History Characters / TheBoondocksRecurringCharacters

* InsistentTerminology: ''Grandmaster'' Bushido Brown.

* HiddenDepths: He actually honors Riley's demands that he fight him fair and square in "Shinin'", and proceeds to fight him in a relatively honorable way; refraining from stomping him out and yelling at him if he wants to give up, plus, his final move against Riley is to simply push him to the ground after the latter is exhausted from taking a beating from him.

* VillainDecay: To spite his first appearance building him up as an InvincibleVillain, in "A Date With the Booty Warrior" he's visibly scared of the prisoners in contrast to [[TheStoic Huey]] and [[FearlessFool Riley]] and in "The Red Ball" he gets brutalized by the Chinese team.

->'''Voiced by:''' Cedric Yarbrough (English), Creator/JesseConde (Latin American Spanish), German Fabregat (Latin American Spanish, young)

->'''Voiced by:''' John C. [=McGinley=] (English), Creator/HumbertoSolorzano (Latin American Spanish), Creator/MasakiTerasoma (Japanese)

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

* AdaptationalLateAppearance: She was introduced fairly early in the comics as one of Huey’s neighbors and classmate. She doesn’t make an appearance on the show until season two.

* HairAttennae

* HairAttenae

* HairAttenae

* VocalDissonance: Her voice doesn’t quite sync up with her youthful appearance.

* CatchPhrase: "I'm ''A Pimp Named'' Slickback."

* CatchPhrase:

* CatchPhrase: "No homo."

* FatalFlaw: Sloth. His complacency as a popular rapper over one song in the beginning of Season 2 causes him to kick back and it begins to slowly bite away at his rapping career, and his eventual fall from grace is forshadowed in "The Story of Gangstalicious, Part 2". By Season 3, everything Thugnificent worked for goes down the drain thanks to his indulgence in his hedonistic lifestyle.

* CombatPragmatist: Flo, one of Thugnificent's boys, gets up in his face. He's bigger than Butch, and likely stronger. So Butch just smashes him in the shin with a baseball bat.

* 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 weaving as he thinks he is.

* NoCelebritiesWereHarmed / TakeThat: He's an unflattering lampooning of Al Sharpton and Jesse Jackson, who have both often criticized ''The Boondocks'' comics and show (particularly the MLK episode), and who have both faced accusations of caring more about self-promotion than actually helping people.

AdaptedOut: Is nowhere to be found in the series.

AdaptedOut: Are nowhere to be found in the series.

AdaptedOut: Is nowhere to be found in the series.

[[folder:Flagee and Ribbon]]

* QueerPeopleAreFunny: Mostly due to all the {{irony}} of him being both a ([[ArmoredClosetGay semi-secretly]]) [[CampGay effeminate homosexual man]] and a gangsta rapper, as the hip-hop music scene is a very [[RatedMForManly overly masculine]] and homophobic subculture.

!!Wuncler Industries

[[folder:Ed Wuncler I]]
!!Edward "Ed" Wuncler I
[[quoteright:197:https://static.tvtropes.org/pmwiki/pub/images/oldwuncler239434_7182.png]]
->'''Voiced by:''' Creator/EdwardAsner (English), Creator/GabrielPingarron (Latin American Spanish)

Ed Wuncler I is the wealthiest businessman in Woodcrest. Not surprisingly, [[CorruptCorporateExecutive his greed and amorality are insatiable]].

* AffablyEvil: While this is mostly [[FauxAffablyEvil an act for his amoral schemes]], he is surprisingly friendly to those he takes a liking to. This is best shown with his relationship with Robert, as despite making it clear to him that he owns his house and can kick him out if he wants to, he quickly gets along with him, inviting him to his garden party and holds nothing against him when Riley ends up shooting Ed Wuncler III (knowing that it was likely his fault that happened in the first place).
* BadBoss: Not surprisingly, he treats all 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.
* CharacterizationMarchesOn: In his first appearance, he comes across as a crass, but easygoing, old man. It is in his second appearance that we see how cruel he is when he manipulates and defrauds Jasmine.
* 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: As the owner of the conglomerate [[MegaCorp Wuncler Enterprises]], he dominates the economy and politics of Woodcrest, using his wealth and power to get away with doing anything unethical.
* 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 bet most of the real estate in Woodcrest (including the Freeman house) to his business rival Long-Dou from Wushung, China.
* EvenEvilHasLovedOnes: Subverted-while he has bailed his grandson out of trouble on multiple occasions, it's obviously more out of concern for his own image than love for his grandson. [[spoiler: When his grandson is taken hostage, he doesn't lift a finger to help him]].
* EvenEvilHasStandards:
** While he's willing to abuse others for profit, he holds little personal bigotry. He'll screw over ''anyone'' for more money, but as Huey notes, not out of racist hatred.
** He's annoyed with his grandson's antics, thinking of him as a complete buffoon.
** He thinks Dan Stuckey is a "cocksucker" and "a waste of usable organs." While Wuncler's conspiracy to kill him is about profit than hate, Wuncler notes that Stucky is so unpleasant, no one would actually miss him.
* EvilOldFolks: Old enough to have an adult grandson.
* EvilPlan: Hatches a few, usually involving money.
* {{Expy}}: Imagine Ed Asner still channeling [[Series/TheMaryTylerMooreShow Lou Grant]], and you wouldn't be too far off.
* FatBastard: He personifies the "fat cat capitalist".
* 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.
* Fiction500: His grandson once robbed a bank, and the police would only bring back the wallet he dropped there, because he owns both the bank and the police. Hell, the federal government has even judged him as too rich to be arrested.
* GreaterScopeVillain: It's not explored in too much detail, but Wuncler is personally involved in much of the social corruption that pervades Woodcrest (and the rest of America, if not the world). He's the personification of "The Man" that Huey despises so much.
* {{Greed}}: 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?
--> '''Huey''': Don't you have enough money?\\
'''Wuncler''': No.
* HateSink: Despite initially seeming like a decently polite, if somewhat behind-the-times businessman, from his second appearance onwards, Ed I shows his true colors as a deeply corrupt asshole willing to exploit children, manipulate poor people, and even ''stage a terrorist attack'' just to make more money.
* InsistentTerminology: Often refers to Robert's last name as "Free Man".
* IOwnThisTown: His family has held Woodcrest in their hands since the 19th century.
* {{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 screwing over a little girl.
* JerkassHasAPoint:
** Even he can't ignore his grandson's stupidity and recklessness. So he doesn't mind Riley shooting him out of a window (which Ed III persuaded him into doing while wearing a bulletproof vest), [[FridgeBrilliance and it could possibly be one of the real reasons why]] [[spoiler:he has no qualms about Jack Flowers capturing him]].
---> "In thirty years, that boy will be President of the United States... and he'll ''still'' be a fucking idiot."
** In "The Red Ball", Wuncler is not impressed when Huey recruits several people for the Woodcrest kickball team, who just happen to lack any real skills or talents for the sport. He gives quite a [[TheReasonYouSuckSpeech scathing and non-inspirational speech to them]]:
---> "This team is pathetic. They don't stand a chance against the Chinese. Not one single goddamn shot in hell. It'll be an embarrassment they'll never, ever live down for the rest of their miserable lives until they die. You know what one of these balls can do to a human body? They'll get torn to pieces. Ripped to shreds. Some may even lose control of their bowels. By the third inning, they'll be pissing and shitting on themselves right in front of their friends and loved ones. It's going to be flat out fucking terrible."
* KarmaHoudini: Much of the point of his character is that, being the embodiment of "The Man", there's very little anyone in the cast can do to permanently harm him, and in many episodes, he comes out at the very least ahead of when he started. [[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 of only 5 cents per lemonade sold.
* 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).
* PetTheDog: As long as he doesn't have a scheme going, he likes Robert and when Riley shoots Ed III he just shrugs it off (correctly assuming it was Ed III's own fault anyway) and share a drink instead.
* PoliticallyIncorrectVillain: Downplayed; in the first episode of the series, he made derogatory comments about Arabs and Muslims (referring to them as being people of "terrorist descent"). Though he otherwise doesn't seem to be really racist (at least towards other kinds of people), and is simply just a greedy old man. He even once financed an Arab shopkeeper who opened a 7-Eleven store; as long as Wuncler can make a profit, he doesn't really care.
* ScrewTheRulesIHaveConnections: Along with a generous helping of ScrewTheRulesIHaveMoney. 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.
* WouldHurtAChild: He happily and proudly exploits Indonesian girls to work in his sweatshops, and he has no qualms about using Jazmine for a profit.

[[folder:Ed Wuncler II]]
!!Edward "Ed" Wuncler II
[[quoteright:197:https://static.tvtropes.org/pmwiki/pub/images/new25209_7438.png]]
->'''Voiced by:''' Creator/SamMcMurray

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 LoanShark who only worsens Robert's bankruptcy and makes him fall in debt to 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 literally holding an ax, [[WouldHurtAChild planning to cut the foot off a little boy with it]].
* BigBad: Of the Season 4 story arc.
* BerserkButton: Do not owe him money. He has been known to kill people for that.
* CatchPhrase: "Robert motherfucking Freeman!"
* 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.
* 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.
* 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.
* {{Greed}}: This sin seems to run in the family.
* IndenturedServitude: 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 BlackComedy like this show, Ed II's evil behavior is rarely ever PlayedForLaughs. He is presented as being very menacing, and his homicidal tendencies are treated as NightmareFuel 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!
* NoCelebritiesWereHarmed: Although his father and son are both based on Prescott and George W., Ed II himself is more of an unflattering caricature of financial tycoon Neil Bush, George W.'s brother, who was implicated in the S&L scandals of the 80's for offering funding to private business with his clients' money, but never indicted on criminal charges.
* ScrewTheRulesIHaveConnections: He has total carte blanche to treat people like garbage due to his father being rich.
* 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.
[[/folder]]

[[folder:Ed Wuncler III]]
!!Edward "Ed" Wuncler III
[[quoteright:197:https://static.tvtropes.org/pmwiki/pub/images/ed2934823_9183.png]]
->'''Voiced by:''' Creator/CharlieMurphy (English), Noé Velazquez (Latin American Spanish), Creator/KeijiFujiwara (Japanese)

Ed Wuncler III is the youngest (and dumbest) member of the Wuncler family. After returning from the [[UsefulNotes/TheWarOnTerror Iraq War]], he and his best friend Gin Rummy commit a series of petty crimes.
----
* TheAlcoholic: He loves his forties.
* AmbiguouslyBi: 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. The fact that his temper and lack of empathy is a very prominent figure in his very destructive behavior causes him to do things that are highly irrational and downright insane.
* BerserkButton: He really hates being stared at by crowds of people. This usually happens after he or Rummy has done something completely out of the blue.
-->'''Ed III:''' (What the) fuck y'all lookin' at?!
* TheBerserker: Ed is very reckless and impulsive as he often has many outburst out of pure unadulterated chaos where he rushes into a fight guns blazing without any regard of his safety.
* BloodKnight: He loves firefights and getting into the heat of combat.
* 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.

** "[What the] Fuck y'all lookin' at?!"
** "KIYAAA, [[ThisIsForEmphasisBitch BITCH]]!" (Whenever he's about to kick a door in)
* ChuckCunninghamSyndrome: 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.
* CoolBigBro: Riley ''sees'' him as a surrogate one. He's an awful influence, but he at least genuinely cares about the little guy.
* EvilRedhead: He's a criminal (though not a very good one) and has red hair. Although he isn't technically evil he's just very destructive.
* 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.
* FromCamouflageToCriminal: He's an Army veteran turned career criminal, who often uses military gear in his crimes. However, his background doesn't make him very competent, and it's implied he was a pretty terrible soldier.
* HairTriggerTemper: Ed is a highly unstable person with a very explosive temper and angering him is an easy way for him to go completely insane. Which involves a wide range of guns and firing at random people for no reason whatsoever.
* HeterosexualLifePartners: He's best friends with Gin Rummy.
* HotBlooded: Not only is Ed very temperamental but he is also very loud and often acts like a raging wildfire filled with a lot of passion behind each and everyone of his very impulsive actions.
* 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}}: While he's nice enough when things are going his way, he's prone to impulsive acts of violence and has [[SirSwearsALot a filthy mouth]]. He's not above hurting or killing people if other people tell him to do so either.
* JerkWithAHeartOfGold: Ed may be a very destructive and temperamental as well as being a very violent individual, but at the end of the day, he is still caring at times. This is especially the case with his best friend Gin Rummy whom he often hangs out with. He's also taken a liking to Riley and forms a big brother-like relationship with him. [[ToxicFriendInfluence Even though he isn't the best influence]], he still cares for him and his family whenever they need help.
* KarmaHoudini: Due to his grandfather's protection, he is practically untouchable to law enforcement.
* KarmaHoudiniWarranty: Possibly. [[spoiler: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.]]
* LaughablyEvil: Due to a combination of being recklessly malicious, yet also stupidly incompetent.
* ALighterShadeOfBlack: A violent, petty street criminal as opposed to his father and grandfather who maliciously exploit people. He also regards the Freemans with actual friendship.
* MotorMouth: Nobody does rambling anecdotes quite like Charlie Murphy.
* NoCelebritiesWereHarmed: He's the third son of a wealthy conservative family, was groomed for greatness from the start, had a brief and unimpressive military career, his symbol is a "W", he's best friends with a guy named Rummy, and he's more or less treated as an incompetent buffoon who escapes consequences due to his family connections and blaming things on terrorists, suggesting him to be a ''[[TakeThat very]]'' unflattering portrait of a young UsefulNotes/GeorgeWBush. Or, as his grandfather put it:
-->"Someday, that boy will be President of the United States... and he'll still be a fucking moron."
* 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. As shown in Season 4, he might've gotten this from his father.
* PocketProtector: His bulletproof vest and big "W" medallion has spared him from death on several occasions.
* PoliticallyIncorrectVillain: He and Rummy once tried to rob a Middle Eastern store owner, claiming he was a [[MiddleEasternTerrorists terrorist]] as an excuse. They're also both quite sexist, referring to women almost exclusively as "bitches".
* PrettyFlyForAWhiteGuy: Despite being a rich white guy, he acts like a black gangster.
* PsychopathicManchild: He's an overgrown [[SpoiledBrat rich boy]] who doesn't have a real job, and instead spends his time by committing armed robberies and kidnappings. [[ItMakesSenseInContext Also when he was onced angered while playing video games]], [[HairTriggerTemper he drew out a handgun and]] ''shot up his UsefulNotes/PlayStation2'', before his butler replaced it with another [=PS2=].
* PutOnTheBus: Completely absent in Season 4.
* RunningGag: Will generally find some way to get shot in the chest (surviving due to his ballistic vest or "W" medallion).
* ScrewTheRulesIHaveConnections: He's a wanted criminal who has robbed banks and convenience stores, engaged in kidnapping and domestic terrorism (the latter instigated by his own grandfather no less) but gets away with it because his granfather owns the police.
* SeinfeldianConversation: Which he [[LampshadeHanging hangs a lantern on]].
* StupidCrooks: Ed and Rummy usually botch their crimes hilariously. [[NotSoHarmlessVillain They still prove to be menaces to society though]].
* ThoseTwoGuys: With Rummy.
* TriggerHappy: He's often itching to unload his gun on something.
* UndyingLoyalty: Towards Riley; Ed will do pretty much anything Riley asks of him even if there's nothing in it for him or if it is guaranteed to get him in trouble.
* UpperClassTwit: A good example of how money doesn't buy class.
* VillainousFriendship: With Rummy. Despite their many unsavory qualities, they're shown to genuinely care about each other.
* 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: In "Shinin'", Ed is shown to be willing to kidnap (and threaten to torture) a little boy if (he thinks that) someone asked him to do it.

[[folder:Gin Rummy]]
!!Gin Rummy
[[quoteright:197:https://static.tvtropes.org/pmwiki/pub/images/rummy43251_1624.png]]
->'''Voiced by:''' Creator/SamuelLJackson (English), Armando Coria (Latin American Spanish)

Ed III's best friend, a fellow Army veteran, and his partner in crime.

* ActorAllusion: In his first appearance, Rummy quotes Samuel L. Jackson's famous "What?" speech from ''Film/PulpFiction'' practically line-for-line.
* AmbiguouslyBi: Although Rummy likes women, his friendship with Ed sometimes comes off (accidentally) looking like a gay romance. This was lampshaded by Riley.
** However, unlike Ed who is completely oblivious to these implications, Rummy will often seem expectant during these moments, only to be annoyed when he notices Ed legitimately means nothing by it.
* 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"):
-->'''Rummy:''' "I'd be dead on his ass like [[Literature/{{Spenser}} Spenser For fuckin' Hire]]. I'll hunt him down and [[{{Autocannibalism}} feed him his own]] [[GroinAttack testicles]]. And I'll do it in a jiffy. And I don't care if [[InnocentBystander his mama there, his grandmama, innocent bystanders, little kids, babysitters, bill collectors]] — whatever! I'll leave his whole block filled with hot brass if I have to. And you know why? [[SuddenlyShouting BECAUSE I JUST DON'T GIVE A FUCK!]] ''(calm again)'' [[DissonantSerenity Y'all sure you don't want no breakfast? I got some English muffins and peach jelly.]]"
* BerserkButton: He despises new age technology as he views at as being frustrating to adapt to and the fact that he sees it as impractical.
* ChuckCunninghamSyndrome: Much like his best friend Ed III, he's nowhere to be seen in Season 4.
* DeadpanSnarker: Usually towards 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.
* FromCamouflageToCriminal: He's an Army veteran turned career criminal, who often uses military gear in his crimes. However, his background doesn't make him very competent for some reason.
* HeterosexualLifePartners: He's best friends with Ed III. Although the "heterosexual" part [[AmbiguouslyBi might be questionable]].
* ImperialStormtrooperMarksmanshipAcademy: Despite being a war veteran, he's ''really bad'' at shooting, and we never see him kill anyone in gunfights.
* {{Jerkass}}: Just like his best friend, he's a [[AxCrazy violent criminal]] who doesn't give a damn about potentially causing [[InnocentBystanders civilian casualties]].
* JerkWithAHeartOfGold: Although he's very ruthless he isn't without his good side as he's more than willing to help out Ed, Riley, and even Robert in desperate situations. Even though he may be blunt about it, he's not all that bad once you are on friendly terms with him.
* 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.]]
* KnowNothingKnowItAll: Fancies himself a criminal mastermind but, while significantly smarter then his best friend, he is still a trigger-happy nutcase whose plans are riddled with holes.
* LaughablyEvil: Like Ed III he's an incompetent crook who thinks he's a criminal mastermind, and has no qualms over committing violence.
* MurderIsTheBestSolution: When Robert is trying to solve his problems about his alleged son Lando, Rummy keeps suggesting to kill him, and he even points a loaded pistol behind Lando.
* NoCelebritiesWereHarmed: A lot of his dialogue and character is a mockery of Donald Rumsfeld (it's in the name), the Secretary of Defense for most of George W. Bush's administration. His poor planning abilities and overconfidence are references to criticisms of Rumsfeld's handling of the Iraq invasion, with him quoting Rumsfeld at points when trying to justify his own idiocy (i.e. "unknown unknowns" and "absence of evidence is not evidence of absence").
* NotSoHarmlessVillain: On one occasion, we get to see him kidnapping and murdering a crooked kickball referee on Ed I's orders. He also very likely would've killed Lando had Robert wanted him to or not acted fast enough.
* NWordPrivileges: He and Ed call each other "niggas" despite both of them being white.
* PoliticallyIncorrectVillain: He and Ed once tried to rob a Middle Eastern store owner, claiming he was a [[MiddleEasternTerrorists terrorist]] as an excuse. They're also both quite sexist, referring to women almost exclusively as "bitches".
* PrettyFlyForAWhiteGuy: Despite being a rich white guy, he acts like a black gangster.
* PsychopathicManchild: Much like Ed III, Rummy is a [[AxCrazy violently unstable thug]] from a [[SpoiledBrat privileged background]], who seems to have nothing better to do with his time besides re-enacting ''VideoGame/GrandTheftAuto'' in real life.
* ScrewTheRulesIHaveConnections: Since Ed's grandfather owns the police.
* SeinfeldianConversation: Which [[LampshadeHanging he hangs a lantern on]].
* SophisticatedAsHell: Rummy's dialogue with Ed III show some mildly clever insights, albeit peppered with a lot of slang and profanity.
* TheStraightMan: Well he is slightly smarter than Ed, though that's really not saying much.
* StupidCrooks: Ed and Rummy usually botch their crimes hilariously. [[NotSoHarmlessVillain They still prove to be menaces to society though]].
* ThoseTwoGuys: With Ed.
* TriggerHappy: He's often itching to unload his gun on something.
* UpperClassTwit: A good example of how money doesn't buy class.
* VillainousFriendship: With Ed III. They're far from good people, but they do care about each other.
* VillainWithGoodPublicity: Thanks to being Ed III's friend and cohort.
* WouldHitAGirl: If his rant mentioned above is any indication, he has no problem with shooting up a house with an old lady in it.
* WouldHurtAChild: Nor does he care about the age of any of his potential victims.

!!Others

[[folder:A Pimp Named Slickback]]
!!(A Pimp Named) Slickback [[note]]According to himself, one must ''always'' call him by his full title.[[/note]]
[[quoteright:197:https://static.tvtropes.org/pmwiki/pub/images/slickback324243_7169.png]]
->'''Voiced by:''' Katt Williams (English), Oscar Flores (Latin American Spanish), Masahito Yabe (Japanese)

A pimp who first appears as the boss of a prostitute named Cristal, and later offers Tom his own twisted advice about marriage problems. He is very sensitive about people getting his name wrong. It's not "Slickback", it's "''A Pimp Named'' Slickback", and one must say the whole thing. Yes, every time.

* BerserkButton:
** You gotta say his name in full. ''Every. Time''. Not "Mr. Slickback". Not just "Slickback" for short. It's always ''"A Pimp Named Slickback"''. He throws a hissy fit otherwise.
** His default reaction to his hookers' indiscretions is slapping them.
* BrosBeforeHoes: Inverted. Being a pimp, a bro is pretty much the only thing he ''won't'' put before a hoe.
-->'''A Pimp Named Slickback:''' I mean, don't get me wrong, A Pimp Named Slickback will put a ''lot'' of things over a hoe. [[OnlyInItForTheMoney Money over a hoe]]? Always. Brand new gators over a hoe? Absolutely. [[SatiatingSandwich A turkey sandwich with just tomato]]? Guaranteed. But ''homies''? Oh, no. A Pimp Named Slickback don't do ''shit'' for the homies. Let me reiterate: [[PunctuatedForEmphasis Don't. Do.]] ''[[PunctuatedForEmphasis Shit]]'' for the homies. Unless that homie wanna walk that stroll and get that money, the homie ain't gettin' a goddamn thing. And the same goes for brothas, peeps, dudes, fellas, dunnies, comrades, whatever the fuck niggas is callin' each other nowadays. Sounds like some gay shit to me.
* CatchPhrase: "I'm ''A Pimp Named'' Slickback."
* CoolShades: Tinted purple to match his suit, even.
* DeadpanSnarker: Is probe to this in almost every scene he appears in.
* DefeatMeansFriendship: Not really "friends" persay, but he doesn't seem to harbor any ill will against Grandad for their altercation in his first appearance (and even at the time he was actually very affable and respectful when Grandad made him leave his house), and even came back to give Riley TheTalk when Grandad was too embarrassed.
* DubNameChange:
** Also overlaps with LostInTranslation of sorts in the Latin American Spanish dub: He was renamed as ''Un Rufián Llamado Slickback'', literally "A Ruffian/Thug Named Slickback", since there's no region-neutral word in Spanish, much less in either Latin American Spanish, and ''even less'' in Mexican Spanish (the dialect from which the dub was made) for "Pimp".[[note]]In Mexican Spanish, "Pimp" is normally translated, in informal terms, as "Padrote", literally, "Big Father", but for anyone else in Latin America, that word would sound corny-sounding without understanding the Mexican context of the word, since it was coined by Mexican prostitutes for addressing their bosses since, for many of them, a pimp could be a father for them, both metaphorically and literally speaking. A much formal, region-neutral word for pimp in Spanish would be "Proxeneta", but it wouldn't fit with both the lip laps and also with premise of the character. Since A Pimp Named Slickback is basically an unlikable thug, the word "Rufián" is used instead, even if doesn't describe his job.[[/note]]
** Averted and inverted in the Japanese dub: His name is kept in English and its just transliterated to katakana (the alphabet used for foreign names and terminology) as "ア・ピンプ・ネームド・スリックバック". This also creates the side effect on making his already awkward name even more so for the cast to pronounce it right.
* {{Expy}}: He's based on Katt Williams' character "Money Mike" in the ''Film/{{Friday}}'' film series.
* FullNameBasis: Like ''"Music/ATribeCalledQuest"'', he prefers/demands to be called by his full name. Nothing more, nothing less.
* InsistentTerminology: He hates it when people just call him "Slickback", insisting that one must say the whole name every time, including the "A Pimp Named" part. (He also tells Tom that [[DontCallMeSir he doesn't have to add "Mister" to it]]; just "A Pimp Named Slickback" is fine.)
-->'''A Pimp Named Slickback:''' It's "A Pimp Named Slickback". Like "Music/ATribeCalledQuest". You say the whole thing. "A Pimp Named Slickback".\\
'''Robert:''' Can't we call you "Slickback" for short?\\
'''A Pimp Named Slickback:''' NO, NIGGA! I'M A PIMP NAMED SLICKBACK!\\
'''Robert:''' Cristal, who is this person?\\
'''A Pimp Named Slickback:''' ''NIGGA, ARE YOU DEAF?! I'M A PIMP NAMED SLICKBACK! SAY IT '''WITH''' ME NOW!''
* {{Jerkass}}: He ''is'' a pimp after all, so it's no surprise that he's an abusive, misogynistic douchebag. He's also openly homophobic and, by his own admission, a bad friend.
* KarmaHoudini: He is rich and successful due to running an abusive prostitution ring. And he's still doing well.
* LargeHam: He is very odd in how he acts.
* LaughablyEvil: He may be a misogynistic and abusive pimp but has an eccentric personality and tons of memorable remarks.
* MeanBoss: Judging by how he treats Crystal, he most certainly is this.
* NonIndicativeName: His hair isn't in a "slickback," or anything close to it.
* OnlyKnownByTheirNickname: "A Pimp Named Slickback" isn't a real name is far as we know.
* PimpDuds: He wears a purple suit, much like any other stereotypical pimp would.
* PoliticallyIncorrectVillain: Misogyny and sexism aside, he's also quite homophobic, and once tried to dissuade Riley away from [[MistakenForGay (what Robert believed to be) possible signs of "gay" behavior in Riley]].
* SmokingIsCool: He smokes. He's cool.
* StrawMisogynist: He's got nothing good to say about women whatsoever, consistently putting his "bitches" down and slapping them for trivial reasons.
* WouldHitAGirl: 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.
** In his next appearance, he trains Tom to assert dominance over his (allegedly) unfaithful wife Sarah. When he tells Tom that he needs to hit her, he refuses, to which A Pimp Named Slickback responds:
--->'''Slickback:''' It's okay, Tom. We all got phobias. Some niggas can't cross bridges, you can't go upside a bitch's head.

[[folder:Colonel Stinkmeaner]]
!!Colonel H. "Muthafuckin'" Stinkmeaner [[note]]As far as we know, he's not a military officer.[[/note]]
[[quoteright:197:https://static.tvtropes.org/pmwiki/pub/images/stinkmeaner342343_1877.png]]
->'''Voiced by:''' Cedric Yarbrough (English), Creator/JesseConde (Latin American Spanish), German Fabregat (Latin American Spanish, young)

An old and blind black man with a sadistic sense of humor. He starts a legendary "Nigga Moment" (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 on, Stinkmeaner's acquaintances (and even his clone) also come for revenge.

* AddingInsultToInjury: Whenever he's in a fight, Stinkmeaner hurls all kinds of taunts and TrashTalk at his opponent.
* AlasPoorVillain: As Huey points out, Stinkmeaner was a miserable human being, with no family nor friends, and liked to cause misery for others. Yet, he is defencelessly beaten to death by Robert, and the Freemans later pray for him at the spot he died.
* ArchEnemy: For Robert.
* 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 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.
* BedTrick: While Stinkmeaner was possessing Tom, he took advantage of it by [[NotRightInTheBed having sex with Sarah]], who was oblivious yet enthusiastic about her husband's strange behavior.
* BerserkButton: He hates it if anyone dares to take "his" space in a public parking lot, which is what sparked his Nigga Moment with Robert in the first place. It's the same thing happening to Tom that gives Stinkmeaner the opening to possess him in "Stinkmeaner Strikes Back".
* BigBad: Of the Stinkmeaner / Nigga Moment episodes, particularly "Granddad's Fight" and "Stinkmeaner Strikes Back".
* 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.
* BlindDriving: Despite being unable to see anything, for some reason he's able to get away with ''driving a car'' around town. Naturally, this makes him very dangerous to anyone who gets in his way.
* BloodKnight: He really enjoys Nigga Moments.
* BoomerangBigot: While he hates everyone, he hates black people slightly more than everyone else.
* TheBully: In spades, especially towards Robert, his ArchEnemy.
* 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]]!"
** "WHAT'S GOOD, NYUKKA?! WHAT'S REALLY GOOD?!"
** "[[BigYes OH YEAH]]!"
* ComedicSociopathy: His actions are the very definition of a comedic sociopath. He is deplorable and sadistic, but his over the top personality makes him too funny to be considered a HateSink.
* DeadpanSnarker: Though Stinkmeaner is far more obscene than deadpan.
* 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]].
* DevilsJobOffer: {{Satan}} is so impressed by Stinkmeaner's evilness and newfound fighting skills, that he allows Stinkmeaner to leave {{Hell}} so that he can get his revenge on Robert for killing him.
* DidYouJustFlipOffCthulhu: Stinkmeaner had the gall to call the Devil himself a "bitch-ass nigga". Rather than being insulted, the Devil was impressed and made Stinkmeaner his enforcer on Earth.
* EvilCripple: He doesn't care at all that [[BlindDriving driving while blind]] may endanger innocent people.
* EvilIsHammy: Stinkmeaner is one of the most evil characters in the show and has NoIndoorVoice. Cedric Yarbrough is clearly having a blast voicing him.
* EvilOldFolks: 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''.
* 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]]. But it soon turns out that Stinkmeaner was just lucky that time, as during the second fight he stood no chance at all against Robert.
* HeelFaceTurn: In his final appearance, [[spoiler: Stinkmeaner (via his clone) finally agrees to leave the Freemans alone. But that doesn't stop him from annoying Robert in an effort to get a dinner invitation. As expected, Robert refuses]].
* HellOfATime: ''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 and beating up lots of demons. The Devil himself is so impressed by the level of hate this man possesses, he helps him prepare for his revenge on Robert Freeman. He at least finds Hell to be preferable over [[FateWorseThanDeath jail]].
* IAmSong: "Stinkmeaner Forever!" in Season 4.
* 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.
* LaughablyEvil: He may be one of the biggest assholes around, but he sure is hilarious to watch.
* 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.
* NamesToRunAwayFromReallyFast: Would you really want to be around somebody with the surname "Stinkmeaner"?
* NoIndoorVoice: He frequently yells at the top of his lungs.
* NWordPrivileges: Though he often pronounces "nigga" as "[[FunetikAksent nyukka]]".
* OneManArmy: While Stinkmeaner is learning combat training in Hell, he proves his skills by beating up about a few dozen or so [[OurDemonsAreDifferent demonic]] {{mook}}s. Later during his fight with the Freemans, we see that he outclasses them by dodging and countering most of their attacks, and he's only subdued after considerable difficulty.
* OurGhostsAreDifferent: Stinkmeaner comes back from the dead as a [[VengefulGhost 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]].
* PsychopathicManchild: Overall, Stinkmeaner is really just an overgrown middle-school bully in the body of an old man.
* 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.
* SirSwearsALot: In a show that's already loaded with tons of profanity, Stinkmeaner is easily the most foul-mouthed character, rarely saying a sentence that doesn't contain a curse or insult in it.
* SurprisinglyRealisticOutcome:
** He stands absolutely no chance against Robert during their second fight due to being blind, while Robert still has use of his eyes, and what appeared to be him being a blind master martial artist with enhanced senses was just him getting lucky during their first fight.
** Likewise, one solid punch from Robert is all it takes to kill him for the first time, due to being a fragile old man whose visibly hunched over from age.
* TheSociopath: While narrating his backstory, Huey makes it clear that Stinkmeaner was always rotten and never cared about other people. Robert even calls him a "psychopath" at one point.
* 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 the abilities of eyesight and youthful prowess again, he proves to be more than a capable threat to the Freemans.
* {{Troll}}: What he does for a living.
* VillainousCrush: While Stinkmeaner was possessing Tom, the former openly lusts after the latter's wife [[WhereDaWhiteWomenAt Sarah]], even tricking her into having sex with him.
* VillainousLegacy: 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 due to being deceased during said episodes' events.
* 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!
* WrestlerInAllOfUs: He pulls off a dropkick to the chest on a man that got into an argument with [=Tom DuBois=] when he possessed the latter.
* YoungerThanTheyLook: Rather, his ''Clone'' is much younger despite looking the same age as the O.G. Stinkmeaner and was first created just days before Stinkmeaners' fateful fight with Robert that eventually killed him. His clone even lampshades this when talking with the Clone Scientists.
-->'''Clone Stinkmeaner:''' [[ArmorPiercingQuestion If you cloned me when you say you did, shouldn't I still be a little kid?]]

[[folder:Gangstalicious]]
!!Frederick "Gangstalicious"
[[quoteright:197:https://static.tvtropes.org/pmwiki/pub/images/gangstalicious345345_9481.png]]
->'''Voiced by:''' Mos Def (English), Gabriel Ortiz (Latin American Spanish), Creator/KazuyaNakai (Japanese)

Riley's second favorite rapper, who turns out 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 leaving increasingly obvious hints that he is.
* BadassBoast: He proclaims that "I fear no man but God." Then subverted when he adds ''"the niggas who shot me"'' to the list of people he fears.
* BrokenPedestal: Played with. Riley's perception of Gangstalicious as a badass has been destroyed. He's smaller than the music videos made him out to be, he's not as rich as he is depicted, and definitely not gangsta (he drop his gun midfire), though he still likes listening to his music, not to mention that the two of them are very friendly to each other.
* 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.
* HiddenHeartOfGold: His wannabe gangster 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.
* LovableCoward: Although it causes Riley to lose most of his respect for him, it's hard to not sympathize when Gangstalicious [[InelegantBlubbering cries some very unmanly tears]] over almost getting executed by his PsychoExBoyfriend.
* MadeOfIron: He was shot twice onstage, 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]].
* QueerPeopleAreFunny: Mostly due to all the {{irony}} of him being both a ([[ArmoredClosetGay semi-secretly]]) [[CampGay effeminate homosexual man]] and a gangsta rapper, as the hip-hop music scene is a very [[RatedMForManly overly masculine]] and homophobic subculture.
* StraightGay: He tries to put on a tough-guy gangster image, at least at first...
** CampGay: But in his second episode, he starts to display some more overtly homosexual stereotypes. For example his {{homoerotic|Subtext}} "Homies Over Hoes" song and music video; and he also starts promoting a fashion line of [[{{Crossdresser}} very feminine-looking clothing]], which his fans are completely oblivious to.
* TemptingFate: Who the hell writes a song called "I Got Shot"?
** While he was performing it onstage, he gets shot for real and the audience treats it as part of the act. Until they learned it wasn't.
* TransparentCloset: In his second episode he releases a song called "Homies Over Hoes" which has lyrics and a music video ''dripping'' with homoerotic undertones. He then releases a clothing line for boys which are essentially dresses. His fans remain oblivious until a dancer releases a book telling the world that he's gay.
* YouAreTheNewTrend: After his extremely successful "Homies Over Hoes" single drops, a lot of his fans (including Riley and the Lethal Interjection Crew) start buying girly clothes from his ridiculous new fashion line.

[[folder:White Shadow]]
!!"The White Shadow"
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/the_white_shadow.png]]
->'''Voiced by:''' John C. [=McGinley=] (English), Creator/HumbertoSolorzano (Latin American Spanish), Creator/MasakiTerasoma (Japanese)

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".

* BackForTheFinale: His only other appearance past his debut in Season 1's "The Real" is "It's Goin' Down", which is the Season 3 finale (and was supposed to be the overall series finale, [[PostScriptSeason until Season 4 was announced]]).
* 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 shady spy, but he's genuinely 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: Nobody else aside from Huey seems to notice him, leading Huey to eventually conclude that he's just a figment of his imagination. The White Shadow himself however says Huey is just kidding himself. It's ultimately left up to the viewer to decide if he's real or not.
* MeaningfulName: The first part of the nickname Huey gave to him, "White", minus the obvious, is a reference to The Whitelist that governments use. The "Shadow" part of his name refers to how he's physically transparent, yet appears to be able to interact with the real world.
* OnlyKnownByTheirNickname: He's only known by Huey's nickname for him, "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.
* SecretPolice: He is apparently a covert US government agent, who's tasked with spying on Huey due to his far-left-wing activism. And he certainly has the appearance of a classic "[[TheMenInBlack Man in Black]]".
* SpiritAdvisor: In "It's Goin' Down", the White Shadow warned him of the imminent invasion of his home by actual federal agents (led by Jack Flowers), something that Huey had no idea was going to happen. This could hint that he's a real man and not an illusion.
* TheSpook: The so-called "White Shadow" is definitely a very enigmatic, mysterious character. As he's supposed to be a secret agent after all, we don't know anything about his real name or identity. Hell, even Huey is unsure if the Shadow is actually a real person.

[[folder:Bushido Brown]]
!!Grandmaster Bushido Brown
[[quoteright:197:https://static.tvtropes.org/pmwiki/pub/images/bushido3948234_4073.png]]
->'''Voiced by:''' Cedric Yarbrough (English, "Let's Nab Oprah"), Creator/MichaelJaiWhite (English, "Stinkmeaner 3: The Hateocracy")

A legendary martial artist and professional bodyguard. He was hired by Creator/OprahWinfrey, and later by Robert Freeman.

* AfroAsskicker: He looks like a 1970s {{Blaxploitation}} movie protagonist.
* ArrogantKungFuGuy: ''Very'' arrogant.
* AssholeVictim: [[spoiler:Given how incredibly rude, greedy, and entitled Bushido acted while serving as the Freemans' bodyguard (even almost leaving them to the Hateocracy's mercy until Robert agreed to rehire him), nobody's really saddened by Bushido's demise, [[OhCrap only reacting out of fear by the realization that their last line of defense against the Hateocracy has been eliminated]]. Soon afterwards, Robert even tells the cops arresting the Hateocracy to clean up the "headless dickhead" (Bushido's corpse) left on his front lawn.]]
* BackForTheDead: [[spoiler:In the last episode he appears in ("Stinkmeaner 3: The Hateocracy"), Bushido ends up getting beheaded by Rufus Crabmiser of the Hateocracy.]]
* EntitledBastard: He proves to be one hell of an entitled rich prick. He's only willing to protect the Freeman family as their bodyguard by charging ridiculously high fees for Robert to pay. But that's not all; he forces Robert to purchase all kinds of luxury items for Bushido's personal use (with ''Robert's'' own money). Robert understandably wanted to fire Bushido, up until the Hateocracy returns at the last minute.
* InsistentTerminology: ''Grandmaster'' Bushido Brown.
* {{Jerkass}}: In addition to [[ArrogantKungFuGuy being an egotist]], Bushido charges Robert ridiculously high fees for his protection services, and forces him to buy things for him (with his client's own money, no less). [[LackOfEmpathy And he's quite content to]] [[BystanderSyndrome leave Robert and his grandsons to die]], unless he still gets double the payment for rehiring.
* 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!]]-]).
* NoCelebritiesWereHarmed: He's based on 1970s actor / martial artist [[http://en.wikipedia.org/wiki/Jim_Kelly_%28martial_artist%29 Jim Kelly]].
* OccidentalOtaku: Aside from the obvious (being a karate master), Bushido's demands in return for protecting the Freemans include large amounts of sushi, a Kobe beef steak, and a Japanese toilet with a bidet. Earlier, he was also shown relaxing in a Japanese massage parlor.
* OffWithHisHead: [[spoiler:He loses his head when fighting the Hateocracy, courtesy of Rufus Crabmiser slicing it off with his flying crab-trap/guillotine.]]
* PunchClockHero: Bushido's nature is very far from being altruistic or generous. He's a professional bodyguard who [[OnlyInItForTheMoney demands a high paycheck]] if you want his protection. No money, no help.
* WorldsStrongestMan: Far and away the best fighter in the show and incredibly powerful. His feats include wiping out a dozen cowboy hitmen, bodying Huey in a one on one fight and almost taking down the Hateocracy single-handed. [[spoiler: His death was due to a sneak attack from one of the members, not because Bushido was actually beaten.]]
[[/folder]]

[[folder:Betty von Heusen]]
!!Mrs. Betty von Heusen [[note]]No husband is ever seen or mentioned.[[/note]]
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/betty_neighborhood_watch.jpg]]
->'''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: During the titular outbreak of "The Fried Chicken Flu", Betty and several other neighbors learn that the Freeman family and their friends are hoarding emergency supplies, so they become bandits and attempt to rob the supplies from them. But oddly enough, none of them were armed with guns.
* EvilOldFolks: She's always a nasty old hag whenever she appears.
* GunNut: To the point of being an outright RightWingMilitiaFanatic. She's a white conservative who owns a lot of firearms, is pretty vocal about her 2nd Amendment rights, and is quite eager to shoot at any (real or perceived) enemies.
* {{Jerkass}}: She's a racist, trigger-happy old bitch who's always quick to antagonize the Freemans or their friends.
* NeverMessWithGranny: She's a little old lady who's armed to the teeth with lots of weapons, and isn't afraid to use them.
* PoliticallyIncorrectVillain: She seems to be quite a RacistGrandma; as seen in "The S-Word", when 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 leads to Rollo opportunistically threatening litigation in response to their hate crime).
* StrawCharacter: A caricature of NRA Republicans.
* VigilanteWoman: Parodied in "Thank You for Not Snitching". After a series of home burglaries committed by Ed Wuncler III and Gin Rummy, she becomes a vigilante and tries to hunt down the culprits herself. She even proposes the idea of [[VigilanteMilitia militarizing the neighborhood watch]].
[[/folder]]

[[folder:Thugnificent]]
!!Otis "Thugnificent" Jenkins
[[quoteright:197:https://static.tvtropes.org/pmwiki/pub/images/thugnificent394983_5435.png]]
->'''Voiced by:''' Carl Jones (English), German Fabregat (Latin American Spanish)

Riley's new favorite rapper, who moves into a huge mansion just across the street. In Season 3, [[RichesToRags he becomes broke]] as his music career ends, so he has to take a job as a UPS driver.

* 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 Betty's militia bus off the road when they were chasing the Freeman and [=DuBois=] families]].
* CatchPhrase: "No homo."
* ChuckCunninghamSyndrome: He is absent from Season 4.
* CondemnedByHistory: {{Invoked}} In-Universe; he goes from one of the biggest rappers in America to a universally derided has-been reduced to delivering packages for a living.
* ConspicuousConsumption: For starters, his house is a white-and-gold mansion with multiple statues of himself modeled after sculptures of Greek gods. Spending money like water eventually comes back to bite him when his career stalls and he ends up in debt with the IRS breathing down his neck.
* ADayInTheLimelight: "Bitches to Rags".
* EarlyBirdCameo: Sort of. That song "Booty Butt Cheeks" which you hear throughout Season 1? He made that. Though he doesn't make his actual debut until Season 2, however.
* {{Expy}}: Of Music/{{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]] His musical style, however, owes less to Ludacris than it does to crunk and the "bling" era in general, and his career decline can be seen as a nod to the own death of crunk and the bling era around the end of the 2000s.
* FallenOnHardTimesJob: His attempt to sell crack. Later he finds work as a UPS van driver and postman.
* FatalFlaw: Sloth. His complacency as a popular rapper over one song in the beginning of Season 2 causes him to kick back and it begins to slowly bite away at his rapping career, and his eventual fall from grace is forshadowed in "The Story of Gangstalicious, Part 2". By Season 3, everything Thugnificent worked for goes down the drain thanks to his indulgence in his hedonistic lifestyle.
* 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.
* 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.
* HiddenDepths: While he more often than not comes off as a loudmouthed buffoon, he is actually college educated; he holds a Bachelor’s degree in Communications. His educational credentials nearly get him an office job before he calls attention to his rapping career (he made it clear to the guy interviewing him that he only needed the job to get back on his feet and probably wouldn’t be around long).
* 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. Which makes sense considering Thugnificent grew up in an impoverished, crime-ridden slum of a town. If the rap game didn't last long term, he'd still have a college degree to fall back on.
* ImportantHaircut: After he sells his home, he loses the "Mickey Mouse" afro to keep a low profile.
* 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.
* InUniverseFactoidFailure: Though he tries to present himself as an astute political activist during Obama's first presidential campaign, he demonstrates that he doesn't know as much about politics as he likes to pretend when he says one of the branches of government is the "main branch".
* JerkWithAHeartOfGold: He's an irresponsible idiot, but he's probably one of the nicest characters in the series.
* {{Narcissist}}: During his rapper days, to the extent of having a painting of himself standing above MLK, Malcolm X, Tupac and Biggie in his house.
* NiceJobBreakingItHero:
** Gets Flonominal fired from his job, due to NoSuchThingAsHR.
** When he visits a record producer for help with his failing career, he ends up instantly getting another chance just from simply asking for it. The thing though is that he brought [[AxCrazy 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: Like many black rappers, he uses anti-black slurs in a way not intended to be malicious.
* RagsToRiches: 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: 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 weed dealer.
[[/folder]]

[[folder:Lethal Interjection Crew]]
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/lethal_interjection_mtv.png]]
[[caption-width-right:350:Thugnificent with Macktastic (left) and Flonominal (right).]]
A group of Thugnificent's friends, including two fellow rappers. They live with Thugnificent at his mansion in Woodcrest, until the events of "Bitches to Rags" cause them to move out and split up.

* MistakenForGay: In "The Story of Gangstalicious", much like Riley they start buying from Gangstalicious' effeminate fashion line. But after learning about his homosexuality, they desperately sever any ties to him to avoid looking gay by association.
* RichesToRags: They all have to struggle financially due to Thugnificent going bankrupt.
* {{Satellite Character}}s: They're not given much focus besides hanging out with Thugnificent. Especially Macktastic, and Flonominal to some extent, though Leonard gets some more roles in Season 3.

!!Macktastic
->'''Voiced by:''' Music/SnoopDogg (English), Hiroki Kato (Japanese)

A friend of Thugnificent, and a fellow rapper of the Lethal Interjection Crew.
----
* AmbiguouslyBrown: His lighter skin and long, straight hair makes him look as though he might be partially white or Native American, though it's also possible that he just straightened his hair much like A Pimp Named Slickback, especially since Season 3 confirms he actually was a pimp prior to his rap career.
* FallenOnHardTimesJob: The crew's money drying up forces him to go back to pimping.
* SatelliteCharacter: Even more so than Flonominal or Leonard it seems.

!!Derrick "Flonominal" Cornish
->'''Voiced by:''' Music/BustaRhymes, Creator/KevinMichaelRichardson ("Bitches to Rags")

Another friend of Thugnificent, also a fellow rapper of the Lethal Interjection Crew.
----
* FallenOnHardTimesJob: After his own career in hip hop music comes to an end, he gets a white-collar office job. But he gets fired from that too, due to Thugnificent's mistakes.
* MyBelovedSmother: In "The Story of Thugnificent", Flonominal is extremely distressed when his mother calls to chastise him for his part in the "Eff Granddad" 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.

!!Leonard
[[quoteright:197:https://static.tvtropes.org/pmwiki/pub/images/lenard213123_1891.png]]
->'''Voiced by:''' [=DeRay=] Davis (English), Gustavo Carrillo (Latin American Spanish)

Yet another friend of Thugnificent, and also counted as part of the Lethal Interjection Crew, although he's not a rapper.
----

* BerserkButton: You gotta say his name in full. ''Every. Time''. Not "Mr. Slickback". Not just "Slickback" for short. It's always ''"A Pimp Named Slickback"''. He throws a hissy fit otherwise.
** He also reacts to his hookers' indiscretions by slapping them.

* AffablyEvil: At least in his first few appearances. He’s pretty unscrupulous, but doesn’t try to hide it. He also treats Robert well enough, inviting him to his party, not holding anything against him when his grandson is shot, and providing him a shop (although that last one may have been all part of his evil plan). He more or less loses this in “The Block Is Hot.”

* PetTheDog: As long as he doesn't have a scheme going he likes Robert and when Riley shoots Ed III he just shrugs it off (correctly assuming it was Ed III's own fault anyway) and share a drink instead.