•
The White Shadow (voiced by
John C. McGinley) – The White Shadow is a white secret agent with white hair and shades, whose responsibility is spying on Huey for his radical actions, and his controversial opinions on political issues in the 2000s era. An enigmatic individual who claims to have been sent by the apparent "powers that be" to spy on Huey, from monitoring his communications to personal conversations he explains he's too old to care about hiding anymore and that no one will believe he anyhow. It is not proven as to whether or not he is a real agent or simply a figment of Huey's imagination due to his ever-increasing paranoia, given the fact that he appears and disappears so easily and no one else has yet to see him. Though he seems to be a sinister individual, he usually appears to provide insight or warn Huey. Huey dubs him "The White Shadow." •
Gangstalicious (voiced by
Yasiin Bey) – Gangstalicious is one of Riley's favorite rappers. Gangstalicious features in "
The Story of Gangstalicious," "
The Story of Gangstalicious Part 2", and "
Thank You for Not Snitching" and makes a cameo appearance in "
It's a Black President, Huey Freeman." He is responsible for the hit single "Thuggin' Luv", which is heard in many episodes, as well as "Homies Over Hoes". Inspired as a child by
Ice Cube, he acted "like a killer" so people would like him. This behavior carried over into his adult life, and he's been living a lie ever since. He is a
closet homosexual and goes to great lengths to keep this secret from the public. He was formerly involved in a secret homosexual affair with a gangster named Lincoln, who attempts to kill Gangstalicious for betraying their love while on tour. At some point Gangstalicious assaulted a record label executive, and rapped about it on
TRL, only to be arrested later. He was involved in a relationship with a hip-hop
video vixen named Jessica Ethelberg, who later wrote a book revealing he was gay, despite the fact that there were already countless obvious clues to the fact beforehand. His real name is Frederick. •
Macktastic (voiced by
Snoop Dogg) – Macktastic is a rapper and member of Thugnificent's Lethal Interjection crew. Despite his stereotypical gangsta attitude, he is shown to be quite articulate in his speech at times, slightly similar to his voice actor, and is a man of few words. His appearance resembles that of
Taboo of
The Black Eyed Peas. After the fall-out of Lethal Interjection, Thugnificent mentions that Mack went back to pimping. •
Flonominal (voiced by
Busta Rhymes) – Derrick Cornish is a rapper under the name Flonominal, and a member of Thugnificent's Lethal Interjection crew. His vocabulary seems to be quite limited, and uses hip-hop slang frequently at the end of, and even in between his sentences. If he cannot think of anything else to say, he will say things such as "Word!" and "Nah mean?", phrases commonly used by the rapper
Ghostface Killah of the
Wu-Tang Clan, who plays a role in "
Stinkmeaner Strikes Back". Although he puts on a hard-man, gangsta facade and is as loud as Thugnificent at times, he is shown to be soft and sensitive, as seen as when his mother called him and scolded him about the controversy caused by the Lethal Interjection label, and the constant attacks on the elderly by Thugnificent's rivalry with Robert Freeman (Granddad), and when Butch Magnus Milosevic hit him on the leg with a baseball bat, after demanding Riley's chain back. He resigns from the Lethal Interjection in "
Bitches to Rags" when Thugnificent is unable to pay for the house and when Thugnificent gets him fired from a job as an office worker. •
A Pimp Named Slickback (voiced by
Katt Williams) – A Pimp Named Slickback is a pimp who gets easily irritated when someone calls him "Slickback" for short, demanding to be addressed by his complete self-professed name: "It's like '
A Tribe Called Quest' — you say the whole thing." He first appeared in "
Guess Hoe's Coming to Dinner" when Granddad began dating his prostitute, Cristal. He made a cameo appearance in "Return of the King", but had no speaking lines. He appears in the season 2 episode "
Tom, Sarah and Usher," in the episode where Tom believes Sarah is having an affair with singer
Usher, attempting to teach Tom to gain the respect of his wife through violence and intimidation. The character is modeled after Katt Williams' character of "Money Mike" in
Friday After Next and likeness modeled after Natalac, "Pimp of the City" a viral BET Uncut video. He drives a purple BMW, which matches his purple suit. He appears in "The Story of Gangstalicious Part 2", where he is brought in by Granddad to talk to Riley about sex, and dissuade him from homosexuality. •
Colonel H. Stinkmeaner (voiced by
Cedric Yarbrough) is a blind old black man whose appearance resembles Dr. Badvibes from
C.O.P.S.. As Huey states, Stinkmeaner has acted like an ornery old man for his entire life and saw his cancer-induced blindness at age 15 as a good thing, since he hated everything and everyone he saw. Though expected to die within three years, the doctors believed that Stinkmeaner's "love of hatred" kept him alive, as he dedicated the rest of his life to making everyone's lives a living hell. After beating Robert in a fight in the mall parking lot, Huey mistakes Stinkmeaner for a blind swordsman, specifically
Zatoichi, and has his Granddad train to fight Stinkmeaner. By the time Huey realizes Stinkmeaner is a regular old man, having had the match legally sanctioned at the last second, to ensure no prosecution, the fight ended with Robert unintentionally killing Stinkmeaner. Ending up in Hell soon after, Stinkmeaner trains in martial arts before the events of "
Stinkmeaner Strikes Back", where the Devil offers him a trip back to Earth to spread ignorance and chaos among black people, and to get his revenge on the Freemans, to which he obliges. Once back on Earth, Stinkmeaner possesses Tom DuBois to take revenge upon Robert, before being exorcised, when tricked by Huey into finding common ground with Uncle Ruckus, due to their equal hatred for black people. In the season 3 episode "Stinkmeaner III: The Hateocracy," serving as its narrator, Stinkmeaner is revealed to have belonged to a crew of violent, elderly hoodlums known as the "Hateocracy." Once notified of Stinkmeaner's death, the surviving members of the Hateocracy, a trio of skilled martial artists named Lord Rufus Crabmiser, Lady Esmerelda Gripenasty, and Mister George Pistofferson, reunite to attack the Freeman family, as it gave them an excuse to ruin someone's life. Luckily, as Crabmiser murdered Bushido Brown during the attack, the Hateocracy are arrested by the police. In the season 4 episode "Stinkmeaner: Begun the Clone War Has," it is revealed that Stinkmeaner enlisted in a cloning project prior to his death and left instructions for his clone, who is genetically enhanced, to continue antagonizing Robert. Eventually, after Robert newly descended to his level, the Stinkmeaner clone renounces the vendetta but still harasses the Freeman family. •
Reverend Rollo Goodlove (voiced by
CeeLo Green) – Reverend Rollo Goodlove is an African-American left-wing activist and
media proprietor, whose activism seems more about getting him media exposure than showing his opinion on the issue. He originally appeared in the
Boondocks episode "The S-Word", as a supporter of the Freemans after Mr. Petto called Riley a racial slur during a confrontation. He then turned it into a political debate between himself and
Ann Coulter, which was carefully orchestrated, giving him more media exposure. His protest was overshadowed, forcefully with rifles, by an elderly women's protest for the right to own guns. Granddad was certain he would have received lots of money for the incident. He helped Huey in a hunger strike in an attempt to pull BET off the air, but Rollo was offered a TV sitcom to be aired on BET, which led to him no longer aiding Huey's strike. His character is loosely based on Rev.
Al Sharpton and
Jesse Jackson. • '''''' (voiced by
Tara Strong) – Cynthia is a girl who originally appeared as a recurring character in
the comic strip as a girl in Huey's class who is oblivious to racial issues. She enjoys rap music, especially Snoop Dogg. In the TV series, she appears as an extremely-talented junior basketball player for her team, is well-versed, yet overblown, in
AAVE, and matches Riley in cockiness. Riley soon resorts to insulting her mother and the problems related to her in Cindy's life to put her off her game, which leads to her crying and running off the court. She appears in the episodes "
Ballin'" and "
The Story of Gangstalicious Part 2", in Season 2, and in the season 3 episode "
The Red Ball" as part of Huey's kickball team, although she doesn't speak. She has a bigger role in the Season 3 episode "
The Fundraiser" as one of Riley's partners in his chocolate enterprise. Her visual appearance, particularly her hairstyle, is based on the video game character
Cammy from the
Street Fighter series. •
Bushido Brown (voiced by
Cedric Yarbrough in the first appearance,
Michael Jai White in the second appearance) – Bushido Brown is a kung-fu bodyguard hired by
Oprah. For a while, on the show, he is the best martial artist, whose skills greatly surpass Huey Freeman. He appeared in the season one episode "
Let's Nab Oprah" and the season two episode "
Attack of the Killer Kung-Fu Wolf Bitch." He is killed in the season three episode "
Stinkmeaner 3: The Hateocracy" after being decapitated in a fight with three elderly martial artists, the "Hateocracy", who were associated with Colonel H. Stinkmeaner, when they were out to kill Robert using a flying guillotine, at the time when he was protecting them. Before his demise, he is revealed to be an arrogant jerk who overcharges his clients for his services. After Bushido Brown's death, the Hateocracy members are arrested by the police for murder. Bushido Brown's character is heavily influenced by the character Black Belt Jones from
Black Belt Jones and Williams from
Enter the Dragon, both played by martial artist
Jim Kelly, as well as Michael Jai White's own character parody "Black Dynamite" from the film
Black Dynamite. •
Mrs. Van Heusen (voiced by
Marion Ross) – Mrs. Van Heusen is a right-wing elderly woman who is head of the local neighborhood watch, and Second Amendment Sisters. When Ed the 3rd and Gin Rummy are engaging in their local crime spree, she tries militarizing the neighborhood watch after the Freemans. During the Fried Chicken Flu, she organizes another militia to try and take the Freeman's supplies. •
Deborah LeVil (voiced by
Debra Wilson) – Deborah LeVil is the fictional head of
BET, "Black EVIL Television", based on the real-life former head of Black Entertainment Television or BET, American businesswoman
Debra L. Lee. LeVil is a psychotically evil woman dedicated to the network's goal: the destruction of black people. She has been shown to murder her employees when they do not meet her insidious standards. As she states, "It's not enough that the shows are bad. They have to be EVIL as well!". She is mostly portrayed as a female version of
Dr. Evil from the
Austin Powers film series. Her name may also be an allusion to
Cruella De Vil. •
Cristal (voiced by Tiffany Thomas) - Cristal is a provocative-looking young woman. She briefly dated Robert Freeman, to whom it was unclear that she was a prostitute, and quickly became a nuisance to the boys, to whom it was obvious. While she describes herself as working "in sales," she is confirmed to be a prostitute under the watch of A Pimp Named Slickback. •
The Hateocracy – The Hateocracy is a gang of elderly, rude, selfish, demonic, violent, self-hating racist bigots and are the major antagonists of the episode "Stinkmeaner 3: The Hateocracy." In this episode, it is revealed that Stinkmeaner was the leader of this crew. They met each other at a retirement home. They hated each other at first sight, but hated everyone else more. They began terrorizing and killing people at the retirement home, eventually getting kicked out. Upon hearing about Stinkmeaner's death, the other three members reunited in order to get revenge on the Freeman family. The Freemans hire Bushido Brown to protect them, but he ends up getting on Robert's nerves and is fired. Just as he leaves, the Hatecracy appears on their front lawn, and Robert re-hires him. A fight ensues, and Bushido holds his own against the gang, but he ends up getting decapitated by a flying guillotine, a weapon used by the first member of the crew. Desperate not to share Bushido's fate, Robert apologizes to them for killing Stinkmeaner and says his death was an accident. The Hateocracy reveals that they didn't care about Stinkmeaner and that they used his death as an excuse to kill someone. The police then show up and arrest The Hateocracy. Members of the Hateocracy, besides Stinkmeaner, include: •
Lord Rufus Crabmiser (voiced by
Aries Spears) – Crabmiser is the second-in-command, and the most intelligent of the group. He is skilled in ranged combat. He is based on Fred Sanford from
Sanford and Son. His weapon-of-choice is a reference to the 1976 movie
Master of the Flying Guillotine. It makes the same sound effects when used. •
Lady Esmeralda Gripenasty (voiced by
Bebe Drake) – Gripenasty is shown to be skilled at White Lotus Kung Fu. She can be heard using foul language at her opponents while fighting them. She is based on
Aunt Esther from Sanford and Son. •
Mister George Pistofferson (voiced by Carl Jones) – Pistofferson is skilled at martial arts, and uses a more wild and brutal approach. He is based on JJ Evans from
Good Times, as he is shown wearing the same hat as him and even shouts "Dynomite!" when Bushido Brown is decapitated. ==Notes==