The Boondocks seems to have a rather uncanny tendency of bearing strong similarities to future events, enough that this became its own page.
- This comic strip
, thanks to the TV show. - In "The Garden Party" and "A Huey Freeman Christmas", Huey's claims that "Jesus was black". Aaron McGruder, the creator of The Boondocks, would later go on to create 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.
- "Return of the King":
- In the beginning, it's mentioned that a Martin Luther King Jr. biopic film flopped due to the misfortune of premiering one week after the 9/11 Attacks. Later in 2014, the MLK biopic Selma had the misfortune of being released after several racially/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.
- The episode ends with a future newspaper headline for November 8, 2020, announcing Oprah Winfrey winning the presidential election. Although the 2020 election actually took place on November 3, it did see Kamala Harris win the VP spot under Joe Biden, just one step away from having a black woman in the Oval Office.
- In "Let's Nab Oprah", when Ed and Rummy mentioned that they were once in the U.S. 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", Granddad and Rollo Goodlove lie that Riley is mentally disabled, and force him to participate in a track-and-field race with special needs kids.
- 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". 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"). Stephen was also played by Samuel L. Jackson, who voiced Gin Rummy in this show.
- Gangstalicious, an Armored Closet Gay rapper whose songs contain poorly hidden homosexual themes, becomes this in light of the explosion in fame and infamy of Lil Nas X, an openly gay rapper whose songs contain very deliberate homosexual themes.
- 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.
- "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.
- BET talks about taking the reality shows MTV aired years ago and "making them black". The Boondocks airs on [adult swim], and Dickhouse Productions (the company that produced Jackass, one of MTV's shows), would later make Loiter Squad, another black-oriented show on [adult swim].
- "It's a Black President, Huey Freeman":
- 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 the same episode, the idea that a number of people only attended Obama's presidential inauguration because they had been given fake VIP tickets, became funnier given Donald Trump's petulant reaction to the fact that his inaugural attendance numbers seem to have been way worse than his predecessor's.
- 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":
- In real life, people have compared certain black guys to Uncle Ruckus, either by having a similar physical appearance and/or personality. A great example is this overweight 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
- It becomes somewhat less funny when it came to light that Davis was extremely negative about the BLM movement - especially compared to his relative compassion for KKK members and other white supremacists.
- "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.note Seven years after the episode aired, McDonald's tried out a publicity stunt in which they re-released their Szechuan sauce for one day only to attract curious Rick and Morty fans.note However, McDonald's quickly ran out of the sauce, as it was only available in very low quantities, which made many Rick and Morty fans similarly angry and upset. Something even more similar to this particular scene happened again when Popeyes launched their chicken sandwich, with multiple incidents where customers were fighting and even killing people over the sandwich.
- This whole episode, which was originally made as a satire of the then-recent swine flu pandemic of 2010, has become funny and relevant again due to everything about the COVID-19 Pandemic of 2020; which has caused quite a lot of worldwide social chaos comparable to the events of the episode's plot, up to and including entire countries enforcing lockdowns and quarantines, while people are making all sorts of morbid jokes to cope with the crisis.
- 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.note Seven years after the episode aired, McDonald's tried out a publicity stunt
- "I Dream of Siri", which involves a sapient smartphone app falling in love with Granddad and then ruining his life to try and get him to love her back, shares a very similar premise to the 2019 film Jexi.
- "Freedomland" revolves around a theme park modeled after an antebellum Southern plantation, where people are kidnapped and forced to reenact the roles of slave laborers. 2020 would see the release of Antebellum, a film with a very similar premise, only played dead serious.
