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Characters: The Boondocks
A character sheet from Aaron McGruder's newspaper comic strip-turned-animated series The Boondocks

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    Main Characters 

Huey Freeman

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

Voiced by: Regina King

  • Afro Asskicker
  • Angry Black Man: Especially in the comic, though McGruder has been known to use him to criticize the concept.
  • Aside Glance
  • Badass Bookworm
  • Berserk Button: "I do not like being laughed at."
  • 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
  • Blue Oni: To Riley's Red.
    • Also to Caesar's Red in the comics.
  • Butt Monkey:
  • The Cassandra
  • Cavalier Competitor: Over the kick ball game. At least until Ming makes it personal.
  • Characterization Marches On: In the first season Huey was very spiteful towards white people, to the point that you could consider him racist against them. In the following seasons, while Huey still rails against The Man and the government, you usually won't hear him insult white people specifically.
  • The Comically Serious: A ten year old who plans a prison escape, thinks he can bring down the man and brings nunchucks to the cinema. And all with a straight face - though his seriousness is played for laughs less in the show than it was in the comics.
  • 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: Cartoon Huey combines Comic Huey's radical views and cynicism with Caesar's Only Sane Man attitude.
  • Conspiracy Theorist: He thinks that every white man's in on it, and that you can't tame them with cheese. He's at least wrong about the cheese part. Downplayed in the cartoon, where he acknowledges that most white people are just very, very ignorant, or are evil for non-racist reasons.
  • Crazy-Prepared: Lets just say when shit goes down, Huey is prepared.
  • Deadpan Snarker
  • Disapproving Look: 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: Sometimes crossing 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 his being called out on it.
  • Fascinating Eyebrow
  • Freudian Trio: The Superego to Robert's Ego and Riley's Id.
  • Genre Savvy: Listen to the kid. It might just save your life.
  • Good Is Not Nice
  • 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...
  • Innocent Prodigy
  • 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 no real friends. He scares them all 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: Emegency Household Protocols For Catastophic Scenario"
  • Jerk with a Heart of Gold: Although you have to look pretty hard for it. He means well and does well, but is harsh on those he considers ignorant.
  • 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 what so ever, 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.
  • Little Professor Dialog
  • Maybe Magic, Maybe Mundane: It hasnt been revealed hust what The White Shadow actually is.
  • Meaningful Name: Named after Huey P. Newton, co-founder of the Black Panther Party.
  • Morality Pet: Jazmine 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.
  • 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.
  • Named After Somebody Famous: Huey P. Newton.
  • Nerves of Steel: He didn't even flinch at the end of the "Attack of the Kung-Fu Killer 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: The (relatively) noble one.
  • No Sense of Humor: Beyond sarcasm, he really don'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...
  • 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 moreso than usual. For instance, at one point in the comic Jazmine gives him a Valentine. When she asks if he has one for her, he tells her he does and that that he'll be right back with it. He then shuts the door in her face and leaves her waiting outside. For two hours, until someone shouts at her to go home.
  • Only Sane Man: In the cartoon.
  • 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 seasons after, 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.
  • Perpetual Frowner: Almost always seen with a frown to emphasize his pessimistic and cynical personality. He's only smiled about 5 times in the animated series.
  • Poster-Gallery Bedroom: His (half of the) room is neat with a full bookshelf, a computer and posters of Che and Malcolm X.
  • 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.
  • 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 Grandparents
  • 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
  • Retired Badass: Possibly the youngest example ever.
  • 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.
  • The Schizophrenia Conspiracy: In The Real he concludes that the he's either crazy or that the government is trying to make him think he's crazy.
  • 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.
  • The Snark Knight: A very accurate example.
  • Silly Rabbit, Cynicism Is for Losers!: Is often at the receiving end of this.
  • Soapbox Sadie
  • The Spock
  • The Stoic
  • Straight Man
  • Strawman Political: Hard to pin his ideology down, but a few of his commentaries place him in the Anarcho-Syndicalist/Black Internationalization theory. He also is well versed in Marxism or at least Maoism.
  • Sugar and Ice Personality
  • The Pirates Who Don't Do Anything: This is an odd one. A few of season 3 episodes rely on the fact that Huey is a domestic terrorist although the extent of how or why he is one is ambiguous at best. The animation has him state that he runs several left wing radical groups. In the comic strip, when a teacher reads his profile, he mentions that Huey has several Socialist groups. Then, you look at his adventures, gear, abilities, and personality, it's kind of hard to pin if it was a literal title or a satirical title. And no, Huey has never engaged in any terrorist activities in either the strip or animation.
  • Took a Level in Badass: In the comics Huey's martial arts skills are an Informed Ability. In the cartoon, not so much.
  • Troubling Unchildlike Behaviour
  • Übermensch: Deconstructed. Initially, Huey is the picture perfect example or was one in progress. However, as the series progresses, he has his faith challenged that force him to accept that there are forces he can't understand and sometimes he can't make a difference. As the series progresses, Huey starts become more hopeless to eventually giving up on society and accepting that his outlook is not enough.
  • The Unfavorite: Implied in the animated series because he's less likely to go along with his Granddad's crazy schemes than Riley is.
  • Unreliable Narrator: In "Attack Of The Killer Kung Fu Wolf Bitch", though he corrects himself.
  • Violence Really Is the Answer: Strongly believes this.
  • Weekend Inventor
  • When He Smiles: 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 whats happening or who he is speaking to.
      • He smiles when he asks Jazmine to go and assist him on his plan to bust a wrongfully convicted prisoner. Although this was temporary when Jazmine stated that she could not go.
      • He smiles when he set up a Soapbox and sees Jazmine across the street with her lemonade stand.
      • He seems genuinely happy to see Granddad back from his trip from Costa Rica.
      • He smiles twice when Riley starts having success during the basketball game.
  • Wise Beyond Their Years
  • 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.
  • Sibling Yin

Riley Freeman

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

Voiced by: Regina King

  • 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 dont line up with it are immediatly discarded.
  • Ascended Fanboy: He's a huge fan of gangsta rappers and is friends with a few of his idols, including Thugnificent and Gangstalicious.
  • Bad Ass: Despite not having any actual training and just being a kid, Riley has absolutely no sense of fear, and will take on ANY opponent, adult or not, that he thinks have wronged him. He usually wont win but he puts up a hell of a fight.
  • Book Dumb: In the comics, he invokes this intentionally.
  • Bratty Half-Pint
  • 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.
  • Determinator: He's not a very good fighter, but good luck on getting him to stay down.
  • 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.
  • 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".
  • Genius Ditz
  • Genre Savvy: He can predict his Grandad's Catcher Freeman story.
  • 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?
  • I Just Want to Be Badass
  • Intergenerational Friendship: With Thugnificient.
  • Jerk Ass
  • 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...
  • 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
  • Noble Male, Roguish Male: The roguish one.
  • Obnoxious Snarker: Is a total smart ass, but is generally more hammy than deadpan.
  • Obfuscating Stupidity: In the comics. Outside of being a talented artist, he is also exceptionally bright when he wants to be. He does poorly in school to protect his "rep". In the cartoon, he really is that stupid.
    • He does also learn to be a great artist during an episode in the first season of the show.
    • In the first season, Riley was more on the fence when it came to obfuscating stupidity. For all the dumb things he did, the boy was a surprisingly good debater.
    • Also, he showed remarkable cunning in "Let's Nab Oprah" by misdirecting Oprah's bodyguards which included Bushido Brown, certainly more cunning than Ed III & Gin Rummy have ever shown.
    • The third season of the cartoon also brings him closer to this; he is, among other things, a master strategist, but is willingly Genre Blind to an extent that would require him to be secretly Genre Savvy.
  • Raised by Grandparents
  • 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
  • This Loser Is You
  • Token Evil Teammate: Often.
  • TookALevelInAgility: He is far more agile and spry in season four, doing impressive aerial flips when in a Keep Tom Away more.
  • Trash Talk
  • Troubling Unchildlike Behaviour
  • Ungrateful Bastard
  • Verbal Tic: He seems to have picked up a new one lately whenever he mentions something gay, no homo.
  • Where Da White Women At?: In Roberts Daydream Surprise.
    • Although he's actually pretty asexual in both the comic and show. He sees bitches as more of a status symbol than anything. Justified in that he is just a kid attempting to mimick his idols, despite not even being close to puberty yet.
  • 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.
  • Wrestler in All of Us
  • Sibling Yang
  • Villain Protagonist

Robert "Granddad" Freeman

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

Voiced by: John Witherspoon

  • Ace Pilot: He received a medal and flew a "top secret mission to Germany to save the whole world".
  • Angry Black Man: 'Cause he's a Grumpy Old Man.
  • Awesome McCoolname: Robert "Bitches" Freeman.
  • Been There, Shaped History
    • Although how much of it is true is uncertain to say the least. He definitely was a Tuskeegee 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 an 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.
  • Blatant Lies: "I'm gonna go find myself a white man and lie to 'im right now."
  • Bystander Syndrome: Prone to this attitude, especially in the comics.
  • 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.
  • Cool Old Guy: More so in the comics.
  • Dirty Old Man: Pretty much the point of his character in the cartoon.
  • Don't Make Me Take My Belt Off
  • Embarrassing Nickname: Thugnifficent refers to him as "Old Nigga".
  • Freudian Trio: The Ego to Huey's Superego and Riley's Id
  • 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: Often uses his belt as a whip, and is quite proficient with it.
  • 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 Resemble That Remark
  • It's All About Me
  • I Was Quite a Looker: As seen during "Wingmen" and "Freedom Ride Or Die" he was a handsome fella in his day.
  • Jerk Ass
  • Kavorka Man
  • The Kirk
  • Meaningful Name: Which Ed Wuncler 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.
  • Naked People Are Funny: at least when they're censored.
  • No-Holds-Barred Beatdown: He does not even have as much as a welt on him in his final battle with Stinkmeaner.
  • Pyrrhic Victory: He agrees to spare Stinkmeaner's life to finally gain peace of mind, only to have Stinkmeaner pester him 24/7 outside of his house.
  • 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's only men's restroom. He was actually attempting to escape the South and return to Chicago. Once he was on the bus, despite his vehement protests, the protest leader wouldn't let him off, insisting that his people needed him.
  • Retired Badass: Was a Tuskagee Airman during WW2 and Korea.
    • As seen in a flashback to the 60s with the Freedom Riders, Robert is seen kicking a lot of ass in the south. It just seems that even though he can fight very well, he really isn't into confrontation.
  • 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 the boys with Cindy and Jazmine intentionally (Trying to get Riley to show interest in girls) or sub-consciously (Calling Jazmine Huey's "little friend" and dreaming of Jazmine instinctively hugging Huey when attacked by the swarm of Stinkmeaners.)
  • 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. Grandad is just mad that Riley broke the vases.
  • Spotlight-Stealing Squad: Season 4 seems to be solely based around Grandad's personal issues, with Huey only getting a few lines each episode.
  • Perverted Old Man: His constant attempts at hooking up with women comes off at this.
  • Took a Level in Jerkass: In the animated series.
  • Ungrateful Bastard
  • Unreliable Narrator: Its unknown just how much of his alleged involvement in the Civil Rights movement actually happened. Werner Herzog theorized that Robert might be a patholigical liar or in the early stages of dementia.
  • Weapon of Choice: If he needs to fight, it's a good bet that he'll be using his belt.
  • When All You Have Is a Hammer: With regard to parenting.
    "You ever try beatin' his ass?"

Uncle Ruckus (No Relation)

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

Voiced by: Gary Anthony Williams

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 Pokémon: That's popular."

  • 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.
  • 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
  • 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
  • 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 no-where with little-to-no prompt.
  • Only Sane Man
  • 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.
  • Wise Beyond Their Years
  • You Need to Get Laid: To Condeleeza Rice of all people.
  • Your Mom: Basically his catch phrase, with varying levels of cleverness.

    Recurring Characters 

Tom Dubois

Voiced by: Cedric Yarbrough

Jazmine Dubois

Voiced by: Gabby Soleil (seasons 1-3), Kiarah Pollas (season 4)

  • Accidental Pervert: Poor Jazmine. Her first penis display 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 childlike 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.
  • Cheerful Child
  • Demoted to Extra: In the first two seasons she would regularly interact with the main characters and even be the focus of a few episodes and plotlines. In the last two she's lucky to ever get a line.
  • Fangirl: Of 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 Three 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.
  • Funny Afro: Makes her insecure. Played for laughs, naturally.
  • Green Eyes
  • Hikikomori: Once she returns in the comic book her two year long Chuck Cunningham Syndrome is explained as her locking herself in her room ever since 9/11 our of fear of terrorists.
  • I Am Not Pretty
  • Luminescent Blush: At the end of "Wingmen".
  • Nice Girl
  • 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).
  • Vocal Evolution: Justified since her voice actor was a little girl when the series began.
  • Wide-Eyed Idealist

Cindy McPhearson

Voiced by: Tara Strong

  • 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 arguably even more cheerful than Jazmine since she doesn't have Jazmine's insecurities or Huey to depress her.
  • Chuck Cunningham Syndrome: Cindy only appeared in the comic strip for the first 2 years during the comic's lifespan. The other four years? She dropped off the face of the Earth. She made her first appearance in 7 years on the show and has been shown to be becoming an Ensemble Darkhorse.
  • Defeat Equals Friendship: With Riley in the cartoon.
  • Dumb Blonde / The Ditz: Not particularly bright in the comic, especially when it comes to things about race. An early Running Gag had Riley use her a patsy or victim in his schemes, simply because she was so easy to fool.
    • She is however street smart in the cartoon, able to organize and lead girl scouts as a minor drug boss. Amusingly, this changes the nature of her dynamic with Riley significantly.
  • Genki Girl: In the comic.
  • Girl Scouts Are Evil
  • 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 actually bigoted father.
  • Little Miss Badass: Her first instinct when getting made fun of by a man in a suspicious black limo is to chase him down with a baseball bat, for starters.
  • Pretty Fly for a White Guy: Parodied.
  • Token White
  • Took a Level in Jerkass: In the cartoon, similar to Riley, again due to "thug life" changing since she had a role in the comic.
  • Trash Talk
  • Troubling Unchildlike Behaviour

Sarah Dubois

Voiced by: Jill Talley

  • Fangirl: Of Usher and Barack Obama.
  • Henpecked Housewife: She is often pretty frustrated by Tom's uptightness and awkwardness in public. His obsessive phobia about rape has taken a toll on their marriage.
  • Satellite Character: She's Tom's wife, Jazmine's mother, the Freeman's neighbor and every episode she's featured in deals with one of those facts.
  • 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 black men, notably Usher and President Obama in the show, much to Tom's dismay.

Otis "Thugnificent" Jenkins

Voiced by: Carl Jones

  • 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: Even after getting kicked out of Granddad's house, he still managed to come to the rescue in "Fried Chicken Flu".
  • 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.
  • 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 bachelors 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 visit a Asian friend for help for his failing career and instantly got it just from simply asking. The thing though he brought Ed Wuncler III with him since he thought it was a drug deal. When Ed realized he wasn't getting any money out of it...yeah.
  • Rich in Dollars, Poor in Sense: A good showman but due to trying to preserve his image, not the smartest when it comes to money. Ultimately derails his music career in season three.
  • Riches to Rags: The episode title is a even a play off the name. He adapts pretty well to relative poverty again though.
  • Vitriolic Best Buds: 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.

Leonard

Voiced by: DeRay Davis

  • A Friend in Need: He's the only one left in the Lethal Interjection Crew that sticks around when Thugnificent's money dries up.
  • 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
  • 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.

Gangstalicious

Voiced by: Mos Def

  • Armored Closet Gay
  • Arch-Enemy: Has a feud with rival rapper Eat Dirt that turned violent.
  • Broken Pedestal: Subverted, as Riley says that he's telling "their stories."
  • Does This Remind You of Anything?: His video "Homies Over Ho's" is basically nothing but overt gay themes. Not that any of his fans can tell.
  • 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.
  • Feet of Clay
  • Gayngster
  • Nice Guy: 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.
  • You Are the New Trend: After his extremely successful "Homies Over Hoes" single drops, a lot of people become really into his ridiculous new fashion line.

Psycho Star Wars Guy

    Trouble-making Characters 

Ed Wuncler, Sr.

Voiced by: Edward Asner

  • The Chessmaster
  • Corrupt Corporate Executive
  • Does This Remind You of Anything?: His business tactics in The Itis is deliberatly played as using drugs and crime to drive down property values on desirable locations.
  • Evil Plan: Hatches a few, usually involving money.
  • Expy: Lampshaded in universe, where he is described as a Mr. Burns knockoff
  • 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?
  • Even Evil Has Standards: Wuncler is a greedy, thieving, manipulative old bastard who's perfectly willing to ruin lives to get a few dollars more, but his asshole behavior is motivated entirerly by money, not racism, and he has never been hinted to hold any racist views unlike most of the other Boondocks villains.
    • Except for Arabs. He is racist against Arabs.
  • Friendly Enemy: He's well aware that Huey is Wise Beyond His Years, and seems to genuinely like Granddad. Huey mentions that he doesn't think he's racist, just a greedy old man.
  • Ink-Suit Actor: Imagine Ed Asner still channeling Lou Grant, and you wouldn't be too far off.
  • Jerk Ass: 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.
  • No Celebrities Were Harmed: If Ed the Third is George W. Bush, this would naturally make Ed Senior his grandfather, Prescott Bush. Though, Wuncler's grandfather was Prescott Rothchild Wuncler.
  • Screw the Rules, I Have Money!
  • Strawman Political: Some of his rhetoric seems to be conservative/libertarian based. Since he is a satiric characterization of Prescott Bush, it is kind of expected.

Ed Wuncler, Jr.

Voiced by: Sam McMurray

  • Big Bad: Of Season 4.
  • Bitch in Sheep's Clothing: Comes to Robert with the impression that he wants to help him with his money troubles as soon as possible... all while stealing his stuff, getting him even further in debt and in the end having Robert sign himself into slavery.
  • 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.
  • Disposing of a Body: Leaves one in the Freemans' garage and implies this is the types of work that Robert Freeman will do for him.
  • 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 doesnt even care that much about collecting his debts, he just likes having people indebted to him.
  • Faux Affably Evil: Barely hides his malice toward his debtors behind a smile and is implied to kill those that make him too angry. He also cares little about actually getting the debt paid off, opting to trick his debtors into further debt or more serious binding contracts to wring out every penny he can get from them.
  • 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 wannnabe 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.
  • No Celebrities Were Harmed: Continuing from his son and father, Ed Jr would be George H.W. Bush.
  • N-Word Privileges: Gives himself these, since he's a Wuncler.
    Robert Freeman, my nigga! Can I say that? Yes I can!
  • The Sociopath

Ed Wuncler III

Voiced by: Charlie Murphy

  • 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?
  • Comedic Sociopathy
  • Failed a Spot Check: Ed takes this to truly impressive levels. While trying to kidnap Oprah, Ed assaults the wrong book store, even though one had a large crowed of people outside and a large sign saying "Welcome Oprah". Another time when Riley tries to get his help in dealing with a bully, Ed kidnaps the wrong kid. Despite the fact that Riley gave him a picture.
  • 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.
  • Jerk Ass: Hoo boy.
  • Laughably Evil: He isn't exactly competent. It's surprising that he's even still alive. He's mainly dangerous because he's so wildly reckless with his weapons, and his grandfather bails him out of any possible incarceration.
  • Motor Mouth: Nobody does rambling anecdotes quite like Charlie Murphy.
  • No Celebrities Were Harmed: Meant as a parody of George W. Bush, being destined for greatness simply because his family is rich.
  • Karma Houdini:
    • Due to his grandfather's protection and being viewed as a Sociopathic Hero in-series.
    • Subverted in "It's Goin' Down".
  • Pet the Dog: There are subtle moments where he's shown to be not that bad of a guy. Dimwitted, insane, violent, pompous, foulmouthed, spoiled, incoherent and craven... but not that bad.
  • Pocket Protector: His big "W" medallion has spared him from death on several occasions.
  • Running Gag: Will generally find some way to get shot in the chest (surviving due to his vest).
  • Screw the Rules, I Have Connections! / Screw the Rules, I Have Money!
  • Seinfeldian Conversation: Which he hangs a lantern on.
  • The Sociopath
  • Trigger Happy
  • Upper-Class Twit
  • VERY Morally Ambiguous Redhead
  • White Gang Bangers

Gin Rummy

Colonel H. Stinkmeaner

Voiced by: Cedric Yarbrough

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

Bushido Brown

Voiced by: Cedric Yarbrough, later Michael Jai White

Luna

Voiced by: Aisha Tyler

  • Abusive Parents: Her father would constantly beat her mother right in front of her, even over a piece of chicken. Unfortunately, Luna suffered the same type of abuse in her previous relationships.
  • And Show It to You: Did this to a guy back in the Kumite (WA-TA!), all completed with this line:
  • Ax-Crazy: Oh yes.
  • Bad Ass: She beats the utter shit out of Huey.
  • Broken Bird
  • Cute and Psycho
  • Cute Bruiser
  • Dark and Troubled Past: Troubled would be an understatement for this girl: beside 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.
  • Dark Action Girl
  • Disproportionate Retribution: Like her mother, Luna was severely abused over the slightest things, whether the cooking was cold and the laundry was done wrong.
    • Her friend Nicole doesn't help either; she suggested that Luna should just outright kill Granddad just for cutting their weekend short.
    Nicole: Now remember, this is not your fault. This man took your weekend from you. Two days you'll never get back! You gotta kill him.
  • Domestic Abuse:
    BITCH, THIS CHICKEN IS COLD!
  • 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.
  • 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 Naive: A literal example; she's practically a trained killer, but easily fell for Granddad's Fidel Castro lie.

Butch Magnus Milosovic

Voiced by: Daryl Sabara

Jericho Freeman

Voiced by: Cedric the Entertainer

  • Bald of Evil
  • Con Man: After mooching off of Grandad for a few months, he pretends that F.E.M.A. denied his compensation request so that he won't have to pay him or anyone back.
  • Fat Bastard
  • Fat Slob
  • Forgot to Pay the Bill: Really, Robert Freeman neglected to pay the utilities and phone bills in the hopes it would send the New Orleans Freemans packing.
  • Jerk Ass
  • 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
  • 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.

Lamilton Teshawn

Voiced by: Bobb'e J. Thompson

Ming

The Hateocracy

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

Stinkmeaner's old crew of equally nasty senior citizens, who roll into Woodcrest looking to off the Freeman's.

  • Badass Grandpa/Never Mess with Granny: The three old codgers whoop heaps of ass and kill Bushido Brown. The only thing that can defeat them? Jail.
  • Curb-Stomp Battle: Their fights with Ruckus, Huey and Riley.
  • Evil Old Folks
  • Improbable Weapon User: Crabmeiser uses a weaponised lobster cage with blades on the side.
  • For the Evulz: As they explain, they weren't looking to avenge Stinkmeaner. They just wanted to fuck something up.
  • 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.

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