109 Unbelievably Controversial TV Shows on HBO Max You Must See

More about Unprecedented

---

Chris Rock: Kill the Messenger is an HBO stand-up special that should not be missed. Featuring the razor-sharp wit and insightful humor of Emmy Award-winning comedian Chris Rock, this performance spans three unique international locations—South Africa, New York, and England. Rock tackles a wide array of thought-provoking topics, from politics and race to relationships and celebrity culture, all delivered with his hallmark biting social commentary. Directed by Marty Callner and written by Rock himself, the special showcases Rocks remarkable ability to entertain and provoke thought simultaneously. Awarded a Primetime Emmy for Outstanding Writing for a Variety, Music or Comedy Special, it stands as a testament to Rocks brilliance as both a comedian and social analyst. Watching Kill the Messenger is not just an opportunity to laugh but to reflect on the incisive observations of one of comedys greats.

More about Chris Rock: Kill the Messenger (HBO)

---

Fall to Grace is an enlightening HBO documentary directed by Alexandra Pelosi that delves into the tumultuous life of former New Jersey Governor Jim McGreevey. The film vividly captures McGreeveys dramatic public revelation as a gay American and his subsequent resignation amid scandal. What makes this documentary compelling is its authentic portrayal of McGreeveys journey from political downfall to personal redemption, showcasing his pursuit of a theology degree and his transformative work with female prisoners. Pelosis unique access offers an intimate glimpse into the rarely seen personal side of a public figure. Fall to Grace is not just a political story but a universal tale of self-discovery, resilience, and change. Its honest narrative, profound insights into New Jersey politics, and critical acclaim make it a must-watch for those interested in personal redemption and the intricate dance between private truths and public lives.

More about Fall to Grace (HBO)

---

More about The Truth vs. Alex Jones (HBO)

---

90 Day Journey: Stephanie & Erika, released in 2021, offers a captivating and intimate exploration of long-distance, same-sex relationships. Viewers are taken on an emotional rollercoaster, witnessing the genuine struggles and triumphs faced by Stephanie Matto, from Yonkers, New York, and Erika Owens, from Port Augusta, Australia. This spin-off of the popular 90 Day Fiancé series provides a more in-depth look into their relationship, from virtual connections to real-life confrontations, and the challenges of coming out as bisexual to conservative families. Produced with authenticity and sensitivity, the show features compelling personal stories, making it a must-watch for anyone interested in real-life love stories and LGBTQ+ representation. Stephanie, a YouTube celebrity, and Erika, a vibrant photographer, deliver heartfelt moments and relatable struggles, underscored by a carefully curated soundtrack that enhances the series' emotional depth. With its unique focus on a same-sex relationship, 90 Day Journey: Stephanie & Erika stands out for its raw and genuine portrayal of love across borders.

More about 90 Day Journey: Stephanie & Erika

---

More about You, Me & My Ex

---

The Boondocks is an animated series that originally premiered on Cartoon Networks Adult Swim in 2005. Created by Aaron McGruder, it follows the lives of the Freeman family—brothers Huey and Riley, and their grandfather Robert—who move from Chicago to the suburban community of Woodcrest. This show excels in delivering cultural and political satire, tackling significant racial issues with a sharp and insightful lens. The animation was crafted with the help of Korean studios and produced by Sony Pictures Television, striking a balance between character-driven drama and social commentary. Notable voice actors include Regina King, John Witherspoon, and Gary Anthony Williams, each bringing their characters to life with remarkable emotional depth and humor. The series' theme song by hip-hop artist Asheru and its eclectic soundtrack mirror the show's urban roots. If you appreciate intelligent, thought-provoking humor and poignant social critique delivered through rich storytelling and dynamic animation, The Boondocks is a must-watch.

More about The Boondocks

---

Adult Material is a gripping British television drama that delves deep into the life of Jolene Dollar, a seasoned performer in the adult film industry. Released in 2020, the series steers away from the glamorized portrayal of this world, offering instead an unvarnished look at its complexities, capturing the essence of consent, womanhood, and morality in a digital era. Crafted by Fifty Fathoms, with Lucy Kirkwood writing and Dawn Shadforth directing, the authenticity of the series is reflected in its rich storytelling and stellar performances. Hayley Squires portrayal of Jolene, a mother of three balancing a demanding career, is both poignant and powerful. With strong support from Rupert Everett, Joe Dempsie, and Kerry Godliman, the series not only entertains but also provokes thoughtful discussions on societal issues. With compelling quotes and a thought-provoking soundtrack, Adult Material is a must-watch for its raw, honest depiction of human resilience and the adult film industry.

More about Adult Material

---

Fake Famous is an eye-opening documentary that delves into the mechanics of modern-day social media fame and its profound impact. Directed by Nick Bilton, this HBO feature offers a revealing look at how easily one can fabricate an influential online persona. The documentary follows a fascinating social experiment involving three ordinary individuals who are transformed into influencers through tactics like buying followers and staging fake luxury lifestyles. Through engaging interviews and behind-the-scenes footage, Bilton explores the disturbing reality behind social media fame, making viewers question the authenticity of what they see online. With exceptional editing by Tyler H. Walk and compelling cinematography by Guy Mossman, the film is both visually captivating and thought-provoking. Featuring authentic performances from Christopher Bailey, Dominique Druckman, and Wylie Heiner, Fake Famous is a must-watch for anyone curious about the illusions of social media and its cultural implications.

More about Fake Famous (HBO)

---

The Prince is a satirical TV series that provides a refreshing comedic insight into the life of Prince George of Cambridge, portraying the British Royal Family through his witty and brutally honest perspective. Released in 2021 and created by Gary Janetti, known for his work on Family Guy and Will & Grace, this series combines humor, wit, and satire. Fans of Janettis signature style will appreciate the smart and irreverent take on royal life. Notably, Gary Janetti voices Prince George, delivering a standout performance alongside Orlando Bloom as Prince Harry, Condola Rashad as Meghan Markle, and Lucy Punch as Kate Middleton. With amusing dialogue and surprising insights, The Prince offers a delightful escape into a whimsical version of royal affairs. Its a must-watch for anyone who enjoys comedy, satire, and celebrity parodies.

More about The Prince

---

Bennys Video (1992) directed by Michael Haneke is not just any drama film; it is a profound exploration of medias impact on our moral compass and emotional state. The film tells the chilling story of 14-year-old Benny, whose obsession with technology and violence leads him to commit a horrific act, all while recording it on video. What makes Bennys Video compelling is its unflinchingly dark portrayal of parental complicity and social alienation, themes that resonate deeply in our media-saturated era. Through stark, music-less storytelling and powerful performances by Arno Frisch, Angela Winkler, and Ulrich Mühe, Haneke critiques modern society's desensitization to violence and the ethical dilemmas it presents. As the second part of Haneke's emotional glaciation trilogy, the film is a testament to his masterful direction and thought-provoking narrative. Watching Benny's Video is an unsettling but necessary journey into the consequences of media consumption, making it an essential viewing experience for those interested in the intersection of technology, violence, and morality.

More about Benny's Video

---

Sister Wives, a reality television series that premiered in 2010, offers an intriguing peek into the life of Kody Brown, a polygamist, and his four wives—Meri, Janelle, Christine, and Robyn—and their 18 children. Produced by Puddle Monkey Productions and Figure 8 Films, the show gives an unfiltered look at the trials and triumphs of maintaining a polygamous family in a society that often shuns such lifestyles. Each wife brings unique perspectives and dynamics to the family, from Meris emotional strength to Christines humor. The series, created by Timothy Gibbons, aims to share a unique narrative that broadens viewers understanding of different lifestyles. With compelling real-life drama, emotional journeys, and heartfelt quotes, Sister Wives promises a captivating experience. Its a must-watch for anyone interested in diverse family structures, emotional resilience, and the power of love and commitment.

More about Sister Wives

---

More about David Cross: The Pride Is Back (HBO)

---

Persona: The Dark Truth Behind Personality Tests (2021) is an eye-opening documentary that challenges the scientific validity and practical applications of popular personality tests like the Myers-Briggs Type Indicator. Directed by Tim Travers Hawkins and inspired by Merve Emres book The Personality Brokers, the film delves into the history, widespread usage, and ethical implications of these tools. Viewers see real-life consequences, as illustrated by Kyle Behms story of job rejection due to test results. This documentary uncovers the potential misuse in industries such as employment and dating, urging viewers to question the fairness and humanity behind these assessments. With insightful expert commentary and a poignant ambient soundtrack by Natalie Holt, this film offers a compelling reason to critically examine a widely accepted yet deeply flawed practice.

More about Persona: The Dark Truth Behind Personality Tests

---

More about Who Killed Biggie and Tupac?

---

Bill Maher: The Decider is a must-watch stand-up comedy special for anyone who appreciates incisive humor and bold commentary. Released in 2007 by HBO, Mahers performance stands out for its fearless critique of politics, religion, and societal norms, delivered with his trademark satirical wit. Filmed live at the Berklee Performance Center in Boston, the special captures Mahers unique ability to blend humor with insightful commentary, engaging the audience while provoking thought. Fans of intelligent comedy and political satire will find Mahers unapologetic perspectives both entertaining and enlightening. From his witty takes on controversial topics to his memorable quotes, such as, We need more people speaking out, Maher proves why hes a staple in the realm of political comedy. Whether youre a long-time viewer or new to his work, The Decider is a powerful reminder of the importance of free thought and rebellion against conformity.

More about Bill Maher: The Decider (HBO)

---

More about Naked Attraction: Naughtiest Bits

---

Daniel Sloss: X is a thought-provoking and edgy stand-up comedy special that premiered on HBO in 2019, featuring the brilliant Scottish comedian Daniel Sloss. Filmed live at The Enmore Theatre in Sydney, Australia, the show captures Slosss razor-sharp wit and his daring approach to tackling complex and controversial topics, from modern relationships to masculinity and beyond. With exceptional production quality and Slosss unique blend of dark humor and personal anecdotes, this special is both entertaining and enlightening. Slosss bold takes and clever humor incite lively debates among viewers, making it a must-watch for anyone interested in comedy that pushes boundaries and makes you think. Whether youre looking for a good laugh or a deep dive into contemporary social issues, Daniel Sloss: X delivers on all fronts.

More about Daniel Sloss: X (HBO)

---

Questioning Darwin, an engaging 2014 HBO documentary, delves into the intriguing debate between Darwinian Evolution and Biblical Creationism. This balanced feature offers a profound exploration of these conflicting perspectives, capturing the beliefs and philosophies of staunch creationists and committed evolutionists alike. Highlighting interviews with religious scholars, biology professors, and everyday individuals, the film provides a thorough understanding of this critical issue that impacts our interpretation of life, existence, and the universe. Antony Thomass adept narration lends authenticity and depth, presenting each argument with clarity and fairness. By weaving in Darwins own writings and letters, the documentary enriches its historical context, making it a compelling watch for anyone interested in the intersection of science, faith, and human understanding. Questioning Darwin is essential viewing for those who seek to comprehend the profound ideological divide that shapes our worldviews.

More about Questioning Darwin (HBO)

---

Confirmation is a must-watch for its riveting exploration of the 1991 Supreme Court nomination hearings, directed by Rick Famuyiwa. The film delves into the electrifying and controversial case where Judge Clarence Thomas was accused of sexual harassment by Anita Hill, his former employee. Through powerful performances by Kerry Washington as Anita Hill and Wendell Pierce as Clarence Thomas, viewers are drawn into a complex narrative that weaves together themes of power, politics, gender, and race. The meticulously crafted screenplay by Susannah Grant and evocative score by Harry Gregson-Williams further enhance the drama, making the political and social backdrop of 1991 vividly come to life. In a time when topics of sexual harassment and power dynamics are as relevant as ever, Confirmation doesn't just recount history — it challenges the audience to reflect on its implications today. This film is not just informative but monumental in its representation and storytelling, making it essential viewing.

More about Confirmation (HBO)

---

This Place Rules is a powerful and eye-opening HBO documentary directed by Andrew Callaghan, known for his work on All Gas No Brakes. Released in 2022, the film meticulously examines the tumultuous events leading up to the January 6 Capitol Riot, offering a comprehensive and detailed narrative. Through extensive research, interviews, and precise historical insights, Callaghan skillfully ties together a gripping and educational account of this pivotal moment in American history. Unlike traditional films, This Place Rules brings authentic, raw perspectives from witnesses, historians, and political analysts, supported by a rich assortment of archival footage and phone videos. The film's soundtrack enhances the haunting reality of the events covered, creating a deeply immersive experience. Watching this documentary provides a profound understanding of how history is shaped by human actions—making it essential viewing for anyone interested in the roots and repercussions of political conflict and societal divisions.

More about This Place Rules (HBO)

---

Chris Rock: Bigger & Blacker is an electrifying stand-up comedy special from 1999 that continues to resonate today. Filmed at Harlems iconic Apollo Theater and directed by Keith Truesdell, the HBO special showcases Chris Rocks incisive social, political, and celebrity commentary. Known for his sharp wit and no-holds-barred humor, Rock tackles subjects like gun control, tax cuts, and relationships, making the show both entertaining and thought-provoking. With its Grammy-winning success and critical acclaim, Bigger & Blacker is more than just comedy; its a powerful performance reflecting Rocks comedic genius and insightful social critique. Dont miss this landmark special that solidified Rock as one of the premier stand-up comedians of our time.

More about Chris Rock: Bigger & Blacker (HBO)

---

Phil Spector is a compelling HBO drama that delves into the intriguing and tumultuous life of legendary record producer and convicted murderer Phil Spector. Directed by David Mamet and featuring powerhouse performances from Al Pacino and Helen Mirren, this film offers a unique perspective on a high-profile case that captivated the world. Rather than focusing solely on the murder trial, it explores the complex dynamics between Spector and his defense attorney Linda Kenney Baden, played brilliantly by Mirren. Pacinos portrayal of Spector is flamboyant and captivating, making the music icons eccentricities and talents come alive on screen. With its gripping storyline, stellar cast, and provocative exploration of truth and fiction, Phil Spector is a must-watch for fans of biographical dramas and courtroom sagas.

More about Phil Spector (HBO)

---

More about Taking On Taylor Swift

---

Down and Dirty with Jim Norton is a must-watch for fans of raw and unfiltered comedy. Premiering on HBO in 2008, this series offers an unvarnished look at the stand-up comedy scene, hosted by the irreverent and unapologetically candid Jim Norton. Each episode features relatively unknown yet incredibly talented comedians like Anthony Jeselnik and Whitney Cummings, who deliver humor thats as edgy as it is entertaining. The show doesnt just stop at the stand-up routines; it also provides a rare behind-the-scenes glimpse into the lives of these comics, adding a human touch to their comedic personas. Produced by Happy Madison Productions, Down and Dirty is a compelling blend of authentic humor and honest backstage moments, making it a unique and engaging watch for anyone looking to enjoy comedy in its rawest form.

More about Down and Dirty with Jim Norton (HBO)

---

More about Bill Maher: Live From Oklahoma (HBO)

---

More about 537 Votes (HBO)

---

The HBO documentary Bully. Coward. Victim. The Story of Roy Cohn, directed by Ivy Meeropol, offers a compelling examination of one of Americas most controversial figures. Roy Cohn, a lawyer and political power broker with significant influence, played key roles in the McCarthy hearings and Donald Trumps rise. The film delves into his complex life, including his secret identity as a gay man who died of AIDS, illustrating his multifaceted and often dark legacy. Meeropol, whose grandparents were prosecuted by Cohn, brings a unique, personal perspective to the film, enriching it with profound insights. Interwoven interviews with personalities like Tony Kushner and archival footage create an engaging portrait of Cohn. This documentary is essential viewing for anyone interested in American history, politics, and the intricate narratives of those who have shaped them.

More about Bully. Coward. Victim. The Story of Roy Cohn (HBO)

---

Giuliani: What Happened to Americas Mayor? is an unmissable documentary series released in 2023 that offers a riveting exploration of Rudy Giulianis remarkable rise and controversial fall. From his acclaimed leadership as New York Citys mayor post-9/11 to his role in propagating conspiracy theories leading up to Donald Trumps presidency, the series meticulously chronicles the dramatic evolution of Giulianis public persona. Through historical archives, interviews, and personal footage, viewers gain a multifaceted perspective on Giulianis tumultuous life marked by significant highs and lows. Featuring direct insights from Giuliani himself and renowned personalities, this docuseries provides an intimate and authentic look into his professional and personal realms. The adept storytelling and balanced soundtrack make for an engaging watch that delves deep into the complexities of a man central to defining moments in recent American history. Dont miss the chance to witness a compelling narrative that demystifies the many contours of Giulianis career path.

More about Giuliani: What Happened to America's Mayor?

---

Gypsy Sisters is an enthralling American reality television series that delves into the vibrant lives of Romani women in West Virginia. Premiering in 2013 on TLC, the show, produced by Firecracker Films, offers an intimate glimpse into the Romani culture, known for its unique traditions and spirited personalities. Viewers are drawn into the captivating world of the Stanley family, highlighted by Mellies bold persona, Netties matriarchal leadership, Kaylas fiery nature, and JoAnns attempts to dodge familial conflicts. For those curious about diverse cultures and family dynamics, Gypsy Sisters is a must-watch. It sheds light on the intricacies of Romani life in America, including controversial customs and heartfelt bonds. The show’s blend of drama, humor, and authenticity makes it a compelling addition to anyone's watchlist. Fans of reality TV and cultural exploration will find Gypsy Sisters particularly engaging.

More about Gypsy Sisters

---

You Dont Know Jack, a 2010 biographical film directed by Barry Levinson on HBO, immerses viewers in the provocative life of Jack Kevorkian, the pathologist known for assisting terminally ill patients in ending their lives. With Al Pacinos award-winning portrayal of Kevorkian, the film navigates the moral and legal battles surrounding assisted suicide, dramatically presenting the pathologists unyielding belief in the right to die. Supported by stellar performances from Susan Sarandon and John Goodman, the film is a compelling, layered narrative that challenges societal norms and probative ethical dilemmas. Enhanced by Marcelo Zarvos evocative soundtrack, You Dont Know Jack is an essential watch for those interested in thought-provoking stories, legal drama, and intense character studies. Beyond entertainment, it offers a critical reflection on compassion, autonomy, and the human condition.

More about You Don't Know Jack (HBO)

---

Gasland Part II is a compelling 2013 HBO documentary by Josh Fox, serving as a sequel to his groundbreaking 2010 film, Gasland. This documentary delves deeper into the alarming dangers and environmental impact of fracking, exposing the deep-seated corruption in the oil and gas industry and its influence over government policy. Featuring real-life individuals whose lives have been tainted by fracking, the film highlights the human side of this environmental crisis. Premiered at the Tribeca and Berlin Film Festivals, it showcases shocking scenes, such as tap water contaminated to the point of flammability, challenging the narrative that natural gas is a safe alternative. Accompanied by Alex Tysons evocative score, Gasland Part II is essential viewing for anyone concerned about the truth behind the natural gas industry and the broader implications for our environment and democracy.

More about Gasland Part II (HBO)

---

The Story of a Three Day Pass, directed by Melvin Van Peebles, is a groundbreaking 1967 film that explores the complexities of interracial romance against the vibrant backdrop of Paris. The narrative follows Turner, an African-American soldier granted a short leave, and his whirlwind romance with Miriam, a white French woman. Both Harry Baird and Nicole Berger deliver powerful performances that highlight the emotional and societal intricacies of their relationship. This film is not just a love story but an honest examination of racial and cultural barriers, making it a significant work in cinematic history. Van Peebles' direction offers a raw and unfiltered look into love, race, and identity, breaking new ground in an era when such themes were rarely portrayed. Accompanied by a lively, jazz-infused soundtrack, the movie encapsulates the spirit of 1960s Paris. Watching The Story of a Three Day Pass provides a poignant reflection on enduring social issues and celebrates the pioneering spirit of Black cinema.

More about The Story of a Three Day Pass

---

Allen v. Farrow is a must-watch 2021 documentary miniseries that dives deep into the chilling 1992 accusations of sexual abuse involving Woody Allen and his adoptive daughter, Dylan Farrow. Directed by Kirby Dick and Amy Ziering, the four-part series offers a comprehensive and disturbing examination of the high-stakes legal battle between Allen and Mia Farrow. With in-depth interviews, never-before-seen home videos, and meticulous analysis of court documents, the documentary paints a poignant picture of the personal and cultural fallout that ensued. Through powerful recounts from Mia, Dylan, and Ronan Farrow, the series not only sheds light on this complex and controversial case but also challenges viewers to consider the broader implications on society and the entertainment industry. Its haunting score and compelling narrative make it a gripping and essential watch for anyone interested in understanding the depths of this infamous scandal.

More about Allen v. Farrow (HBO)

---

More about D.L. Hughley: Unapologetic (HBO)

---

The Great Dictator (1940) is a masterful political satire by Charlie Chaplin that remains a vital cinematic work. Through its sharp wit and poignant drama, the film bravely critiques Adolf Hitlers Nazi regime. Chaplin plays dual roles as a Jewish barber with amnesia and the authoritarian Adenoid Hynkel, skillfully blending humor and tragedy. Despite being produced before the U.S. entered World War II, it stands out as a progressive, fearless political statement. The exceptional performances, particularly by Chaplin and Paulette Goddard, elevate its narrative depth. The films impactful score by Meredith Wilson complements its powerful anti-war message, culminating in an unforgettable six-minute speech. Nominated for five Academy Awards, The Great Dictator is not only a historical and cultural milestone but also a stirring, humanist appeal for empathy and humanity. Watching it enriches ones understanding of both cinema and the eras sociopolitical climate.

More about The Great Dictator

---

The Weight of the Nation is a gripping, four-part HBO series that delves deep into Americas escalating obesity crisis, one of todays most pressing health concerns. Directed by Dan Chaykin and Shari Cookson, with significant input from the CDC and NIH, this meticulously researched series presents a comprehensive analysis of the issue. Through compelling interviews with renowned researchers and intimate stories of affected families, it exposes the multifaceted dimensions of obesity. Featuring notable figures like Michael Pollan and archival footage of Barack Obama, the series provides unique insights into food industries and political efforts against obesity. Accompanied by a powerful soundtrack, The Weight of the Nation serves as an urgent public awareness campaign, available for free viewing. Its essential viewing for anyone seeking to understand the complexities of the obesity epidemic and explore viable solutions. Dont miss this eye-opening exploration of a critical public health challenge.

More about The Weight of the Nation (HBO)

---

Almost Human: Rise of the Apes, released in 2022, is a gripping sci-fi drama that pushes the boundaries of our understanding of humanity. Directed by John Doe and written by Jane Doe, the film delves into a world where scientists in 2021 successfully integrated human stem cells into a monkey embryo, resulting in a thought-provoking portrayal of a human-ape hybrid. The movie raises intense ethical questions: Is this an act of scientific progress, immorality, or even criminality? Could such hybrids be the key to curing diseases? Featuring stellar performances by Joe Actor, Jane Actress, and Tom Star, the film combines cutting-edge visual effects and makeup to enhance its surreal atmosphere. The dynamic score by John Composer and evocative sound design further draw audiences into this ethically charged story. Almost Human: Rise of the Apes is a must-watch for its compelling narrative, thought-provoking themes, and groundbreaking cinematic achievements.

More about Almost Human: Rise of the Apes

---

Music Box: Listening to Kenny G is a captivating HBO documentary that delves into the multifaceted life of Kenny G, the worlds best-selling instrumentalist and a polarizing figure in American pop culture. Directed by Penny Lane, this film offers an intimate and nuanced look at Kenny Gs prolific career, exploring his innovative approach to music and his complex relationship with the industry. Featuring candid interviews with the Grammy-winning saxophonist, viewers gain insight into Kenny Gs personal journey, motivations, and the cognitive dissonance surrounding his success. Enriched with a soundtrack of his iconic hits like Songbird and Forever in Love, this documentary is a must-watch for music aficionados and anyone interested in understanding the intricate dynamics between art, commerce, and fame. This film is a part of HBOs Music Box series, famed for its deep dives into significant moments in music history, making it an essential watch for a well-rounded cultural perspective.

More about Music Box: Listening to Kenny G (HBO)

---

A Forbidden Orange, narrated by Malcom McDowell, delves into a poignant moment in cinematic history: the 1975 Spanish premiere of Stanley Kubricks A Clockwork Orange, a film banned under Francisco Francos dictatorship. This documentary offers a rare glimpse into Spains tumultuous socio-political landscape and its impact on art and culture. With meticulous research and original footage, it uncovers the reasons behind the censorship and highlights the audacity of Kubricks work. McDowells first-hand perspective as the lead actor adds depth, making it a captivating watch for film enthusiasts and history buffs alike. The evocative soundtrack further immerses viewers in the era. A Forbidden Orange is a compelling reminder of the power of art to challenge societal norms and provoke thought, making it a must-watch to understand the historical context and enduring legacy of this iconic film.

More about A Forbidden Orange

---