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A Pimp Named Slickback
(A Pimp Named) Slickback note
Voiced by: Katt Williams (English), Oscar Flores (Latin American Spanish), Masahito Yabe (Japanese)
A pimp who first appears as the boss of a prostitute named Cristal, and later offers Tom his own twisted advice about marriage problems. He is very sensitive about people getting his name wrong. It's not "Slickback", it's "A Pimp Named Slickback", and one must say the whole thing. Yes, every time.
- Berserk Button:
- You gotta say his name in full. Every. Time. Not "Mr. Slickback". Not just "Slickback" for short. It's always "A Pimp Named Slickback". He throws a hissy fit otherwise.
- His default reaction to his hookers' indiscretions is slapping them.
- Bros Before Hoes: Inverted. Being a pimp, a bro is pretty much the only thing he won't put before a hoe.A Pimp Named Slickback: I mean, don't get me wrong, A Pimp Named Slickback will put a lot of things over a hoe. Money over a hoe? Always. Brand new gators over a hoe? Absolutely. A turkey sandwich with just tomato? Guaranteed. But homies? Oh, no. A Pimp Named Slickback don't do shit for the homies. Let me reiterate: Don't. Do. Shit for the homies. Unless that homie wanna walk that stroll and get that money, the homie ain't gettin' a goddamn thing. And the same goes for brothas, peeps, dudes, fellas, dunnies, comrades, whatever the fuck niggas is callin' each other nowadays. Sounds like some gay shit to me.
- Character Catchphrase: "I'm A Pimp Named Slickback."
- Cool Shades: Tinted purple to match his suit, even.
- Deadpan Snarker: Is probe to this in almost every scene he appears in.
- Defeat Means Friendship: Not really "friends" persay, but he doesn't seem to harbor any ill will against Grandad for their altercation in his first appearance (and even at the time he was actually very affable and respectful when Grandad made him leave his house), and even came back to give Riley The Talk when Grandad was too embarrassed.
- Dub Name Change:
- Also overlaps with Lost in Translation of sorts in the Latin American Spanish dub: He was renamed as Un Rufián Llamado Slickback, literally "A Ruffian/Thug Named Slickback", since there's no region-neutral word in Spanish, much less in either Latin American Spanish, and even less in Mexican Spanish (the dialect from which the dub was made) for "Pimp".note
- Averted and inverted in the Japanese dub: His name is kept in English and its just transliterated to katakana (the alphabet used for foreign names and terminology) as "ア・ピンプ・ネームド・スリックバック". This also creates the side effect on making his already awkward name even more so for the cast to pronounce it right.
- Expy: He's based on Katt Williams' character "Money Mike" in the Friday film series.
- Full-Name Basis: Like "A Tribe Called Quest", he prefers/demands to be called by his full name. Nothing more, nothing less.
- Insistent Terminology: He hates it when people just call him "Slickback", insisting that one must say the whole name every time, including the "A Pimp Named" part. (He also tells Tom that he doesn't have to add "Mister" to it; just "A Pimp Named Slickback" is fine.)A Pimp Named Slickback: It's "A Pimp Named Slickback". Like "A Tribe Called Quest". You say the whole thing. "A Pimp Named Slickback".
Robert: Can't we call you "Slickback" for short?
A Pimp Named Slickback: NO, NIGGA! I'M A PIMP NAMED SLICKBACK!
Robert: Cristal, who is this person?
A Pimp Named Slickback: NIGGA, ARE YOU DEAF?! I'M A PIMP NAMED SLICKBACK! SAY IT WITH ME NOW! - Jerkass: He is a pimp after all, so it's no surprise that he's an abusive, misogynistic douchebag. He's also openly homophobic and, by his own admission, a bad friend.
- Karma Houdini: He is rich and successful due to running an abusive prostitution ring. And he's still doing well.
- Large Ham: He is very odd in how he acts.
- Laughably Evil: He may be a misogynistic and abusive pimp but has an eccentric personality and tons of memorable remarks.
- Mean Boss: Judging by how he treats Crystal, he most certainly is this.
- Non-Indicative Name: His hair isn't in a "slickback," or anything close to it.
- Only Known by Their Nickname: "A Pimp Named Slickback" isn't a real name is far as we know.
- Pimp Duds: He wears a purple suit, much like any other stereotypical pimp would.
- Politically Incorrect Villain: Misogyny and sexism aside, he's also quite homophobic, and once tried to dissuade Riley away from (what Robert believed to be) possible signs of "gay" behavior in Riley.
- Smoking Is Cool: He smokes. He's cool.
- Straw Misogynist: He's got nothing good to say about women whatsoever, consistently putting his "bitches" down and slapping them for trivial reasons.
- Would Hit a Girl: Slickback regards this as normal and something every man should be doing as often as is necessary, putting him at odds with Robert and Tom who both Wouldn't Hit a Girl.
- In his first appearance, Slickback tries to smack Cristal, only to be stopped by Robert pulling away his hand with his belt lasso.
- In his next appearance, he trains Tom to assert dominance over his (allegedly) unfaithful wife Sarah. When he tells Tom that he needs to hit her, he refuses, to which A Pimp Named Slickback responds:Slickback: It's okay, Tom. We all got phobias. Some niggas can't cross bridges, you can't go upside a bitch's head.
Colonel Stinkmeaner
Colonel H. "Muthafuckin'" Stinkmeaner note
Voiced by: Cedric Yarbrough (English), Jesse Conde (Latin American Spanish), German Fabregat (Latin American Spanish, young)
An old and blind black man with a sadistic sense of humor. He starts a legendary "Nigga Moment" (blood feud) with Robert Freeman, which results in his accidental killing of Stinkmeaner during a street fight. Afterwards though, Stinkmeaner escapes from Hell and haunts Robert as a ghost. Later on, Stinkmeaner's acquaintances (and even his clone) also come for revenge.
- Adding Insult to Injury: Whenever he's in a fight, Stinkmeaner hurls all kinds of taunts and Trash Talk at his opponent.
- Alas, Poor Villain: As Huey points out, Stinkmeaner was a miserable human being, with no family nor friends, and liked to cause misery for others. Yet, he is defencelessly beaten to death by Robert, and the Freemans later pray for him at the spot he died.
- Anything but That!: Forcing him to read will lead to him screaming in pure horror.
- Ruckus: READ, NIGGA! READ!!
Stinkmeaner: NOOOOOOO!!
- Arch-Enemy: For Robert.
- 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.
- Ax-Crazy: At first Stinkmeaner was more of a nuisance than a real threat, but after his ghost returns to haunt Robert, he's actually kind of frightening. Especially when he's holding a literal ax to attack Robert with.
- 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.
- Bed Trick: While Stinkmeaner was possessing Tom, he took advantage of it by having sex with Sarah, who was oblivious yet enthusiastic about her husband's strange behavior.
- Berserk Button: He hates it if anyone dares to take "his" space in a public parking lot, which is what sparked his Nigga Moment with Robert in the first place. It's the same thing happening to Tom that gives Stinkmeaner the opening to possess him in "Stinkmeaner Strikes Back".
- Big Bad: Of the Stinkmeaner / Nigga Moment episodes, particularly "Granddad's Fight" and "Stinkmeaner Strikes Back".
- 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.
- Blind Driving: Despite being unable to see anything, for some reason he's able to get away with driving a car around town. Naturally, this makes him very dangerous to anyone who gets in his way.
- Blood Knight: He really enjoys Nigga Moments.
- Boomerang Bigot: While he hates everyone, he hates black people slightly more than everyone else.
- The Bully: In spades, especially towards Robert, his Arch-Enemy.
- 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...
- Character Catchphrase:
- Comedic Sociopathy: His actions are the very definition of a comedic sociopath. He is deplorable and sadistic, but his over the top personality makes him too funny to be considered a Hate Sink.
- Deadpan Snarker: Though Stinkmeaner is far more obscene than deadpan.
- Demonic Possession: Stinkmeaner's ghost rises out of Hell to possess Tom, ready for revenge on the Freeman family. And later, Ruckus and the Freemans attempt an exorcism on him.
- The Determinator: Not even death could end Stinkmeaner's Nigga Moment! The only thing that can stop it is peace.
- Devil's Job Offer: Satan is so impressed by Stinkmeaner's evilness and newfound fighting skills, that he allows Stinkmeaner to leave Hell so that he can get his revenge on Robert for killing him.
- Did You Just Flip Off Cthulhu?: Stinkmeaner had the gall to call the Devil himself a "bitch-ass nigga". Rather than being insulted, the Devil was impressed and made Stinkmeaner his enforcer on Earth.
- Evil Cripple: He doesn't care at all that driving while blind may endanger innocent people.
- Evil Is Hammy: Stinkmeaner is one of the most evil characters in the show and has No Indoor Voice. Cedric Yarbrough is clearly having a blast voicing him.
- Evil Old Folks: 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.
- Gonk: Not as ugly as Ruckus, but still pretty ugly.
- 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. But it soon turns out that Stinkmeaner was just lucky that time, as during the second fight he stood no chance at all against Robert.
- Heel–Face Turn: In his final appearance, Stinkmeaner (via his clone) finally agrees to leave the Freemans alone. But that doesn't stop him from annoying Robert in an effort to get a dinner invitation. As expected, Robert refuses.
- Hell of a Time: Literally. Stinkmeaner doesn't seem to be very bothered by his eternal damnation, and in fact he enjoys spending his time in Hell by learning martial arts and beating up lots of demons. The Devil himself is so impressed by the level of hate this man possesses, he helps him prepare for his revenge on Robert Freeman. He at least finds Hell to be preferable over jail.
- "I Am" Song: "Stinkmeaner Forever!" in Season 4.
- Interactive Narrator: Stinkmeaner, from the dead, quickly steals the narrator role from Huey in "Stinkmeaner 3: The Hateocracy".
- Jerkass: The biggest example in the series. He puts Ed Wuncler to shame.
- Laughably Evil: He may be one of the biggest assholes around, but he sure is hilarious to watch.
- Misanthrope Supreme: Stinkmeaner is a misanthrope who hates everybody, including people of all races, but black people especially. And the closest thing that Stinkmeaner ever had to a circle of friends were the Hateocracy, but he admits that he only hated them slightly less than everyone else.
- Names to Run Away from Really Fast: Would you really want to be around somebody with the surname "Stinkmeaner"?
- No Indoor Voice: He frequently yells at the top of his lungs.
- N-Word Privileges: Though he often pronounces "nigga" as "nyukka".
- One-Man Army: While Stinkmeaner is learning combat training in Hell, he proves his skills by beating up about a few dozen or so demonic mooks. Later during his fight with the Freemans, we see that he outclasses them by dodging and countering most of their attacks, and he's only subdued after considerable difficulty.
- Our Ghosts Are Different: Stinkmeaner comes back from the dead as a vengeful spirit in "Stinkmeaner Strikes Back".
- 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 to continue his Nigga Moment. However, 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; because a Nigga Moment will end should it turn peaceful.
- Psychopathic Manchild: Overall, Stinkmeaner is really just an overgrown middle-school bully in the body of an old man.
- 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.
- Sadist: He lives for making others suffer.
- Sir Swears-a-Lot: In a show that's already loaded with tons of profanity, Stinkmeaner is easily the most foul-mouthed character, rarely saying a sentence that doesn't contain a curse or insult in it.
- Surprisingly Realistic Outcome:
- He stands absolutely no chance against Robert during their second fight due to being blind, while Robert still has use of his eyes, and what appeared to be him being a blind master martial artist with enhanced senses was just him getting lucky during their first fight.
- Likewise, one solid punch from Robert is all it takes to kill him for the first time, due to being a fragile old man whose visibly hunched over from age.
- The Sociopath: While narrating his backstory, Huey makes it clear that Stinkmeaner was always rotten and never cared about other people. Robert even calls him a "psychopath" at one point.
- 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 Stinkmeaner's ghost possesses Tom's body, thus regaining the abilities of eyesight and youthful prowess again, he proves to be more than a capable threat to the Freemans.
- Troll: What he does for a living.
- Villainous Crush: While Stinkmeaner was possessing Tom, the former openly lusts after the latter's wife Sarah, even tricking her into having sex with him.
- Villainous Legacy: He's the man behind the Hateocracy (from "Stinkmeaner 3: The Hateocracy") and his clone (from "Stinkmeaner: Begun the Clone War Has"), although he no longer plays an active role in those episodes due to being deceased during said episodes' events.
- Would Hurt a Child: He had no problem fighting Huey and Riley when they tried to exhort his spirit out of Tom.Stinkmeaner: You're never too little to get your ass whooped!
- Wrestler in All of Us: He pulls off a dropkick to the chest on a man that got into an argument with Tom DuBois when he possessed the latter.
- Younger Than They Look: Rather, his Clone is much younger despite looking the same age as the O.G. Stinkmeaner and was first created just days before Stinkmeaners' fateful fight with Robert that eventually killed him. His clone even lampshades this when talking with the Clone Scientists.Clone Stinkmeaner: If you cloned me when you say you did, shouldn't I still be a little kid?
Gangstalicious
Frederick "Gangstalicious"
Voiced by: Mos Def (English), Gabriel Ortiz (Latin American Spanish), Kazuya Nakai (Japanese)
Riley's second favorite rapper, who turns out 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 leaving increasingly obvious hints that he is.
- Badass Boast: He proclaims that "I fear no man but God." Then subverted when he adds "the niggas who shot me" to the list of people he fears.
- Broken Pedestal: Played with. Riley's perception of Gangstalicious as a badass has been destroyed. He's smaller than the music videos made him out to be, he's not as rich as he is depicted, and definitely not gangsta (he drop his gun midfire), though he still likes listening to his music, not to mention that the two of them are very friendly to each other.
- 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.
- Hidden Heart of Gold: His wannabe gangster persona is a complete act; he's actually a mild-mannered gay man from the Midwest, not at all cut out for the dangerous hardcore gangsta rap scene.
- Lovable Coward: Although it causes Riley to lose most of his respect for him, it's hard to not sympathize when Gangstalicious cries some very unmanly tears over almost getting executed by his Psycho Ex-Boyfriend.
- Made of Iron: He was shot twice onstage, one of them in his right shoulder, and laid there bleeding out for 45 minutes before anyone thought to call an ambulance. He got better.
- Queer People Are Funny: Mostly due to all the irony of him being both a (semi-secretly) effeminate homosexual man and a gangsta rapper, as the hip-hop music scene is a very hypermasculine and homophobic subculture.
- Straight Gay: He tries to put on a tough-guy gangster image, at least at first...
- Camp Gay: But in his second episode, he starts to display some more overtly homosexual stereotypes. For example his homoerotic "Homies Over Hoes" song and music video; and he also starts promoting a fashion line of very feminine-looking clothing, which his fans are completely oblivious to.
- Tempting Fate: Who the hell writes a song called "I Got Shot"?
- While he was performing it onstage, he gets shot for real and the audience treats it as part of the act. Until they learned it wasn't.
- Transparent Closet: In his second episode he releases a song called "Homies Over Hoes" which has lyrics and a music video dripping with homoerotic undertones. He then releases a clothing line for boys which are essentially dresses. His fans remain oblivious until a dancer releases a book telling the world that he's gay.
- You Are the New Trend: After his extremely successful "Homies Over Hoes" single drops, a lot of his fans (including Riley and the Lethal Interjection Crew) start buying girly clothes from his ridiculous new fashion line.
White Shadow
"The White Shadow"
Voiced by: John C. McGinley (English), Humberto Solórzano (Latin American Spanish), Masaki Terasoma (Japanese)
Huey's nickname for a federal agent who seems to be stalking him. Is he real, or imaginary? He seems to know everything about Huey. He appears in "The Real" and "It's Going Down".
- Back for the Finale: His only other appearance past his debut in Season 1's "The Real" is "It's Goin' Down", which is the Season 3 finale (and was supposed to be the overall series finale, until Season 4 was announced).
- Cool Shades: Being a federal government agent, the White Shadow wears a pair of sunglasses, which he claims is to imitate his idol Bill Cosby.
- Friendly Enemy: He may be a shady spy, but he's genuinely polite to Huey and offers him advice.White Shadow: "Just because I tape your phone conversations and monitor your emails, doesn't mean we can't be friends."
- Maybe Magic, Maybe Mundane: Nobody else aside from Huey seems to notice him, leading Huey to eventually conclude that he's just a figment of his imagination. The White Shadow himself however says Huey is just kidding himself. It's ultimately left up to the viewer to decide if he's real or not.
- Meaningful Name: The first part of the nickname Huey gave to him, "White", minus the obvious, is a reference to The Whitelist that governments use. The "Shadow" part of his name refers to how he's physically transparent, yet appears to be able to interact with the real world.
- Only Known by Their Nickname: He's only known by Huey's nickname for him, "The White Shadow".
- 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.
- Secret Police: He is apparently a covert US government agent, who's tasked with spying on Huey due to his far-left-wing activism. And he certainly has the appearance of a classic "Man in Black".
- Spirit Advisor: In "It's Goin' Down", the White Shadow warned him of the imminent invasion of his home by actual federal agents (led by Jack Flowers), something that Huey had no idea was going to happen. This could hint that he's a real man and not an illusion.
- The Spook: The so-called "White Shadow" is definitely a very enigmatic, mysterious character. As he's supposed to be a secret agent after all, we don't know anything about his real name or identity. Hell, even Huey is unsure if the Shadow is actually a real person.
Bushido Brown
Grandmaster Bushido Brown
Voiced by: Cedric Yarbrough (English, "Let's Nab Oprah"), Michael Jai White (English, "Stinkmeaner 3: The Hateocracy")
A legendary 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.
- Asshole Victim: Given how incredibly rude, greedy, and entitled Bushido acted while serving as the Freemans' bodyguard (even almost leaving them to the Hateocracy's mercy until Robert agreed to rehire him), nobody's really saddened by Bushido's demise, only reacting out of fear by the realization that their last line of defense against the Hateocracy has been eliminated. Soon afterwards, Robert even tells the cops arresting the Hateocracy to clean up the "headless dickhead" (Bushido's corpse) left on his front lawn.
- Back for the Dead: In the last episode he appears in ("Stinkmeaner 3: The Hateocracy"), Bushido ends up getting beheaded by Rufus Crabmiser of the Hateocracy.
- Entitled Bastard: He proves to be one hell of an entitled rich prick. He's only willing to protect the Freeman family as their bodyguard by charging ridiculously high fees for Robert to pay. But that's not all; he forces Robert to purchase all kinds of luxury items for Bushido's personal use (with Robert's own money). Robert understandably wanted to fire Bushido, up until the Hateocracy returns at the last minute.
- Ironic Name: Bushidō is a philosophy that promotes sincerity, responsibility, frugality, politeness, modesty, loyalty, harmony, tranquility, and compassion, alongside selflessness, bravery, and honor, but Bushido Brown is as far from the philosophy he derives his name from as possible, with the exception of bravery, as he's a selfish materialist who demands that Robert use his own money to buy him luxury items for his own personal comfort, and he was also going to let the Freeman Family, an elderly man and his two prepubescent grandsons get killed by the Hateocracy if they didn't re-hire him for twice the price they initially hired him at, something that a true believer in Bushidō would never do.
- Jerkass: In addition to being an egotist, Bushido charges Robert ridiculously high fees for his protection services, and forces him to buy things for him (with his client's own money, no less). And he's quite content to leave Robert and his grandsons to die, unless he still gets double the payment for rehiring.
- 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!).
- No Celebrities Were Harmed: He's based on 1970s actor / martial artist Jim Kelly
. - Occidental Otaku: Aside from the obvious (being a karate master), Bushido's demands in return for protecting the Freemans include large amounts of sushi, a Kobe beef steak, and a Japanese toilet with a bidet. Earlier, he was also shown relaxing in a Japanese massage parlor.
- Off with His Head!: He loses his head when fighting the Hateocracy, courtesy of Rufus Crabmiser slicing it off with his flying crab-trap/guillotine.
- Punch-Clock Hero: Bushido's nature is very far from being altruistic or generous. He's a professional bodyguard who demands a high paycheck if you want his protection. No money, no help.
- World's Strongest Man: Far and away the best fighter in the show and incredibly powerful. His feats include wiping out a dozen cowboy hitmen, bodying Huey in a one on one fight and almost taking down the Hateocracy single-handed. His death was due to a sneak attack from one of the members, not because Bushido was actually beaten.
Betty von Heusen
Mrs. Betty von Heusen note
Voiced by: Marion Ross
An elderly white woman who's in charge of the local neighborhood watch, along with a pro-gun interest group.
- Crazy Survivalist: During the titular outbreak of "The Fried Chicken Flu", Betty and several other neighbors learn that the Freeman family and their friends are hoarding emergency supplies, so they become bandits and attempt to rob the supplies from them. But oddly enough, none of them were armed with guns.
- Evil Old Folks: She's always a nasty old hag whenever she appears.
- Gun Nut: To the point of being an outright Right-Wing Militia Fanatic. She's a white conservative who owns a lot of firearms, is pretty vocal about her 2nd Amendment rights, and is quite eager to shoot at any (real or perceived) enemies.
- Jerkass: She's a racist, trigger-happy old bitch who's always quick to antagonize the Freemans or their friends.
- Never Mess with Granny: She's a little old lady who's armed to the teeth with lots of weapons, and isn't afraid to use them.
- Politically Incorrect Villain: She seems to be quite a Racist Grandma; as seen in "The S-Word", when Betty and some other old white people went on an armed pro-gun protest. They clashed with Rollo Goodlove's black protesters, shooting at their direction and calling them "niggers" (which leads to Rollo opportunistically threatening litigation in response to their hate crime).
- Straw Character: A caricature of NRA Republicans.
- Vigilante Woman: Parodied in "Thank You for Not Snitching". After a series of home burglaries committed by Ed Wuncler III and Gin Rummy, she becomes a vigilante and tries to hunt down the culprits herself. She even proposes the idea of militarizing the neighborhood watch.
Thugnificent
Otis "Thugnificent" Jenkins
Voiced by: Carl Jones (English), German Fabregat (Latin American Spanish)
Riley's new favorite rapper, who moves into a huge mansion just across the street. In Season 3, he becomes broke as his music career ends, so he has to take a job as a UPS driver.
- 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 doesn't hold any grudges about this, as he still managed to come to the rescue by using his van to ram Betty's militia bus off the road when they were chasing the Freeman and DuBois families.
- Character Catchphrase: "No homo."
- Chuck Cunningham Syndrome: He is absent from Season 4.
- Condemned by History: Invoked In-Universe; he goes from one of the biggest rappers in America to a universally derided has-been reduced to delivering packages for a living.
- Conspicuous Consumption: For starters, his house is a white-and-gold mansion with multiple statues of himself modeled after sculptures of Greek gods. Spending money like water eventually comes back to bite him when his career stalls and he ends up in debt with the IRS breathing down his neck.
- A Day in the Limelight: "Bitches to Rags".
- Early-Bird Cameo: Sort of. That song "Booty Butt Cheeks" which you hear throughout Season 1? He made that. Though he doesn't make his actual debut until Season 2, however.
- Expy: Of Ludacris. If his actions aren't proof enough, there's also his hair.note His musical style, however, owes less to Ludacris than it does to crunk and the "bling" era in general, and his career decline can be seen as a nod to the own death of crunk and the bling era around the end of the 2000s.
- Fallen-on-Hard-Times Job: His attempt to sell crack. Later he finds work as a UPS van driver and postman.
- Fatal Flaw: Sloth. His complacency as a popular rapper over one song in the beginning of Season 2 causes him to kick back and it begins to slowly bite away at his rapping career, and his eventual fall from grace is foreshadowed in "The Story of Gangstalicious, Part 2". By Season 3, everything Thugnificent worked for goes down the drain thanks to his indulgence in his hedonistic lifestyle.
- 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 national 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.
- 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: While he more often than not comes off as a loudmouthed buffoon, he is actually college educated; he holds a Bachelor’s degree in Communications. His educational credentials nearly get him an office job before he calls attention to his rapping career (he made it clear to the guy interviewing him that he only needed the job to get back on his feet and probably wouldn’t be around long).
- 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. Which makes sense considering Thugnificent grew up in an impoverished, crime-ridden slum of a town. If the rap game didn't last long term, he'd still have a college degree to fall back on.
- Important Haircut: After he sells his home, he loses the "Mickey Mouse" afro to keep a low profile.
- 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 Robert.
- In-Universe Factoid Failure: Though he tries to present himself as an astute political activist during Obama's first presidential campaign, he demonstrates that he doesn't know as much about politics as he likes to pretend when he says one of the branches of government is the "main branch".
- Jerk with a Heart of Gold: He's an irresponsible idiot, but he's probably one of the nicest characters in the series.
- Narcissist: During his rapper days, to the extent of having a painting of himself standing above MLK, Malcolm X, Tupac and Biggie in his house.
- Nice Job Breaking It, Hero:
- Gets Flonominal fired from his job, due to No Such Thing as H.R..
- When he visits a record producer for help with his failing career, he ends up instantly getting another chance just from simply asking for it. The thing though is that he brought 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.
- No Celebrities Were Harmed:
- He bears a striking physical resemblance to Ludacris, though his musical style has more in common with the crunk and bling subgenres than Ludacris' discography.
- His conspicuous consumption and the problems it causes for his career and finances are very reminiscent of MC Hammer, whose spending habits were a contributing factor in him becoming a target of public ridicule.
- N-Word Privileges: Like many black rappers, he uses anti-black slurs in a way not intended to be malicious.
- Rags to Riches: He grew up in the shantytown of Terra Belle, Georgia. But then he became a millionaire rapper.note
- Riches to Rags: He's a good showman but due to trying to preserve his image, he's not the smartest when it comes to money. It ultimately derails his music career, though he adapts pretty well to relative poverty again.note
- The Stoner: In "Mr. Medicinal", he recommends marijuana to Robert, and also introduces him to a weed dealer.
Lethal Interjection Crew
Thugnificent with Macktastic (left) and Flonominal (right).
A group of Thugnificent's friends, including two fellow rappers. They live with Thugnificent at his mansion in Woodcrest, until the events of "Bitches to Rags" cause them to move out and split up.- Mistaken for Gay: In "The Story of Gangstalicious", much like Riley they start buying from Gangstalicious' effeminate fashion line. But after learning about his homosexuality, they desperately sever any ties to him to avoid looking gay by association.
- Riches to Rags: They all have to struggle financially due to Thugnificent going bankrupt.
- Satellite Characters: They're not given much focus besides hanging out with Thugnificent. Especially Macktastic, and Flonominal to some extent, though Leonard gets some more roles in Season 3.
Macktastic
Voiced by: Snoop Dogg (English), Hiroki Kato (Japanese)
A friend of Thugnificent, and a fellow rapper of the Lethal Interjection Crew.
- Ambiguously Brown: His lighter skin and long, straight hair makes him look as though he might be partially white or Native American, though it's also possible that he just straightened his hair much like A Pimp Named Slickback, especially since Season 3 confirms he actually was a pimp prior to his rap career.
- Fallen-on-Hard-Times Job: The crew's money drying up forces him to go back to pimping.
- Satellite Character: Even more so than Flonominal or Leonard it seems.
Derrick "Flonominal" Cornish
Voiced by: Busta Rhymes, Kevin Michael Richardson ("Bitches to Rags")
Another friend of Thugnificent, also a fellow rapper of the Lethal Interjection Crew.
- Fallen-on-Hard-Times Job: After his own career in hip hop music comes to an end, he gets a white-collar office job. But he gets fired from that too, due to Thugnificent's mistakes.
- My Beloved Smother: In "The Story of Thugnificent", Flonominal is extremely distressed when his mother calls to chastise him for his part in the "Eff Granddad" debacle.
- No Such Thing as H.R.: To build on Thugnificent's Nice Job Breaking It, Hero, there was logically nothing stopping Flo from contesting his termination due to the extremely flimsy guilty-by-association pretense.
Leonard
Voiced by: DeRay Davis (English), Gustavo Carrillo (Latin American Spanish)
Yet another friend of Thugnificent, and also counted as part of the Lethal Interjection Crew, although he's not a rapper.
- Big Damn Heroes: With Thugnificent in "The 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.
- The Ditz: He's a nice guy and all, but he's not particularly bright. This is how he explained unwittingly giving contaminated chicken wings to Tom DuBois: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."
- 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.
- The Friend Nobody Likes: Often dogged on by the others in The Lethal Interjection Crew for not having the same ganster mentality, especially Thugnificent, who eventually takes his chain away from him. Ironically, he's the only one to stick by Otis after he loses his fame and fortune, not that Otis shows him any more appreciation.
- Lovable Coward: He will not die for his chain. Thugnificent admits that he's "bitch made".
- Nice Guy: Leonard isn't too swift, but he is a rare character in this show who consistently puts the needs of others over his own.
- Odd Name Out: The Lethal Interjection Crew consists of Thugnificent, Macktastic, Flonominal, ...and Leonard.
- 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 legit job, which he was immediately chewed out for.
- Undying Loyalty: After the Lethal Interjection Crew disbands, Leonard is the only one to stay with Thugnificent when his rap career topples.
- 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.
Butch Magnus
Butch Magnus Milosevic
Voiced by: Daryl Sabara
A bully who antagonizes Riley in "Shinin'", by stealing a chain necklace from him. Also cameos in "The Red Ball" (as part of the Woodcrest kickball team), and "A Date With the Booty Warrior" (as part of a group of other suspended students touring the prison).
- Barbaric Bully: He's a big, fat, ugly brute who is known for beating down and robbing people blind.
- Combat Pragmatist: Flo, one of Thugnificent's boys, gets up in his face. He's bigger than Butch, and likely stronger. So Butch just smashes him in the shin with a baseball bat.
- Delinquent: He's built up a well-earned reputation as this around town.
- Demoted to Extra: He returns in "The Red Ball" and "A Date With the Booty Warrior". Though he has a non-speaking role and is simply a background character.
- The Dreaded: To the point where even adults are afraid of him.
- Fat Bastard: He's an obese bully.
- Hidden Depths: He actually honors Riley's demands that he fight him fair and square in "Shinin'", and proceeds to fight him in a relatively honorable way; refraining from stomping him out and yelling at him if he wants to give up, plus, his final move against Riley is to simply push him to the ground after the latter is exhausted from taking a beating from him. Additionally, if his encounter with the fully-adult drill sergeant and security guard are anything to go by, he notably holds back when fighting other kids, typically only shoving or knocking them to the ground with few if any serious injuries, when he is fully capable of breaking bones and drawing blood if he wanted to.
- Jerkass: Needless to say.
- Karma Houdini: Attempts at putting him in his place usually end in failure because he's capable of brutalizing anyone who tries to do so.
- Kevlard: His tubby physique easily protects him from little Riley's weak punches.
- Let's Fight Like Gentlemen: Surprisingly in spite of being a bully and a brute, he doesn't actually fight dirty or even go overboard when Riley tried to fight him, as he repeatedly let him get up to attack him again and refrained from stomping him out, and his finishing move was simply to push the exhausted Riley to the ground.
- Mighty Glacier: This appears to be his fighting style. He only has to land a few blows to bring Riley down, and they don't have to be particularly fast; Riley's not as good at ducking and weaving as he thinks he is.
- Names to Run Away from Really Fast: His surname probably refers to Slobodan Milošević, the late President of Serbia who was accused of committing war crimes during The Yugoslav Wars.
- Perpetual Expression: Or rather, Perpetual Sneering. There's almost no scene of him without sneering.
- Stout Strength: Butch can easily overpower adults; as demonstrated when he knocks down a Catholic school nun, a boot camp instructor, and Flonominal.
- Surprisingly Realistic Outcome: He easily defeats Riley due to being much bigger and stronger than he is. It also doesnt help that Riley's attempts at ducking and dodging are rendered fruitless by him stopping to show off, leaving the only reason why Riley is able to last so long against him is because of his sheer tenacity.
- Troubling Unchildlike Behavior: He's such a big troublemaker, that not even a threat of being sent to boot camp would deter him.
- Unskilled, but Strong: He attacks Riley in an unrefined, instinctual way, using mighty punches and even swinging his fists downwards like a hammer, as well as throwing him with all of his might at one point, in contrast to how Riley begins dodging his attacks by ducking and weaving like a boxer.
- Villain Decay: To spite his first appearance building him up as an Invincible Villain, in "A Date With the Booty Warrior" he's visibly scared of the prisoners in contrast to Huey and Riley and in "The Red Ball" he gets brutalized by the Chinese team. In both of the latter cases, however, he is completely outnumbered instead of being able to deal with his opponent one-on-one.
Cindy McPhearson
Cynthia "Cindy" McPhearson
Voiced by: Tara Strong (English), Georgina Sanchez (Latin American Spanish)
A little white girl obsessed with stereotypical black culture. In the comics, she tries to be friendly to Huey, but comes off as ignorant and annoying. In the show she becomes an exaggeration of herself, is more of a jerk, and befriends the like-minded Riley.
- Action Girl: Despite being a little girl, she runs her Girl Scout Cookie group like a gang and beats up anyone she deems a threat.
- Adaptational Intelligence: While she was a complete ditz in the comic, she's fairly intelligent in the cartoon. Her cartoon version also lacks her comic self's ignorance-derived insensitivity towards black people.
- Adaptation Personality Change: Cindy was quite feminine in the original comics, but the show made her a lot more tomboyish.
- Adaptational Late Appearance: She was established fairly early as one of Huey’s classmates in the comics, but doesn’t appear on the show until season two.
- Age Lift: She goes from being about Huey's age in the comics, to being about Riley's age in the show.
- Braids of Action: She has braids almost the length of herself and she isn’t afraid to fight anyone she deems a threat.
- 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 seems to be very cheery and enthusiastic about everything.
- 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 she is a lot more feminine, though in both cases she still likes hip hop music.
- 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.
- Hair Antennae
- 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 knees a thug in the groin.
- Only Known by Their Nickname: She is never referred to by her full name "Cynthia".
- Pretty Fly for a White Girl: In the comics, Cindy is a fan of hip hop music and watches BET. This is exaggerated further in the show, where she's a full blown wigger who acts like a gangsta.
- Token White: One of the few white characters on the show, besides Jazmine's mother.
- Tomboy: In the show. Here, she's flanderized into a wannabe gangster brat who plays basketball. As mentioned above she is a Girl Scout, albeit still acting like a gangster.
- Took a Level in Jerkass: In the TV series episode "The Fundraiser", where she harasses any competitors in the cookie or chocolate fundraisers.
- Troubling Unchildlike Behavior: As seen in "The Fundraiser".
- Vocal Dissonance: Her voice doesn’t quite sync up with her youthful appearance. She had a more childlike voice in season two.
Rollo Goodlove
Reverend Rollo Goodlove
Voiced by: Cee Lo Green (English, "The S-Word" and "The Hunger Strike"), Unknown (English, "The New Black"), Luis Alfonso Mendoza (Latin American Spanish)
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".
- Actor Allusion: At one point, Rollo starts to sing "Go-Go Gadget Gospel" on stage, a song sung by his voice actor Cee-Lo Green as a member of Gnarls Barkley.
- Affably Evil: Being a sleazy, selfish Con Man doesn't stop him from being friendly towards the Freemans whenever they encounter each other.
- Attention Whore: He knows how to make himself the center of media attention.
- Con Man: An "activist" who takes advantage of political causes to boost his career and line his pockets.
- Fat Bastard: He's not exactly a jerkass, but he's still rather annoying to his enemies.
- Friendly Enemy: With Ann Coulter. Justified, in that both of them perform the same con to get rich.
- Greed: He's really more concerned about money than politics.
- Hollywood Tone-Deaf /
Irony as She Is Cast: In spite of Actor Allusion above, Rollo absolutely butchers the song. - Ink-Suit Actor: Resembles Cee-Lo Green in a wig.
- Manipulative Bastard: He is pretty good with words and aims to further his good image towards the public. He also takes advantage of the Freemans' situations, claiming to share their agenda when really it is about gaining attention.
- No Celebrities Were Harmed / Take That!: He's an unflattering lampooning of Al Sharpton and Jesse Jackson, both of whom have often criticized The Boondocks comics and show (particularly the MLK episode), and both of whom have faced accusations of caring more about self-promotion than actually helping people.
- 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.
- Opportunistic Bastard: Everything he does is for his own advantage, and would easily abandon his principles and so-called agenda if it would make him more famous or rich.
- The Pirates Who Don't Do Anything: Despite having the title of "Reverend", he is never seen doing any sort of clerical or religious services.
- Straw Character: He's depicted as a straw liberal activist who launches a lot of bogus protests for money and 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.
- Villain with Good Publicity: Granted, "villain" is a bit of a stretch, but he is definitely an opportunist with some sleazy tendencies and has the image of a good-hearted liberal activist.
- Where da White Women At?: He's attracted to Ann Coulter (who in this universe, only pretends to be a right-wing firebrand).
Hiro Otomo
- Adapted Out: Is nowhere to be found in the series.
Principal Williams
Flagee and Ribbon
- Adapted Out: Are nowhere to be found in the series.
Mrs. Peterson
- Adapted Out: Is nowhere to be found in the series.
Psycho Star Wars Guy
- Adapted Out: Is nowhere to be found in the series.
