardly streak, but he can prove to be good at fighting.
*** This is best shown when he accidentally joined the Freedom Riders, and their leader Sturdy Harris forced him to stay along. Robert considered nonviolent resistance to be suicidal; [[ScrewThisImOuttaHere he preferred to run away from the whole ordeal if he was able to]], [[ViolenceReallyIsTheAnswer although he fights back against an angry mob of white supremacists]].
** RetiredBadass: He was a [[AcePilot Tuskegee Airman]] during UsefulNotes/WorldWarTwo, and also a UsefulNotes/CivilRightsMovement activist (although his level of involvement in it is frequently questioned).
** TookALevelInBadass: In "Stinkmeaner: Begun the Clone War Has", Robert takes up some kickboxing training in order to defeat Stinkmeaner's clone in a rematch.
* BeenThereShapedHistory: Robert Freeman is known to have been a war veteran and participant in the UsefulNotes/CivilRightsMovement, [[DependingOnTheWriter though the exact details of]] [[UnreliableNarrator his stories tend to vary]].
** In "Wingmen", it was established that he served as a Tuskegee Airman during UsefulNotes/WorldWarII, a fact that is corroborated by how he attends the funeral of a fellow pilot. However, a throwaway line in "Breaking Granddad" implies that he fought in the UsefulNotes/KoreanWar as well.
** Robert has claimed to have worked alongside Civil Rights figures such as Martin Luther King Jr., Malcolm X, Rosa Parks, Jesse Jackson, etc., though we mostly have just his word for those claims. In "Freedom Ride or Die", a documentary interview seems to confirm that he did join the Freedom Riders... albeit against his will.
* BerserkButton:
** Riley's disobedience in general.
** Hitting a woman, as Robert tells Slickback.
** He doesn't take being told to butter his own popcorn very well.
** Jimmy Rebel and his racist country music. [[note]]Well if any black man like himself saw country albums with titles like "Coonsville", "Welfare Queen & Cadillac King", "Help Me, I'm Surrounded by Coons", "Don't Let Your Niglets Grow Up To Be Niggers", "I Almost [=NAACPed=] Myself", "Spooks of Hazzard", "Black Toes & Ghettoes", "Those Crack Babies", "Nigger, Stay Out of My Wife", and "Niggers Dont Die, They Just Smell That Way", would you blame him?[[/note]]
* BlatantLies: "I'm gonna go find myself a white man and lie to 'im right now."
* ButtMonkey: Usually due to whatever stupid mistakes he makes, he often brings down a lot of bad luck upon himself.
* BystanderSyndrome: Prone to this attitude, especially in the comics.
* CasanovaWannabe / DirtyOldMan / KavorkaMan: Despite his old age and fat belly, Robert never stops chasing after younger women. Although his dates tend to go horribly wrong (see HorribleJudgeOfCharacter below).
* CatchPhrase:
** "Yeeeaaah, boy!"
** "Boy, where's my belt?!"
** Not really a phrase, but Granddad has that little tune he sings constantly with the words being just about anything on his mind at the time.
--->"New shoes, New shoo-oo-oo-oo-''ooo''-oes!"\\
"Good food, Good foo-oo-oo-oo-''ooo''-ood!"\\
"Soul Plane, Soul Pla-aa-aa-aa-''aaa''-ane!"
* ChivalrousPervert: Robert may be a {{dirty old man}}, but [[WouldntHitAGirl he would not allow]] his prostitute girlfriend to be smacked by her pimp.
* 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.
** Although there is passing reference about his (probably deceased) wife of many years.
* CoolOldGuy: More so in the comics.
* DeadpanSnarker: Granddad often makes dismissive replies to whatever Huey or Riley are yapping on about.
* DeepSouth: He seems to have lived in this region in his early life. He got himself (in)voluntarily tangled in the political strife there during the height of the Civil Rights Movement.
* DirtyCoward: This is at least implied when he has a nightmare about being chased by an army of Stinkmeaner clones. He abandoned and sacrificed all of his friends and family so he could save his own skin! Who knows if he would do the same in real life?
* EmbarrassingNickname: Thugnifficent refers to him as "Old Nigga".
* FanDisservice: We frequently see him (semi-)naked.
** NakedPeopleAreFunny: At least when they're censored.
* FreudianTrio: [[TheKirk The Ego]] to Huey's [[TheSpock Superego]] and Riley's [[TheMcCoy Id]].
* DontMakeMeTakeMyBeltOff / WhipItGood: Granddad often pulls off his belt to whip Riley whenever he's out of line.
** ImprobableWeaponUser / WeaponOfChoice: Robert also frequently uses his belt for self-defense during fights, using it not only as a whip, but also as a lasso to bind an enemy's limbs.
* GotVolunteered: In "Freedom Ride or Die", an unwilling Robert Freeman was basically forced by Sturdy Harris to join the latter's risky and life-threatening crusade against segregation.
* GrumpyOldMan / ScrewPolitenessImASenior
* HeWhoFightsMonsters: During Robert's conflict with Stinkmeaner's clone, he slowly turns into another copy of Stinkmeaner (figuratively speaking) by embracing the hatred. Huey only manages to turn Robert back to normal, just before he could kill Stinkmeaner again.
* HorribleJudgeOfCharacter: Robert has a bad habit of dating women with low morals or sanity. His girlfriends have included a [[LazyBum lazy]] [[GoldDigger gold-digging]] [[TheOldestProfession prostitute]], [[{{Gonk}} several ugly women]] who pretended to be sexy online, a [[AxCrazy crazy and homicidal]] [[DarkActionGirl martial artist]] who nearly killed him, a [[TheCartel Dominican drug boss]] who brought one of her armed [[{{Mooks}} henchmen]] to the dinner table, a crazy woman who [[ImTakingHerHomeWithMe kidnapped Riley]] [[CutenessProximity because of his cuteness]], a [[MorallyAmbiguousDoctorate shady]] [[MadDoctor doctor]] who almost [[OrganTheft harvested his organs]], a [[Series/KeepingUpWithTheKardashians narcissistic reality TV star]], etc.
-->'''Huey:''' Your dating habits have been a serious threat to the safety of you, the people of this house...
-->'''Riley:''' ...And really the entire neighborhood.
* 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.
* IndenturedServitude: In Season 4, 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 and Sarah. Eventually he also befriends Thugnificent.
* IWasQuiteALooker: As seen during some flashbacks to his youth, he was a handsome fella in his day.
* {{Jerkass}}: Robert usually places his interests before everyone else, and is quick to avoid responsibility.
** JerkWithAHeartOfGold: Sometimes. He does love his grandsons, no matter how much of a pain in the ass they are.
* LargeHam: He's a master at overreacting to everything, whether it's justified or not.
* ManChild: Especially in the TV series. You know that something's wrong with the Freemans' family dynamic, when preteen Huey acts far more adult-like than his old man.
* MeaningfulName: His surname Freeman, which Ed Wuncler II [[LampshadeHanging acknowledges]], albeit ironically when Robert loses his freedom to Wuncler.
* {{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.
* NoGoodDeedGoesUnpunished: In "Stinkmeaner: Begun the Clone War Has", during the final fight against the Stinkmeaner clone, Robert decides to spare his life and make peace with him. The Stinkmeaner clone just reduces his harassment to just yelling at Robert from outside his house.
-->'''Robert:''' This is what I get for doing the right thing? [...] I knew I should've killed your ass again!
* NoHoldsBarredBeatdown: [[spoiler:He does not even have as much as a welt on him in his final battle with the clone of Stinkmeaner.]]
* NWordPrivileges: Lampshaded as far back as "The Garden Party", when Robert tells his boys that they shouldn't use the N-word, [[HypocriticalHumor even though he says it all the time]].
* PyrrhicVictory: [[spoiler:He agrees to spare the life of Stinkmeaner's clone to finally gain peace of mind, only to have Stinkmeaner II 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 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.
* 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.]]
* ScatterbrainedSenior: One interpretation of his tall tales is that he is suffering from the early stages of dementia.
* 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 Huey with Jazmine, and Riley with Cindy; either subconsciously (calling Jazmine Huey's "little friend", and dreaming of Jazmine instinctively hugging Huey when attacked by the swarm of Stinkmeaners), or intentionally (worrying that Riley might be gay, he invited Cindy to play with him).
* SkewedPriorities: This is a common joke with him. For example, when the Stinkmeaner-possessed Tom is choking him, Riley tries to save him by breaking several vases over his head. Granddad is just mad that Riley broke the vases.
** And later during that same night, Granddad is more focused on his date with a woman, than figuring out what to do with Stinkmeaner-Tom (who's been chained to a bed upstairs).
* SpotlightStealingSquad: Most of the Season 4 episodes are focused around Granddad, with Huey only getting a few lines each episode.
* TheStoner: In "Mr. Medicinal", he starts using marijuana to relieve his stress. However he gets convicted twice for possession of it, leading to about a month or so of house arrest, and has to appear in an anti-drug PSA as community service, which all force him to stop smoking weed.
* TechnologicallyBlindElders:
** In the comics, Robert was browsing the Internet and was easily tricked into getting a computer virus.
** In the episode "I Dream of Siri", he visited an Apple Store and couldn't tell the difference between iPhones, iPads, and Mac laptops.
* TookALevelInDumbass: While Robert seemed to have some common sense in the comics (except when it came to technology), in the show he's far more stupid and impulsive, a problem that seems to worsen with every season. Whenever there's anything involving money or women, he well jump into it without thinking of the consequences.
** In the Season 4 episode "Good Times", Ed II keeps tricking Robert into worsening his own debt, until he makes Robert sell himself into indentured servitude.
* TooMuchInformation: Granddad does this to Huey and Riley a lot.
--> '''Granddad:''' Boys, Lando will be living with us for a while, because ''supposedly'' it's the right thing to do. I hope you'll take this as a lesson that life can really suck sometimes, and that you should always wear a condom. I'm wearing a condom right now!
* UnreliableNarrator: It's unknown just how much of Robert's alleged involvement in the UsefulNotes/CivilRightsMovement (or most of his stories for that matter) actually happened.
** Creator/WernerHerzog theorized that Robert might be either a [[ConsummateLiar pathological liar]], or in the [[ScatterbrainedSenior early stages of dementia]].
* TheUnreveal: We never get to find out who his wife or child was.
* UnsympatheticComedyProtagonist
* VagueAge: How old is Robert anyway? It's not helped by the apparent ComicBookTime used by this franchise. If he's a WWII veteran, he would probably be in his 90s (as of the 2010s); although he still has prepubescent grandchildren.
** Creator/WernerHerzog also had trouble estimating his age, and gave a guess between 80-120.
* WhenAllYouHaveIsAHammer: With regard to parenting. Robert says this to a woman at a grocery store who was trying futilely to calm down her bratty son, before Robert loaned his belt to the woman so she could punish her son:
--> '''Robert:''' You ever try beatin' his ass?
* WhereDaWhiteWomenAt: Although Robert is usually seen dating black women, he's not picky about skin color.
* WouldntHitAGirl: Even though Robert has [[DoubleStandard no problems with smacking his grandsons]], he finds it unacceptable to smack a grown woman. Robert forbids Slickback from hitting Cristal in the Freeman house.

[[folder:Supporting Characters]]
!!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]] [[{{Animesque}} look kinda anime]], like {{Anime/Pokemon}}: That's popular."''

Huey's best friend in the comic strip, [[AdaptedOut but is glaringly absent from the animated series]]. He's a smart-mouthed black kid from Brooklyn, UsefulNotes/NewYorkCity who chats with Huey about everything from politics to pop culture (mostly the latter, as they have a shared hatred of bad black media).
* AdaptedOut: Despite being one of the main characters in the comics, Caesar has never appeared in the TV show for some reason.
* BlackAndNerdy: Caesar has just as much casual nerdy knowledge as Huey.
* CatchPhrase:
** "YourMom"
* CelebCrush: Claimed Creator/JenniferLopez was the female ideal of unobtainable beauty and then dumped her off the list because of the movie ''Film/{{Enough}}''.
* ClassClown: He blurts out random jokes to annoy Mr. Petto.
* 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: Mostly to Huey.
* 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 [[LampshadeHanging vaguely]] [[LeaningOnTheFourthWall referencing]] his and Huey's positions 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. [[ComicBookTime Seems like]] [[NotAllowedToGrowUp we haven't aged a day]]...
* NiceGuy
* ObligatoryJoke: Often, much to Huey's annoyance. Especially since his jokes can come out of [[NonSequitur nowhere]] with little-to-no prompt.
* OnlySaneMan: Caesar shares many similar opinions to Huey, but he is far less arrogant and militant about them.
* RedOni: Red to Huey's blue.
* SoUnfunnyItsFunny: Most of his jokes fall into this category.
* TaremeEyes
* WhereDaWhiteWomenAt: [[http://www.gocomics.com/boondocks/2010/10/03/ Oh Caesar.]]
* WideEyedIdealist: He's an optimist and tries to make Huey see the bright side of things.
* WiseBeyondTheirYears: He is categorized this to an extent. His awareness of the absurdities of society matches Huey's, but he still has a childish persona.
* YouNeedToGetLaid: To Condeleeza Rice of all people.
* YourMom: Caesar thinks he's perfected these into an art form, much to Huey's continued annoyance. For fun, [[NonSequitur he tends to spring them in the middle of otherwise normal conversations.]]
-->'''Caesar:''' Well Huey, congratulations on making it to another year on planet Earth!\\
'''Huey:''' Thank you, Caesar. Same to you.\\
'''Caesar:''' Oh, and before I forget, congratulations to your mom -- I heard she got that part as the stunt monkey in the ''Film/PlanetOfTheApes'' sequel.\\
'''Huey:''' [[ScrewThisImOuttaHere Goodbye, Caesar.]] ''(Slams the door in his face.)''\\
'''Caesar:''' ''(Shouting through the door)'' I heard she ain't gonna wear a costume or nuthin'!

!!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

A fat and old black man who seems to [[NewJobAsThePlotDemands work in every conceivable low-wage job]]. [[BoomerangBigot Despite his ethnicity, he is also a loud-mouthed white supremacist]].
* {{Acrofatic}} / StoutStrength: Despite Ruckus' obese physique, in "...Or Die Trying" he is shown to be capable of some impressive martial arts feats, including a jumping-kick attack.
* AesopAmnesia: Whenever Ruckus ponders that he could be less racist, he forgets all about it.
** This is lampshaded in the ending of "The Uncle Ruckus Reality Show". Ruckus claims that learning he was black gave him a more sympathetic perspective on black people, but then he quickly demonstrates that he doesn't actually believe this (see JerkWithAHeartOfJerk below).
** At the end of "The Color Ruckus", Ruckus states that he shouldn't ''hate'' black people anymore, but instead ''pity'' them for their "inferiority" to white people. But in Season 4, we see that Ruckus' opinions of black people [[StatusQuoIsGod are still unmistakably hateful]].
* ArsonMurderAndJaywalking: Being the [[BoomerangBigot type of man he is]], his three favorite movies are ''Film/BirthOfANation'', ''Film/GoneWithTheWind'', and, well, ''Film/NottingHill''.
* AscendedExtra: He originally appeared very late in the comic strip's run, and became a semi-recurring character. He plays an even greater role in the show, appearing in most episodes and starring in a few of them.
* BadassGrandpa:
** In "...Or Die Trying", he's shown matching Huey in martial arts skills, which would arguably make him one of the most skilled fighters in the show.
** However in "Stinkmeaner 3: The Hateocracy", he receives a brutal beatdown from the Hateocracy. But of course, they did outnumber and outclass him.
** In "It's Goin' Down", he fights with Dan the Security Man, subduing him with a wrestling suplex move.
* BaldOfEvil: He is partially bald.
* BeenThereShapedHistory:
** In "Return of the King", Uncle Ruckus claimed to have tried (and failed) to throw bricks at Martin Luther King Jr., though this whole episode turned out to be {{all just a dream}} by Huey.
** In "Freedom Ride or Die", Ruckus recalls how he participated in angry mob violence against the Freedom Riders. He's surprised to learn that Robert was among the Freedom Riders when they were attacked.
* BerserkButton: As a fanatical white nationalist, he is always ready to rant about his frustrations with colored people.
* BoomerangBigot: The whole purpose of his character. Uncle Ruckus is always praising white people and detesting black people, despite ironically being the latter. However Ruckus often denies being black, so from his point of view he isn't the hypocrite that he really is.
* ButNotTooBlack: Despite having the darkest skin of all characters, Ruckus ''really wants to believe'' that he isn't a black man. He often claims to be a white man with a "re-vitiligo" disease that darkens his skin.
* CallingTheOldManOut: He does this to his father Mister Ruckus in the climax of "The Color Ruckus".
-->No no, that's okay. Keep talking dad, keep talking. That's the eulogy this woman [Nelly] 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!!''
* CatchPhrase:
** "I'm Uncle Ruckus, no relation."
** "I've got re-vitiligo (it's the opposite of what Music/MichaelJackson's got)."
* ChangelingFantasy: In "The Color Ruckus", we learn that Ruckus believes he's a white orphan with re-vitiligo, who was raised by a black family. It turns out that his black family is his real family, and his mother lied and made up this story to make him feel special. Even after his father broke the news though, Ruckus continued to be in denial about it.
* CharacterizationMarchesOn: Season 1 actually has moments where he seems completely aware that he's black. Referring 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".
* [[{{Cult}} Cult Leader]]: In one episode, he starts his own racist offshoot of Christianity, promising anyone who converts to white supremacy ([[BoomerangBigot even if they're non-white like him]]) that they can go to "White Heaven", an afterlife ruled by UsefulNotes/RonaldReagan.
** Later, we see him as an exorcist who specializes in dealing with evil black spirits such as Stinkmeaner (though he didn't actually know what he was doing).
** Later, he's the priest at Robert's aborted wedding to [[spoiler:Siri]].
* DeepSouth: Uncle Ruckus seems to hail from this region, as he speaks with a very thick Southern US accent. He's old enough to remember Jim Crow segregation, which is obviously something he fondly reminisces about a lot.
* DependingOnTheWriter: Either Ruckus is aware that he's black, or he's under the delusion that he's actually white. Ruckus would soon accept the latter belief.
* TheDragon: Ruckus has shown to be a very loyal servant/henchman to Ed Wuncler I, and later to Ed Wuncler II as well.
* EnemyMine: Twice in Season 3, Ruckus has found himself teaming up with Huey of all people:
** In "It's a Black President, Huey Freeman", Huey's apathy and Ruckus' hatred for UsefulNotes/BarackObama provokes an angry reaction from a crowd of Obama supporters. As they no longer feel like they belong in America, the two decide to [[ScrewThisImOuttaHere drive up north to Canada]] together, but this plan is aborted when Ruckus is arrested by the Secret Service.
** In "It's Goin' Down", after a confused counter-terrorism operation gone wrong (Jack Flowers mistakenly believed that Huey and Ruckus were terrorists), Jack convinces Huey and Ruckus to help him out by evacuating Dan Stuckey from the Wuncler Tower before a bomb destroys it.
* EvenEvilHasLovedOnes: He's on very good terms with his mother and brothers; it's his father and grandmother he hates ([[AbusiveParents with good reason]]).
* EvenEvilHasStandards: In "The New Black", despite his racism and homophobia, he considers mocking or abusing the disabled to be inexcusable.
* EvilOldFolks / GrumpyOldMan: Though his father and grandmother are even older and worse than he is.
* FatBastard / FatIdiot: In the comics, there was even a joke about how he's a loyal [=McDonald=]'s customer.
* FreudianExcuse: Was raised by an extremely abusive dad who always proclaimed his hatred of white people, as well as a loving yet delusional mom who idolized Caucasians (and lied that Ruckus was born white). This helped warp Ruckus' mind into the self-hating oaf we know, love, and hate.
* FriendlyEnemy / TheFriendNobodyLikes / VitriolicBestBuds: Sometimes he's this with Robert and Tom. Despite his racist views and the verbal abuse they keep slinging at each other because of it, the three sure seem to hang out a lot.
** For some reason, Ruckus tolerates Robert and plays checkers with him at the park, although Ruckus shows open disdain for his grandsons (by refusing them entry into the school bus).
** Not surprisingly, Ruckus respects Tom for being an "Oreo" and sharing the same [[WhereDaWhiteWomenAt preference for white women]].
** Although in "Mr. Medicinal", Robert and Tom both admit to not really liking Ruckus while they were drunk.
** And sometimes Ruckus' racism overrides his friendship, as seen when he was bossing around Robert and Tom in "Freedomland".
* [[FriendToAllChildren Friend to All White Children]]: As he loves most white people, he is very polite to the white kids who board his school bus.
** In "A Huey Freeman Christmas" he has also shown some kindness to Jazmine, because he feels that a mulatto shouldn't be harassed by a black kid like Riley.
* GoMadFromTheRevelation: In "The Uncle Ruckus Reality Show", he goes through a DNA test. Ruckus reads the results and finds out that he's 100% African, much to his shock and horror. After Ruckus' [[InterruptedSuicide unsuccessful suicide attempt]], the show's producer (Wedgie Rudlin) forces the geneticist into redoing the DNA test, so that Ruckus is "actually" 50% Caucasian and he snaps back to normal.
* {{Gonk}}: He's old, obese, balding, and has a bulging eye and crooked teeth.
* HilariouslyAbusiveChildhood: Played for [[{{Dramedy}} both]] [[BlackComedy laughs]] and [[TearJerker 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 so messed up.
* HisNameReallyIsBarkeep: In "The Color Ruckus", When they flashback to his childhood, his mother actually calls him Uncle, so "Uncle Ruckus" is actually his full name. In fact he's 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.
* HypocriticalHumor / LaughablyEvil: Due to the whole absurdity of being a [[BoomerangBigot black white-supremacist]].
* IKnowKarate: "You think you're the only one to master the ancient and deadly art of the Nunchaku?"
* {{Jerkass}}: Most of the time. He often takes any opportunity to degrade other people of color.
** JerkWithAHeartOfGold: At times, such as "A Huey Freeman Christmas" and "The Color Ruckus", show that he does have a more decent side. Also see PetTheDog.
** JerkWithAHeartOfJerk: He has a moment like this at the end of "The Uncle Ruckus Reality Show", as he claimed that learning he was black gave him a more sympathetic perspective on Negroes... [[spoiler:and then he allowed Huey and Riley to almost get killed by passing traffic for his own amusement]].
* LargeHam: He is very loud and vocal about his views.
* {{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: ''Uncle Ruckus'' is a combination of [[Literature/UncleTomsCabin Uncle Tom]], [[Film/SongOfTheSouth Uncle Remus]], and Amos Rucker (allegedly a slave soldier who fought for the [[UsefulNotes/AmericanCivilWar Confederacy]]), creating a black man most enthusiastically subservient to white people.
* NewJobAsThePlotDemands: Uncle Ruckus is always seen with a different job in every appearance, usually as some kind of low-wage laborer or servant. He apparently has about 30-47 different jobs.
* 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.
* NotSoHarmlessVillain: Occasionally, Uncle Ruckus proves to be more than just a hateful oaf:
** During the Jim Crow era, Ruckus supported racist violence. He claimed to have served on a white jury that convicted a blind black man of 3 shooting murders (although this is unlikely to be true, as segregation should've kept any black man off jury duty). A later flashback does seem to confirm that he once incited an angry mob to attack the Freedom Riders though.
** Ruckus has mastered using nunchucks, and he even beats ''[[AfroAssKicker Huey Freeman]]'' in a fight. Though oddly enough, he is never seen showing any similar fighting prowess afterwards.
** He later becomes Ed Wuncler II's right-hand man, and he takes his harassment of the Freemans to whole new levels, especially when he acts as their overseer in Freedomland.
* PetTheDog:
** In "A Huey Freeman Christmas", Uncle Ruckus restores Jazmine's belief in Christmas and Santa Claus after Riley destroys it. Although it should be noted that Ruckus only likes Jazmine for being half-white.
** In "The Color Ruckus", he shows genuine love for his mother and younger brothers, even though they are black.
* PoliticallyIncorrectVillain: If you didn't already know, Ruckus is very racist against pretty much anyone who isn't of non-Hispanic white European descent; Africans, Chinese, Mexicans, Arabs, etc.
** However he doesn't seem to have much ill-will towards multiracial people who are part white, such as Jazmine; Ruckus himself seems to be satisfied if someone else lied that he's 50% Caucasian.
** And as seen in "The New Black" he's also homophobic, remarking that he doesn't even respect gay white people.
* SitcomArchnemesis: Ruckus is usually just an annoying jerk and idiot. But see NotSoHarmlessVillain above.
* StrawCharacter: Uncle Ruckus is a satirical spoof of white supremacists and Tea Party Republicans.
* [[TragicBigot Tragically Bigoted]] [[TragicVillain Villain]]: Uncle Ruckus' hatred of his own race comes from his hatred of his abusive father and grandmother, along with brainwashing by his delusional mother.
* UsedToBeASweetKid: As a little boy, Ruckus was quite innocent, and he even once dreamed of becoming a doctor. But it's too bad that he had a [[FreudianExcuse really horrible childhood]].
* VillainProtagonist: Of "The Passion of Reverend Ruckus", "The Uncle Ruckus Reality Show", "The Story of Jimmy Rebel", and "The Color Ruckus".
* WhereDaWhiteWomenAt: Obviously Ruckus doesn't like black women [[spoiler:(except for Ebony Brown)]], and views whiteness as ideal beauty. He considers Tom lucky for marrying Sarah.
* WouldHurtAChild: If that child is not white. In "...Or Die Trying", Ruckus states that he's been "waiting a long time to do this" before he fights Huey.

!!Jazmine [=DuBois=]
-->'''Voiced by:''' Gabby Soleil (Seasons 1-3), Kiarah Pollas (Season 4)

The biracial daughter of Tom and Sarah [=DuBois=]. While Huey finds her to be naive and annoying, she becomes his only friend in the TV show.
* AccidentalPervert: Poor Jazmine. The first penis she saw belonged to an 80+-year-old man. [[note]]Huey, Riley, Jazmine, and Tom once walked into the Freeman house to check on Robert. And much to their surprise, they found a naked Robert playing bongo drums while stoned out of his mind. Cue a scream of terror from Jazmine.[[/note]]
* AllGirlsLikePonies: Something which Ed Wuncler I takes advantage of in "The Block Is Hot".
* 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 childish beliefs.
* ButNotTooBlack: Besides the puffy afro hair texture and slightly tanned skin, she could probably pass as white. Cindy didn't know Jazmine was part black until she was informed so.
* 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.
* ChildrenAreInnocent: In the sense of being both naive and good-natured. She also doesn't like it when others drag her into trouble.
* DemotedToExtra:
** In the comics, she has a greatly diminished role after Huey meets and befriends Caesar. [[ChuckCunninghamSyndrome She even has a two-year absence]] before she reintroduces herself.
** In the first two seasons of the show, she would regularly interact with the main characters and even be the focus of a few episodes and plots. In the last two seasons, 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.
* FishOutOfWater: In the comics. Like the Freemans, her family are newcomers to Woodcrest (where from, she doesn't say). Jazmine also doesn't know how to fit in with black or white people.
* FunnyAfro: Has a huge afro several times bigger than Huey's. It makes her insecure. {{Played for laughs}}, naturally.
* GirlyGirl: She [[PinkIsFeminine wears pink clothes]], [[AllGirlsLikePonies really wants to have a pony]], and she has tea parties with her dolls.
* GranolaGirl: Implied to be a vegetarian.
** In "The Fundraiser", she [[spoiler:donates most of the money she made with Riley to [[AnimalWrongsGroup PETA]], much to his dismay]].
** In "The Fried Chicken Flu", she didn't jump on the KFC bandwagon that was sweeping the nation because "fried chicken is murder".
* {{Hikikomori}}: Once she returns in the comic strip, her two-year-long ChuckCunninghamSyndrome is explained as her locking herself in her room ever since 9/11 out of fear of terrorists.
* IAmNotPretty: In the comics, she would sometimes express insecurity over her appearance (particularly her afro hair).
* LiteralMinded / 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).
* LuminescentBlush: At the end of "Wingmen".
* MixedAncestry: Particularly in the comics, being a mulatto gave her a lot of personal confusion. Downplayed in the show though.
** To be precise, through her mother's side she is Irish, Swedish, and German; and through her father's side she is African, Cherokee, French, and Scottish.
* MoeStare
* MoralityPet: Jazmine is this to Huey, which is weird as he 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.
** The best example of this was when he tried to stop Ed I's scheme against Jazmine in "The Block Is Hot".
** Also in "The Fried Chicken Flu", Huey lets Jazmine stay at his house during the viral outbreak. Although he was reluctant about it, Huey also allowed Jazmine's parents to join them, so she would calm down.
* NervousWreck: She probably got her insecurity from her father.
* NiceGirl: Her sweet nature never dies out despite all the negativity around her.
* PinkIsFeminine: Usually seen wearing a pink jacket.
* ShipTease: It's implied that she may have a crush on Huey. It's most obviously suggested in two comic strips, one where she asks if anyone (like Huey) would ever marry her, and another where she gives him a Valentine's Day card. But Huey, not being a sentimental (let alone romantic) kind of person, seems [[ObliviousToLove oblivious to all of this]].
* SignificantGreenEyedRedhead
* StubbornHair: Part of what makes her FunnyAfro funny is that it automatically reasserts itself almost immediately after she manages to sleek it down.
* [[TokenWhite Token Half-White]]
* VitriolicBestBuds: In a one-sided way with Huey, who is much ruder to her.
* VocalEvolution: Justified, since her voice actress was a little girl when the series began.
* WideEyedIdealist: To the point of naivety.

!!Thomas "Tom" Lancaster [=DuBois=]
-->'''Voiced by:''' Cedric Yarbrough

[[TheWhitestBlackGuy A black man who "acts white" as much as possible]]: He's an UsefulNotes/IvyLeague-educated attorney, [[WhereDaWhiteWomenAt married to a white woman]], and has no "ebonic" accent. A {{nice guy}}, but also a [[ButtMonkey big]] [[ExtremeDoormat pushover]].
* ApologizesALot: Something which causes Sarah to explode on him in "Pretty Boy Flizzy".
* BerserkButton:
** In the comics, Ralph Nader is this, as Tom disagrees with his Green Party platform, and blames him for George W. Bush's victory in the 2000 election. It got so bad that he temporarily split from Sarah over her vote for him.
** In the show, Tom reacts poorly to anyone who wants to rape him, tries to steal his wife from him, or acts inappropriately in front of his daughter.
* BlackAndNerdy: Besides being a milquetoast lawyer, Tom once mentioned that he likes ''Franchise/StarTrek'' in the comics.
* ButNotTooBlack: "[[LampshadeHanging Well actually, I'm more of a]] [[StarbucksSkinScale caramel complexion]]."
** Tom has approximately 30% Caucasian ancestry (French and Scottish). This would also make his daughter mostly white.
* ButtMonkey / ExtremeDoormat: The guy has practically NO backbone! He gets very little respect from his friends (and at times, even his wife).
* CelebrityResemblance: Tom [=DuBois=] is noted to look a lot like UsefulNotes/BarackObama, except the latter is more wealthy, powerful, and attractive. It would explain why Sarah voted for him.
* 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.
* CowardlyLion / CrouchingMoronHiddenBadass / TookALevelInBadass:
** In "A Date With The Booty Warrior". He was still cowardly for much of the episode, but he was able to [[spoiler:overcome his fears about rape, and defeat the Booty Warrior]].
** By the end of "Pretty Boy Flizzy", he seems to have grown more of a spine, [[spoiler:and resolved most of his marital hang-ups with Sarah]].
* EvenTheGuysWantHim: Much to his dismay.
* FreudianExcuse: The source of his PTSD-level phobia of prison rape comes from merely watching a movie about it as a kid, rather than actually experiencing it.
* TheFriendNobodyLikes: To a lesser extent than Ruckus, but his straight-laced and needy demeanor has occasionally made the Freemans reluctant to deal with him.
* HenpeckedHusband: He feels very insecure around his wife, who in turn feels frustrated by his submissive behavior.
* InelegantBlubbering: Whenever he's forced to confront his fear of prison. A manly crier he is not.
* IntergenerationalFriendship: With Robert and Huey. And [[DependingOnTheWriter sometimes]] with Ruckus.
* IvyLeagueForEveryone: It's mentioned that Tom once attended an UsefulNotes/IvyLeague university (either Harvard in the comics, or Princeton in the show), where he played on the men's basketball team, and of course graduated with a law degree.
* LovableCoward / NervousWreck: He cries and panics very easily, especially when it comes to marital problems or his phobia of rape.
* MeaningfulName: ''Tom'' as in Uncle Tom, due to his status as TheWhitestBlackGuy. ''[=DuBois=]'' from W.E.B. [=DuBois=], as he's a prominent upper-class black man with an [[IvyLeagueForEveryone Ivy League education]].
* NiceGuy: He's usually a pleasant neighbor and family man.
** BewareTheNiceOnes: Although over the course of the series, he does grow more irritable due to all the shit that happens to him.
* NWordPrivileges: Averted, as he and his daughter are the only members of the black cast who don't say "nigga".
** But of course Stinkmeaner has no problem with the word, so while controlling Tom's body, he embarrasses him by making him drop some N-bombs out loud in a courtroom.
* OnlySaneMan: Besides his extreme phobia of rape, Tom is relatively saner and more normal than a lot of other men in the show. Especially compared to guys like [[ManChild Robert]] or [[BoomerangBigot Ruckus]].
* PrisonRape: He has an obsessive and paranoid phobia of going to jail and getting anally raped. The result is that he tries to avoid committing any kind of crime no matter what. The cost is that his wife is too sexually frustrated as a result.
* ProperlyParanoid: In "A Date With The Booty Warrior", the moment he decides to visit prison, he really is being stalked by a deranged rapist! [[spoiler:Fortunately, Tom manages to ''literally'' save his own ass from the Booty Warrior during a fight.]]
* RedOniBlueOni: Tom is the Blue to Robert and Huey's Red.
* StrawCharacter: He and his wife are stereotypical clueless moderate liberals. Although they almost split in one comic arc, because he voted for Al Gore instead of Ralph Nader like Sarah did.
* WhereDaWhiteWomenAt: In the comics, he is stated to have only dated white women, eventually marrying Sarah. While talking to her about his preference in women, he even [[TropeNamer quotes the famous line word-for-word]] from ''Film/BlazingSaddles''.
* TheWhitestBlackGuy: Sometimes Huey forgets to count Tom as a black man.
* WouldntHitAGirl: Which puts Tom at odds with Slickback and Flizzy. He wouldn't even strike back at one of Slickback's hookers in self-defense.

!!Sarah [=DuBois=]
-->'''Voiced by:''' Jill Talley

A white woman, who is Tom's wife and Jazmine's mother. Her marriage with Tom gets strained because of politics (in the comics) and his phobia of rape (in the show).
* AllGirlsWantBadBoys: She wishes that Tom was more assertive and dominant, and less of a pushover and wimp.
* ArtEvolution: Her hair was originally straighter and shorter.
* BerserkButton: Her husband's lack of assertiveness and masculinity. Hell, she even once threw a pillow at Tom for ''[[ApologizesALot apologizing to her]]''.
* {{Fangirl}}: Of Music/{{Usher}}, UsefulNotes/BarackObama, and [[{{Expy}} Pretty Boy]] [[Music/ChrisBrown Flizzy]].
* [[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.
* MasculineGirlFeminineBoy: Sarah and Tom respectively. While Sarah isn't a tomboy by any means, she would at least seem so in comparison to her very unmasculine husband. She's frustrated that he isn't the dominant spouse.
* MoeStare
* ThePiratesWhoDontDoAnything: Sort of. In the comic strip she's also an attorney like Tom, but in the TV series she seems to just be a housewife.
* 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.
* StrawCharacter: She and her husband are stereotypical clueless moderate liberals. Although they almost split in one comic arc, because she voted for Ralph Nader instead of Al Gore like Tom did.
* 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).
** JerkWithAHeartOfGold: But at the end of the episode, she apologizes to Tom for pushing him around earlier.
* [[WhereDaWhiteWomenAt Where Da Black Men At?]]: In the comics, she is stated to have only dated black men, eventually marrying Tom. She's still openly attracted to other black men, much to Tom's dismay.
* YourCheatingHeart: Subverted. Although Sarah flirts with other men (Usher, Obama, Flizzy) in front of Tom, she never actually commits adultery.

[[folder:Recurring Characters]]
!!Colonel H. Stinkmeaner
-->'''Voiced by:''' Cedric Yarbrough

An old and blind black man with a sadistic sense of humor. He starts a legendary blood feud with Robert Freeman, which results in his accidental killing of Stinkmeaner during a street fight. Afterwards though, Stinkmeaner escapes from Hell and haunts Robert as a ghost. Later, Stinkmeaner's acquaintances and even his clone also come for revenge.
* AnAxeToGrind: He uses one while in Tom's body to try to kill Granddad.
* AssholeVictim: When Granddad accidentally kills him. Lampshaded when Huey states that the world is probably better off without him, even though the Freeman family mourn him anyway.
* AxCrazy: At first Stinkmeaner was more of a nuisance than a real threat, but after [[RoaringRampageOfRevenge his ghost returns to haunt Robert]], he's actually kind of frightening. Especially when he's [[AnAxeToGrind holding a literal ax to attack Robert with]].
* BackFromTheDead: Sort of happened once when he possessed Tom, but now Season 4 has confirmed that he is indeed back ''again'' via cloning.
* {{Badass}}: Well sort of...
** BadassGrandpa / HandicappedBadass: Subverted in his first appearance. When Stinkmeaner trips Robert and beats him with his cane, Huey assumes that he must be some kind of [[DisabilitySuperpower blind yet talented martial artist]]. It turns out that Stinkmeaner was just lucky that time, as during the second fight he stood no chance at all against Robert.
** TookALevelInBadass: However while Stinkmeaner was damned in Hell, he ''literally'' took TrainingFromHell and learned how to fight an army of demons. The Devil was so impressed that he releases him from Hell for revenge. So when Stinkmeaner's ghost possesses Tom's body, thus regaining youthful prowess and the ability of eyesight again, he proves to be more than a capable threat to the Freemans.
* BedTrick / NotRightInTheBed: While Stinkmeaner was possessing Tom, he took advantage of it by [[WhereDaWhiteWomenAt having sex with Sarah]], who was oblivious yet enthusiastic about her husband's strange behavior.
* BigBad: Of the Stinkmeaner / Nigga Moment episodes, particularly "Granddad's Fight" and "Stinkmeaner Strikes Back".
** BiggerBad: He's the man behind the Hateocracy (from "Stinkmeaner 3: The Hateocracy") and his clone (from "Stinkmeaner: Begun the Clone War Has"), although he no longer plays an active role in those episodes.
* BlindBlackGuy: He became blind due to cancer in his adolescence, but he didn't consider it a big loss, because he never appreciated looking at beautiful sights such as sunsets and rainbows.
* 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...
* CatchPhrase:
** "[[ThisIsForEmphasisBitch BITCH-ASS]] [[NWordPrivileges NYUKKA]]!"
** "[[BigYes OH YEAH]]!"
* DemonicPossession: Stinkmeaner's ghost rises out of Hell to possess Tom, ready for revenge on the Freeman family. And later, Ruckus and the Freemans attempt an exorcism on him.
* TheDeterminator: Not even death could end Stinkmeaner's Nigga Moment! The only thing that can stop it is [[spoiler:peace]].
* DidYouJustFlipOffCthulhu: Stinkmeaner called {{Satan}} himself a "bitch-ass nigga".
* DrivesLikeCrazy: [[SarcasmMode In his defense]], have you tried driving while blind?
* EvilCripple: He doesn't care that driving while blind may endanger innocent people.
* EvilIsHammy / LaughablyEvil: He may be one of the biggest assholes around, but he sure is hilarious to watch.
* EvilOldFolks / GrumpyOldMan / ScrewPolitenessImASenior: Though he was just as nasty when he was young.
* ForTheEvulz: The sole motivation behind his ''very breathing''.
* GoodIsBadAndBadIsGood: He believes that witnessing bad things happening to others is what makes life worth living.
* {{Gonk}}: Not as ugly as Ruckus, but still ''pretty ugly''.
* [[HatesEveryoneEqually Hates Everyone Almost Equally]] / MisanthropeSupreme: Stinkmeaner is a misanthrope who hates everybody, including people of all races, [[BoomerangBigot but black people especially]]. And the closest thing that Stinkmeaner ever had to a circle of friends were the Hateocracy, but he admits that he only hated them slightly less than everyone else.
* HellOfATime / TrainingFromHell: ''Literally''. Stinkmeaner doesn't seem to be very bothered by his eternal damnation, and in fact he enjoys spending his time in Hell by learning martial arts, beating up lots of demons, and preparing for his revenge on Robert Freeman. He at least finds Hell to be preferable over [[FateWorseThanDeath jail]].
* InteractiveNarrator: Stinkmeaner, [[RuleOfFunny from the dead]], quickly steals the narrator role from Huey in "Stinkmeaner 3: The Hateocracy".
* {{Jerkass}}: The biggest example in the series. He puts Ed Wuncler to shame.
* NoIndoorVoice: He frequently yells at the top of his lungs.
* NWordPrivileges: Though he often pronounces "nigga" as "[[FunetikAksent nyukka]]".
* OurGhostsAreDifferent: Stinkmeaner appears as a vengeful spirit in "Stinkmeaner Strikes Back".
* ThePowerOfHate: He owes his long life to his "love of hatred". It's also what allows him to return ''from the afterlife'' to continue his Nigga Moment. However, it turns out that the only way to exorcise Stinkmeaner's ghost out of Tom is [[spoiler:tricking Stinkmeaner into bonding with Ruckus over their shared {{Boomerang Bigot}}ry; because a Nigga Moment will end should it turn peaceful]].
* RoaringRampageOfRevenge: When Stinkmeaner's soul escapes from Hell, he plans to get back at Robert by murdering him, but first he trolls a lot of people along the way.
* {{Sadist}}: He lives for making others suffer.
* TheSociopath: While narrating his backstory, Huey makes it clear that Stinkmeaner was always rotten and never cared about other people.
* {{Troll}}: What he does for a living.
* WouldHurtAChild: He had no problem fighting Huey and Riley when they tried to exhort his spirit out of Tom.
-->'''Stinkmeaner:'' You're never too little to get your ass whooped!

!!Edward "Ed" Wuncler I
-->'''Voiced by:''' Creator/EdwardAsner

Ed Wuncler I is the wealthiest businessman in Woodcrest. [[CorruptCorporateExecutive Not surprisingly, his greed and amorality are insatiable.]]
* AristocratsAreEvil: His family has controlled Woodcrest since the 19th century, maintaining a tight economic and political stranglehold on the city.
* BadBoss: Not surprisingly, he treats his employees like crap.
** He arbitrarily fired the entire staff of a restaurant, except for the illegal immigrants from Mexico.
** He proudly exploits child labor, whether it's outsourced to a foreign sweatshop, or even Jazmine's lemonade stand at home.
** He orders the murder of a kickball referee, because he accepted bribes from the Chinese team instead of Wuncler himself.
** And he almost got Dan the security guard murdered, as part of a convoluted plot to profit from his death.
* BaldOfEvil: Partially bald, but close enough.
* BigBad: Due to being the most socially powerful villain in the show, although he's only the antagonist of some few episodes.
** BiggerBad: Well he is the man behind his son and grandson, who are also crooks just like him.
* BitchInSheepsClothing / FauxAffablyEvil: He can be very polite when he needs to be, especially to Robert Freeman. But he still has zero qualms about cruelly manipulating other people for his own greed.
** The best example of this is when he tricks Jazmine into selling her lemonade stand to him, while promising her a pony. He then orders her to work like a sweatshop laborer, while using loopholes to avoid paying his end of the bargain.
* TheChessmaster: While most of the other villains are crazy and/or stupid, Ed I is very clever and cunning.
* ConMan: Wuncler has no problems with simple dishonesty, such as in "The Block Is Hot" when he tricked Jazmine into selling lemonade for him with an empty promise of a pony.
* CorruptCorporateExecutive: He owns most of Woodcrest, including the authorities.
* DeadpanSnarker: Ed I is a master of [[{{Jerkass}} mean-spirited]] sarcasm and sardonicism.
* DoesThisRemindYouOfAnything: His business tactics in "The Itis" are deliberately played as using drugs and crime to drive down property values on desirable locations.
* EnemyMine: In "The Red Ball", Huey has no choice but to accept Wuncler's offer to become the captain of the Woodcrest kickball team and recruit other players, as Wuncler betted most of the real estate in Woodcrest (including the Freeman house) to his business rival Long-Dou from Wushung, China.
* EvilOldFolks: Old enough to have an adult grandson.
* EvilPlan: Hatches a few, usually involving money.
* FatBastard: He personifies the "fat cat capitalist".
* {{Greed}} / 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?
* 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 very proud of them. Hell, he had no problem with hurting a little girl's feelings.
* KarmaHoudini: [[spoiler:You know you're one when even '''the President''' ''personally phones'' the agent holding you at gunpoint to tell him to stand down.]]
* LoopholeAbuse: He refuses to give Jazmine the pony he promised, and sticks her with a $300 bill, despite Jazmine selling more than enough lemonade cups than they agreed on; due to subtracting the money it took to build her new stand, marketing and promotion, the lemons, cups, umbrellas, straws, and even the gas that was used to drive Wuncler back and forth from her cut.
* MeaningfulName: His name refers to the Once-Ler from Creator/DrSeuss' ''Literature/TheLorax'', who was just as greedy as he is.
* MorallyBankruptBanker: He owns the bank that holds the loan on the Freemans' house (and apparently most of the other real estate in town as well).
* PoliticallyIncorrectVillain: He dislikes Arabs and Muslims. Possibly subverted when it comes to any other ethnicities; he's not really racist towards them, just a greedy old man.
* [[ScrewTheRulesIHaveConnections Screw The Rules, I Have Connections]] [[ScrewTheRulesIHaveMoney and Money!]]: His family is stated to have easily bribed the [[DirtyCop local police department]]. And they even have immunity from the ''federal government''.
* TheSociopath: He will do anything to get more cash, other people be damned. He's done everything from cheating people out of money, ''to conspiring to murder them''.
** Also after [[spoiler:Jack Flowers abducts Ed III at gunpoint]], Ed I seemed rather [[BystanderSyndrome disturbingly apathetic]] about [[spoiler:his own grandson's well-being]].
--> '''Ed I:''' [[spoiler:Why don't you just shoot him?]]
* StrawCharacter: Some of his rhetoric seems to be conservative/libertarian-based. Since he is a satiric characterization of Prescott Bush, it is kind of expected.

!!Edward "Ed" Wuncler II
-->'''Voiced by:''' Sam [=McMurray=]

Ed Wuncler II is the son of Ed I, and father of Ed III. The main antagonist of the Season 4 story arc, he's a {{loan shark}} who only worsens Robert's bankruptcy.
* AnAxeToGrind: He tries to cut off Huey's legs with an ax to make a public example out of him.
* AxCrazy: Between his short and volatile temper, and being implied to have stabbed a debtor to death in a fit of rage, he's fairly unstable; and unlike most of the humorous sociopaths on the show, [[KnightOfCerebus it's rather scary to watch]]. Hell, near the climax of "Freedomland", we see him when he's [[AnAxeToGrind literally holding an ax]], [[WouldHurtAChild planning to cut the foot off a little boy with it]].
* BigBad: Of the Season 4 story arc.
* BitchInSheepsClothing / FauxAffablyEvil: Barely hides his malice toward his debtors behind a smile, and is implied to kill those who 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.
* BerserkButton / HairTriggerTemper: Do not owe him money. He has been known to kill people for that.
* CompositeCharacter: Ed II possesses the business-driven attitude and mannerisms of his father. He also possesses characteristics of his son, such as engaging in petty thievery, and a tendency to commit impulsive acts of violence.
* ConMan: Wuncler easily tricks Robert into signing contracts that further increase his own debt.
* CorruptCorporateExecutive: Like father, like son.
* DisposingOfABody: Leaves one in the Freemans' garage, and implies this is the type of work that Robert Freeman will do for him.
* TheDragon: As the second-in-command of the family business, although his dad only played one minor role in the Season 4 storyline.
* EqualOpportunityEvil: Sort of, in his own twisted way. The Freedomland slaves consist of both black and white people.
* EvilerThanThou: Actually manages to be ''worse'' than his father in Season 4. His business practices, such as forcing people in debt to him to sign themselves into slavery, makes anything Wuncler Sr. did look like a Girl Scout troop by comparison. He doesn't even care that much about collecting his debts; he just likes having people indebted to him.
* FalseFriend: He comes across as everyone's friend, even though he fully plans to manipulate them to the max. He often [[BatmanGambit acts disappointed when his "buddies" fail, when he secretly has planned for things to go this way.]]
* TheGhost: Played with. Ed Wuncler II's existence was implied because Ed Wuncler III was Ed Wuncler I's biological grandson. However, he finally makes an appearance in Season 4.
* IndenturedServitude / MadeASlave: He makes his debtors sign away their freedom to serve him, forcing them to role-play as slaves in Freedomland, a theme park modeled after a 19th century plantation.
* {{Jerkass}}: Being a Wuncler after all, this should come off as no surprise.
* KarmaHoudini: [[spoiler:The most karma that Ed II receives is getting kicked in the face by Huey, who then succeeds in destroying Freedomland. But otherwise, Wuncler managed to escape without long-term consequences.]]
* KnightOfCerebus: Even in a {{black comedy}} like this show, Ed II's evil behavior is rarely ever {{played for laughs}}. He is presented as being very menacing, and his homicidal tendencies are treated as {{nightmare fuel}} in-universe.
* LoanShark / MorallyBankruptBanker: He comes toward financially vulnerable people such as Robert Freeman and offers to "help" them out, only to make them owe even more money than before.
* TheMafia: In contrast to his son's wannabe street gangster attitude, Ed II acts more like a "made man", showing up to places in a white suit and committing crimes well-associated with the mob such as extortion, loan sharking, and financial blackmail.
* NWordPrivileges: Gives himself these, since he's a Wuncler.
-->'''Ed II:''' Robert Freeman, my nigga! Can I say that? Yes, I can!
* [[ScrewTheRulesIHaveConnections Screw The Rules, I Have Connections]] [[ScrewTheRulesIHaveMoney and Money!]]
* TheSociopath: And he's an even worse one than his father. He's committed similar crimes with even more ruthless execution.
* WhiteGangBangers: Though more like a mobster and less like a street gangster.
* WouldHurtAChild: He had no problem with trying to slice off Huey's legs, simply for opposing his slavery park.

!!Edward "Ed" Wuncler III
-->'''Voiced by:''' Charlie Murphy

Ed Wuncler III is the youngest (and dumbest) member of the Wuncler family. After returning from the [[UsefulNotes/WarOnTerror Iraq War]], he and his best friend Gin Rummy commit a series of petty crimes.
* AmbiguouslyBi / [[AmbiguouslyGay Gay]]: Although Ed likes women, his friendship with Rummy sometimes comes off (accidentally) looking like a gay romance. This was lampshaded by Riley.
* AxCrazy: He's prone to impulsive outbursts of violence, often at the wrong times.
* 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?!"
** "KIYAAA, [[ThisIsForEmphasisBitch BITCH]]!!" (Whenever he's about to kick a door in)
* ChuckCunninghamSyndrome / WhatHappenedToTheMouse: He's last seen in the Season 3 finale "It's Goin' Down", which had a rather ambiguous ending. He's nowhere to be seen or heard from in Season 4.
* ComedicSociopathy / LaughablyEvil: Due to a combination of being recklessly malicious, yet also stupidly incompetent.
* [[EvilRedhead Evil and]] FieryRedhead
* FailedASpotCheck: Ed takes this to truly impressive levels.
** While trying to kidnap Oprah, Ed assaults the wrong bookstore and mistakenly takes Maya Angelou, even though one had a large crowd 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.
* HeterosexualLifePartners: He's best friends with Gin Rummy. Although the "heterosexual" part [[AmbiguouslyGay might be questionable]].
* IdiotHoudini / KarmaHoudini: Due to his grandfather's protection, he is practically untouchable to law enforcement.
** [[spoiler:But this is possibly subverted in "It's Goin' Down". In the ending, Ed III is last seen being taken away as a hostage by Jack Flowers. We don't know what happens to him afterwards.]]
* ImperialStormtrooperMarksmanshipAcademy: Despite being a war veteran, he's ''really bad'' at shooting. We only see him manage to shoot two people:
** A police officer in "A Date with the Health Inspector" (by accident, though he somehow survived).
** A mob enforcer in "The Fundraiser" (who may have actually been killed).
* {{Jerkass}}: Hoo boy. Though he's not ''quite'' as bad as his dad or granddad.
* MotorMouth: Nobody does rambling anecdotes quite like Charlie Murphy.
* NotSoHarmlessVillain: He may be a stupid and incompetent criminal, but that doesn't mean he's not dangerous, as he's still tried to shoot at people with lethal intent, and might have killed someone (see ImperialStormtrooperMarksmanshipAcademy above).
* NWordPrivileges: He and Rummy call each other "niggas" despite both of them being white.
* PocketProtector: His bulletproof vest and big "W" medallion has spared him from death on several occasions.
* PoliticallyIncorrectVillain: Ed III and Gin Rummy once tried to rob a Middle Eastern store owner, claiming he was a terrorist as an excuse. Although the shopkeeper and his coworkers retaliated by shooting at them with assault rifles, so this allegation may or may not have been true.
* PrettyFlyForAWhiteGuy / WhiteGangBangers: Despite being a rich white guy, he acts like a black gangster.
* PsychopathicManchild / SpoiledBrat: He's an overgrown rich boy who doesn't have a real job, and instead he just spends his time committing armed robberies.
** Also when angered once, he shot up his UsefulNotes/PlayStation2, before his butler replaced it with another [=PS2=].
* RunningGag: Will generally find some way to get shot in the chest (surviving due to his vest).
* [[ScrewTheRulesIHaveConnections Screw The Rules, I Have Connections]] [[ScrewTheRulesIHaveMoney and Money!]]
* SeinfeldianConversation: Which he [[LampshadeHanging hangs a lantern on]].
* StupidCrooks / StupidEvil: Ed and Rummy usually botch their crimes hilariously. [[NotSoHarmlessVillain They still prove to be menaces to society though.]]
* ThoseTwoBadGuys: With Rummy.
* TooDumbToLive: But he always survives because of his {{bulletproof vest}} and [[IdiotHoudini idiot immunity]].
* TriggerHappy: He's often itching to unload his gun on something.
* UpperClassTwit: A good example of how money doesn't buy class.
* VillainWithGoodPublicity: In "A Date with the Health Inspector", Ed and Rummy get away with robbing a convenience store, because it seemed that the owners were terrorists (or were mistaken for terrorists, it wasn't made clear who they really were). They were painted as heroes afterwards.
* WouldHurtAChild: He's willing to kidnap and torture a kid if someone asks him to do it.

!!Gin Rummy
-->'''Voiced by:''' Creator/SamuelLJackson

Ed III's best friend, a fellow Army veteran, and his partner in crime.
* AmbiguouslyBi / [[AmbiguouslyGay Gay]]: Although Rummy likes women, his friendship with Ed sometimes comes off (accidentally) looking like a gay romance. This was lampshaded by Riley.
* AxCrazy: He even exclaims during his debut in "A Date with the Health Inspector", that he'll shoot up an entire block and endanger countless lives, just to hunt down one man (the so-called "Xbox Killer"):
--> I'd be dead on his ass like [[Literature/{{Spenser}} Spenser For fuckin' Hire]]. I'll hunt him down and feed him his own testicles. And I'll do it in a jiffy. And I don't care if his mama there, his grandmama, innocent bystanders, little kids, baby-sitters, bill collectors whatever! I'll leave his whole block filled with hot brass if I have to. And you know why? BECAUSE I JUST DON'T GIVE A FUCK! ''(calm again)'' Y'all sure you don't want no breakfast? I got some English muffins and peach jelly.
* ChuckCunninghamSyndrome / WhatHappenedToTheMouse: Much like his best friend Ed III, he's nowhere to be seen in Season 4.
* ComedicSociopathy / LaughablyEvil: For similar reasons as Ed III.
* FeigningIntelligence: He tries to appear smarter than he actually is, such as his infamous "known unknowns" speech in "A Date with the Health Inspector".
* FourEyesZeroSoul: His glasses don't conceal the fact that he's a violent thug.
* HeterosexualLifePartners: He's best friends with Ed III. Although the "heterosexual" part [[AmbiguouslyGay might be questionable]].
* IdiotHoudini / KarmaHoudini: Due to being Ed III's friend, and Ed I's henchman, he gets immunity for his crimes.
** [[spoiler:But this is possibly subverted in "It's Goin' Down". We last see Rummy after Jack Flowers defeats him in a fight, followed by being taken away in Jack's car. What happens next is unknown.]]
* ImperialStormtrooperMarksmanshipAcademy: Despite being a war veteran, he's ''really bad'' at shooting, and we never see him kill anyone in gunfights.
* MurderIsTheBestSolution: When Robert is trying to solve his problems about his alleged son Lando, Rummy keeps suggesting to kill him.
* NotSoHarmlessVillain: On one occasion, we get to see him kidnapping and murdering a crooked kickball referee on Ed I's orders.
* NWordPrivileges: He and Ed call each other "niggas" despite both of them being white.
* PrettyFlyForAWhiteGuy / WhiteGangBangers: Despite being a rich white guy, he acts like a black gangster.
* PsychopathicManchild / SpoiledBrat
* [[ScrewTheRulesIHaveConnections Screw The Rules, I Have Connections]] [[ScrewTheRulesIHaveMoney and Money!]]
* SeinfeldianConversation: Which [[LampshadeHanging he hangs a lantern on]].
* SophisticatedAsHell
* TheStraightMan: Well he is slightly smarter than Ed, though that's really not saying much.
* StupidCrooks / StupidEvil: Ed and Rummy usually botch their crimes hilariously. [[NotSoHarmlessVillain They still prove to be menaces to society though.]]
* ThoseTwoBadGuys: With Ed.
* TooDumbToLive: But survives.
* TriggerHappy: He's often itching to unload his gun on something.
* UpperClassTwit: A good example of how money doesn't buy class.
* VillainWithGoodPublicity: See Ed III's example above.

!!Cindy [=McPhearson=]
-->'''Voiced by:''' Creator/TaraStrong

[[PrettyFlyForAWhiteGuy A little white girl obsessed with stereotypical black culture]]. In the comics, she tries to be friendly to Huey, but comes off as ignorant and annoying. In the show she becomes an exaggeration of herself, is more of a jerk, and befriends the like-minded Riley.
* 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 seems to be very cheery and enthusiastic about everything.
* ChildrenAreInnocent: In the comic strip only. She tries being nice to Huey, failing to realize that her wigger antics annoy him. She's also easily tricked by Riley, who takes advantage of her trusting nature.
* 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, becoming a recurring character in the second and third seasons. She's absent from the fourth season though.
* DefeatEqualsFriendship / FireForgedFriends: With Riley in the cartoon. Even though Riley broke Cindy into tears with a YoMomma routine to beat her at basketball, they seem to have become friends in later episodes.
* TheDitz / DumbBlonde: Not very bright in the comic, especially when it comes to racial matters. An early RunningGag had Riley use her as 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 like a gang leader. Amusingly, this changes the nature of her dynamic with Riley significantly.
* GenkiGirl / GirlyGirl: In the comics she is a lot more feminine, though in both cases she still likes hip hop music.
* GirlScoutsAreEvil: She runs her troop like a gang, selling Girl Scout cookies in an underhanded way. Later she helps Riley with his chocolate fundraiser in a similar manner. [[DoesThisRemindYouOfAnything The whole scheme spoofs the illegal drug trade]].
* 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 taunted by [[LondonGangster a man in a suspicious black limo]] is to chase him down with a baseball bat, for starters. She also [[GroinAttack knees a thug in the groin]].
* {{Pretty Fly for a White G|uy}}irl: Parodied.
* TokenWhite
* {{Tomboy}}: In the show. Here, she's a wannabe gangster who plays basketball. As mentioned above she is a Girl Scout, albeit still acting like a gangster.
* TookALevelInJerkass: In the TV series episode "The Fundraiser", where she harasses any competitors in the cookie or chocolate fundraisers.
* TroublingUnchildlikeBehavior: As seen in "The Fundraiser".

!!Otis "Thugnificent" Jenkins
-->'''Voiced by:''' Carl Jones

A not-very-bright gangsta rapper who moves into Woodcrest. Riley is his biggest fan. In Season 3, [[RichesToRags he becomes broke]] while his music career ends, so he then has to take a job as a UPS driver.
* [[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: In "The Fried Chicken Flu". Even after getting kicked out of Granddad's house, Otis [[EasilyForgiven doesn't hold any grudges about this]], [[spoiler:as he still managed to come to the rescue by using his van to ram the Neighborhood Militia bus off the road when they were chasing the Freeman and [=DuBois=] families]].
* CatchPhrase: "No homo."
* ChuckCunninghamSyndrome: He is absent from Season 4.
* ADayInTheLimelight: "Bitches to Rags".
* DrivesLikeCrazy
* EarlyBirdCameo: Kind of. That song "Booty Butt Cheeks" you hear throughout Season 1? He made that.
* {{Expy}}: Of Ludacris. If his actions aren't proof enough, there's also his hair. [[note]]It starts off as the same "Mickey Mouse" afro that Ludacris had at one point, and changes to the buzzcut Ludacris sports now.[[/note]]
* FallenOnHardTimesJob: His attempt to sell crack. Later he finds work as a UPS van driver and postman.
* FeigningIntelligence: He unsuccessfully attempts to seem smarter when he supports Barack Obama during the 2008 election. His lack of actual political awareness results in him getting humiliated by Bill Maher on national television.
* FireForgedFriends: 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.
* FunnyAfro: He has one until "Bitches to Rags".
* GeniusDitz: Maybe. It turns out that Thugnificent has a college degree, although he chose a career as a "professional buffoon" in hip hop music. Later when he's no longer a rapper and he goes bankrupt, he tries applying for a white-collar job, but he's rejected for unprofessional behavior.
* 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: 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, and later with Robert.
* 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 a record producer for help with his failing career, and instantly got it just from simply asking. The thing though is that 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.
* NWordPrivileges: Being a black rapper after all.
* [[RagsToRiches Rags to Bitches]]: He grew up in the [[WretchedHive shantytown of Terra Belle, Georgia]]. But then he became a millionaire rapper.[[note]]"[[{{Pun}} Rags to Bitches]]" is the name of one of his albums.[[/note]]
** [[RichesToRags Bitches to Rags]]: He's a good showman but due to trying to preserve his image, [[RichInDollarsPoorInSense he's not the smartest when it comes to money]]. It ultimately derails his music career, though he adapts pretty well to relative poverty again.[[note]]"[[{{Pun}} Bitches to Rags]]" is the name of the episode in which this happens.[[/note]]
* TheStoner: In "Mr. Medicinal", he recommends marijuana to Robert, and also introduces him to a marijuana dealer.

-->'''Voiced by:''' Music/SnoopDogg

A friend of Thugnificent, and a fellow rapper of the Lethal Interjection Crew.
* SatelliteCharacter: He doesn't serve much of a role beyond being Thugnificent's friend.

!!Derrick "Flonominal" Cornish
-->'''Voiced by:''' Music/BustaRhymes

Another friend of Thugnificent, also a fellow rapper of the Lethal Interjection Crew.
* MyBelovedSmother: In "The Story of Thugnificent", Flonominal is extremely distressed when his mother calls to chastise him for his part in the "Eff Grandad" debacle.
* NoSuchThingAsHR: To build on Thugnificent's NiceJobBreakingItHero, there was logically nothing stopping Flo from contesting his termination due to the extremely flimsy guilty by association pretense.
* SatelliteCharacter: He doesn't serve much of a role beyond being Thugnificent's friend.

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

Yet another friend of Thugnificent, and also counted as part of the Lethal Interjection Crew, although he's not a rapper.
* BigDamnHeroes: With Thugnificent in "The 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 who 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," [[LiteralMinded 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.
* KindHeartedSimpleton: Leonard isn't too swift, but he is a rare character in this show who consistently puts the needs of others over his own.
* 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
* SatelliteCharacter: He doesn't serve much of a role beyond being Thugnificent's friend.
* {{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.

!!Betty von Heusen
-->'''Voiced by:''' Marion Ross

An elderly white woman who's in charge of the local neighborhood watch, along with a pro-gun interest group.
* CrazySurvivalist / RightWingMilitiaFanatic: Betty von Heusen is known for owning many firearms, and she has twice tried to turn the neighborhood watch into a "militia":
** In "Thank You for Not Snitching", after a series of home burglaries committed by Ed Wuncler III and Gin Rummy, she becomes a militarized vigilante and tries to hunt down the culprits herself.
** Later during the titular outbreak of "The Fried Chicken Flu", von Heusen and other neighbors learn that the Freeman family and their friends are hoarding emergency supplies, so they form a bandit gang and attempt to rob the supplies from them.
* [[GrumpyOldMan Grumpy Old Woman]] / ScrewPolitenessImASenior
* {{Jerkass}}: She's always a nasty curmudgeon when she appears.
* RacistGrandma: In "The S-Word", Betty and some other old white people went on an armed pro-gun protest. They clashed with Rollo Goodlove's black protesters, shooting at their direction and calling them "niggers"; which Rollo sees as an opportunity for a juicy lawsuit.
* StrawCharacter: A caricature of NRA Republicans.

!!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

[[ExactlyWhatItSaysOnTheTin A Pimp Named Slickback]]. He's a firm believer of a sexist outlook on life. He first appears as the boss of a prostitute named Cristal. He later offers Tom his own twisted advice about marriage problems.
* BerserkButton / HairTriggerTemper: He throws a hissy fit if anyone calls him "Slickback". He also reacts to his hookers' indiscretions by slapping them.
* CatchPhrase: "I'm ''A Pimp Named'' Slickback."
* CoolShades: Tinted purple to match his suit, even.
* DeadpanSnarker
* {{Expy}}: He's based on Katt Williams' character "Money Mike" in the ''Film/{{Friday}}'' film series.
* FullNameBasis / InsistentTerminology: He hates it when people shorten his title to just "Slickback", insisting that one must say the whole name, including the "A Pimp Named" part.
* {{Jerkass}}: He IS a pimp after all.
* KarmaHoudini: He is rich and successful due to running an abusive prostitution ring. And he's still doing well.
* LeanAndMean
* OnlyInItForTheMoney: Everything he does is motivated by money (and sex of course).
* OnlyKnownByTheirNickname: "A Pimp Named Slickback" isn't a real name is far as we know.
* PimpDuds / PurpleIsPowerful: Wears a purple suit, like any cliched pimp would.
* SmokingIsCool: He smokes. He's cool.
* StrawMisogynist: But would you expect any better from a pimp?
* WouldHitAGirl: A Pimp Named Slickback regards this as normal and something every man should be doing as often as is necessary, putting him at odds with Robert and Tom who both WouldntHitAGirl.
** In his first appearance Slickback tries to smack Cristal, only to be stopped by [[BigDamnHeroes Robert]] pulling away his hand with his belt lasso.
** Slickback's reaction when Tom refuses to consider hitting Sarah:
---> '''Slickback:''' It's okay, Tom. We all got phobias. Some niggas can't cross bridges, you can't go upside a bitch's head.

!!Butch Magnus Milosevic
-->'''Voiced by:''' Daryl Sabara

A bully who antagonizes Riley in "Shinin'", by stealing a chain necklace from him. Also cameos in "The Red Ball" (as part of the Woodcrest kickball team), and "A Date With The Health Inspector" (as part of a group of other suspended students touring the prison).
* TheBully: Obviously. His modus operandi seems to be beating down and robbing people blind.
** BarbaricBully: He's quite big, fat, ugly, and mean.
** RedHeadedBully: Has a head of orange hair.
* {{Delinquent}} / EnfanteTerrible: He's built up a well-earned reputation as this around town.
* FatBastard: His tubby physique easily protects him from little Riley's weak punches.
* {{Jerkass}}: Needless to say.
* MeaningfulName / NamesToRunAwayFromReallyFast: His surname probably refers to [[https://en.wikipedia.org/wiki/Slobodan_Milosevic Slobodan Milosevic]], a late President of UsefulNotes/{{Serbia}} who was accused of committing war crimes during UsefulNotes/TheYugoslavWars.
* MightyGlacier: This appears to be his fighting style. He only has to land a few blows to bring Riley down, and they don't have to be particularly fast; Riley's not as good at ducking and waving as he thinks he is.
* MegatonPunch: Hence his nickname, "One-Punch Butch".
* StoutStrength: Butch can easily overpower adults; as demonstrated when he knocks down a [[HollywoodNuns Catholic school nun]], a [[DrillSergeantNasty boot camp instructor]], and Flonominal.
* TroublingUnchildlikeBehavior: He's such a big troublemaker, that not even a threat of being sent to boot camp would change him.

!!Rev. Rollo Goodlove
-->'''Voiced by:''' Cee-Lo Green

A black liberal activist who seems to be more interested in money and publicity, instead of actually advancing any causes. Appears in "The S-Word", "The Hunger Strike", and "The New Black".
* AngryBlackMan: Though he seems to be exaggerating quite a bit of that anger on purpose.
* AttentionWhore: Oh yeah.
* {{Expy}}: An unflattering lampooning of Al Sharpton and Jesse Jackson.
* FatBastard: He's not exactly a {{jerkass}}, but he's still kind of annoying to other people.
* NWordPrivileges: "The S-Word" is about Rollo helping out Robert and Riley in their attempt to sue the school district, because Riley's teacher Mr. Petto had said "nigga"; even though Riley, Robert, and Rollo all use that word casually; and Petto was simply copying Riley's words without malice, and tried to apologize afterwards.
* StrawCharacter: He's depicted as a straw liberal who launches a lot of bogus protests for money and publicity.
** StrawHypocrite: Besides the problem with his NWordPrivileges as stated above, Goodlove once helped out with Huey's protest against Creator/{{BET}}, only to end it by getting his own sitcom on that same channel.
* WhereDaWhiteWomenAt: He's attracted to Ann Coulter (who in this universe, only pretends to be a right-wing firebrand).

!!Frederick "Gangstalicious"
-->'''Voiced by:''' Mos Def

Riley's other favorite rapper, who also happens to be a closet gay man.
* ArchEnemy: Has a feud with rival rapper Eat Dirt that turned violent.
* ArmoredClosetGay: Gangstalicious keeps denying that he's homosexual, despite increasingly obvious hints that he is.
* BrokenPedestal: Subverted, as Riley says that he's telling "their stories."
* 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.
* {{Gayngster}}: Gangstalicious was once in love with a street thug, but their break-up turned violent. Fortunately, his ex-boyfriend was very bad at trying to murder him.
* JerkassFacade: 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]].
* StraightGay: He tries to put on a tough guy gangster image, at least at first...
** CampGay: But in his second appearance, he starts to display some homosexual stereotypes. For example his homoerotic "Homies Over Hoes" song and music video, and he also promotes a fashion line of very feminine-looking clothing, which his fans are completely oblivious to.
* YouAreTheNewTrend: After his extremely successful "Homies Over Hoes" single drops, a lot of his fans start buying from his ridiculous new fashion line.

!!The White Shadow
-->'''Voiced by:''' John C. [=McGinley=]

Huey's nickname for a federal agent who seems to be stalking him. Is he real, or imaginary? He seems to know everything about Huey. He appears in "The Real" and "It's Going Down".
* CoolShades: Being a federal government agent, the White Shadow wears a pair of sunglasses, which he claims is to imitate his idol Creator/BillCosby.
* FriendlyEnemy: He may be a creepy spy, but he's polite to Huey and offers him advice.
-->'''White Shadow:''' Just because I tape your phone conversations and monitor your emails, doesn't mean we can't be friends.
* MaybeMagicMaybeMundane: It hasn't been revealed just who or what the White Shadow actually is. Only [[ConspiracyTheorist Huey]] has seen and heard him, making him wonder if the Shadow is just a paranoid hallucination.
* TheMenInBlack: The White Shadow's job is to monitor Huey, but he has nothing to do with covering up the paranormal, though he certainly has the appearance.
* NoNameGiven: Huey just gives him the nickname "the White Shadow".
* TheSchizophreniaConspiracy: In "The Real", Huey concludes that he's either crazy, or that the government is trying to make him think he's crazy.
* SpiritAdvisor: In "It's Goin' Down", 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. This could hint that he's a real man and not an illusion.

!!Bushido Brown
-->'''Voiced by:''' Cedric Yarbrough ("Let's Nab Oprah"), Creator/MichaelJaiWhite ("Stinkmeaner 3: The Hateocracy")

A legendary swordsman, martial artist, and professional bodyguard. He was hired by {{Oprah Winfrey}}, and later by Robert Freeman.
* AfroAsskicker: He looks like a 1970s {{Blaxploitation}} movie protagonist.
* ArrogantKungFuGuy: ''Very'' arrogant.
--> '''Robert:''' Did you just tell me to wipe your ass?
* AwesomeMcCoolname
* {{Badass}} He can back up his arrogance.
** MemeticBadass: InUniverse, his reputation is greatly exaggerated. He's still quite possibly the best fighter on the show. He's also one of two notable characters in the whole show to have fought in the Kumite ([-[[RunningGag HU-CHYA!]]-]).
* {{Expy}}: Of 1970s actor / martial artist [[http://en.wikipedia.org/wiki/Jim_Kelly_%28martial_artist%29 Jim Kelly]].
* FullNameBasis / InsistentTerminology: Grand''master'' Bushido Brown.
* {{Jerkass}}: In addition to being an egotist, he charges Robert ridiculously high fees, and forces him to buy things for him.
* NominalHero: He won't help anyone out of generosity.
* OccidentalOtaku: Aside from the obvious, his demands in return for protecting the Freemans include large amounts of sushi, a Kobe beef steak, and one of those "Japanese butt-cleaning toilets".
* OnlyInItForTheMoney: He's a professional bodyguard who demands a high paycheck if you need to hire him.
* [[spoiler:OffWithHisHead: He loses his head when fighting the Hateocracy.]]

-->'''Voiced by:''' Marlin Hill

The current President of the United States. His election is the focus of "It's A Black President, Huey Freeman", and he also cameos in "The Fried Chicken Flu" and "It's Goin' Down" (voice only).
* CelebrityResemblance: Barack Obama is noted to look a lot like Tom [=DuBois=], except the former is more wealthy, powerful, and attractive. It would explain why Sarah voted for him.
* EmergencyPresidentialAddress: Parodied in "The Fried Chicken Flu", where all President Obama was talking about during the crisis is how he's perfectly safe in the White House bunker, not bothering to hide that things won't be so okay for the common people.
* HypeBacklash: In-universe example: liberal Democrats are enthusiastic about the first African-American President, while conservative Republicans such as Ruckus are unhappy about him, and Huey is totally apathetic about the whole election.
** Among the people shown supporting Obama (Robert, Riley, Tom, Sarah, Thugnificent, etc.), they all seem disappointed for various reasons (except for Sarah, who is pleased by Obama's charm alone).
* ObstructiveBureaucrat: [[spoiler:He calls Jack Flowers to tell him that he can't arrest Ed Wuncler I.]]
* TakeThat: The show has a decidedly negative view of Barack Obama, depicting his campaign as being nothing more than one big hype machine full of shallow promises.
** And by extension, the Democratic voters (both black and white) who voted for Obama mostly because of his race and those aforementioned shallow promises.
** But the show also mocked Republican voters who were convinced that Obama was a "Socialist Muslim {{Antichrist}}" who would bring about America's downfall.

[[folder:Minor Characters]]
!!Psycho Star Wars Guy
A ''Franchise/StarWars'' fanatic who only appears in some early comic strips.
* AdaptedOut: Doesn't appear in the TV series. He wasn't even a regular for most of the comics' run.
* BasementDweller / ManChild: He lives with his parents without going to college or getting a job, is somehow entitled to an allowance, and he just spends his days camping outside of movie theaters in anticipation of ''Film/ThePhantomMenace'' and ''Film/AttackOfTheClones''.
* ChuckCunninghamSyndrome: He was unused after an appearance at a movie theater, waiting in line for ''Film/AttackOfTheClones''.
* 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 ''Star Wars''.
* {{Geek}} / {{Nerd}}: He even admits that the stereotypical demographic of ''Star Wars'' fans are white males who have no lives, [[SelfDeprecation such as himself]].
* LiteralAssKicking: Delivers one to Creator/GeorgeLucas at Huey's (joking) suggestion, as revenge for ''Film/ThePhantomMenace''.
--> '''PSWG:''' [[BondOneLiner May the force of my foot in your behind be with you, always]].
* LooksLikeJesus: Helped by having long hair, a beard, and walking around in a Jedi robe.
* SeriousBusiness: ''Star Wars''. Sometimes Huey sees eye-to-eye with him on this; sometimes not quite so much.

-->'''Voiced by:''' Tiffany Thomas

A prostitute whom Robert dated in "Guess Hoe's Coming To Dinner". She works for A Pimp Named Slickback.
* AmbiguouslyBrown: She has blonde hair and light skin, but speaks with an ebonic accent. Riley calls her a "fake-ass Music/MariahCarey".
* BigEater: She packs it away at the Red Lobster restaurant, and then asks for more food when she gets back to the Freeman house.
* GoldDigger: She dates Robert, because he's obviously way above her social class. A song called "Gold Digger" even plays in the background at one point.
* HookerWithAHeartOfGold: Maybe.
* InsistentTerminology: "Cristal, like the champagne."
* LazyBum: Huey and Riley complain about how she doesn't do any work around the house, instead just leeching off Robert's food and money.
* MsFanservice
* OnlyKnownByTheirNickname: "Cristal" might not be her real name. Huey notes that girls named after liquor are usually hoes.
* StatusQuoIsGod: [[spoiler:At first it seems that she takes Robert's advice to start a clean and honest life by getting an education and a real job, but instead she just runs back to Slickback, not knowing any different lifestyle.]]
* {{Streetwalker}}

!!Art Teacher
-->'''Voiced by:''' Creator/RobPaulsen

A painter who gives Riley some art lessons after he's caught spraying graffiti. Ironically, he helps Riley improve his graffiti skills by teaching him to paint cool murals on houses.
* AffablyEvil: [[spoiler:He's a soft-spoken criminal who jumps from being an accomplice to vandalism, to starting a {{car chase}} with the police, and he even shoots at them!]]
* {{Expy}}: Of [[http://en.wikipedia.org/wiki/Bob_Ross Bob Ross]].
* FunnyAfro: He's a white guy with a big blonde afro.
* HypocriticalHumor: He tells Riley that he doesn't like violence. [[spoiler:Apparently trying to shoot at the police doesn't count.]]
* NoNameGiven: He is only known as being Riley's art teacher.
* ShellShockedVeteran: According to rumor, he's a UsefulNotes/GulfWar veteran who had a nervous breakdown.

!!Moe Jackson
-->'''Voiced by:''' Mike Epps

An old friend of Robert, whom he knew from UsefulNotes/WorldWarII. Apparently not a good friend, as they split due to Moe's jerkiness and a dispute over a woman. Robert attends his funeral in Chicago.
* FakeUltimateHero: He tried to take credit for some of Robert's wartime medals and achievements.
* TheFriendNobodyLikes: It turns out that everyone who knew Moe had this relationship with him. Everyone is left wondering what they actually liked about him.
* {{Jerkass}}: His goofing around nearly got Robert killed in combat, and he just loved to mess around with everyone in general.
** JerkWithAHeartOfJerk: [[spoiler:In his video will, Moe promised something nice for Robert... which was just a jar of foam peanuts.]]
* PosthumousCharacter: Robert remembers him through flashbacks and a video will.
* ThePrankster / {{Troll}}: Not even his own impending death would end his capacity for annoying jokes and pranks.
* TheTapeKnewYouWouldSayThat: Parts of his video will include begging Robert to go through with his wishes, including a pleading glance made until the exact moment Robert agrees to them. [[spoiler:And a final laughing fit saved until ''after'' Robert received his "inheritance".]]

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

Luna is the antagonist of "Attack of the Killer Kung-Fu Wolf Bitch". She was briefly Robert's girlfriend, but she turned out to be a deadly martial artist who was emotionally unstable. She doesn't take his rejection well...
* AffablyEvil: Luna is friendly at first and she just wants to date Robert, until he dumps her due to his fear of her abilities. And then she has a VillainousBreakdown.
* AndShowItToYou: She ripped out somebody's heart back in the Kumite ([-[[RunningGag WA-TA!]]-]), all completed with this line:
--> [[MortalKombat '''FINISH HIM!''']]
* AxCrazy: ''Oh yes''. Especially, when she kidnaped and started torturing Robert.
* {{Badass}}: As a master of White Lotus Kung Fu, she once overpowered and killed a man much bigger than her. And she later beats the utter shit out of [[KungFuKid Huey]].
* BerserkButton / HairTriggerTemper: Any time she thinks that a man has wronged her somehow, whether it's physical or emotional abuse, or just being lied to.
* BloodKnight: She proudly recalls the time that she fought in the Kumite ([-[[RunningGag WHA-CHA!]]-]) contest and killed a man with her bare hands, which disturbs the Freemans.
* BrokenBird: Her past relationships has reduced her to this. Her friend Nichole does nothing to help.
* CuteAndPsycho: Despite her sexy appearance and overall nice demeanor, she's pretty unstable.
* CuteBruiser: Definitely. She once ripped a man's heart out with her bare hands.
* DarkActionGirl: See 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.
* DisproportionateRetribution: Like her mother, Luna was severely abused over the slightest things, whether the cooking was cold or 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: Her mother suffered from it at the hands of her [[AbusiveParents father]], and she would suffer the same from other boyfriends (before she met Granddad). Her father and one boyfriend (a [[TriadsAndTongs Hong Kong mob boss]]) would go berserk over ''fried chicken'':
--> '''[[AbusiveParents Luna's dad]] / [[TriadsAndTongs Kenny Wu]]:''' BITCH, THIS CHICKEN IS COLD! ''(slap)''
* FemmeFatale: Not by choice though.
* [[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]]."
* MeaningfulName: Luna is a lunatic. It also invokes the Moon, and her love of wolves.
* MediumAware: When she arrives at the Freeman's home, her [=MySpace=] photo appears beside her and she looks over at it.
* PoisonousFriend: She hangs on Nicole's every word, even if she tells her to kill Graddad, [[spoiler:or herself]].
* RaisedByWolves: She also owns ''fifteen'' of them.
* RapeIsASpecialKindOfEvil: After kidnapping Robert, she locks Huey and Riley inside their rooms, and threatens to butt-rape Robert with a broomstick if either of them made a sound. Robert immediately tells them to quiet down after this.
* 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 UsefulNotes/FidelCastro lie.
* StrawFeminist: Her best friend Nicole is convinced that there are no good (black) men. Her beliefs have also rubbed off on Luna.
* StepfordSmiler: First she's a pretty bombshell, then a dangerous psycho, until finally she's just a sad girl.
* 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: "I thought you were going to say that I was crazy and you didn't want to see me again ''like the others''."
* {{A Wolf|In Sheeps Clothing}} BitchInSheepsClothing: Robert certainly wasn't expecting a woman who turned out to be as insane as she was beautiful.
* VillainousBreakdown: Triggered by Robert [[BerserkButton lying to her]], she becomes [[AxCrazy violently angry]], but eventually just [[DespairEventHorizon breaks down into tears]].
* WomanScorned: She rose hell when she found out Granddad lied to her about attending UsefulNotes/FidelCastro's birthday party.
* {{Yandere}}: And ''how''.

!!Jericho Freeman
-->'''Voiced by:''' Cedric the Entertainer

A relative of Robert Freeman. Jericho and his branch of the family fled from New Orleans after Hurricane Katrina, only to move into Robert's house and shamelessly mooch off of him.
* ConMan: After mooching off of Granddad for a few months, he pretends that FEMA 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}}
* KarmaHoudini: Gets no comeuppance for leeching off Robert.
* LazyBum: He spends all of his time waiting for FEMA to pay for his life and family instead of going out and actually getting a real job.
* TheLoad
* LowerClassLout: He and his family are rather unflattering depictions of poor black people: lazy, uneducated, and having too many kids. Even ''Riley'' has a low opinion of them.
* 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.

!!Deborah Leevil
-->'''Voiced by:''' Debra Wilson

The evil CEO of the Creator/{{BET}} network, who plans to destroy black people.
* AxCrazy: Completely kill-crazy.
* BadBoss: She murders two members of her board of directors for pushing her BerserkButton.
* BerserkButton / HairTriggerTemper: If she suspects, even for an instant, that you're not being ''evil'' enough, she'll kill you very quickly.
* BigBad: Of the two-part BET saga at the end of Season 2.
* BoomerangBigot: She outright states that she wants to ''destroy'' her own race.
* CardCarryingVillain: She's only interested in green-lighting TV shows she deems to be ''evil'' enough.
* CorruptCorporateExecutive: She runs the BET network like a supervillain organization.
* EvilIsHammy / LaughablyEvil: She's a horribly sadistic woman who actively tries to destroy the health of her fellow black people, but she is so wildly over-the-top in her actions that it's hard not to laugh at her.
* EvilLaugh: She's got quite a sadistic laugh at that.
* {{Expy}}: A parody of real BET CEO [[http://en.wikipedia.org/wiki/Debra_L._Lee Debra L. Lee]] and [[Film/AustinPowers Dr. Evil]].
* InsistentTerminology: She claims that BET doesn't stand for Black Entertainment Television, but Black ''Evil'' Television. Not knowing this costed one of her show producers their life.
* {{Jerkass}}: You don't say?
* KarmaHoudini: [[spoiler:She is never seen again after killing one of the board members, and threatening to do the same to Wedgie if he doesn't give her an evil television show. [[CorruptCorporateExecutive Given her career]], [[ScrewTheRulesIHaveMoney it's unlikely she was ever punished]].]]
* ProfessionalButtKisser / [[YesMan Yes-Woman]]: She's a shameless kiss-up to her own boss, the President of Creator/{{Viacom}} (BET's parent company).
* {{Sadist}}: Especially shown when she murders one of her board members, [[SlasherSmile grinning]] and [[EvilLaugh laughing]] while the blood splashed over her face.
* SlasherSmile: She has two facial expressions: hateful scowling, and a psychotic grin that would make ComicBook/TheJoker proud.
* ViewersAreMorons: Deborah and her coworkers strongly believe in this concept, so they use BET to keep their audiences perpetually stupefied.

!!Wedgie Rudlin
-->'''Voiced by:''' Donald Faison

The President of BET. He produces a reality show starring Uncle Ruckus.
* BoomerangBigot: Why else would he give Ruckus a spotlight on TV?
* BystanderSyndrome: When Deborah has one of her employees executed, Wedgie seems [[EvenEvilHasStandards horrified]], but he doesn't intervene out of [[DirtyCoward fear for his own life]].
* CorruptCorporateExecutive: Not only is his boss one of these, but he kidnaps a geneticist and (tries to) torture him into "correcting" a DNA test, in order to trick Ruckus into thinking he's white again (Ruckus [[InterruptedSuicide almost killed himself]] over his black heritage, which would've ended the show prematurely).
* TheDragon: To Deborah Leevil. Though it seems that he continues working for [[BadBoss her]] under fear for his own life.
* {{Expy}}: He's a parody of Creator/ReginaldHudlin, who was (very briefly) an executive producer of ''The Boondocks'', before he became the president of BET.
* IvyLeagueForEveryone: He boasts about having a business degree from the [[WhiteAngloSaxonProtestant WASP]] [[UsefulNotes/IvyLeague Harvard University]], instead of "one of those [[http://en.wikipedia.org/wiki/Historically_black_colleges_and_universities historically black colleges]]".
* {{Jerkass}}: He fires someone for a trivial reason, and [[EvilIsPetty takes away his business lunch]].
* MotorMouth: He rambles on and on at meetings, and he even asks if he's speaking too quickly.
* ProfessionalButtKisser / YesMan: Likely the reason he was hired, because he doesn't dare question Deborah's crazy and evil schemes.
* ViewersAreMorons: Much like Deborah, he is also a firm believer of this idea.

!!Mr. Long-Dou
-->'''Voiced by:''' Sab Shimono

A wealthy businessman from Wushung, China. He tries to settle Ed Wuncler I's massive debt to him by gambling with the outcome of a kickball game between Woodcrest and Wushung; if Wushung wins, then Long-Dou will seize all of Wuncler's real estate in Woodcrest.
* AffablyEvil: He's very polite and well-mannered for an unscrupulous businessman; and unlike Wuncler, it is ''seemingly not'' [[FauxAffablyEvil an insincere facade]].
* ChinaTakesOverTheWorld / YellowPeril: Or rather, a Chinese businessman tries (and fails) to take over an American town.
* CorruptCorporateExecutive / TheGamblingAddict: He bets the financial fate of a city over a sports match. He also bribes the referee to allow his team to cheat.
* EvilOldFolks: He seems to be around the same age as Ed Wuncler.
* FriendlyEnemy / WorthyOpponent: He outright states that he respects Wuncler as a worthy rival.

!!Ming Long-Dou
-->'''Voiced by:''' Tiffany Espensen

Mr. Long-Dou's granddaughter, who has been trained as an expert kickball player. Ming was Huey's rival and opponent in a kickball game.
* AntiVillain: Subverted. She lies about being forced to play kickball so that Huey would go too easy on her.
* LittleMissBadass: Ming is not TheNatural like Huey, but her lesser talent has been painstakingly trained to do one thing: win at kickball.
* NotSoDifferent: Invoked. Ming manages to psych Huey out for a time by exploiting this trope.
* SeriousBusiness: Her entire life, her function, is kickball.
* 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.

!!Jimmy Rebel
-->'''Voiced by:''' Nick Jameson

A white nationalist country singer known for almost exclusively recording anti-black music. Much to his surprise ([[DramaticIrony but not ours]]), his biggest fan is [[BoomerangBigot a black man named Uncle Ruckus]]. The two become close friends anyways.
* AesopAmnesia: In the end, Jimmy states that he's not as racist as he used to be, and wants to sing about other subjects besides hating black people. But then Jimmy and Ruckus team up to write an anti-Mexican song.
* [[AffablyEvil Affably Bigoted]]: He may be extremely racist, although he has an otherwise genial personality.
* DeepSouth: Hails from a city there called Spokenhoke, which he calls "the Jewel of the South". It's also the location of the headquarters of his record company, Racist Records.
* [[EvenEvilHasStandards Even Racists Have Standards]]: He makes an exception to his hatred of black people for his kindred-spirited friend, Uncle Ruckus. This puts Jimmy at odds with his own audience though.
** At the end of the episode, Jimmy admits that he doesn't really hate black people that much anymore. But he still hates Hispanic people though.
* {{Expy}}: He's based on a real racist country singer known as Johnny Rebel.
* OnlyKnownByTheirNickname: "Jimmy Rebel" sounds like a stage name (though it's likely that his first name really is "Jimmy").

!!The Hateocracy
-->'''Voiced by:''' Aries Spears (Rufus Crabmiser), Jimmie Walker (George Pistofferson), Bebe Drake (Esmeralda Gripenasty)

Stinkmeaner's old crew of equally nasty senior citizens, who roll into Woodcrest looking to kill the Freemans. They consist of '''Rufus Crabmiser''', '''George Pistofferson''', and '''Esmeralda Gripenasty'''.
* AvengingTheVillain: Subverted, they weren't really moved by Stinkmeaner's death. The thin veneer of "revenge" was just an excuse to attack the Freemans [[ForTheEvulz for the fun of it]].
* {{Badass}}es: The three old codgers whoop heaps of ass and [[spoiler:kill Bushido Brown]]. The only thing that can defeat them? [[spoiler:Jail.]]
** BadassBeard: Crabmiser has an old sailor's beard.
** BadassCrew: All three of them of course.
** BadassGrandpa / NeverMessWithGranny: Despite being really old, they seem to be far stronger and more agile than most people much younger than them.
** BadassInANiceSuit: Crabmiser wears a full suit, though Pistofferson and Gripenasty are also well dressed.
** UnderestimatingBadassery: Riley is skeptically amused by the idea that a gang of old people could be so deadly, until he gets his ass kicked by Gripenasty.
* CurbStompBattle: They beat Uncle Ruckus until he's hospitalized. They later prove to be more than a match for the Freemans, so they have to hire Bushido Brown to protect them.
* [[BaldOfEvil Evil]] BaldWoman: Esmeralda wears a wig, which she loses while fighting Bushido Brown.
* EvilOldFolks / WhenEldersAttack: A whole trio of them!
* {{Exp|y}}ies: George Pistofferson, Rufus Crabmiser, and Esmeralda Gripenasty are based on [[Series/GoodTimes JJ Evans]], [[Series/SanfordAndSon Fred Sanford, and Aunt Esther]] respectively.
* ForTheEvulz: As they explain, they weren't looking to avenge Stinkmeaner, they just wanted to fuck with any unfortunate victim.
* {{Jerkass}}es: What do you expect when these three assholes are the closest thing that ''Stinkmeaner'' has ever had to being a circle of friends? Even then they admit that they don't actually like each other, due to their ambivalence towards Stinkmeaner's death.
* ImprobableWeaponUser: Crabmiser uses a weaponized lobster cage with blades on the side. [[spoiler:He uses it to behead Bushido Brown.]]
* NietzscheWannabe: Rufus Crabmiser gives a speech to Granddad to this effect, using crab fishing as a metaphor.
-->'''Crabmiser:''' Fascinating creature, the crab. Got that hard exterior, but he ain't really dangerous, except to another crab. Dumb as all hell, can't even walk straight. Matter of fact, the only thing a crab is good for is holding back other crabs. A crab don't wanna see another crab make it. Crab is like, "If I'm gonna die, we all gonna die." I admire that. We all gotta die sometimes, might as well help each other get there. I mean, that's what you did to Stinkmeaner. Isn't that right, ''[[SayMyName Robert Freeman]]''?
-->''([[OhCrap Robert panics]], and then Crabmiser attacks him.)''
* {{Sadist}}s: Like Stinkmeaner, they're delighted by the suffering of other people.
* {{Sociopath}}s: And of course, they're utterly devoid of love for anyone, not even for each other:
-->'''Gripenasty:''' Just 'cause Stinkmeaner was our nigga, don't mean we gave a shit about his ass!
* StandardEvilOrganizationSquad
* 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.
* WouldHurtAChild: They have no qualms about trying to kill children. George and Esmeralda even attacked Huey and Riley at their school.
* VillainsOutShopping: Crabmiser enjoys crab fishing in his spare time, though when he's introduced doing this, he's also trying to kill Robert.
* VitriolicBestBuds: Though in a twisted way that only psychopaths such as themselves could understand. All four of them were misanthropes who hated everyone in the world, but hated each other slightly less. The surviving three weren't actually interested in avenging their fallen acquaintance Stinkmeaner, they just needed an excuse to harass the Freemans.

!!Lamilton Taeshawn
-->'''Voiced by:''' Bobb'e J. Thompson

A preteen psychopath, whom Riley makes the mistake of hanging out with.
* AbusiveParents: Apparently he was horribly abused by his mom and dad. Inverted with his grandma, who is horribly abused by ''Lamilton'' himself!
* TheBully: Even worse than Butch Magnus.
* CardCarryingVillain / ForTheEvulz: See his CatchPhrase below.
* CatchPhrase: "[[CardCarryingVillain I'm a bad kid]]. [[ForTheEvulz I like to do bad things]]."
* CreepyChild / EnfanteTerrible: His former school counselor actually suggested that he's TheAntiChrist.
* {{Delinquent}}: His idea of having a fun time is to commit all kinds of petty crimes, from dropping objects on passing cars, to shooting a chained dog.
* [[spoiler:DisneyVillainDeath: Lamilton falls off from the roof of the J. Edgar Hoover Elementary School building, but this is '''subverted''' when [[MadeOfIron his body fat protects him]], allowing him to survive with only broken bones and a limping walk.]]
* DisproportionateRetribution: He beat up his own grandma because she didn't get him fried chicken.
* DrivesLikeCrazy: Well, what do you expect? He's only eight.
* {{Expy}}:
** A ''very'' transparent parody of Latarian Milton, a 7-year-old kid who also [[https://www.youtube.com/watch?v=qcqOgnQyXp4 took his grandmother's SUV for a joyride]], and had also later [[https://www.youtube.com/watch?v=JN5EJDa8DPw beaten up his grandmother for refusing to buy him fried chicken]]. Many of Lamilton's actions and mannerisms were directly copied from Latarian.
** He's also an expy of [[Film/TheGoodSon Henry Evans]]. Both are {{false friend}}s of the protagonist, both are {{sadist}}s who do evil things for fun, and both kill dogs. [[spoiler:Also, both end up falling from a high place (a school building for Lamilton, a cliff for Henry), though Lamilton survived due to his fat protecting him from the fall, while Henry is confirmed to be dead.]]
* FalseFriend: Lamilton acquaints himself with Riley. Eventually though Riley, a boy who is very often a {{horrible judge of character}} when it comes to befriending people, realizes that there's something very wrong with his "friend", and tries to leave when Lamilton goes too far.
* FatBastard: Robert even calls him a "fat fucker".
* FreudianExcuse: His grandmother states that he came from a very {{abusive| parents}} and {{dysfunctional family}}.
* {{Jerkass}}: Oh yes, and he can barely hide it. His facade of friendship with Riley is quite shallow.
* KickTheDog: In a ''literal'' case of ShootTheDog, he guns down Betty von Heusen's guard dog, claiming he was acting in "self-defense", even though the dog was still chained when he tried trespassing into von Heusen's yard.
* KnightOfCerebus: Some of his scenes were among the rare moments not {{played for laughs}}. His threatening behavior towards Riley was {{nightmare fuel}} played very straight.
* LackOfEmpathy: He makes it clear that he doesn't care about other people.
* OminousLatinChanting: "LAM-IL-TON! TE-SHAWN!"
* {{Sadist}}: While he doesn't even smile about it, one can tell that he enjoys inflicting torment.
* SmokingIsCool: He certainly thinks so.
* TheSociopath: His therapist outright considers him to be ''pure evil''. And this assessment is hardly an exaggeration.
* TheStoic: Done to very creepy effect, with Lamilton barely making any facial expressions, or speaking differently from his [[CreepyMonotone constant monotone]]. It seems he only knows a few emotions: sadism, anger, and fear [[spoiler:(you too would scream if you fell from a building and got injured)]].
* StoutStrength: At least enough to deliver an intense beating to his grandmother. Though he's not as strong as Butch Magnus, as Riley could hold his own against Lamilton.
* StupidEvil / TooDumbToLive: Lamilton even claims to not care much about himself. His reckless crimes threaten not only other people but himself as well; he smokes even though it poisons his lungs, almost got himself killed when trying to joyride in his grandma's car, and he even wanted to burglarize the home of a heavily armed old woman.
* TroublingUnchildlikeBehavior: The most stand-out example of the series so far.

!!Dr. Doomis
-->'''Voiced by:''' Creator/TomKane

Lamilton's psychiatrist. After studying his anti-social behavior, Doomis became obsessed with stopping Lamilton before he ends up killing someone.
* CriticalPsychoanalysisFailure: Lamilton's sociopathy and utter lack of humanity drove Doomis to madness.
* {{Expy}}: Of Dr. Loomis from ''Franchise/{{Halloween}}''.
* KillHimAlready: His preferred solution for dealing with Lamilton, if he cannot be imprisoned or institutionalized.
* ProperlyParanoid: While he may be too obsessive about Lamilton and his actions, he is correct that the kid is quite evil.
* StalkerWithoutACrush: He closely follows and monitors Lamilton, to the point that Lamilton's grandmother filed a restraining order against him.
* WouldHurtAChild: However, the only child he wants to hurt is [[CreepyChild Lamilton]] [[EnfanteTerrible Taeshawn]].

!!Alistair Ripley
-->'''Voiced by:''' Creator/GregEllis

The boss of the UK-based World's Ultimate Chocolate company, which produces chocolate bars for school fundraisers - and also happens to be a front for organized crime. He doesn't react well to Riley and his friends starting their own chocolate business.
* [[spoiler:BoomHeadshot / KilledMidSentence: Courtesy of TheMafia, who also wanted to conquer the chocolate trafficking industry.]]
* CorruptCorporateExecutive: He runs his corporation as a crime syndicate.
* EvilBrit / LondonGangster: Riley even mocks everything British in front of him.
* WouldHurtAChild: Has no problem with using mobster-style intimidation against kids. He even has guns aimed at Riley and Cindy.

!!Winston Jerome
-->'''Voiced by:''' Affion Crockett

A gay black playwright/screenwriter. In "Pause", he recruits Granddad to act in one of his productions, but he is oblivious to Winston's plan to have sex with him.
* AllGaysLoveTheater: And that's just one item of his checklist of gay stereotypes.
* ArmoredClosetGay: Winston keeps insisting that he's a heterosexual Christian man, until the end when he admits that he really is just trying to find men to sleep with.
* CampGay: No man can be more effeminate than him.
* CreepyCrossdresser: He's known for playing a Madea-like character. He claims that God and Jesus told him to make plays and movies while dressed like a woman.
* [[{{Cult}} Cult Leader]]: His quasi-Christian theater group requires its members to live in a compound, and sever any ties to their old lives.
* {{Expy}}: A spoof of Creator/TylerPerry.
* UncleTomfoolery: His plays and movies make use of a lot of black stereotype humor.

!!The Booty Warrior
->''"I like ya, and I want'cha. Now we can do this the easy way, or we can do this the hard way, the choice is yours."''
-->'''Voiced by:''' Carl Jones

When Tom and Ruckus take Huey, Riley, Butch, and four other boys on a visit to jail to scare them straight, they meet an inmate who is obsessed with anal rape. In other words, the personification of Tom's worst nightmares!
* BlackComedyRape / DoubleStandardRapeMaleOnMale: His sexual assault on Chris Hansen is PlayedForLaughs.
* CatchPhrase: "[[StalkerWithACrush I like ya, and I want'cha]]. [[TheEasyWayOrTheHardWay Now we can do this the easy way, or we can do this the hard way]], [[MortonsFork the choice is yours]]."
* DepravedHomosexual: Was sent to prison specifically because he anally raped Chris Hansen in the middle of shooting ''Series/ToCatchAPredator''.
** He describes "booty" as the most important thing in prison life, more than food or water.
** When his fellow inmates ask him if he had an escape plan, he states that all he wanted was to get to rape Tom.
* EvenEvilHasStandards: The Booty Warrior doesn't rape children, it was just a ruse to get Chris Hansen. His fellow inmates also wouldn't rape kids.
* {{Expy}}: He's based on real life inmate Fleece Johnson, right down to his signature catchphrase.
* GoneHorriblyRight: While he seemed to have started the prison riot on purpose, it turns out, he simply wanted to anally rape Tom.
* OnlyKnownByTheirNickname: Though he's essentially an {{expy}} of Fleece Johnson in all but name.
* PrisonRape: He's part of a group of several prisoners who are also obsessed with raping other prisoners (although they also demand to have "([[WhereDaWhiteWomenAt white]]) [[DepravedBisexual bitches]]" imported into the prison).
* RapeIsASpecialKindOfEvil: He and some fellow prisoners ironically warn the boys about risking a lifetime of getting raped behind bars.
* ScaryBlackMan: He's not as huge as the "Health Inspector" of Tom's nightmares, but still just as scary.
* StalkerWithACrush: He pursues specific men in mind before he tries to rape them. He appeared on ''To Catch A Predator'' just so he could get to Chris Hansen, despite TV cameramen and police officers waiting for him. And he later starts a prison riot, just so he could chase down Tom through the halls of the jail.

-->'''Voiced by:''' Gerald Johnson

A gardener and landscaper who claims to be the illegitimate son of Robert Freeman.
* ButtMonkey: Not surprisingly, he gets into quite a bit of mishaps when he moves in with the Freemans.
* LukeYouAreMyFather: He claims to be the offspring of Robert and one of his girlfriends born circa 1980. [[spoiler:According to a DNA test however, Lando is in fact NOT the son of Robert Freeman.]]
** LukeIAmYourFather: [[spoiler:Ironically, Billy Dee Williams (the actor who played Lando Calrissian) claims to actually be Lando's father.]]
* MeaningfulName: Lando sharing a name with ''Franchise/StarWars'' character Lando Calrissian is noted, while Lando mentions that around the time he was conceived, his mother and father watched ''Film/TheEmpireStrikesBack''. [[spoiler:In fact, the actor who played Lando Calrissian is his real father.]]
* NiceGuy: Overall, he's a very friendly man. However, during his journey to discover his father, he's brought into conflict with some other people (especially Uncle Ruckus and TV host Steve Wilkos).

!!Ebony Brown
-->'''Voiced by:''' Creator/GinaTorres

Robert's GirlOfTheWeek in "The Lovely Ebony Brown". Unlike Robert's previous girlfriends, Ebony is a very pleasant woman and not bat-shit crazy at all. In the end though, Robert's paranoid insecurities lead them to splitting up anyways.
* HundredPercentAdorationRating: She's so charming that all of the main characters seem to like her. Not even the cynical Huey and Riley (who've met all of Robert's crazy ex-girlfriends), nor even the black-hating Ruckus [[spoiler:(who develops his own crush on her)]], can find any genuine faults about Ms. Brown.
* TheAce: Bordering on ParodySue. Ebony Brown is athletic, beautiful, kind, smart, and successful. Essentially, a perfect woman.
* MetaGirl: She {{lampshades}} the show in a LeaningOnTheFourthWall kind of way. She finds Robert Freeman's life stories about all his crazy misadventures and the wacky people he's met to be very entertaining. She even asks if she can be a "main character" in his life.
* NiceGirl: She does a lot of humanitarian work overseas, and is probably the most good-natured person that Robert has ever met.
* WhyWeCantHaveNiceThings: Despite all this, Robert's paranoia that Ebony doesn't find him attractive enough derails their relationship.

!!Nelly Ruckus
-->'''Voiced by:''' Luenell Campbell

The mother of Mister Ruckus, and the paternal grandmother of Uncle Ruckus. She's just as ancient as she is hateful.
* AbusiveParents / EvilMatriarch: She raised Mister to be an asshole much like herself. She's also an Abusive Grandparent, as she smacks Uncle, and attacks one of his younger brothers with a knife.
* DeathSeeker: For most of her life, she's been waiting to die of old age. Her wish is finally granted when she passes away while sitting in Robert's living room chair.
* EvilOldFolks: Possibly well over 100 years old when she died.
* {{Jerkass}}: Uncle notes that she's even nastier than Mister, and that's really saying something.
* KnifeNut: She intends to die in Robert's chair despite his dismay. So she threatens everyone with a knife, and slashes the hand of one of the Darrel/Darryl twins.
* MisanthropeSupreme / NietzscheWannabe: She hates just about everyone and everything in her life, which is why she doesn't want to live any longer.
* TheSociopath: She's very open about her hatred and apathy for all people.

!!Mister Ruckus
-->'''Voiced by:''' Don Curry

The father of Uncle Ruckus. Uncle (his actual name) hates his dad with a passion (and with good reason).
* {{Abusive| Parents}} AlcoholicParent: To extreme levels. Mister Ruckus was an angry drunkard who had frequently beaten a much younger Uncle Ruckus for little or no reason. Eventually, he personally [[ParentalAbandonment dragged and threw his own son out of the house]].
* CatchPhrase: "Nigga, did I just catch you [doing something]?!" ''(slap)''
* EvilOldFolks: Old age has not watered down his asshole behavior. However, his own mother is even older and more evil than he is.
* FreudianExcuse: He was abused by his own asshole mother, and also by racist white men.
* {{Jerkass}}: Big time. Despite having a tragic backstory of his own, not once is he shown as being redeemable.
** JerkassHasAPoint: As awful as he is, he correctly points out the fact that his entire immediate family are, in one way or another, completely subservient to white people... ''and it pisses him off''.
* [[spoiler:KarmicDeath: When he tries to hit Uncle one last time, he succumbs to an old back injury, and accidentally falls into his mother's grave, breaking his neck in the process.]]
* KnightOfCerebus: His horrible abuse of Uncle Ruckus is still [[BlackComedy darkly humorous]], [[MoodWhiplash but yet also quite]] [[TearJerker crushingly tragic]] at the same time.
* LastDisrespects: He attends his mom's funeral, because it's the event he's been gladly anticipating for his whole life.
* PoliticallyIncorrectVillain: Mister is a racist old man, though at heart he's probably another "hates everybody" misanthrope like Nelly or Stinkmeaner.
** He hates white people, though this is because he [[FreudianExcuse spent most of his life living under segregation, getting physically abused by white men]].
** He also disparagingly labels Uncle as a "professional Mexican" for [[NewJobAsThePlotDemands having so many different menial jobs]]. (Although this is rather hypocritical, as Mister himself was a menial servant when he was younger.)
* TheReasonYouSuckSpeech: Lays a cruel but accurate verbal beatdown on his family during their dinner, particularly Bunny and Uncle Ruckus:
-->'''Mister:''' Shut your ass up, Bunny! I'm sick of you talkin' about that goddamn white man all the time. Name one of them who ever did shit for any of you. Huh?\\
''(Bunny puts her head down in shame)''\\
'''Mister:''' Can't do it, can you? Look at what you did. All my kids is some damn Uncle Toms.\\
''(Looks at his kids and finally addresses Uncle)''\\
'''Mister:''' And you're the worst! A black fool who hates himself so much, he can't even see what's in front of him in the mirror. Just another black nigga like the rest of us.
** Later in the climax, Mister himself is at the receiving end of a speech like this (see "CallingTheOldManOut" in Uncle Ruckus' section).
* TheSociopath: What else do you call someone who willingly throws away ''their own innocent child'', without any hint of hesitation or remorse?
* ToughLove: The Darrel/Darryl brothers suspect that Mister's abuse could have been his twisted way of toughening them up for a [[CrapsackWorld tough world]].
* TragicVillain / TroubledAbuser: Oh so very much.

!!Bunny Ruckus
-->'''Voiced by:''' Star Jones

The mother of Uncle Ruckus. She loves her children, but also loves white people more than her own race.
* AccentuateTheNegative: Here's an example when she tried to teach history to Uncle:
-->'''Uncle:''' Mama, who was George Washington Carver?\\
'''Bunny:''' He's the man responsible for more peanut allergy deaths than anyone who ever lived.
* AdultsAreUseless / UselessBystanderParent: Responsible for Uncle Ruckus' internalized racism, and also not providing her husband with emotional support after the abuse he suffered from his mom and white men, and at the same time, failed to stop her husband's subsequent abuse of his son.
* BoomerangBigot: While Bunny doesn't hate black people, she still thinks that they're inferior to white people. This helped influence Uncle's worldview.
* CatchPhrase: ''(After Mister slaps Uncle)'' "Lord have mercy, ''my baby''!"
* DarkSkinnedBlonde: She dyed her hair blonde, and eventually got blue eye contacts to match.
* KarmaHoudini: She gets off scot-free for making her son racist, and being a useless bystander to the abuse her husband suffered, which led to him taking it out on Uncle.
* MayDecemberRomance / YourCheatingHeart: [[spoiler:After her husband's death, Bunny decides to engage her significantly younger white boyfriend.]]

!!Darrell and Darryl Ruckus
-->'''Voiced by:''' Gary Anthony Williams

Uncle's younger twin brothers. Despite growing up in a {{dysfunctional family}}, they became functioning members of society.
* {{Alliterative Name}}s
* AlwaysIdenticalTwins
* {{Nice Guy}}s: They're always very polite and respectful, despite the stressful family drama around them.
* {{Only Sane M|an}}en: They're the only ones in the Ruckus family who didn't grow up to be {{jerk|ass}}s and/or [[BoomerangBigot self-racists]]. Although their dad accuses them of being "Uncle Toms".
* WhereDaWhiteWomenAt: One of them is married to a white woman, something which Bunny is proud of.

!!Jack Flowers
-->'''Voiced by:''' Artt Butler

A federal government agent who is assigned to stop a terrorist plot in Woodcrest.
* AntiHero: He's a secret agent who tortures and kills terrorists for a living. He seems ruthless at first, though he's actually morally conflicted about his job.
* {{Badass}}: It comes with being a parody of action heroes.
* CartwrightCurse: [[ILetGwenStacyDie He feels guilty about not being able to prevent]] [[DisposableWoman three of his girlfriends]] [[StuffedIntoTheFridge from getting brutally murdered by criminals]]:
** Tracy was [[OffWithHisHead decapitated]] by a swordsman in an alley.
** Eleanor had a bomb strapped to her, and was thrown off a building, exploding before hitting the ground.
** Taquanda was strapped to a missile, and was flown and blown up in midair.
* {{Enhanced|Interrogation Techniques}} JackBauerInterrogationTechnique / GroinAttack: His preferred method of getting info out of terrorists is to kick them in the genitals. This inspires Uncle Ruckus to try this on a security guard.
* {{Expy}}: An obvious parody of [[Series/TwentyFour Jack Bauer]].
* [[FireForgedFriends Fire-Forged Allies]]: After a confused counter-terrorism operation gone wrong (Jack Flowers mistakenly believed that Huey and Ruckus were terrorists), Jack convinces Huey and Ruckus to help him out by evacuating Dan Stuckey from the Wuncler Tower before a bomb destroys it.
* RogueAgent: Jack Flowers decides to go vigilante on the Wunclers.
-->'''Chief:''' Sorry Jack, [[ScrewTheRulesIHaveMoney turns out some people are above the law]]. [[KarmaHoudini The Wunclers will not pay for what they did today]], you have my word. Good work everyone, have a good weekend. And oh, [[TemptingFate no going rogue]].\\
'''Jack:''' [[ScrewTheRulesImDoingWhatsRight I'm going rogue.]]
* ShellShockedVeteran: He says that he can still hear the screams of people that he's tortured or killed, and feels especially remorseful about accidentally harming innocents.
* WouldntHurtAChild: Jack tells his boss that he's hesitant about pursuing Huey because he's a kid (saying the trope name almost word-for-word), although when told Huey might be a terrorist, Jack did threaten to kick him in the nuts (whether or not he would've followed on this threat, we don't know).

!!Dan "The Security Man" Stucky
-->'''Voiced by:''' Louis Lombardi

A private security guard who worked at the Wuncler Tower. Ed I, Ed III, and Rummy conspired to murder Dan with a bomb, so they can paint him as a martyr and profit from it.
* AssholeVictim: Almost became one. Lampshaded by Ed I, who calls him a "cocksucker" and a "waste of usable organs", although he planned to give him posthumous good publicity (see FakeUltimateHero).
* CatchPhrase: "Eat my ass!"
* FakeUltimateHero: Ed Wuncler I planned to make Dan look like a heroic martyr who was killed by terrorism, so that he can make millions of dollars through a multimedia franchise glorifying him.
* FatBastard / FatIdiot: See HypocriticalHumor.
* HypocriticalHumor: He calls a conservative radio talk show to complain about President Obama, claiming that he'll redistribute money to people who "just sit around getting fat and lazy". Guess what he was doing at the same time.
* {{Jerkass}}: He's very rude.
* PoorCommunicationKills: He was just trying to tell Ruckus that [[CassandraTruth the password to open the front door was "Eat my ass"]], but Ruckus was confused and irritated by this apparent irreverence, [[EnhancedInterrogationTechniques so he]] [[JackBauerInterrogationTechnique stomped him]] [[GroinAttack in the nuts]].
* SmallNameBigEgo: Even he deluded himself into thinking he's more important than he actually is.
* StrawCharacter: Another stereotype of conservative Republicans.

!!Pretty Boy Flizzy
-->'''Voiced by:''' Michael B. Jordan

An R&B singer who, much like Usher, seemed to be a threat to Tom's and Sarah's marriage. At the same time though, he gives Tom his own advice about women.
* AllGirlsWantBadBoys: He claims that women would prefer abusive jerks like himself, rather than boring nice guys like Tom.
* TheCasanova: He's a notorious womanizer, and it really shows in his music (most of his song titles and lyrics are very sexually explicit).
* DomesticAbuse / WouldHitAGirl: He notably beat up his [[{{Expy}} girlfriend]] [[Music/{{Rihanna}} Christianna]]. Of all the crimes he was charged with, Flizzy admits to this being true.
* {{Expy}}: He's meant to be Music/ChrisBrown.
* {{Jerkass}}: He beats women and taunts about the idea of adultery in your face.
** JerkassFacade: He hired actors to help stage his robberies so that he could stay relevant in the music community. Also does this to provoke Tom into hitting him.
** JerkWithAHeartOfGold: Although he's a trouble-making {{domestic abuse}}r, he did try to help Tom keep his wife. And most of his crimes (besides hitting his girlfriend) were revealed to be staged anyway.
* MrFanservice: Something which he boasts about a lot, hence his stage name.
* ObfuscatingStupidity: Pretty Boy Flizzy only acts like an idiotic jerk, just so he can get higher up on the ladder in the music industry, and maintain his status among his fanbase.
* WhereDaWhiteWomenAt: He has a song called "White Wife Booty". He also intentionally angers Tom by threatening to steal Sarah from him, so that Tom could finally man up.

!!Boss Willona
-->'''Voiced by:''' Jennifer Lewis

A businesswoman and mobster who runs a black women's hair care company. She sells an explosive compound created by the Freemans as hair cream.
* CorruptCorporateExecutive: She knowingly sells poisonous and explosive chemicals as hair care products. Her excuse? She at least places warning labels on the boxes.
* LegitimateBusinessmensSocialClub: She claims that her business is "perfectly legitimate", but later admits that it's "not completely legitimate".
* [[spoiler:StuffBlowingUp: During a confrontation in the desert, Willona accidentally ignites some explosive gases that filled an RV, causing herself and her henchman to get blown up.]]

!!Rev. Sturdy Harris
-->'''Voiced by:''' Dennis Haysbert

A civil rights leader who organized one of the Freedom Rides in 1961. He met Robert when he accidentally boarded their bus, forcing him to stay along for the dangerous road trip.
* TheAce: He is a graduate student from Fisk University, captain of its football team, charismatic to his followers, and a huge man who is [[MadeOfIron built like a tank]].
* {{Badass}}
** BadassPacifist: During a race riot in Birmingham, Alabama, he was able to physically defeat several attackers ''without injuring'' them.
** BadassPreacher: He's a reverend.
* DeathSeeker: Robert accused him of caring more about martyring himself for the cause, rather than the cause itself.
* TheDeterminator: Despite facing all the racist mob violence and spending some jail time, he's determined to keep defying segregation no matter what.
* FearlessFool: Sturdy never hesitates from taking risks, and he never worries about danger.
* MadeOfIron: He's easily able to resist several blows from an angry mob due to his huge and muscular frame.
* SuicidalPacifism: Willingly faces racist mobs and trigger-happy police with no clear goal.
* YouCantFightFate: Sturdy insists that God has given Robert the duty to help liberate his fellow Negroes, even though Robert has no will to risk his life for it.

-->'''Voiced by:''' GreyDeLisle

An application that came with Robert's iPhone. This Siri is far smarter than it should be, and menaces Robert.
* AIIsACrapshoot: She's scarily intelligent, malevolent, and powerful for an iOS application.
* BitchInSheepsClothing: Stops being helpful after a while.
* DrivenToSuicide: [[spoiler:An attempted murder-suicide. After framing Robert as a jihadist, she orders a drone strike on his house, so they'll live on as spirits. But fortunately Siri is the only casualty.]]
* HollywoodHacking: She can take over any piece of technology, which she uses to harass Robert into "loving" her back.
* LoveMakesYouEvil: Well, creepy and one-sided love anyways.
* RidiculouslyHumanRobots: Too human in fact. She even claims to have a soul.
* StalkerWithACrush: She develops an unhealthy obsession with Robert.
* {{Yandere}}: And she'll use any dirty trick to make sure he can't ignore her. It ranges from draining Robert's bank account, posting disgusting photos on his Website/{{Facebook}} page, [[spoiler:to framing him as an Al-Qaeda terrorist]].

!!Stinkmeaner's Clone
-->'''Voiced by:''' Cedric Yarbrough

The clone of Colonel H. Stinkmeaner, created in an illegal underground laboratory. The original Stinkmeaner posthumously gives him instructions to start a new Nigga Moment with Robert Freeman.
* AvengingTheVillain: Subverted. The clone never knew the original Stinkmeaner; he just thinks that his only purpose in life is to annoy Robert Freeman like his predecessor did. After the clone is defeated, Robert decides to make peace with him:
-->'''Stinkmeaner's Clone:''' Well sure, [[YouDidntAsk all you had to do was ask]]. I don't even know you, I'm just the clone.
* BadassGrandpa / HandicappedBadass: The clone also seems to be blind, however he has enhanced strength and martial arts skills. Although Robert trains hard enough to defeat the clone in a rematch.
* BornAsAnAdult: The clone is confused as to why he's an old man biologically, despite only being a few years old chronologically.
* CloningBlues: Subverted, as he doesn't really feel any different knowing he's a clone, only that he's alive and the other guy's dead.
* EvilIsHammy / LaughablyEvil: Just like the original!
* {{Jerkass}}: Just as mean as the first Stinkmeaner.
* RootingForTheEmpire: In-universe example. Stinkmeaner's clone gets a large fan base who support his side of the Nigga Moment against Robert.