- This comic strip, thanks to the TV show.
- From "The Garden Party" and "A Huey Freeman Christmas", Huey's claim that "Jesus was black" is an example, due to Aaron McGruder's new show Black Jesus.
- In "A Huey Freeman Christmas", the scene where Huey's teacher asks his class to do the Harambe Salute, due to all the memes about the dead gorilla Harambe.
- In "Return of the King", a Martin Luther King Jr. biopic film has the misfortune of premiering one week after the 9/11/2001 terror attacks. Later in 2014, the MLK biopic Selma had the misfortune of being released after several racially- and politically-charged Black Lives Matter protests, which contributed to its poor box office performance. This seems to be a rather bitterly ironic case of Life Imitates Art.
- In "Let's Nab Oprah", when Ed and Rummy mentioned that they were once in the US Army special forces, Riley quips that they should've been in the Special Olympics because of their stupidity. Ironically in the last episode "The New Black", Robert and Rollo lie that Riley is mentally disabled, and force him to participate in the Special Youth Olympics.
- Bushido Brown heavily resembles a couple of other characters:
- He bears a strong resemblance to Afro Samurai, who would become an anime icon two years after Bushido Brown had debuted in the episode "Let's Nab Oprah".note
- In Bushido's second appearance in "Stinkmeaner 3: The Hateocracy", he is voiced by Michael Jai White, who has also played the similar character Black Dynamite.
- In "Wingmen", Granddad is revealed to have been a Tuskegee Airman, and his former best friend was a cocky and reckless pilot nicknamed Moe "Guns". Aaron McGruder would later go on to write the screenplay for the Tuskegee Airmen movie Red Tails, which also featured a cocky and reckless pilot as one of the characters (another was nicknamed "Ray Gun").
- Remember Robert's tale from "The Story of Catcher Freeman"? Anyone who has also seen Django Unchained will find it to be strikingly similar. And considering how often the word "nigger" is used, it would be no surprise if Quentin Tarantino was inspired by The Boondocks. Here's a quick list of character similarities between the two:
- Django, the badass Scary Black Man protagonist, seems to be based on Catcher Freeman.
- Broomhilda, the Love Interest and Damsel in Distress, seems to be based on Thelma.
- Two Django characters seem to be based on Massa Colonel (the evil planter): Big Daddy (who looks a lot like him), and Calvin Candie (who's also the Big Bad of his story).
- Stephen, the loyal right-hand slave of the villain, acts a lot like Tobias. Not to mention that Stephen bears a very strongly uncanny resemblance to Uncle Ruckus (or more precisely, his father Mister Ruckus from "The Color Ruckus").
- In "The Story of Gangstalicious Part 2", during the music video for "Homies Over Hoes", we see three female dancers; the girl in the blue dress resembles the titular character from◊ The Legend of Korra. Also, this show was animated by the same South Korean studio.
- In "The Hunger Strike", BET starts producing animated shows, and an employee is shown to be reading a Black Panther comic, which became funny when BET developed their own adaptation.
- Tom DuBois is not supposed to be Barack Obama. True, Tom is a light-skinned black man, and also a highly liberal attorney who strongly wants to make a difference in the world, even though he often gets screwed over by others, but the character was developed way before Obama became a national figure. McGruder apparently noticed this and took full advantage of it in "It's a Black President, Huey Freeman":Werner Herzog: I can't help but notice you're like a less attractive, less wealthy, less powerful version of him.
- In real life, people have compared certain black guys to Uncle Ruckus, either by having a similar appearance or personality. A great example is this fat old black man hanging out with a white nationalist◊ (which is even funnier because of "The Story of Jimmy Rebel", which had that premise for its plot).note
- Another good example would have to be this girl who thinks she's Caucasian. Again, just like Uncle Ruckus.
- In "The Fried Chicken Flu", there's a scene in which angry costumers at a KFC restaurant throw temper-tantrums (and even riot) upon learning that the place had run out of fried chicken (a special type that was being promoted by a publicity stunt)note . 7 years after that Boondocks episode aired, McDonald's tried out a (disastrous) publicity stunt, in which they re-released (for one day only) their "Szechuan sauce"note to attract curious Rick and Morty fansnote . However McDonald's quickly ran out of the sauce (it was only available in very low quantities), which made the R&M fans similarly angry and upset.
- What makes this even funnier is that in both the fictional KFC incident and the real-life McDonald's incident, is how seriously those customers had taken those shameless fast-food cash-grabs; people had driven on the highways for hours just to reach the restaurants, and very long lines of impatient people formed, and then they reacted with whiny disappointment at not getting the food. Talk about Life Imitates Art!
Hilarious In Hindsight / The Boondocks