Characters: The Boondocks

A character sheet for Aaron McGruder's newspaper comic strip (turned animated television series) The Boondocks.
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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 moves with his brother and grandfather from inner-city Chicago, Illinois to suburban Woodcrest, Maryland. Intelligent yet pessimistic for his age, he is a radical left-wing activist and an alleged "domestic terrorist".
  • Acting Your Intellectual Age: 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.
  • Adorably Precocious Child: In the pilot episode, Huey is annoyed that the rich white guests at Wuncler's party find his political rants to be cute instead of offensive.
  • Afro Asskicker
  • Angry Black Boy: Especially in the comic, though McGruder has been known to use him to criticize the concept.
  • Anti-Hero
  • Aside Glance: 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.
    • Adaptational Badass: In the comics, Huey's martial arts skills are an Informed Ability. In the cartoon, not so much.
    • Badass Adorable: He can kick ass despite being a prepubescent child.
    • Badass Bookworm: He's very well read and has an interest in politics.
    • Retired Badass: As early as Season 3, he claimed to be retired from revolutionary activism (or "domestic terrorism" depending on one's views).
  • Berserk Button:
    • 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.
  • Birds of a Feather: 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.
  • Black and Nerdy: Downplayed (in the TV series). A few times he has quoted Star Wars characters.
  • Blue Oni: To Riley's Red.
    • Also to Caesar's Red in the comics.
  • Butt Monkey: He's often ignored and ridiculed whenever he tries making a point, especially by Riley and Granddad.
  • The Cassandra: Riley and Grandad often ignore his advice.
  • Catch Phrase: In the comics, he'd often reply to Riley's stupid comments by saying something along the lines of, "Forget I asked..."
  • Cavalier Competitor: Over the kickball game. At least until Ming makes it personal.
  • Characterization Marches On: 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.
  • Character Check: 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".
  • Child Prodigy: Which annoys his teacher.
  • The Comically Serious / The Stoic: He usually keeps a neutral (yet a bit pessimistic) expression on his face, and only a few times has he shown anything else. But see Not So Stoic.
    • Perpetual Frowner: Almost always seen with a frown to emphasize his cynical and pessimistic personality.
      • Interestingly enough, an Adult Swim bumper once featured a fan asking the question, "Does Huey ever smile?" The AS team, apparently stumped, claim to have called up Aaron McGruder to ask. What was the answer? Apparently, the animators are contractually obligated never to depict Huey smiling or laughing, ever. However, Huey has smiled about 5 times in the animated series. Though Aaron denies them as nothing more than animation errors.
  • Complaining about Shows You Don't Watch: In-Universe, he does this when he says that the first Soul Plane was as funny as a lynching. He justifies it by saying that he's also never seen a lynching, but he knows they're not funny. (Granddad tries to argue that he has seen a funny lynching, but that's neither here nor there.)
  • Composite Character: The cartoon version Huey is a combination of comic Huey's radical views and cynicism with Caesar's Only Sane Man attitude.
  • Conspiracy Theorist: Huey is a left-wing radical after all. He believes that racists, corporations, and governments are all scheming to keep black people and the working classes down.
    • 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.
    • During one winter break, he formed a convoluted theory that Santa Claus is an agent of the Illuminati or New World Order. Oddly though, he dismissed Santa as being a childish fairy tale until he incorporated him into his paranoid conspiracy fantasies.
    • Also in the comics, he totally buys into the 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 totally freaking out when Granddad pulls a prank on him by cutting the lights just as the New Year hits.
    • Huey is introduced in the pilot episode 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 Huey thinks that a government agent (the White Shadow) is stalking him under surveillance, though of course in the show Huey is in fact known and distrusted by the government.
  • Crazy-Prepared: Let's just say that when shit goes down, Huey is prepared.
    • Crazy Survivalist: In "The Fried Chicken Flu", he hoards a lot of supplies to prepare for a great disaster, such as the fried chicken flu epidemic. Though it all goes to waste, as the "fried chicken flu" is really an outbreak of salmonella that was exaggerated by the media to be far deadlier than it actually was.
  • Creepy Child: Even though Huey is a little child, he never smiles or laughs, and he's also a wannabe political militant (and he fully expects to be imprisoned for it some day).
    • Troubling Unchildlike Behaviour: Where do we begin? Huey Freeman has: Planned a prison escape, self-made an electric shock glove, brought nunchaku to a cinema, and 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.)
  • Cunning Linguist: In the episode "The Red Ball", he has shown to understand and speak fluent Mandarin Chinese.
  • The Cynic / The Pessimist: He's the master of negative thinking. No matter the occasion, he will have unpleasant thoughts about it.
  • Deadpan Snarker: It helps that he does in fact have a deadpan personality, and has a penchant for both sarcasm and bluntness.
  • The Determinator: This applies to the first season only, as later seasons show him to be much more apathetic.
  • Dirty Communist: The US government and right-wing media consider him to be one.
  • Disappeared Dad / Missing Mom: It's implied that his parents are deceased.
  • Disapproving Look: 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 Panels of Huey just looking at someone who is being ignorant or foolish are common.
  • The Eeyore: He sometimes crosses over with Grumpy Bear. His endless war against The Man has left him without the ability to take much enjoyment from things. Naturally, his being a constant downer causes Caesar no shortage of annoyance, ostracizes him from what friends he has at times, and every once in a while results in him being called out on it.
  • Everything Is Racist / What Do You Mean, It's Not Political?: 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.
  • Fascinating Eyebrow
  • Fish out of Water: The Freeman family are urban blacks moving into a white suburb, where it seems that there's hardly any other black people around.
  • Funny Afro: There's a running gag in the comic series about Granddad demanding that Huey should get a haircut.
  • Freudian Trio: The Superego to Robert's Ego and Riley's Id.
  • Genre Savvy: Listen to the kid. It might just save your life.
  • Hypocritical Humor: 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...
  • Ignored Expert: 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.
  • Insufferable Genius: 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.
  • Intelligence Equals Isolation: Huey has very few friends. He scares everyone off except for Caesar and Jazmine (especially in the cartoon, due to Caesar's absence).
  • Intergenerational Friendship:
    • With Tom, at least as much as Huey's cynicism will allow.
    • Also develops this with The White Shadow to an extent.
  • I Warned You: 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.
    • Jerk with a Heart of Gold: But underneath that cynical elitism, he does care about the well-being of his family and friends.
  • Katanas Are Just Better: He plays it straight and also subverts it when he gets in a fight with Riley.
  • Knight in Sour Armor: 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.
  • Lack of Empathy: In the comics, he can sometimes be a rare heroic example. Though he does care about people, he often has little tolerance for other peoples' feelings, emotions, and problems, especially in comparison to what he thinks their feelings, emotions, and problems ought to be.
  • Meaningful Name / Named After Somebody Famous: Named after Huey P. Newton, co-founder of the Black Panther Party.
    • Incidentally, Huey P. Newton was named for Louisiana governor Huey P. Long, making this kind of a layered example of the trope.
  • Mundane Utility: 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.
  • Nerves of Steel: He didn't even flinch at the end of the "Attack of the Killer Kung-Fu Wolf Bitch" episode when 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.
  • Never Live It Down: In-Universe. For a while in the comics, he's unable to live down the extreme extent to which he bought into Y2K.
  • Noble Male, Roguish Male: A relatively noble one.
  • No Respect Guy: 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.
  • No Sense of Humor: Beyond his sarcasm, he really doesn't seem to have an interest in comedy. A running gag in the comic has Caesar either pointing it out, 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 "your momma" jokes, with disastrous results.
  • No Social Skills: 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. Poor Jazmine...
  • Not Allowed to Grow Up: Huey, like all the other children, 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.
  • Not So Above It All: In the comics, Huey thinks he's an Only Sane Man, but not really realizing how extreme his viewpoints are, or that in the end he's still just a little kid.
  • Not So Stoic: Occasionally you can see Huey look distressed, such as when his former friend Cairo rejects him.
    • When He Smiles: Rarely though, you can see Huey in a better mood. And it's actually quite 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 asks Jazmine to go and assist him on his plan to bust a wrongfully convicted prisoner. Although this was temporary when Jazmine stated that she could not go.
      • He smiles when he set up a soapbox and sees Jazmine across the street with her lemonade stand.
      • He seems genuinely happy to see Granddad return from his Costa Rica trip.
      • He smiles twice when Riley starts having success during the basketball game.
  • N-Word Privileges: He says "nigga", but not as much as Riley or Robert do.
  • Oblivious to Love: 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. For two hours, until someone shouts at her to go home.
  • Only Sane Man: In the TV show, due to the exaggerated stupidity of many characters, especially compared to Riley (not surprisingly), and even his Grandadd (who is much dumber than his comic counterpart).
  • Out of Focus: 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.
  • The Pirates Who Don't Do Anything: 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.
  • Politically Incorrect Hero: 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, insisting that she's black (never mind that she also qualifies as white).
    • At one point Huey is convinced that there may be a Ku Klux Klan presence in Woodcrest, and he even suspects the very liberal and 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.
  • Poster-Gallery Bedroom: His (half of the) room is neat with a full bookshelf, a computer and posters of Che Guevara and Malcolm X.
  • Power Fist: The "Black Power Fist". He builds one with instructions from the Internet.
  • Psychic Powers: An odd example, as The Boondocks as a series only ever slightly ventures into Urban Fantasy territory in its cartoon iteration, but Huey has a tendency to come across information that he would have otherwise never known about in unnatural ways.
    • Dream Spying: When Stinkmeaner ascended from hell, Huey had a dream of it happening that same night. When he told Robert about it, he tried to reassure him that Stinkmeaner was dead and it was just a dream. Quite obviously, that wasn't the case.
      • Similarly, but with much less at stake, in the comic strip Huey had a dream that his Granddad had "betrayed" him by getting a government job. He confronted his granddad about it, asking if he had perhaps gotten work as a mailman. At this point, Robert reveals to the boys that he has just gotten work as a census taker, much to Huey's dismay.
    • My Significance Sense Is Tingling: When Stinkmeaner's spirit is running around spreading discord in Tom's body, they cut to a shot of Huey on his hill, narrating the fact that he could sense an evil force gathering nearby, unable to shake the feeling nor the memory of his earlier dream from his mind.
    • Spirit Advisor: He's the only person who can see or hear the voice of the blue Star Wars ghost version of Ghostface Killah, (who isn't actually dead, so this trope cannot fall into the I See Dead People category).
      • The White Shadow, who for most of his existence seemed to be a non-supernatural, imagination-based entity, became something of a Spirit Advisor to Huey in the episode "It's Goin' Down". The key element that made him not just a hallucination that spits out things Huey had heard earlier in the day like he was in the episode "The Real", was that the White Shadow warned him of the imminent invasion of his home by actual federal agents, something that Huey had no idea was going to happen. What or who the White Shadow is remains to be seen.
  • The Quiet One: He's generally very calm and reserved, especially after Season 1.
  • Rage Breaking Point: Not prone to overt anger (his rage is usually more 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 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..."
  • Raised by Dudes / Raised by Grandparents: He and Riley are raised by their grandfather Robert.
  • Rant Inducing Slight: 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 she starts crying and he immediately apologizes.
    Jazmine: "I thought it was the thought that counts!"
    Huey: "YOU WEREN'T THINKING!"
  • Red Oni, Blue Oni: Blue to Riley and Caesar's red. Red to Tom's blue.
  • Responsible Sibling: To Riley's Foolish Sibling.
  • Ridiculous Procrastinator: Huey gets an entire arc about how he can't get himself to just mow the grass. Even afterward, him doing absolutely anything he can to avoid doing it becomes a Running Gag.
  • Serious Business: 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.
  • Small Name, Big Ego: 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 (despite not doing much besides complaining all the time).
  • Soapbox Sadie: In the episode, "The Block is Hot". However, that is still a natural element to his character.
  • The Spock
  • Straight Man
  • Straw Character: Huey is a far-left radical who preaches socialism and black nationalism. It varies greatly whether he's a strawman of a fringe extremist...
  • Sugar and Ice Personality: Huey is stoic and often blunt, but when the chips are down, so is his personal barrier.
  • ▄bermensch: 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.
  • The Unfavorite: 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.
  • The Unreveal: We never get to find out who his parents were.
  • Unreliable Narrator: In "Attack Of The Killer Kung Fu Wolf Bitch", though he corrects himself.
  • Violence Really Is the Answer: He strongly believes this.
  • Weekend Inventor: He creates an electric shock glove (called the "Black Power Fist"), an emergency power generator (during an outbreak of salmonella), and chemical explosives (he considered killing Ed II).
  • Well-Intentioned Extremist
  • Wise Beyond Their Years: 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.
  • The Worf Effect: While a skilled martial artist, he is often the one kissing concrete when he gets into fights, though to be fair, a lot of his opponents are adults and elite Badasses. The only fights he has won or at least, had the advantage in, were against either those in his own age group, or just Mooks.
  • Vitriolic Best Buds: In a one-sided way with Jazmine, who is much nicer to him.
  • Sibling Yin

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".
  • Adaptation Dye-Job: Not a dye job but a hairstyle change. Riley's hair was changed from being short to having cornrows.
    • It should be noted that his hairstyle also changed later in the comic's run; in fact there was an arc about him growing his hair out.
  • Aesop Amnesia: Has a certain mindset of how the world should work, so any lessons that don't line up with it are immediately discarded.
  • Annoying Younger Sibling / Bratty Half-Pint
  • Ascended Fanboy: He's a huge fan of gangsta rappers and is friends with a few of his idols, including Thugnificent and Gangstalicious.
  • Badass
  • Book Dumb / The Ditz / Obfuscating Stupidity: Depending on the Writer; In the comics, he invokes this intentionally. But in the cartoon, he really is that stupid.
    • In the comics, outside of being a talented artist, he is also exceptionally bright when he wants to be. He does poorly in school to protect his "rep".
    • He does also learn to be a great artist during an episode in the first season of the show.
    • In the first season, Riley was more on the fence when it came to obfuscating stupidity. For all the dumb things he did, the boy was a surprisingly good debater.
    • Also, he showed remarkable cunning in "Let's Nab Oprah" by misdirecting Oprah's bodyguards which included Bushido Brown, certainly more cunning than Ed III & Gin Rummy have ever shown.
    • The third season of the cartoon also brings him closer to this; he is, among other things, a master strategist, but is willingly Genre Blind to an extent that would require him to be secretly Genre Savvy.
  • Butt Monkey: In the cartoon. He got his ass handed to him by the local bully, who stole his chain on top of it; Edd III and Gin Rummy stole his pimped out bike he worked really hard on; and Huey absolutely dominated him in the "Home Alone" episode.
  • Catch Phrase:
    • "Nigga, you gay."
    • "Pause."
  • Character Exaggeration: Becomes more of a Ted Baxter 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.
  • Cuteness Proximity: One of Grandad's crazy ex-girlfriends tried to kidnap Riley because of how adorable he was.
  • Delinquent / Enfante Terrible: Well he is a wannabe gangster after all. He really believes that getting into trouble with the law will make him cool.
  • Determinator: He's not a very good fighter, but good luck on getting him to stay down.
  • Disappeared Dad / Missing Mom: It's implied that his parents are deceased.
  • Enemies Equals Greatness: He's a firm believer in this trope, but unfortunately, this led Butch Magnus to steal his chain.
  • Even Evil Has Standards: Though he has an eye for trouble and is extremely callous, he generally draws the line at doing things that directly hurt people. 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, he is thoroughly creeped out by Lamilton, and is often appalled at how extreme Ed and Rummy can be (not that it stops him from calling them).
  • Evil Laugh: His sadistic snicker.
  • Fish out of Water: The Freeman family are urban blacks moving into a white suburb, where it seems that there's hardly any other black people around.
  • Foolish Sibling
  • Freudian Trio: The Id to Robert's Ego and Huey's Superego
  • Fully Automatic Clip Show: Him calling things gay In "The Story Of Gangstalicious, Part 2".
  • Genre Savvy: He can predict the outcome of his Granddad's Catcher Freeman story, which sounds an awful lot like a cliched action/romance movie.
  • Girls Have Cooties
    (After Riley complainins that he might never be able to have money and girls like the rappers on T.V.)
    Huey: Riley, you don't even LIKE girls!
    Riley: I DO SO! (beat) Just as long as they don't touch me...
  • Good Old Fisticuffs
  • Guilty Pleasures: He feels great shame when it's revealed he's a Lauryn Hill fan. This isn't because Hill is a regular guilty pleasure, 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.
  • Have I Mentioned I Am Heterosexual Today?: 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.
  • Intergenerational Friendship: With Thugnificient.
  • Jerkass: He doesn't care about how his actions affect others (or himself).
  • Kids Are Cruel: He's (usually) not really that bad, but he plays up the "schoolyard tough" act in school in order to build up his "rep." Though some strips imply that he doesn't really have to try that hard...
  • Large Ham
  • Laser-Guided Karma: While Riley never learns any lessons, he doesn't always escape consequences. He usually serves to be his own downfall and often gets beaten by his grandfather if he pisses him off.
  • The McCoy
  • Mistaken for Gay:
    • 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.
  • Noble Male, Roguish Male: The roguish one to Huey's noble one.
  • N-Word Privileges: 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 can sue the school district.
  • Obnoxious Snarker: Is a total smart ass, but is generally more obscene than deadpan.
  • Raised by Dudes / Raised by Grandparents: He and his brother are living with their grandfather Robert.
  • Red Oni: Red to Huey's Blue.
  • Schemer
  • Shaking the Rump: Does this in "The S Word" where Huey lampshades he's doing the "Celebratory Booty Dance".
  • Small Name, Big Ego: Oh so much, Riley is very obsessed with proving himself to be an awesome gangster.
  • This Loser Is You: Riley embraces every negative stereotype about black youth: an anti-intellectual and self-absorbed trouble-maker.
  • Token Evil Teammate: Often.
  • Too Dumb to Live: At times, such as "The Fundraiser" where he's too cocky and arrogant to realize that dangerous criminals are threatening his life and safety.
  • Toxic Friend Influence: 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, 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 decent guys at heart.
  • Trash Talk: He will insult anyone and will not care for whatever the response is.
  • Ungrateful Bastard
  • The Unreveal: We never get to find out who his parents were.
  • Unsympathetic Comedy Protagonist
  • Verbal Tic: He seems to have picked up a new one lately whenever he mentions something gay, no homo.
  • Villain Protagonist: He finds a criminal lifestyle to be very appealing. He's already assisted local crooks such as Ed, Rummy, Lamilton, etc.
  • The Worf Effect: Even worse then Huey as he has no muscles, isn't trained and his style is just straight up brawling. At the very least, he has some high stamina and can take a lot of punishment. But that just means he get tossed around like a ragdoll.
  • Sibling Yang

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

The grandfather of Huey and Riley. He was a World War II fighter pilot and a Civil Rights Movement 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.
  • Abusive Grandparent: Being an old-fashioned parental figure, he believes that beatings are a great way to discipline a bad child.
  • Adults Are Useless / Bumbling Granddad: As Robert isn't very mature himself, he seems quite incompetent at raising his grandkids.
  • Aesop Amnesia: Much like Riley, he has trouble learning from his mistakes. This is lampshaded (or perhaps exaggerated) at the end of the third season:
  • Angry Black Man: 'Cause he's a Grumpy Old Man.
  • Awesome McCoolname: Robert "Bitches" Freeman.
  • Badass
  • Been There, Shaped History
    • Although how much of it is true is uncertain, to say the least. He definitely was a Tuskegee Airman and present (albeit deeply unpopular) at Rosa Parks' bus protest and the Birmingham marches, definitely wasn't the UFC light-middleweight champion or a member of G-Unit, and may or may not have gotten into a knife fight with Jesse Jackson.
    • Well, actually, the Rosa Parks thing was revealed in an episode that turned out all to be Huey imagining what would happen if Martin Luther King had fallen into a coma and woken up in the year 2000 rather than dying, so that one may not be true, either.
    • Turns out he was a Freedom Rider... albeit entirely against his will as he got on the wrong bus.
  • Berserk Button:
    • Asking him to butter his own popcorn.
    • He tells Slickback that he can't hurt any women in his presence.
  • Blatant Lies: "I'm gonna go find myself a white man and lie to 'im right now."
  • Butt Monkey: Usually due to whatever stupid mistakes he makes, he often brings down a lot of bad luck upon himself.
  • Bystander Syndrome: Prone to this attitude, especially in the comics.
  • Casanova Wannabe / Dirty Old Man / Kavorka Man: Despite his old age and fat belly, he never stops chasing after young women. Though something is usually wrong with the women he dates...
  • Confirmed Bachelor: Of the Casanova Wannabe 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 mention about his (probably deceased) wife of many years.
  • Cool Old Guy: More so in the comics.
  • Deadpan Snarker: Granddad often makes dismissive replies to whatever Huey or Riley were going on about.
  • Deep South: 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.
  • Dirty Coward: 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?
  • Embarrassing Nickname: Thugnifficent refers to him as "Old Nigga".
  • Fan Disservice: We frequently see him (semi-)naked.
  • Fish out of Water: The Freeman family are urban blacks moving into a white suburb, where it seems that there's hardly any other black people around.
  • Freudian Trio: The Ego to Huey's Superego and Riley's Id
  • Grumpy Old Man / Screw Politeness Im A Senior
  • He Who Fights Monsters: During his conflict with Stinkmeaner's clone, he slowly transforms into him by embracing the hatred. Huey only manages to turn him back in just before he killed him again.
  • Hypocritical Humor: A true master.
    • Hypocrisy Nod: 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.
  • I Just Want to Be Normal: In the comics, where he simply desires to live his golden years in relaxation.
  • I Just Want to Be Special: In the show, where he's big on appearances and often wants to live the high life.
  • Improbable Weapon User / Weapon of Choice: If he needs to fight, it's a good bet that he'll be using his belt as a whip and lasso. He mostly just uses it to punish Riley though.
  • Indentured Servitude: In the fourth season, he signs a contract that forces him to work for Ed Wuncler Jr until he pays off the debt on the house.
  • Intergenerational Friendship: With Tom.
  • I Was Quite a Looker: As seen during "Wingmen" and "Freedom Ride Or Die" he was a handsome fella in his day.
  • Jerkass: Robert usually places his interests before everyone else, and is quick to avoid responsibility.
  • Large Ham
  • Man Child: He's not very mature, and he doesn't really behave himself much better than Riley.
  • Meaningful Name: Which Ed Wuncler II hangs a lantern on.
  • Mentor: Of a sort to Huey in the comics, where his characterization is that he is Older and Wiser, 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.
  • No-Holds-Barred Beatdown: He does not even have as much as a welt on him in his final battle with Stinkmeaner.
  • N-Word Privileges: Lampshaded as far back as the pilot episode, when Robert tells his boys that they shouldn't use the N-word, even though he says it all the time.
  • Pyrrhic Victory: 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.
  • Red Oni, Blue Oni: Red to Tom DuBois's Blue
  • Refusal of the Call: 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 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.
  • Riches to Rags: 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. 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.
  • The Scrooge: 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.
  • Self-Serving Memory
  • Shipper on Deck: 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).
  • Skewed Priorities: 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).
  • Spotlight-Stealing Squad: Season 4 seems to be solely based around Granddad's personal issues, with Huey only getting a few lines each episode.
  • The Stoner: In "Mr. Medicinal" he starts using marijuana, until two convictions, house arrest, and being forced to do an anti-drug PSA as community service force him to stop.
  • Technologically Blind Elders: In the comics, Robert was browsing the Internet and was easily tricked into getting a computer virus.
  • Took a Level in Dumbass: While Robert seemed to 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.
  • Unreliable Narrator: It's unknown just how much of his alleged involvement in the Civil Rights Movement actually happened. Werner Herzog theorized that Robert might be a pathological liar or in the early stages of dementia.
  • The Unreveal: We never get to find out who his wife or child was.
  • Unsympathetic Comedy Protagonist
  • Vague Age: How old is Robert anyway? It's not helped by the apparent Comic-Book Time 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.
    • Werner Herzog also had trouble estimating his age, and gave a guess between 80-120.
  • When All You Have Is a Hammer: With regard to parenting.
    "You ever try beatin' his ass?"
  • Where Da White Women At?: Although Robert is usually seen dating black women, he's not picky about skin color.
  • Wouldn't Hit a Girl: He forbids Slickback from hitting Cristal in the Freeman house.

    Supporting Characters 

Michael Caesar

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

Huey's best friend in the comic strip, but is glaringly absent from the animated series. He's a smart-mouthed black kid from Brooklyn, New York City who chats with Huey about everything from politics to pop culture (mostly the latter, as they have a shared hatred of bad black media).
  • Adapted Out: Possibly due to Huey not entirely needing a Foil for much of the show's run, he has yet to appear thus far.
  • Black and Nerdy: Has just as much casual nerdy knowledge as Huey.
  • Catch Phrase:
    • "BROOKLYN!", at least when he was first introduced.
    • Also his many Your Mom jokes.
  • Celeb Crush: Claimed Jennifer Lopez was the female ideal of unobtainable beauty and then dumped her off the list because of the movie Enough.
  • Class Clown: He blurts out random jokes to annoy Mr. Petto.
  • The Confidant: 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.
  • The Conscience: 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 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)
      Huey: DEAR ILLEGAL AMERICAN REGIME
      Caesar: Start over.
  • Deadpan Snarker: Mostly to Huey.
  • Dreadlock Rasta: 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 Only Sane Man slot.
  • Fish out of Water: Same as the Freeman kids, though he gets used to it a lot faster than either of them do.
  • The Gadfly / 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.
  • Genre Savvy
  • Innocent Prodigy
  • The Lancer: Caesar functions as Huey's right-hand-man on many an activity, such as being a co-founder to their newspaper. At the same time, he generally challenges the kid's serious nature with a much warmer personality.
  • Last Name Basis: His first name, Michael, is referenced less than a handful of times in the comic strips.
  • Meaningful Name: MC.
  • Meta Guy: He has a habit of vaguely referencing he and Huey's position as characters, the comic's creator, or the strip itself in meta fashion.
    Caesar: Can you believe it's been four years since the last [election]?
    Huey: Yeah.
    Caesar: Funny. Seems like we haven't aged a day...
  • Nice Guy
  • Obligatory Joke: Often, much to Huey's annoyance. Especially since his jokes can come out of nowhere with little-to-no prompt.
  • Only Sane Man: Despite his similar views to Huey's, Huey's serious, mature, politically sapient, and borderline militant persona overlaps Ceaser's more laid-back and anti-authoritarian personality.
  • Red Oni: Red to Huey's blue.
  • So Unfunny It's Funny: Most of his jokes fall into this category.
  • Where Da White Women At?: Oh Caesar.
  • Wide-Eyed Idealist: He's an optimist and tries to make Huey see the bright side of things.
  • Wise Beyond Their Years: He is categorized this to an extent. His awareness of the absurdities of society matches Huey's, but he still has a childish persona.
  • You Need to Get Laid: To Condeleeza Rice of all people.

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 work in every conceivable low-wage job. Despite his ethnicity, he is also a loud-mouthed white supremacist.
  • Aesop Amnesia: Whenever it occurs to him that he can be less racist, he forgets all about it.
  • Badass: In one episode, he's shown matching Huey in martial arts skills, which would arguably make him one of the most skilled fighters in the show. In spite of this, he holds that blacks are ultimately inferior in combat to whites.
    • However he gets severely beaten up by the Hateocracy. But of course, they did outnumber him.
  • Been There, Shaped History: He was in Birmingham, Alabama when the Freedom Riders stopped over there.
  • Big Bad: Can take this role in a few episodes, such as "Or Die Trying".
  • Boomerang Bigot: 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.
  • Bring My Brown Pants: In "The Story Of Gangstalicious", while at gunpoint.
    Uncle Ruckus: (Calmly) Say that again? I couldn't hear you over the sound of me shittin' myself.
  • But Not Too Black: 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.
    • 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' unsuccessful suicide attempt, the show's producer forces the geneticist into redoing the DNA test, so that Ruckus is "actually" 50% Caucasian and he snaps back to normal.
    • 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.
  • Canon Immigrant: He was originally created for the show, but McGruder added him to the comic in the brief period between the show starting and the comic ending.
  • Catch Phrase:
    • He introduces himself as "Uncle Ruckus, no relation."
    • He also claims that "I've got re-vitiligo (it's the opposite of what Michael Jackson's got)."
  • Characterization Marches On: 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 Leader: In one episode, he starts his own racist offshoot of Christianity, promising anyone who converts to white supremacy (even if they're non-white like him) that they can go to "White Heaven", an afterlife ruled by Ronald Reagan.
    • 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 Siri.
  • Deep South: 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.
  • Depending on the Writer: 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.
  • The Dragon: To Ed Wuncler II in Season 4. He is hired as an overseer at Freedomland, enthusiastically lording over the slaves. For some odd reason though, he doesn't object to Wuncler enslaving white people as well.
    • In a flashback to the Freedom Rides of 1961, he helps out Bull Connor by rallying a racist white mob, and planting a bomb on the Freedom Rider bus set to explode if it exceeded over 15 MPH.
  • Enemy Mine: Briefly formed one with black people in order to finance his movie. note 
  • Even Evil Has Loved Ones: He's on very good terms with his mother and brothers; it's his father and grandmother he hates (with good reason).
  • Even Evil Has Standards: It's shown in "The New Blacks" that he considers mocking or abusing the disabled to be inexcusable.
  • Evil Old Folks / Grumpy Old Man
  • Fat Bastard / Fat Idiot
  • Freudian Excuse: Was raised by an extremely abusive dad who always proclaimed his hatred of white people, as well as a loving 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.
  • Friendly Enemy / The Friend Nobody Likes / Vitriolic Best Buds: 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 board games 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 preference for white women.
  • Gonk: He's old, obese, balding, and has a bulging eye and crooked teeth.
  • Hilariously Abusive Childhood: Played for laughs and drama.
    • 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.
  • His Name Really Is Barkeep: When they flashback to his childhood, his mother actually calls him Uncle, so "Uncle Ruckus" is actually his full name. It's revealed in "The Color Ruckus" that he's named after his father's uncle. Yes, both the Uncle and the Ruckus part.
  • Horrible Judge of Character: His hatred of blacks and blind love of whites. Not to mention his mother. Not that he could see it anyways.
  • Hypocritical Humor: Due to his Boomerang Bigot personality.
  • I Know Karate: "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 blacks.
    • Jerk with a Heart of Gold: At times, such as "A Huey Freeman Christmas" and "The Color Ruckus", show that he does have a more decent side.
  • Large Ham
  • Laughably Evil
  • Leitmotif: Jabba's theme plays most of the time he's on-screen from Season 2 onward.
  • Mad Eye: Interestingly enough, this is the only one with color.
  • Meaningful Name: Uncle Ruckus is a combination of Uncle Tom, Uncle Remus, and Amos Rucker (allegedly a slave soldier who fought for the Confederacy), creating a black man most enthusiastically subservient to white people.
  • N-Word Privileges: 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.
  • Not-So-Harmless Villain: Occasionally, Ruckus proves to be more than just a hateful oaf:
    • He's mastered using nunchucks, and even beats Huey in a fight.
    • He becomes Ed Wuncler II's right-hand man, and takes his harassment of the Freemans to whole new levels.
    • Even way back during the era of Jim Crow South, Uncle Ruckus supported racist mob violence.
  • Pass Fail
  • Pet the Dog: In "A Huey Freeman Christmas", he comforts Jazmine about Riley's assaults on a Mall Santa.
  • Police Brutality: In "The Block Is Hot", Ruckus calls the police, but they shoot in his direction, and when that doesn't work they beat him with batons. But Ruckus, being Ruckus, actually isn't bothered by this abuse, and he even joins the police force so he can fulfill his desire to do the same to other black guys!
  • Politically Incorrect Villain: If you didn't already know, Ruckus is very racist against 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.
  • Sitcom Archnemesis: Ruckus is usually just an annoying jerk and idiot. But see Not-So-Harmless Villain above.
  • Straw Character: Uncle Ruckus is a satirical spoof of white supremacists and Tea Party conservatives.
  • Villain Protagonist: Of "The Passion of Reverend Ruckus", "The Uncle Ruckus Reality Show", "The Story of Jimmy Rebel", and "The Color Ruckus".
  • Where Da White Women At?: Obviously Ruckus doesn't like black women (except for Ebony Brown), and views whiteness as ideal beauty. He considers Tom lucky for marrying Sarah. He also seems to respect Jazmine for being mulatto instead of fully black.
  • Why Do You Keep Changing Jobs?: Subverted. He's holding down at least 30 different jobs at once.

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.
  • Accidental Pervert: Poor Jazmine. The first penis she saw belonged to an 80+ year-old man.
  • Break the Cutie: 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.
  • Butt Monkey: 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 The Chew Toy since Huey is a lot less abrasive.
  • Children Are Innocent: In the sense of being both naive and good-natured. She also doesn't like it when others drag her into trouble.
  • Demoted to Extra:
    • In the comics, she has a greatly diminished role after Huey meets and befriends Caesar. 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 Usher.
  • Fan Of The Underdog: 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.
  • Fish out of Water: 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.
  • Funny Afro: Has a huge afro several times bigger than Huey's. It makes her insecure. Played for laughs, naturally.
  • Granola Girl: Implied. In "The Fried Chicken Flu", she didn't jump on the KFC bandwagon that was sweeping the nation because "fried chicken is murder". In "The Fundraiser", she donates most of the money she made with Riley to PETA, much to his dismay.
  • Hikikomori: Once she returns in the comic strip, her two-year-long Chuck Cunningham Syndrome is explained as her locking herself in her room ever since 9/11 out of fear of terrorists.
  • Literal-Minded / Sarcasm-Blind: 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 Wide-Eyed Idealist traits make her extremely gullible (and as a running gag, very bad at Your Mom jokes).
  • Luminescent Blush: At the end of "Wingmen".
  • Mixed Ancestry: Particularly in the comics, being a mulatto gave her a lot of personal confusion. Downplayed in the show though.
    • 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.
    • It gets a bit confusing in the comics, where the color palette could vary by strip, so Jazmine either looked white or brown. Eventually they settled on light skin.
    • And according to a DNA test, Jazmine is less than half black, explaining her mostly white features.
  • Morality Pet: 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.
  • Nervous Wreck: She probably got her insecurity from her father.
  • Nice Girl: Her sweet nature never dies out despite all the negativity around her.
  • Ship Tease: 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 the sentimental kind of person, seems oblivious to all of this.
  • Significant Green-Eyed Redhead
  • Token Half-White
  • Vitriolic Best Buds: In a one-sided way with Huey, who is much ruder to her.
  • Vocal Evolution: Justified, since her voice actress was a little girl when the series began.
  • Wide-Eyed Idealist: To the point of naivety.

Thomas "Tom" Lancaster DuBois

Voiced by: Cedric Yarbrough

A black man who "acts white" as much as possible: He's an Ivy League-educated attorney, married to a white woman, and has no "ebonic" accent. A nice guy, but also a big pushover.
  • Berserk Button: Anyone who wants to violate his anus, tries to take his wife, or acts inappropriately in front of his daughter.
  • But Not Too Black: "Well, actually, I'm more of a caramel complexion."
    • According to a DNA test, Tom is 32.5% Scottish. This would also make his daughter mostly white.
  • Butt Monkey / Extreme Doormat: The guy has practically NO backbone! He gets very little respect from his friends (and at times, even his wife).
  • Character Development: 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.
  • Cluster F-Bomb: In "Ballin'" and "Home Alone".
  • Crouching Moron, Hidden Badass / Took a Level in Badass:
    • In "A Date With The Booty Warrior". He was still cowardly for much of the episode, but he was able to 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, and resolved most of his marital hang-ups with Sarah.
  • Deadpan Snarker: In the comics, he was actually a bit less nice and sometimes made snarky comments. This trait didn't carry over to the show.
  • Even the Guys Want Him: Much to his dismay.
  • Freudian Excuse: The source of his PTSD-like phobia of prison rape comes from merely watching a movie about it as a kid, rather than actually experiencing it.
  • The Friend Nobody Likes: To a lesser extent than Ruckus, but his straight-laced and needy demeanor has occasionally made the Freemans reluctant to deal with him.
  • Henpecked Husband: He feels very insecure around his wife, who in turn feels frustrated by his submissive behavior.
  • Inelegant Blubbering: Whenever he's forced to confront his fear of prison. A manly crier he is not.
  • Intergenerational Friendship: With Huey and Robert.
  • Lovable Coward / Nervous Wreck: He cries and panics very easily, especially when it comes to marital problems or his phobia of rape.
  • Meaningful Name: Tom as in Uncle Tom, DuBois from W.E.B. DuBois.
  • Nice Guy: He's usually a pleasant neighbor and family man.
    • Beware the Nice Ones: Although over the course of the television series, he does grow more irritable due to all the shit that happens to him.
      • In the comic strip he's a bit less of a nice guy. He had a heated conflict with his wife because they voted for different presidential candidates, and he even called her a hussy!
  • N-Word Privileges: Averted, as he and his daughter are the only members of the black cast who don't say "nigger" or any of its derivatives.
    • 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.
  • Prison Rape: 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.
  • Properly Paranoid: In "A Date With The Booty Warrior", the moment he decides to visit prison, he really is being stalked by a deranged rapist! Fortunately, Tom manages to literally save his own ass from the Booty Warrior during a fight.
  • Red Oni, Blue Oni: Tom is the Blue to Robert and Huey's Red.
  • Straw Character: 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.
  • Where Da White Women At?: 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 quotes the famous line word-for-word from Blazing Saddles.
  • The Whitest Black Guy: Sometimes Huey forgets to count Tom as a black man.
  • Wouldn't Hit a Girl: Something A Pimp Named Slickback calls him out on in a Spoof Aesop.

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).
  • All Girls Want Bad Boys: As her frustration with Tom's cowardly submissiveness, and an apparent crush on Pretty Boy Flizzy would suggest.
  • Art Evolution: Her hair was originally straighter and shorter.
  • Fangirl: Of Usher, Barack Obama, and Pretty Boy Flizzy.
  • 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.
  • Masculine Girl, Feminine Boy: 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.
  • The Pirates Who Don't Do Anything: 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.
  • Satellite Character: She's Tom's wife, Jazmine's mother, the Freemans' neighbor, and every episode she's featured in deals with one of those facts.
  • Straw Character: 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.
  • Token White
  • Took a Level in Jerkass: 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).
  • Where Da Black Men At: In the comics, she only dated black men, eventually marrying Tom. She's still openly attracted to other black men, much to Tom's dismay.
  • Your Cheating Heart: Subverted. Although Sarah flirts with other men (Usher, Obama, Flizzy) in front of Tom, she never actually commits adultery.

    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 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. He later gets cloned for some reason.
  • An Axe to Grind: Uses this while in Tom's body to try to kill Granddad.
  • Asshole Victim: 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.
  • Back from the Dead: 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...
    • Handicapped Badass: Subverted in his first appearance. When Stinkmeaner trips Robert and beats him with his cane, Huey assumes that he must be some kind of 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.
    • Like a Badass out of Hell / Took a Level in Badass: However while Stinkmeaner was damned in Hell, he literally took Training from Hell and learned how to fight an army of demons. The Devil was so impressed that he releases him from Hell for revenge. So when he possesses Tom's body, he proves to be a capable threat to the Freemans.
      • Later, his clone seems to not only be an expert martial artist as well, but also possesses enhanced strength.
  • Bed Trick: Sort of. While he was possessing Tom, he took advantage of it by having sex with Sarah, who was oblivious about why her husband was acting so strange.
  • Blind Black Guy: 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.
  • Blood Knight: Really enjoys Nigga Moments.
  • Boomerang Bigot: While he hates everyone, he hates black people slightly more than everyone else.
  • Came Back Strong: Initially just a hateful old man who managed to get lucky in a single fight. When he comes back from Hell, though...
    • His clone is even stronger.
  • Card-Carrying Villain: He doesn't outright call himself evil or a villain, but he seems very proud of his reputation as an asshole.
  • Catch Phrase: His preferred insult is any variation on "Bitch-Ass Nyukka!"
  • Cloning Blues: Subverted, as his clone doesn't really feel any different knowing he's a clone, only that he's alive and the other guy is dead. Though the clone is confused as to why he's an old man biologically, despite only being a few years old chronologically.
  • Demonic Possession: Stinkmeaner's ghost rises out of Hell to possess Tom. And then Ruckus attempts an exorcism on him.
  • The Determinator: Not even death could stop his nigga moment (something that he enjoys), but peace and/or jail time will.
  • Did You Just Flip Off Cthulhu?: Stinkmeaner called Satan himself a "bitch-ass nigga".
  • Drives Like Crazy: In his defense, have you tried driving while blind?
  • Evil Cripple: He doesn't care that driving while blind may endanger innocent bystanders.
  • Evil Is Hammy: It's especially hilarious when his spirit possesses the far more mild-mannered Tom.
  • Evil Old Folks / Grumpy Old Man / Screw Politeness Im A Senior: Though he was just as nasty when he was young.
  • For the Evulz: The sole motivation behind his very breathing.
  • Good Is Bad And Bad Is Good: He believes that witnessing bad things happening to others is what makes life worth living.
  • Hell Of A Time / Training from Hell: 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 jail.
  • Jerkass: The biggest example in the series. He puts Ed Wuncler to shame.
  • Laughably Evil: He may be one of the biggest assholes around, but he sure is hilarious to watch.
  • Made of Evil
  • Nightmare Fuel Station Attendant
  • N-Word Privileges
  • Our Demons and Ghosts Are Different: Stinkmeaner's disembodied soul can qualify for both.
  • The Power of Hate: He owes his long life to his "love of hatred". It's also what allows him to return from the afterlife. Later, it turns out that the only way to exorcise Stinkmeaner's ghost out of Tom is tricking Stinkmeaner into bonding with Ruckus over their shared Boomerang Bigotry; a Nigga Moment will end should it turn peaceful.
  • Roaring Rampage of Revenge: 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.
    • Subverted with Stinkmeaner's clone, who never knew the original Stinkmeaner nor Robert Freeman. The clone just thinks his only purpose in life is to be as annoying as his predecessor.
  • Sadist: He lives for making others suffer.
  • The Sociopath: 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.
  • Would Hurt a Child: Had no problem fighting Huey and Riley when they tried to exhort his spirit out of Tom.

Edward "Ed" Wuncler I

Voiced by: Edward Asner

Ed Wuncler I is the wealthiest businessman in Woodcrest. Not surprisingly, his greed and amorality are insatiable.
  • Aristocrats Are Evil: His family has controlled Woodcrest since the 19th century, maintaining a tight economic stranglehold on the city.
  • Bald of Evil: Partially bald, but close enough.
  • Big Bad: Due to being the most powerful villain in the show, although he's only the antagonist of some few episodes.
    • Bigger Bad: Well he is the man behind his son and grandson, who are also crooks just like him.
  • Bitch in Sheep's Clothing / Faux Affably Evil: He can be very polite, especially to Robert Freeman. 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.
  • The Chessmaster: He relies on sheer cunning instead of being crazy like the other bad guys on the show.
  • Corrupt Corporate Executive: He owns most of Woodcrest, including the authorities.
  • Does This Remind You of Anything?: His business tactics in "The Itis" are deliberately played as using drugs and crime to drive down property values on desirable locations.
  • Enemy Mine: In "The Red Ball", Huey has no choice but to participate in Wuncler's kickball game, due to everyone's property being at stake.
  • Evil Old Folks: Old enough to have an adult grandson.
  • Evil Plan: Hatches a few, usually involving money.
  • Expy: Lampshaded In-Universe, where he is described as a Mr. Burns knockoff.
    • Also if Ed III is George W. Bush, this would naturally make his grandfather Ed I, Prescott Bush. Though, Wuncler's grandfather was Prescott Rothchild Wuncler.
  • Fat Bastard: He personifies the "fat cat capitalist".
  • For the Evulz / Only in It for the Money: 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?
  • Ink-Suit Actor: Imagine Ed Asner still channeling Lou Grant, and you wouldn't be too far off.
  • Jerkass: Wuncler has done multiple acts of pure malice throughout the series and he is proud of them.
  • Karma Houdini: You know you're one when even the President personally phones the agent holding you at gunpoint to tell him to stand down.
  • Meaningful Name: His name refers to the Once-Ler from Dr. Seuss' The Lorax, who was just as greedy as he is.
  • Politically Incorrect Villain: He is racist against Arabs.
  • Screw The Rules, I Have Connections and Money!: His family is stated to have easily bribed the local police department. And they even have immunity from the federal government.
  • The Sociopath
  • Straw Character: 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.
  • An Axe to Grind: Tries to cut off Huey's legs with an axe to make a public example.
  • Big Bad: Of Season 4.
  • Bitch in Sheep's Clothing / Faux Affably Evil: 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.
  • Berserk Button: Do not owe him money.
  • Composite Character: He possesses the business-driven attitude and mannerisms of his father. He also possesses characteristics of his son, such as engaging in petty thievery and tendency to commit impulsive acts of violence.
  • Corrupt Corporate Executive
  • Disposing of a Body: Leaves one in the Freemans' garage and implies this is the type of work that Robert Freeman will do for him.
  • Equal-Opportunity Evil: Sort of, in his own twisted way. The Freedomland slaves consist of both black and white people.
  • Eviler Than Thou: Actually manages to be worse than his father in Season 4, his business practices and forcing people in debt to him to sign themselves into slavery makes anything Wuncler, Sr. did look like a girl scout patrol by comparison. He doesn't even care that much about collecting his debts; he just likes having people indebted to him.
  • Expy: Continuing from his son and father, Ed II would be George H.W. Bush.
  • Indentured Servitude: He makes his debtors sign away their freedom to serve him, forcing them to role-play as slaves in a 19th century theme park.
  • Karma Houdini: While his scheme to enslave his debtors is thwarted, he still manages to escape.
  • The Ghost: Played with. Ed Wuncler, Jr.'s existence was implied because Ed Wuncler the III was Ed Wuncler's biological grandson. However, he finally makes an appearance in the fourth season.
  • The Mafia: In contrast to his son's wannabe gangster attitude, Ed Wuncler, Jr. acts more like a "made man", showing up to places in a white suit and committing crimes well-associated with the Mafia such as extortion, loan sharking, and financial blackmail.
  • N-Word Privileges: Gives himself these, since he's a Wuncler.
    Robert Freeman, my nigga! Can I say that? Yes, I can!
  • Screw The Rules, I Have Connections and Money!
  • The Sociopath
  • White Gang-Bangers: Though more like a mobster and less like a street gangster.
  • Would Hurt a Child: Has no problem attempting 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 clan. After returning from the Iraq War, he and his best friend Gin Rummy commit a series of petty crimes.
  • Ambiguously Gay: His friendship with Rummy sometimes comes off looking like a gay romance. This was lampshaded by Riley.
  • Ax-Crazy: Mostly in terms of how he thinks outright sociopathic behavior is all in good fun.
  • Bring My Brown Pants: 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.
  • Catch Phrase: "(What the) fuck y'all lookin' at?"
  • Chuck Cunningham Syndrome / What Happened to the Mouse?: He's last seen in the Season 3 finale, where he's being held hostage by Jack Flowers. We never know what happens to him, as he isn't seen or heard from at all in Season 4.
  • Comedic Sociopathy / Laughably Evil: He isn't competent. It's surprising that he's even still alive. He's mainly dangerous because he's so wildly reckless with his weapons, and his grandfather bails him out of any possible incarceration.
  • Evil Redhead
  • Expy: Meant as a parody of George W. Bush, being destined for greatness simply because his family is rich.
  • Failed a Spot Check: 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.
  • Fearless Fool: He invites Riley to test his ballistic vest with live ammo while he's wearing it, wanders in full view through raging gunfights firing wildly 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.
  • Idiot Houdini / Karma Houdini: Due to his grandfather's protection and being viewed as a Sociopathic Hero in-series.
    • Possibly subverted in "It's Goin' Down", where Ed III is last seen being held hostage by Jack Flowers. We don't know what happens to him afterwards.
  • Jerkass: Hoo boy.
  • Motor Mouth: Nobody does rambling anecdotes quite like Charlie Murphy.
  • Not-So-Harmless Villain: 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.
  • Pocket Protector: His bulletproof vest and big "W" medallion has spared him from death on several occasions.
  • Pretty Fly for a White Guy / White Gang-Bangers: Despite being a rich white guy, he acts like a black gangster.
  • Psychopathic Manchild: He's a spoiled rich brat 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 PlayStation 2 before his butler replaced it with another PS2.
  • Running Gag: Will generally find some way to get shot in the chest (surviving due to his vest).
  • Screw The Rules, I Have Connections and Money!
  • Seinfeldian Conversation: Which he hangs a lantern on.
  • Stupid Crooks / Stupid Evil: Ed and Rummy usually botch their crimes hilariously. They still prove to be menaces to society though.
  • Those Two Bad Guys: With Rummy.
  • Too Dumb to Live: But he always survives because of his bulletproof vest and idiot immunity.
  • Trigger Happy: He's often itching to unload his gun on something.
  • Upper-Class Twit: A good example of how money doesn't buy class.
  • Villain with Good Publicity: 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.
  • Would Hurt a Child: He's willing to kidnap and torture a kid if someone asks him to do it.

Gin Rummy

Ed III's best friend. Much like him, he's an ex-soldier and a "wigger" criminal.

Cindy McPhearson

Voiced by: Tara Strong

A little white girl obsessed with (very stereotypical notions of) 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.
  • Adaptation Dye-Job: 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 Hair Antennae, though.
  • Character Exaggeration: 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.
  • Cheerful Child: The comic version is easily excitable and cheery.
  • Children Are Innocent: 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.
  • Chuck Cunningham Syndrome: 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.
  • Defeat Equals Friendship / Fire-Forged Friends: With Riley in the cartoon. Even though Riley broke Cindy into tears with a Yo Momma routine to beat her at basketball, they seem to have become friends in later episodes.
  • The Ditz / Dumb Blonde: Not very bright in the comic, especially when it comes to racial matters. An early Running Gag 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.
  • Genki Girl / Girly Girl: In the comics.
  • Girl Scouts Are Evil: 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. The whole scheme spoofs the illegal drug trade.
  • Innocent Bigot / Innocently Insensitive: Extremely 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.
  • Little Miss Badass: Her first instinct when getting taunted by a man in a suspicious black limo is to chase him down with a baseball bat, for starters. She also punches a thug in the groin.
  • Pretty Fly For A White Girl: Parodied.
  • Token White
  • 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.
  • Took a Level in Jerkass: In the animated series, particularly in "The Fundraiser", where she harasses any competitors in the cookie or chocolate fundraisers.
  • Troubling Unchildlike Behavior: 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, he becomes broke while his music career ends, so he then has to take a job as a UPS driver.
  • A Bro To His Men
  • Ascended Extra: Albeit slightly; having only appeared in 3 episodes in Season 2, he appeared in 5 episodes for Season 3.
  • Auto-Tune: Uses it in his album "Mo' Bitches, Mo' Problems." Which fails spectacularly since he uses it in all his songs.
  • Big Damn Heroes: In "The Fried Chicken Flu". Even after getting kicked out of Granddad's house, Otis 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.
  • Chuck Cunningham Syndrome: He is absent from Season 4.
  • A Day in the Limelight: "Bitches to Rags".
  • Drives Like Crazy
  • Early-Bird Cameo: Kind of. That song "Booty Butt Cheeks" you hear throughout Season 1? He made that.
  • Fallen-on-Hard-Times Job: His attempt to sell crack. Later he finds work as a UPS van driver and postman.
  • Feigning Intelligence: 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 television.
  • Fire-Forged Friends: Gets off to a rocky start with Granddad, but eventually they put aside their differences. This is especially apparent after 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.
  • Funny Afro
  • Genius Ditz: 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.
  • Hidden Depths
    • I Minored in Tropology: 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.
  • Important Haircut: After he sells his home, he loses the "Mickey Mouse" afro.
  • Incoming Ham: The Running Gag of his arrival being heralded by a glass-shatteringly loud rendition of one of his own songs.
  • Intergenerational Friendship: With Riley and later with Granddad.
  • Jerk with a Heart of Gold: He's an irresponsible idiot, but he's probably one of the nicest characters in the series.
  • Nice Job Breaking It, Hero: Gets his buddy fired from his job, due to No Such Thing as H.R..
    • And again when he visits an Asian friend 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.
  • N-Word Privileges
  • Rags to Bitches: He grew up in the shantytown of Terra-Belle, Georgia. But then he became a millionaire rapper.note 

Macktastic

A friend of Thugnificent, and a fellow rapper of the Lethal Interjection Crew.
This section is a stub. Please help expand it.

Derrick "Flonominal" Cornish

Another friend of Thugnificent, also a fellow rapper of the Lethal Interjection Crew.
This section is a stub. Please help expand it.

Leonard

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.
  • Big Damn Heroes: With Thugnificent in "Fried Chicken Flu".
  • Butt Monkey: Usually the odd-man-out and the butt of jokes, as far as members of the Lethal Interjection Crew go.
  • Fallen-on-Hard-Times Job: Working at Wendy's.
  • A Friend in Need: He's the only one left in the Lethal Interjection Crew who sticks around when Thugnificent's money dries up.
  • Good Is Dumb: While he's one of the kindest characters in the show, he's not particularly bright.
    Leonard: You know what, when I tried [a buffalo wing], I thought to myself, "This tastes like chicken," but the fact it's a buffalo, I was like, naw, I don't want to say it out loud 'cause y'all gonna think I'm stupid. That's why I ain't get no chicken; I just got the buffalo.
  • Lovable Coward: He will not die for his chain.
  • Nice Guy
    • Token Good Teammate: 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.
  • Odd Name Out: The Lethal Interjection Crew consists of Thugnificent, Macktastic, Flonominal, ...and Leonard.
  • The Runt at the End
  • Workaholic: He works so much when Thugnificent goes broke in the third season that you hardly see him out of his 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

An elderly white woman who's in charge of the local neighborhood watch, along with a pro-gun interest group.
  • Crazy Survivalist / Right Wing Militia Fanatic: She owns a lot of guns, and used to own an Angry Guard Dog (until Lamilton killed the poor creature).
    • After a series of burglaries in the neighborhood, she proposed militarizing the neighborhood watch.
    • While she and some other old women were holding an armed pro-gun protest, they clashed with Rollo Goodlove's protest group and chased them away.
    • During the so-called "fried chicken flu" outbreak, she and some other neighbors formed a "militia". They tried to rob emergency supplies from the Freemans (though oddly without using guns).
  • Grumpy Old Woman / Screw Politeness Im A Senior
  • Jerkass: She's always a nasty curmudgeon when she appears.
  • Straw Character: A caricature of NRA conservatives.

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

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.

Butch Magnus Milosovic

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).

Rev. Rollo Goodlove

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".
  • Angry Black Man: Though he seems to be exaggerating quite a bit of that anger on purpose.
  • Attention Whore: Oh yeah.
  • Expy: An unflattering lampooning of Al Sharpton.
  • N-Word Privileges: "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.
  • Straw Character: He's depicted as a straw liberal who launches a lot of bogus protests for the sake of publicity.
    • Straw Hypocrite: Besides the problem with his N-Word Privileges as stated above, Goodlove once helped out with Huey's protest against BET, only to end it by getting his own sitcom on that same channel.
  • Where Da White Women At?: 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.
  • Arch-Enemy: Has a feud with rival rapper Eat Dirt that turned violent.
  • Armored Closet Gay: Gangstalicious keeps denying that he's homosexual, despite increasingly obvious hints that he is.
  • Broken Pedestal: Subverted, as Riley says that he's telling "their stories."
  • Expecting Someone Taller: His videos make him out to be a lot bigger than he actually is.
    Riley: Damn, nigga, you short.
  • Fake Ultimate Hero: 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.
  • Jerkass Fašade: 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.
  • Only a Flesh Wound: 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. He got better.
  • Straight Gay: He tries to put on a tough guy gangster image, at least at first...
    • Camp Gay: 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.
  • You Are the New Trend: 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

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".
  • Friendly Enemy: "Just because I tape your phone conversations and monitor your emails doesn't mean we can't be friends."
  • Maybe Magic, Maybe Mundane: It hasn't been revealed just who or what the White Shadow actually is. Only Huey has seen and heard him, making him wonder if the Shadow is just a paranoid hallucination.
  • The Men in Black: The White Shadow's job is to monitor Huey but has nothing to do with covering up the paranormal, but he certainly has the appearance.
  • The Schizophrenia Conspiracy: In "The Real", Huey concludes that he's either crazy, or that the government is trying to make him think he's crazy.
  • Spirit Advisor: 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, later Michael Jai White

A legendary swordsman, martial artist, and professional bodyguard. He was hired by Oprah Winfrey, and later by Robert Freeman.
  • Afro Asskicker: He looks like a 1970s Blaxploitation movie protagonist.
  • Arrogant Kung-Fu Guy: Very arrogant.
    Robert Freeman: Did you just tell me to wipe your ass?
  • Awesome McCoolname
  • Badass He can back up his arrogance.
    • Memetic Badass: In-Universe, 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 (HU-CHYA!).
  • Expy: Of 1970s actor / martial artist Jim Kelly.
  • Insistent Terminology: Grandmaster Bushido Brown.
  • Jerkass: In addition to being an egotist, he charges Robert ridiculously high fees, and forces him to buy things for him.
  • Nominal Hero: He won't help anyone out of generosity.
  • Occidental Otaku: Aside from the obvious, his demands in return for helping the Freemans in Season 3 include large amounts of sushi and one of those "Japanese butt-cleaning toilets".
  • Only in It for the Money: He's a professional bodyguard who demands a high paycheck if you need to hire him.
  • Off with His Head!: He loses his head when fighting the Hateocracy.

Barack Obama

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).
  • Hype Backlash: In-universe, liberal Democrats are enthusiastic about the first African-American President, while conservative Republicans such as Uncle 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).
  • Obstructive Bureaucrat: He calls Jack Flowers to tell him that he can't arrest Ed Wuncler I.
  • Take That: In "The Fried Chicken Flu", he tries to make inspiring speeches in the face of an epidemic, despite not actually doing anything useful.

    Minor Characters 

Psycho Star Wars Guy

A Star Wars fanatic who only appears in some early comic strips.

Cristal

A prostitute whom Robert dated in "Guess Hoe's Coming To Dinner". She works for A Pimp Named Slickback.
  • Ambiguously Brown: She has blonde hair and light skin, but speaks with a ghetto accent. Riley calls her a "fake-ass Mariah Carey".
  • Gold Digger: Dates Robert because he's obviously above her social class. A song called "Gold Digger" even plays in the background at one point.
  • Hooker with a Heart of Gold: Maybe.
  • Status Quo Is God: 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.

Martin Luther King Jr.

The iconic leader of the Civil Rights Movement. Appears in a what-if scenario in which he survived getting shot in 1968. He loses his mainstream popularity after suggesting non-violence in a post-9/11 world. He is also repulsed by modern African-American society.

Art Teacher

A painter who gives Riley some art lessons after he's caught spraying graffiti. Ironically, he helps Riley improve his graffiti skills by adding a more artistically talented bent to it. It eventually culminates with Riley painting a mural of his (grand)parents' wedding, which moves Granddad to tears.
  • Affably Evil: He's a criminal who jumps from being an accomplice to vandalism, to trying to shoot at the police.
  • Expy: Of Bob Ross.
  • Funny Afro: He's a white guy with a big blonde afro.
  • Hypocritical Humor: He tells Riley that he doesn't like violence. Apparently shooting at the police doesn't count.
  • Shell-Shocked Veteran: According to rumor, he's a Gulf War veteran who had a nervous breakdown.

Moe Jackson

An old friend of Robert whom he knew from World War II. 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.
  • Fake Ultimate Hero: He tried to take credit for some of Robert's wartime medals and achievements.
  • The Friend Nobody Likes: 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, loved to mess around with everyone in general, and in his will Moe promised something nice for Robert... which was just a jar of foam peanuts.
  • Posthumous Character: Robert remembers him through flashbacks and a video will.
  • The Prankster / Troll: Not even his impending death would end his capacity for annoying jokes and pranks.

Luna

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...
  • Affably Evil: Luna just wants to date Robert, until he dumps her due to his fear of her abilities. And then she has a Villainous Breakdown.
  • And Show It to You: She ripped out somebody's heart back in the Kumite (WA-TA!), all completed with this line:
  • Ax-Crazy: Oh yes.
  • Badass: She beats the utter shit out of Huey.
  • Berserk Button: Any time she thinks that a man has wronged her somehow, whether it's physical or emotional abuse, or just being lied to.
  • Blood Knight: She proudly recalls the time that she fought in the Kumite contest and killed a man with her bare hands, which disturbs the Freemans.
  • Broken Bird
  • Cute and Psycho
  • Cute Bruiser
  • Dark Action Girl
  • Dark and Troubled Past: "Troubled" would be an understatement for this girl; aside from being Raised by Wolves, 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.
  • Disproportionate Retribution: 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.
  • Domestic Abuse: Her mother suffered from it at the hands of her father, and she would suffer the same from other boyfriends (before she met Granddad). Her dad and one boyfriend would go berserk over fried chicken:
    BITCH, THIS CHICKEN IS COLD! (slap)
  • Femme Fatale
  • Interrupted Suicide: Only most likely because Granddad and Tom were in the same room and tied up when Luna contemplated whether she should blow herself up with a grenade.
  • Large Ham: "If I could just find a man to love me-he-he-he-he *gasp* eh-he-he-he-he *gasp* eh-he- *beat* -eee."
  • Poisonous Friend: She hangs on Nicole's every word, even if she tells her to kill Graddad, or herself.
  • Meaningful Name: Luna is a lunatic. It also invokes the Moon, and her love of wolves.
  • Medium Aware: When she arrives at the Freeman's home, her Myspace page appears beside her and she looks over at it.
  • Raised by Wolves: She also owns fifteen of them.
  • She-Fu: She beats the living shit out of Huey, chokes out Granddad, and tosses Tom across the room by the neck with her legs.
    • Waif-Fu: 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 (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.
  • Skilled, but Na´ve: A literal example; she's practically a trained killer, but easily fell for Granddad's Fidel Castro lie.
  • Stepford Smiler: First she's a pretty bombshell, then a dangerous psycho, until finally she's just a sad girl.
  • Toxic Friend Influence: Her friend Nicole is the epitome of this trope.
  • Tragic Villain: Her past relationships sucked.
  • Unusual Euphemism: Her "friendly sparring match" with Huey wasn't so friendly... for Huey, that is.
  • Wham Line: "I thought you were going to say that I was crazy and you didn't want to see me again like the others."
  • Wolf-Bitch In Sheep's Clothing: Robert certainly wasn't expecting a woman who turned out to be as insane as she was beautiful.
  • Woman Scorned: She rose hell when she found out Granddad lied to her about attending Fidel Castro'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. He first appeared unnamed in one late comic arc, which was adapted into "Invasion of The Katrinians".
  • Con Man: After mooching off of Granddad for a few months, he pretends that F.E.M.A. denied his compensation request so that he won't have to pay him or anyone back.
  • Fat Bastard / Fat Slob
  • Forgot to Pay the Bill: Really, Robert neglected to pay the utilities and phone bills in the hopes it would send the New Orleans Freemans packing.
  • Jerkass
  • Lazy Bum: He spends all of his time waiting for F.E.M.A. to pay for his life and family instead of going out and actually getting a real job.
  • The Load
  • Lower-Class Lout: 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.
  • Ragin' Cajun: Lived in New Orleans when the hurricane hit.
  • The Tramp
  • Ungrateful Bastard: 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

The evil CEO of the BET network, who plans to destroy black people.

Wedgie Rudlin

The President of BET. He produces a reality show starring Uncle Ruckus.

Mr. Long-Dou

A wealthy businessman from Wushung, China. He tries to settle Ed Wuncler I's debt to him by gambling with the outcome of a kickball game.

Ming Long-Dou

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.
  • Anti-Villain: Subverted. She lies about being forced to play kickball so that Huey would go too easy on her.
  • Little Miss Badass: Ming is not The Natural like Huey, but her lesser talent has been painstakingly trained to do one thing: win at kickball.
  • Not So Different: Invoked. Ming manages to psych Huey out for a time by exploiting this trope.
  • Serious Business: Her entire life, her function, is kickball.
  • Tyke Bomb: Not to bring up kickball again, but say it with us: kickball.
  • Worthy Opponent: Huey comes to realize that he's finally up against somebody as furious, ruthless, and determined as he is.

Jimmy Rebel

A white nationalist country singer known for almost exclusively recording anti-black music. Much to his surprise (but not ours), his biggest fan is a black man named Uncle Ruckus. The two become close friends.
  • Aesop Amnesia: 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.
  • Affably Bigoted: He may be extremely racist, although he has an otherwise genial personality.
  • Deep South: 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 label, Racist Records.
  • 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.
  • Expy: He's based on a real racist country singer known as Johnny Rebel.

The Hateocracy

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

Stinkmeaner's old crew of equally nasty senior citizens, who roll into Woodcrest looking to kill the Freemans.
  • Avenging the Villain: Subverted, they weren't really moved by Stinkmeaner's death. The thin veneer of "revenge" was just an excuse to attack the Freemans for the fun of it.
  • Badasses
  • Bald Woman: Esmeralda wears a wig.
  • Card Carrying Villains: What do you expect when they name their group "The Hateocracy"?
  • Curb-Stomp Battle: Their fights with Ruckus, Huey, and Riley (especially Ruckus, who was hospitalized). Robert was lucky because of a convenient bucket of live crabs thrown at Crabmeiser's face.
  • Evil Old Folks: A whole trio of them!
  • For the Evulz: As they explain, they weren't looking to avenge Stinkmeaner, they just wanted to fuck something up.
  • Jerkasses: 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.
  • Improbable Weapon User: Crabmeiser uses a weaponized lobster cage with blades on the side.
  • Sadists / Sociopaths
  • Walking the Earth: 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.
  • Would Hurt a Child: Two of them planned to attack Huey and Riley at their school.
  • Vitriolic Best Buds: Though in a twisted way that only complete sociopaths 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 sociopathic delinquent. Riley makes the mistake of hanging out with him.
  • The Bully: Even worse than Butch Magnus.
  • Card-Carrying Villain: He enjoys being "a bad kid". Also see For the Evulz.
  • Creepy Child / Enfante Terrible: His former school counselor actually suggested he's The Antichrist.
  • 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.
  • Disproportionate Retribution: Beat up his grandma because she didn't get him fried chicken.
  • Drives Like Crazy: Well, what do you expect? He's only eight.
  • Expy: A very transparent parody of Latarian Milton, a seven-year-old kid who also took his grandmother's SUV for a joyride, down to even having a catch phrase very similar to one of Latarian's more troubling quotes ("It's fun to do bad things").
    • He's also one of Henry Evans. Both are False Friends of the protagonist, both are Sadists who do evil things for fun, and both kill dogs. 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.
  • False Friend: Lamilton acquaints himself with Riley. Eventually though Riley, a boy who usually doesn't learn from his mistakes, realizes there's something very wrong with his "friend" and tries to leave when Lamilton goes too far.
  • Fat Bastard: Robert even calls him a "fat fucker".
  • For the Evulz: "I like to do bad things... because they're fun."
  • Freudian Excuse: His grandmother states that he came from a very abusive and dysfunctional family.
  • Horrible Judge of Character: Lamilton's grandmother keeps making excuses for his misbehavior, insisting that he's really a good kid deep down, and thinks he can change his ways.
  • Jerkass
  • Knight of Cerebus: His scenes were among the rare moments not played for laughs.
  • Lack of Empathy: He makes it clear that he doesn't care about other people.
  • Made of Iron: Fell off the roof of the J. Edgar Elementary School, and tried to drive off the counselor hounding him as he limped back to his grandma's house.
  • Ominous Latin Chanting: "LAM-IL-TON! TE-SHAWN!"
  • Sadist: While he doesn't even smile about it, one can tell that he enjoys inflicting torment.
  • Smoking Is Cool: He certainly thinks so.
  • Shoot the Dog: Literally, as he guns down Betty von Heusen's guard dog, claiming "self-defense" even though the dog was still chained when he tried intruding onto von Heusen's yard.
  • The Sociopath: His purely evil nature drove his therapist insane.
  • The Stoic: Done to very creepy effect, with Lamilton barely making any facial expressions or speaking differently from his constant monotone. It seems he only knows a few emotions: sadism, anger, and fear (you too would scream if you fell from a building and got injured).
  • Stout Strength
  • Stupid Evil / Too Dumb to Live: Lamilton even claims not to 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.
  • Troubling Unchildlike Behavior: The most stand-out example of the series so far.

Dr. Doomis

Lamilton's psychiatrist. After studying his anti-social behavior, Doomis became obsessed with stopping Lamilton before he ends up killing someone.

Alistair Rigby

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.

Winston Jerome

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.
  • All Gays Love Theater: And that's just one item of his checklist of gay stereotypes.
  • Armored Closet Gay: Winston keeps insisting that he's a heterosexual Christian man, until the climax when he admits that he really is just trying to find men to sleep with.
  • Camp Gay: No man can be more effeminate than him.
  • Creepy Crossdresser: He's known for playing a Madea-like character.
  • 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 Tyler Perry.
  • Uncle Tomfoolery: 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!
  • Black Comedy Rape: His sexual assault on Chris Hansen is Played for Laughs.
  • Catch Phrase: Read the quote under the header.
  • Depraved Homosexual: Was sent to prison specifically because he anally raped Chris Hansen in the middle of shooting To Catch a Predator.
    • 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.
  • Even Evil Has Standards: He doesn't rape children, it was just a ruse to get Chris Hansen.
  • Expy: He's based on real life inmate Fleece Johnson, right down to his signature catchphrase.
  • Gone Horribly Right: While he seemed to have started the prison riot on purpose, it turns out, he simply wanted to anally rape Tom.
  • Prison Rape: He's part of a group of several prisoners who are also obsessed with raping other prisoners (although they also demand to have "(white) bitches" imported into the prison).
  • Rape Is a Special Kind of Evil: He and some fellow prisoners ironically warn the boys about risking a lifetime of getting raped behind bars.
  • Scary Black Man: He's not as huge as the "Health Inspector" of Tom's nightmares, but still just as scary.
  • Stalker with a Crush: 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.

Lando

A gardener and landscaper who claims to be the illegitimate son of Robert Freeman.
  • Butt Monkey: Not surprisingly, he gets into quite a bit of mishaps when he moves in with the Freemans.
  • Luke, You Are My Father: He claims to be the offspring of Robert and one of his girlfriends born circa 1980. According to a DNA test however, Lando is in fact NOT the son of Robert Freeman.
    • Luke, I Am Your Father: Ironically Billy Dee Williams (the actor who played Lando Calrissian) claims to actually be Lando's father.
  • Meaningful Name: Lando sharing a name with Star Wars character Lando Calrissian is noted, while Lando mentions that around the time he was conceived, his mother and father watched The Empire Strikes Back. In fact, the actor who played Lando Calrissian is his real father.
  • Nice Guy: 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

Robert's Girl of the Week 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.
  • 100% Adoration Rating: 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 girlfriends), or even the black-hating Ruckus (who develops his own crush on her) can find any genuine faults about Ms. Brown.
  • The Ace: Bordering on Parody Sue. Ebony Brown is athletic, beautiful, kind, smart, and successful. Essentially, a perfect woman.
  • Meta Girl: She lampshades the show in a Leaning on the Fourth Wall kind of way. She finds Robert Freeman's life stories about all his crazy misadventures and wacky people to be very entertaining. She even asks if she can be a "main character" in his life.
  • Nice Girl: She's probably the most good-natured person that Robert has ever met. Despite this, Robert's paranoia that Ebony doesn't find him attractive enough derails their relationship.

Mister Ruckus

The father of Uncle Ruckus. Uncle (his actual name) hates his dad with a passion (and with good reason).
  • Abusive Parents: Extremely so. He had an explosive temper and beat around a young Uncle Ruckus for little or no reason. He eventually throws Uncle out of the house.
  • Catch Phrase: "Nigga, did I just catch you [doing something]?!" (slap)
  • Evil Old Folks: Old age has not watered down his asshole behavior. However, his own mother is even older and more evil than him.
  • Freudian Excuse: He was abused by his own asshole mother, and also by racist white men.
  • Jerkass: Big time.
  • Karmic Death: When he tries to hit his son one last time, he succumbs to a back injury, and accidentally falls into his mother's grave, breaking his neck in the process.
  • Knight of Cerebus: His horrible abuse of Uncle Ruckus is darkly humorous, and yet also quite crushingly tragic at the same time.

Jack Flowers

A government agent who is assigned to stop a terrorist plot in Woodcrest.

Dan the Security Man

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.
  • Fake Ultimate Hero: Ed Wuncler I planned to make Dan look like a hero who was killed by terrorism, so he can make millions through a multimedia franchise glorifying him.
  • Fat Bastard / Fat Idiot
  • Groin Attack: He's the victim of this by Uncle Ruckus, who needed to figure out a password from him.
  • Hypocritical Humor: 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
  • Small Name, Big Ego: Even he deluded himself into thinking he's more important than he actually is.
  • Straw Character: A straw conservative.

Pretty Boy Flizzy

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.
  • Domestic Abuse: He notably beat up his girlfriend Christianna.
  • Expy: He's meant to be Chris Brown.
  • Jerkass: He beats women and taunts about the idea of adultery in your face.
    • Jerkass Fašade: 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.
    • Jerk with a Heart of Gold: Although he's a trouble-making domestic abuser, he did try to help Tom keep his wife. And most of his crimes (besides hitting his girlfriend) were revealed to be staged anyway.
  • Where Da White Women At?: 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

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.
  • Corrupt Corporate Executive: She knowingly sells poisonous and explosive chemicals as hair care products. Her excuse? She at least places warning labels on the boxes.
  • Legitimate Businessmen's Social Club: She claims that her business is "perfectly legitimate", but later admits that it's "not completely legitimate".
  • Stuff Blowing Up: 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.

Sturdy Harris

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.
  • Badass Pacifist: During a race riot in Birmingham, Alabama, he was able to physically defeat several attackers without injuring them.
  • Death Seeker: Robert accused him of caring more about martyring himself for the cause, than the cause itself.
  • The Determinator: Despite facing all the racist mob violence and spending some jail time, he's determined to keep defying segregation no matter what.
  • Made of Iron: He's easily able to resist several blows from an angry mob due to his huge and muscular frame.
  • Well-Intentioned Extremist: He may be trying to fight segregation, although he essentially forced an unwilling Robert to join this risky and life-threatening crusade.
  • You Can't Fight Fate: Sturdy insists that God has given Robert the duty to liberate his fellow Negroes, even though Robert has no will to risk his life for it.

Siri

Voiced by: Grey DeLisle

An application that came with Robert's iPhone. This Siri is far smarter than it should be, and menaces Robert.
  • A.I. Is a Crapshoot: She's scarily intelligent, malevolent, and powerful for an iOS application.
  • Bitch in Sheep's Clothing: Stops being helpful after a while.
  • Driven to Suicide: 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.
  • Love Makes You Evil: Well, creepy and one-sided love anyways.
  • Ridiculously Human Robots: Too human in fact. She even claims to have a soul.
  • Stalker with a Crush: 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 Facebook page, to framing him as an Al-Qaeda terrorist.