50 Reasons Why The Culture Needs “The Boondocks” Right Now: 26-50

We closed out last week with Part 1 of pop culture moments that would be excellent episodes of The Boondocks, and we’re back with Part II. If you haven’t already checked out 1-25, we recommend you look that over. The Boondocks ran for four seasons beforecalling it quits in 2014, and fans have impatiently waited for an update on a revival. However, plans of a reboot seem to be thwarted for the time being, and we’re left with imaginging which moments in pop culture, internet, and Hip Hop history the Boondocks writers would take on. Here are a few ideas for the second half of this Boondocks series; as stated in Part 1, we know this list doesn’t include all that has happened in the last 10 years. These are just a handful of moments we believe The Boondocks would highlight effortlessly.

Read through 26-50 below and let us know what other events The Boondocks needs to spotlight if (*crosses fingers* when?) it returns.

26. Rihanna & A$AP Rocky’s Growing Family

After confirming their romance in 2021, Rihanna and A$AP Rocky apparently got to work. The longtime friends surprised their fans with news of their union, which was praised among their peers. In January 2022, they announced that they were pregnant with their first child, RZA. Then, during her epic Super Bowl Halftime performance, Rihanna revealed a baby bump, showing that the megastar singer and her equally famous beau were expecting again. The couple’s son, Riot, arrived in August 2023. Rihanna has endured quite a bit pertaining to her relationships in the industry, so this Hip Hop family should definitely be highlighted on The Boondocks.

27. The Unraveling Of Kanye West 

Whew…Kanye West has had quite a ride during his time in the industry. From his breakout hit being about his near-death car crash, to his infamous line about George Bush, to his romances with the likes of Kim Kardashian and Amber Rose, Ye has been at the epicenter of controversy. However, it may be his more recent antics that would find a hot spot on The Boondocks. The accusations of anti-Semitism continue to haunt him, as do his social media rants and unraveling moments. Whether it’s his secretive Wyoming ranch or his bid for President of the United States, Kanye West’s longstanding career is ripe with Boondocks material. They should break it down into several episodes, the way they tackled Debra Lee and BET.

28. Dinner With Jay-Z Or $500K?

Which would you choose? This question appeared on social media, garnering thousands of responses across platforms. Some believed they could eventually be more profitable if they sat with the Roc Nation mogul and picked his brain over a meal. Yet, others wanted the immediate cash, thinking that would be more helpful to their circumstances than a conversation. Hov weighed in on the viral question, telling the public to take the money. It could be interesting to see this episode with Riley and if he would choose the stacks or the wisdom.

29. Tyler Perry’s Bid For BET

The relationship between The Boondocks and Tyler Perry is tense. The beloved series has already featured an episode centered around Perry and his stage plays, where Granddad gets cast to be Madea’s love interest. The Boondocks crew didn’t hold back in going in on Perry, and it has become one of the most remembered episodes in the series. Considering how The Boondocks presented BET as being poisonous to Black culture and the rumors that Perry wanted to purchase the network, this is prime material.

30. Katt Williams’s Club Shay Shay Interview

Some have said the wild ride 2024 has become is all thanks to Katt Williams kicking off the year with a bang. The comedian sat down with Shannon Sharpe for one of the most discussed and memed interviews of the year. Williams never bites his tongue—that could be in his standup routines or a serious conversation. During his interview, he called out his peers and revealed insights about Hollywood’s dark side, and some believe he predicted the unfolding of several of our industry icons. Meanwhile, Katt isn’t a stranger to The Boondocks. He voiced the character of A Pimp Named Slick Back, who appeared in several hilarious episodes.

31. Becoming TikTok Famous

The 2020 COVID-19 pandemic sent the entire world into a frenzy. Businesses didn’t just close; some owners had to permanently shut their doors because they couldn’t recover from the losses. Yet, others found new income by hopping on TikTok. It wasn’t just about keeping businesses open; tens of millions of people flooded the platform with silly videos, deep conversations, and personal revelations to connect with the outside world. TikTok has launched the careers of some of today’s biggest pop culture stars, and its popularity is only increasing. The Boondocks could have fun with this one, with Huey and Riley potentially taking to the platform to push their views.

32. DaBaby & DaniLeigh Meltdown

It came as a surprise when DaBaby and DaniLeigh started popping up together in social media posts. He featured her in his music video, they traveled together to celebrate their birthdays, and there were Instagram Stories of them showing affection and enjoying one another’s company. Soon, the pair revealed they were expecting a child. Still, things took a dramatic turn when their romance unraveled on Instagram Live. DaBaby told the world DaniLeigh a side piece and berated her in real-time. The former couple-non-couple argued, and soon, the police were called. Both artists haven’t recovered from the scandal—as a matter of fact, they’ve continued to be embroiled in fights, court cases, and reported tense co-parenting.

33. A.I. Rappers

Although A.I. is a helpful tool in corporate America and beyond, a dark cloud is hovering over its impact on the entertainment industry. In music, specifically, some have already begun testing Artificial Intelligence rappers, using famous artists’ voices. During Kendrick Lamar and Drake’s beef, the OVO leader used an A.I. Snoop Dogg and A.I. Tupac in one of his diss tracks. This move polarized Hip Hop, with many arguing that it was disrespectful to both artists. We can only imagine how The Boondocks would incorporate the rise of A.I. and creating a famous rapper that doesn’t even exist.

34. Dave Chappelle Trans Controversy & Stage Attack

Chappelle’s Show was a firestorm in the early 2000s, running for three seasons and creating some of the best quotes from any comedy series. He gave us unforgettable characters and ongoing standup specials that have been etched in history. Chappelle has been amid controversy throughout his career, but when he made remarks about the trans community, he faced backlash. Then, while performing at the Hollywood Bowl, a man with a weapon rushed the stage in a full-on attack. Thankfully, Chappelle walked away uninjured, but all of the dissension surrounding the comedy giant—and his unmoved reaction to the debates—would make for big laughs on The Boondocks.

35. Charleston White & His Antics

One of the wildest figures in social media culture is Charleston White. He has risen through the online ranks with his hot takes and wild statements. He even beefed with Soulja Boy, pepper spraying the rapper at a restaurant. Further, White has taken aim at almost every top-selling rapper today, as well as given his thoughts on all things political. A Boondocks feature with White could offer spicy interactions with Uncle Ruckus, who is just as unfiltered as the social media star.

36. Jussie Smollett Hoax Drama

There was a time when it seemed pop culture would never be released from the clutches of this scandal. New reports and rumors were daily, and debates unfolded regarding whether or not this was a hoax. Empire star Jussie Smollett found himself the target of one of the biggest scandals of 2019. It was then that he told police he was attacked by two racist white men who put a noose around his neck. Investigators weren’t convinced of his story, and it was revealed that brothers Abimbola and Olabinjo Osundairo reportedly helped Smollett fake the scene. The actor continues to deny the allegations and even faced charges for lying to the police. The Boondocks loves a good trial episode, so this would be incredible to watch.

37. Nick Cannon’s Calvary Of Kids & Baby Mamas

No one is quite sure how many children Nick Cannon will have, but at the moment, the number stands at 12 in 13 years. Six women, including Mariah Carey, are on the list of mothers, and Cannon seemingly keeps a household with several of the ladies. Cannon has boasted about the joys of fatherhood, yet the public has been sharp in its criticism. Regardless, Cannon is keeping his options open concerning welcoming more children. Imagine what The Boondocks could do with this one.

38. MAGA Mania

Heavily regarded as a cult to some and a way of life for others, MAGA is here to stay. The “Make America Great Again” slogan took flight during Donald Trump’s first presidential campaign, and it’s only gained popularity among those who see the businessman as the Second Coming. Interviews with dedicated MAGA fans have stormed the internet with questionable commentary about the 45th president. The Boondocks would have to tap into this phenomenon.

39. Sha’Carri Richardson Suspended From Olympics

When Sha’Carri Richardson qualified for the delayed Tokyo Olympics, there was overwhelming support for the young star. However, she was suspended after officials revealed she tested positive for THC. Richardson said she used marijuana following the recent death of her mother, but that didn’t stop the public vitriol from all sides. She has since recovered from the backlash and will compete in the Paris Olympics. This could be a Boondocks hot take on the standards Black women are held to as opposed to their counterparts.

40. Jonathan Owens Not Knowing Who Simone Biles Was Before Dating

Simone Biles is considered the greatest gymnast in American history. Her name and face have been used to endorse dozens of brands, and she has been interviewed globally by every major news network there is. She’s a gold medal Olympian, and she continues to inspire people of all backgrounds to become champions. In 2023, Biles married Chicago Bears star Jonathan Owens, who said in an interview that he was completely unfamiliar with his wife when they met on a dating app. Moreover, when questioned about being in a relationship with someone of Biles’s caliber, he called himself the “catch.” The public immediately circulated clips of the chat, sparking an online discourse about the sports stars’ marriage. Biles has since come forward to defend her husband and union.

41. When Empire Ruled Television

For five years, fans were addicted to Empire. The Lee Daniels creation was a megahit, with record label mogul Lucious Lyon (Terrence Howard) and his ex-wife Cookie (Taraji P. Henson) leading a family of talented sons who were stars. The real controversy, however, comes from rumors that real-life events inspired the show. When Lucious (*spoiler*) killed his good friend Bunkie, viewers drew parallels to Diddy and the late-great Notorious B.I.G. There is plenty to work with here for The Boondocks writers.

42. Jada Pinkett Smith & Her August Alsina “Entanglement”

As a collective, we know more about Will Smith and Jada Pinkett-Smith’s family and relationship dynamics than arguably any other Hollywood couple today. Jada launched Red Table Talk alongside her daughter, Willow Smith, and mother, Adrienne Banfield-Norris. They talked extensively about their pasts and presents, but when Will made an appearance, it changed the game. It was revealed that the pair went through a separation, and during that time, Jada had an “entanglement” with R&B singer August Alsina. The social media response was unavoidable, taking over headlines from one end of the earth to the other.

43. Rachel Dolezal Pretending To Be Black

The term “transracial” took flight in the mid-2010s after Rachel Dolezal, then-president of the Spokane, Washington, NAACP chapter, surfaced in pop culture. The curly-haired, fair-skinned woman claimed she was Black, but upon investigation, it was learned she was a white woman born and raised in Montana. Further, Dolezal made wild claims about her upbringing and youth, all of which her parents have come forward to deny. Since then, Dolezal has stood firm in living as a Black woman. She has also changed her name to Nkechi Amare Diallo, leaving her infamy perfect for The Boondocks.

44. The Death Of Prince

One of the greatest musicians of our time passed away in 2016, shocking the world. He had been sick with the flu and underwent a medical emergency just days before his death. Sadly, Prince was found unresponsive at his Paisley Park home on April 21. His cause of death was determined to be an accidental overdose of fentanyl. Prince’s artistry has been widely celebrated, and while the effects of his loss still haunt fans, The Boondocks could pay comical tribute.

45. Kobe Bryant & Daughter Gianna’s Shocking Deaths

Of course, some moments don’t warrant jokes. Yet, that hasn’t stopped The Boondocks from tackling those issues. Basketball fans were shocked when it was announced in January 2020 that Kobe Bryant died in a helicopter crash in California. Then, it was shared that his 13-year-old daughter, Gianna Bryant, lost her life alongside her father. Six family friends also died in the crash, leaving devastation reverberating through several families. The Boondocks paying homage to such a monumental figure and drawing from the worldwide response to the tragedy would be an inspirational feature.

46. Jordan Peele Becomes A Master Of Black Horror

Who knew that the guy from MadTV would become one of the greatest filmmakers in Black horror? Jordan Peele has been active in the comedy space for some time. Key & Peele, a hit sketch series with Keegan Michael-Key, followed in the footsteps of Chappelle’s Show with a twist. However, Peele’s career would take a different direction when he released his directorial debut, Get Out. The movie was just the beginning of a series of Black horror films rejuvenating the genre. BlacKkKlansman, Us, Candyman, and Nope soon followed—all taking over the box office. If The Boondocks dedicated a Halloween episode inspired by Peele’s work, it could be unforgettable.

47. Omarion Being Unbothered By Fizz & Apryl Jones

Love & Hip Hop Hollywood may be on a hiatus for now, but there was a time when it was one of VH1’s top unscripted shows. It once featured former B2K frontman Omarion and his then-fiancée Apryl Jones. The couple’s relationship issues were on full blast, with them welcoming the arrival of their firstborn at the time. In later seasons, Apryl returned with a new beau: Fizz, Omarion’s B2K groupmate. The controversy sparked Omarion’s “unbothered” persona, as he publicly took it all with a grain of salt. Jones would argue that things were different behind the scenes.

48. Hip Hop Podcasts

Hip Hop is ripe with commentary from critics, fans, and artists. There has been a dramatic increase in Hip Hop-centered podcasts, from Joe Budden’s top-earner to Noreaga and DJ EFN’s Drink Champs. Even Akademiks launched his own sit-down series, and DJ Vlad has been thriving in the scene since premiering VladTV in 2008. Speaking of Vlad, he has appeared on The Boondocks in the Sergeant Gutta (a character based on Soulja Boy) episode when he’s beefing with Thugnificient. With so much Hip Hop commentary up for the parodying, The Boondocks wouldn’t be without material.

49. Global Response To The Murder Of Nipsey Hussle

In March 2019, Nipsey Hussle was gunned down in front of his Marathon Clothing store in Los Angeles. The beloved Crenshaw rapper’s life was taken by an associate, Eric Holder, who was rumored to have been triggered by snitching allegations. The global response to Hussle’s passing was incredible, with people descending on his store’s location with candles, flowers, notes, and tributes. It was one of Hip Hop’s most significant losses in recent years, but the reaction to the tragedy is what really shook the industry. Many were accused of jumping on bandwagons and only praising Neighborhood Nip for clout. On The Boondocks, we already saw Riley’s reaction when Gangstalicious was shot and hospitalized. One can only imagine how he would react if one of his favorite rappers were killed.

50. Going Toe-To-Toe On Verzuz

The 2020 pandemic had the industry scrambling for inventive ways to continue sharing artists, new music, Swizz Beatz and Timbaland gathered their team and came up with Verzuz, beginning on Instagram Live. Thousands tuned in to watch two artists in a similar lane play their favorite or top hits back to back. A little trash-talking was inevitable, but all in good fun. Verzuz helped carry Hip Hop through the pandemic and even found success following the lockdown. Yet, corporate tape has switched up the series, with bigger productions, leaving some fans wanting production to return to Verzuz roots. Now that Verzuz has reportedly inked a deal with Elon Musk, Swizz and Tim face new criticisms. A Boondocks episode about this could be centered on the concerts themselves or Verzuz’s new venture with Xitter’s leader.

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50 Reasons Why The Culture Needs “The Boondocks” Right Now: 1-25

Not a show to shy away from gathering hilarious takes on controversial issues pertaining to Black culture, The Boondocks was once a global sensation. Beginning as a comic strip, The Boondocks stole attention for its anime-centered animation style and politically- and pop culture-driven commentary. It centered around an unconventional family, including Granddad (John Witherspoon), an elder who takes in his grandsons Huey and Riley (both portrayed by Regina King), brothers with wildly differing worldviews. Following the deaths of the siblings’ parents, Granddad finds himself once again in the throes of parenthood.

Created by cartoonist and writer Aaron McGruder, The Boondocks is an aminated series that premiered in 2005. For four seasons, fans were glued to the trio’s antics as the Freeman family moved to the white-dominated town of Woodcrest. From their interactions with their neighbors like rapper Thugnificient and the Lethal Interjection Crew to the interracial DuBois family next door to the white supremacist Black man Uncle Ruckus and his “re-vitiligo,” The Boondocks spun social critique tales with each episode that often mocked what was going on in real-life Black and pop culture conversations.

Read More: 5 Times “The Boondocks” Predicted The Future

McGruder and Co. tackled issues like former President Barack Obama’s bid for the White House, gay rappers (Gangstalicious), Soulja Boy’s rise on social media, Chris Brown’s legal troubles, pimp culture, Pimp My Ride, the fast food chicken frenzy, Hurrican Katrina, the Civil Rights Movement, slavery, hair relaxers being toxic, the first R. Kelly trial, the “smokin’ wit cigarettes” viral meme, Breaking Bad, the Kardashian phenomenon, the perils of online dating, Tyler Perry, and, of course, McGruder’s controversial takes on BET being harmful to the Black community. These are but a handful of topics pulled from headlines and online discourses that became cultural fixtures thanks to The Boondocks. These characters and episodes have been etched not only in fans’ memory banks but on Black culture as a whole.

After four seasons, the popular series ended its run in 2014, disappointing millions of fans worldwide. There have been rumors of a reboot in recent years, but unfortunately, updates suggest that it has been shelved for now. Still, whenever another strange or cataclysmic event unfolds in real time, fans hop online to ideate on how McGruder and his team would attack such topics. Nowadays, it seems there is a new shocking news story every hour on the hour, leaving us begging for more Boondocks sooner than later. We’ve gathered 50 hot topics in Black culture and social media over the last ten years that we believe would certainly have ended up in an episode—yet we also recognize that this list could be well into the hundreds. Due to the sheer volume, we’ve split this into two parts, with the first 25 below.

Read through our collection (in no particular order) and let us know the storyline you think The Boondocks would have used with these pop culture moments.

1. Donald Trump Assassination Attempt

The most recent event to take the world by storm is the shooting at former President Donald Trump‘s rally in Pennsylvania last weekend. Although it could be argued that Trump’s presidency would have been an episode of its own, this incident would have surely made its way to a Boondocks episode. From Trump’s ear reportedly being grazed by a bullet to MAGA fans wearing matching bandages at the Republican National Convention to show their dedication to their “Chosen One,” we can only imagine how McGruder would have added laughable analysis to Trump-mania.

2. Kendrick Lamar Vs. Drake

Riley’s absolute love of Rap music and culture was prevalent throughout every season of The Boondocks. The eight-year-old immersed himself in all things Hip Hop, often blurring the lines of entertainment and reality due to his youth. The recent—and ongoing?—beef between K.Dot and Drizzy would have stopped him in his tracks. The Boondocks has previously addressed Rap beef, with Sergeant Gutta (who is supposed to be Soulja Boy-ish) going toe-to-toe with Thugnificient and the Lethal Interjection Crew. Even Granddad dropped a diss track of his own, so it would be interesting to see the “Not Like Us” spectacle parodied on the show.

3. Nicki Minaj’s Diss Track Against Megan Thee Stallion

Undeniably, Nicki Minaj is a Rap GOAT. She’s been emulated, imitated, and, some say, underappreciated throughout her longstanding career. However, she was heavily criticized for her involvement in Megan Thee Stallion’s ongoing drama with Tory Lanez. Minaj is known for her random Xitter rants and heavily screen-recorded Instagram Livestreams. When she shared her thoughts about Megan, calling the Tina Snow raptress a liar, among other insults, it was clear that lines were drawn in the sand. Then, Minaj released “Big Foot,” a diss track against Megan that even many of her fans couldn’t stand by. Several media personalities and podcasters called it one of the worst diss tracks of all time, making this prime material for The Boondocks.

4. Cassie, Diddy, & His Sexual Assault Lawsuits

One of the biggest falls from Hip Hop grace has been that of Sean “Diddy” Combs. The Bad Boy founder has been at the front of scandalous rumors for decades, but the recent onslaught of scathing lawsuits has alarmed the industry. His white parties have come under scrutiny with accusations of drug use and wild sex, while the shocking video of Diddy beating former girlfriend, singer Cassie Ventura, stunned viewers. His relationship with City Girls star Yung Miami could also be a feature, as should the disturbing allegations detailed in several lawsuits and online.

5. Megan Thee Stallion & Tory Lanez Shooting

Tory Lanez is currently serving a 10-year sentence in connection to a shooting also involving Megan Thee Stallion. She alleged that the singer-rapper shot her in the foot following an argument, while he denies being the person responsible. Although Lanez has never waivered regarding his innocence, he also didn’t offer up a name of who he believes pulled the trigger. Factor in Megan’s ex-best friend Kelsey Nicole and a security guard at the scene; there are only a handful of suspects. Years of social media discourse polarized the Rap community, putting labels against one another and forcing Megan to be under scrutiny.

6. Will Smith Slapping Chris Rock

The smack heard ’round the world occurred at the Academy Awards back in 2022. As Chris Rock was presenting the Best Documentary Feature, he cracked jokes and aimed Jada Pinkett-Smith, who donned a shaved head that evening. After Rock quipped about Pinkett-Smith’s bald hairstyle, Will Smith became increasingly angry, eventually walking on stage and smacking Rock across the face. The event stopped the crowd and viewers in their tracks. It became the most talked about moment in pop culture that year, with Smith becoming a pariah to many of his peers. It would be intriguing to see The Boondocks writers’ take on this incident and which side they would push as the sympathetic storyline.

Queen rapper Nicki Minaj has had her fair share of controversies throughout her career. However, her marriage to childhood friend Kenneth Petty has been a hot topic of discussion. Regarding his criminal past, Minaj has been criticized for her union with Petty. He spent four years in prison after pleading guilty to first-degree attempted rape of a 16-year-old girl in 1995. For that crime, he must register as a sex offender. Then, in 2002, Lamont Robinson was on a street corner when someone jumped out of a car and opened fire. Robinson lived for a short time before succumbing to his injuries. However, he was alive long enough to identify Petty in a photo lineup. These scandals have placed a shadow over Minaj for some.

8. The YSL Trial Shenanigans

Young Thug and several of his supposed associates are undergoing one of the strangest trials in Hip Hop history. Delays, the changing of presiding judges, the switching of attorneys and lawyers, and unbelievable testimony from defendants and witnesses have surfaced online. Gunna’s Alford plea caused a stir, leaving him facing snitching allegations. Meanwhile, there have also been reports of people sneaking contraband into jail and videos of outrageous statements being made in court. Thugger is hanging in there and hoping to one day regain his freedom. The Boondocks has given its take on hair-raising trials in the past (a la R. Kelly), so we can only wonder how they would center this trial in the series.

9. Deaths Of Rappers

While The Boondocks is known for its jokes, the show also critiqued more grave matters. They even featured an episode about Martin Luther King Jr. surviving his assassination attempt and waking from a decades-long coma. While there were certainly memorable funny bits, the overall message was of a more somber nature regarding Black culture. Hip Hop has sadly lost dozens of artists—newcomers and our legends—to health problems, gun violence, or drug overdoses. Loses like Nipsey Hussle’s murder and Mac Miller’s unexpected drug-related death stunned the masses. As two Black children finding their way in the world, Huey’s political views and Riley’s obsession with Rap would spark fascinating conversations between the brothers.

10. Reality TV Takeover

Sure, there are still big-ticket scripted television series existing in media, but overwhelmingly, we’re in a reality TV takeover. In the culture, Love & Hip Hop dominates with spinoffs in Atlanta, Hollywood, New York, and Miami. Oprah Winfrey’s OWN network has several shows dedicated to Black couples and their drama, including Ready To Love and Love & Marriage: Huntsville. The BravoTV network is entirely dedicated to its push of unscripted television, with its global reach due to the Real Housewives of pretty much everywhere. However, one could only imagine how The Boondocks would interpret, let’s say, Real Housewives of Atlanta, and offer its analysis on its effects on the culture.

11. Rappers Supporting Trump

Anyone has the right to support any presidential candidate they please. With that said, Hip Hop has been divided after several rappers have endorsed former President Donald Trump for his second bid at the Oval Office. The polarizing political figure has been at the center of controversy for decades. Yet, more recently, he was found liable for the sexual assault of a columnist. Further, Trump was also found guilty of 34 felony counts of falsifying business records. That hasn’t stopped artists from slinging their support behind the “grab ’em by the p*ssy” President. People like Kodak Black, Sexyy Red, Benny The Butcher, That Mexican OT, Azaelia Banks, Waka Flocka, Sheff G, Amber Rose, and Sleepy Hallow have all publicly praised America’s MAGA leader.

12. André 3000 & His Flute

Many Outkast fans were bewildered when André 3000 shared his plans to deliver a flute-centered album. This wasn’t necessarily out of left field; Three Stacks has been filmed and photographed all over the world strolling through the streets with his flute in hand. The eclectic Atlanta emcee’s musical interests have a far reach, but not everyone in Hip Hop was a fan of his latest woodwind record. The Boondocks could have a field day with this one, spotlighting André 3000’s evolution and the origins of Black music.

13. Police Brutality Protests

While 2020 was a year of global protests against the authorities’ abuses of power upon citizens, police brutality has existed for as long as the system has been in place. George Floyd’s pleas for his mother as officer Derek Chauvin suffocated him stunned the world, leading to millions of citizens taking to the streets, demanding reform. There are also the deaths of Daunte Write, Sandra Bland, Botham Jean, Elijah McClain, Atatiana Jefferson, Tamir Rice, Stephon Clark, Philando Castile, Eric Garner, Alton Sterling, and Breonna Taylor—all Black citizens who were unjustly killed by officers using gun violence and excessive force. A staple in The Boondocks has been the Civil Rights Movement, as Granddad often told stories about how he fought for equity and equality, so taking on this issue wouldn’t be far-fetched.

14. COVID-19 Pandemic Global Lockdown

The global pandemic hit the world like a freight train. Streets were vacant, businesses were closed, and people stormed online to debate the validity of COVID-19 vaccines and wearing masks. Nations were divided, and millions died of Covid-related deaths. This is prime for The Boondocks, as Donald Trump’s presidency and reaction to the pandemic could be emphasized. It was a time when the world stood still but offered a new platform for sharing information: TikTok.

15. Angel Reese & Caitlin Clark’s WNBA Media Frenzy

The WNBA has been a favorite among fans since it was founded in 1996. However, it wasn’t until recent years that then-college stars Angel Reese and Caitlin Clark reignited interest in women’s sports. The pair’s inevitable addition to the WNBA made headlines in ways we’ve never seen the league featured before. This has caused a divide in how the WNBA is covered and the differing responses to Clark and Reese’s additions.

16. Hip Hop’s 50th Anniversary

On August 11, 2023, Hip Hop officially turned 50 years old. The year was marked by incredible performances, if not at private events and concerts, then at award shows praising the legends that shaped the culture. If The Boondocks was still airing, they wouldn’t be able to pass such a milestone. The show has already parodied the 1995 Source Awards, which has gone down in Hip Hop history. It would only be fitting that they brought back Thugnificent, Gangstalicious (“Homies Over Hoes”!) for some sort of nod to the celebrated anniversary.

17. Rise Of Live Streamers

The COVID-19 pandemic found us all under lockdown in the comforts of our homes—most of us who were following protocols, at least. Live streamers existed far before the pandemic; however, thousands found new careers sitting on Live and sharing their thoughts or playing video games. Soon, fans and followers caught on, causing many to become famous on social media platforms like YouTube, Twitch, and Discord. Now, some live streamers have a more substantial fanbase than several rappers and celebrities—and they make a pretty penny.

18. City Girls Vs. City Boys

The future of the City Girls may still be questionable, but their impact on Rap is undeniable. Best friends Yung Miami and JT rose from the Rap ranks in Florida, becoming international sensations with a dedicated fanbase. They promoted getting money, twerking, taking advantage of men, and having a good time with their friends. This version of girl power rubbed some the wrong way, especially men who didn’t appreciate the message. Soon, men began using City Boys hashtags online, pitting themselves against the City Girls phenomenon. Lil Duval often took to Xitter with his hot takes on who was “up” in points, depending on what happened in pop culture that day.

19. Blueface & Chrisean Rock’s Tumultuous Relationship

Toxic romances aren’t unfamiliar to pop culture, but rappers Blueface and Chrisean Rock’s union is one for the books. First meeting when Chrisean was on Blueface’s reality series, the pair spiraled into an abusive, chaotic romance that played out in real-time on a global stage. The highly criticized couple are both now in jail, leaving the infant child in the care of family and friends. Also, considering Chrisean was a promising sports star before meeting Blueface, this is a Boondocks storyline that could also serve as a cautionary tale.

20. Elon Musk Taking Over Twitter

Space X founder Elon Musk decided to diversify his portfolio even further when he acquired Twitter, now known as X. The once all-free platform was soon placed under subscription restrictions, only offering verified checks with a fee. Algorithms were reportedly changed, timelines switched up, and hate speech that was at one time condemned by the platform ran rampant. People complained that Musk was responsible for Twitter’s downfall. Many considered if the questionable modifications were purposefully enacted to curb the social media site. Musk’s other controversies, including Tesla and its lawsuits, could also be prime for The Boondocks.

21. The Rise & Fall Of Andrew Tate

He is touted as a king among many of his fans, but others view Andrew Tate as misogynistic. The media personality made millions from sharing thoughts about the role of men in society, tapping into incel culture. However, his downfall was swift, as he and his brother face serious charges. These reportedly include rape, human trafficking, and creating a gang organization. The Tate brothers have denied the allegations against them. While these charges are severe, this hasn’t stopped Andrew Tate’s following from rallying around him and calling for his release.

22. DJ Vlad & Boosie’s Neverending Interviews

In 2010, DJ Vlad of VladTV actually made a voiceover appearance on The Boondocks. In the “B*tches to Rags” episode, he portrayed himself, interviewing Thugnificent during his beef with Rap newcomer Sergeant Gutta. With hundreds of VladTV interviews with figures in several industries under his belt, one could only see The Boondocks parodying the famed platform and its host. Also, considering Vlad’s controversial place in Hip Hop, as he’s been accused of being a snitch and culture vulture, this topic would make for great TV. Additionally, Boosie Badazz would have to be a highlight, as he and Vlad have what seems like an ongoing working relationship where they discuss anything and everything under the sun.

23. The Bill Cosby Trial

Beloved “America’s Dad” Bill Cosby’s legacy has been marred. It was just about ten years ago when allegations of sexual misconduct surfaced against Cosby, and soon, there were dozens of women sharing their stories. In 2018, the comedian was sentenced to three-10 years in prison after being convicted of sexual assault. However, that conviction was overturned in 2021, and Cosby was released. One of The Boondocks‘s most quoted episodes was their R. Kelly trial take, so a Cosby feature would make sense. Further, Cosby’s criticisms of Black men, Black culture, and Hip Hop shouldn’t be understated.

24. Complaining & Crying Karens

Many white women don’t appreciate the term “Karen,” but it thrives regardless. Over the years, videos of white women (and men!) bothering and harassing People of Color in public spaces have become the norm. From Black kids being kicked out of pools to people being harassed over parking spaces to Black neighbors being questioned about whether or not they live in apartment buildings, Karen culture is here to stay. We’ve also witnessed Karens lose their jobs over such behavior, but it hasn’t stopped them from calling the cops on Black families having picnics at public parks or Black men from birdwatching.

25. Surviving R. Kelly

This one had to make the list. “The Trial of R. Kelly” episode is undeniably one of the most remembered stories from The Boondocks. In it, Riley stands behind the music icon despite the allegations that he urinated on an underage girl. Huey and Riley visit the courthouse daily, with Huey criticizing those martyring Kelly instead of villainizing him. With the singer enduring more recent trials and convictions, not to mention the Surviving R. Kelly series and #MeToo movement, The Boondocks should return, if not only for a follow-up episode alone.

Check back with us for 26-50!

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Gary Anthony Williams Net Worth 2024: What Is “The Boondocks” Icon Worth?

Gary Anthony Williams, celebrated for his wide-ranging roles and distinctive voice work, has established himself as a versatile actor and comedian in Hollywood. Born on March 14, 1966, in Fayetteville, Georgia, Williams’s career spans television, film, and voice acting, showcasing his remarkable talent and adaptability. As of 2024, his net worth is estimated at $2 million, according to CelebrityNetWorth. This figure underscores his significant contributions to the entertainment industry and his ability to captivate audiences across various media.

Early Career & Breakthrough Roles

Gary Anthony Williams
NEW ORLEANS, LOUISIANA – JUNE 30: (L-R) Déjà Vu Parker, Rodney Clouden, Diamond White, Gary Anthony Williams, Pilar Flynn and Halima Lucas onstage during the 2023 ESSENCE Festival Of Culture™ at Ernest N. Morial Convention Center on June 30, 2023 in New Orleans, Louisiana. (Photo by Marcus Ingram/2023 Getty Images)

Gary Anthony Williams began his career in the vibrant theater scene of Atlanta, Georgia. He honed his craft and developed his unique comedic style. His early work included performances with the acclaimed Georgia Shakespeare Festival and a stint with Atlanta’s longest-running improv troupe, Laughing Matters. Williams’s breakthrough came with his role on the popular sketch comedy show Mad TV, where he became known for his versatility and knack for creating memorable characters. His tenure on Mad TV showcased his ability to perform a wide range of comedic and dramatic roles, setting the stage for a successful career in television and film.

Diverse Roles In Television & Film

LOS ANGELES, CALIFORNIA – APRIL 19: (L-R) Gary Anthony Williams, Nyima Funk, Phil LaMarr. Maya Rudolph, Karen Maruyama, Jordan Black, and Daniele Gaither attend. “The Black Version” with Maya Rudolph in honor of the Groundlings’ 50th Anniversary at. The Groundlings Theatre & School on April 19, 2024 in Los Angeles, California. (Photo by Lila Seeley/Getty Images)

Williams’s versatility as an actor has led to a diverse array of roles in both television and film. He is perhaps best known for his portrayal of Clarence/Clarice on the hit television series Boston Legal. His blend of humor and gravitas brought a distinctive flair to the show. Additionally, his recurring role as Uncle Ruckus on the animated series The Boondocks demonstrated his exceptional talent for voice acting. This earned him critical acclaim and a dedicated fan base. Williams has also appeared in numerous films, including Harold & Kumar Go to White Castle (2004), Undercover Brother (2002), and Teenage Mutant Ninja Turtles: Out of the Shadows (2016). It further cemented his reputation as a versatile and reliable actor.

Personal Life & Continuing Influence

Gary Anthony Williams
Gary Anthony Williams, Regina King, Aaron McGruder, creator and executive producer. Cedric Yarbrough and Gabby Soleil (center front) of “the Boondocks” (Photo by L. Cohen/WireImage for Temp Account)

Moreover, Gary Anthony Williams is known for his engaging personality and commitment to his craft. He has also been active in the improvisational comedy scene. Williams co-founded the L.A. Comedy Shorts Film Festival and frequently performed with the improvisational group The Black Version. His dedication to improv highlights his passion for creativity and spontaneous performance. Williams is also involved in various charitable endeavors, using his platform to support causes such as education and healthcare. His influence extends beyond his on-screen work, as he continues to inspire aspiring actors and comedians with his dedication and talent.

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