113 Comedic TV Shows on HBO Max to Tickle Your Funny Bone

The Chris Rock Show on HBO is a must-watch for anyone who appreciates sharp, unfiltered comedy. Hosted by Chris Rock, one of Americas top comedians, the show delivers a unique blend of raw humor, insightful commentary, and stellar celebrity interviews. The live audience setting adds a dynamic energy to Rocks weekly monologues and sketches, making each episode lively and unpredictable. With an impressive cast including the energetic Grandmaster Flash as DJ and witty Wanda Sykes, the show masterfully combines humor and social commentary, offering a reflective take on contemporary society and pop culture. Its award-winning writing and high-profile guest stars further elevate the shows appeal. Whether youre a comedy enthusiast or just looking for intelligent entertainment, The Chris Rock Show offers an engaging and thought-provoking experience that remains relevant today.

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Will Ferrell: Youre Welcome America. A Final Night With George W. Bush is a must-watch for comedy lovers and political enthusiasts alike. This 2009 HBO special showcases Ferrells brilliant ability to blend satire and impersonation, bringing to life the quirks and foibles of the 43rd President in a way that is both hilarious and thought-provoking. Produced by an accomplished team that includes Adam McKay and director Marty Callner, the show was initially a hit on Broadway before being adapted for television. Ferrell's performance, supported by actors Pia Glenn and Patrick Ferrell, offers a comedic yet critical lens through which to view George W. Bush's life, from his Texas roots to his post-presidency days. Taped before a live audience, the special resonates with an interactive vibe, enhancing the overall viewing experience. Nominated for an Emmy, it blends sharp political commentary with laugh-out-loud moments, promising a memorable watch.

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Hank Zipzers Christmas Catastrophe is a must-watch for families and anyone appreciating heartwarming, festive tales. This 2016 film masterfully blends humor, childlike wonder, and the true spirit of Christmas. Centered around Hank Zipzer, a boy with dyslexia, it offers a genuine portrayal of overcoming challenges and the importance of friendship and family. The storyline, filled with both mishaps and meaningful moments, highlights that Christmas is about being together, not material gifts. Produced by Kindle Entertainment and based on the beloved book series by Henry Winkler and Lin Oliver, the movie embraces and celebrates learning differences, promoting inclusivity. Performances by Nick James, Felicity Montagu, and Neil Fitzmaurice bring the characters to life with authenticity and charm. Engaging screenplay by Joe Williams and direction by Matt Bloom ensure an entertaining experience. Combined with Vince Pope’s lively soundtrack, this film stands as a delightful and inspiring festive adventure, perfect for holiday viewing.

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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.

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Jackass Shark Week, released in 2021, is a thrilling one-hour special where the fearless Jackass crew takes their antics to shark-infested waters in the Bahamas. Combining their signature comedic style with adrenaline-pumping stunts and a strong message about shark conservation, this special is a unique blend of hilarity and heartfelt advocacy. Produced by MTV Entertainment Studios and Dickhouse, the show stars beloved daredevils Johnny Knoxville, Steve-O, and Chris Pontius, who fearlessly engage in dangerous shark-related pranks, navigating through multiple obstacles, including unpredictable weather and risky shark encounters. This special not only guarantees laughter and amazement but also raises awareness about protecting these magnificent marine creatures. If you are a fan of outrageous humor, daring stunts, and wildlife conservation, Jackass Shark Week is an unmissable adventure that delivers entertainment while highlighting an important cause.

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Bumping Into Broadway is a charming 1919 silent comedy directed by Hal Roach and starring Harold Lloyd, making his mark with the debut of his iconic Glasses character. This short film captures the essence of early 20th-century humor through engaging visual gags, witty humor, and impeccable comic timing. The plot follows a young mans comedic struggles on Broadway, intertwined with his attempts to save a neighbor from her relentless landlord. Bebe Daniels adds a touch of sensitivity and humor, while Snub Pollard enriches the amusing escapades. The film, produced by the renowned Hal Roach Studios, remains a testament to the eras cinematic brilliance and Lloyds early career success. Accompanied by Joseph Carl Breils evocative orchestral score, Bumping Into Broadway transcends its silent nature, offering timeless entertainment and a glimpse into the golden age of silent film comedy. A must-watch for lovers of classic cinema!

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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.

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Why You Should Watch Eastbound & Down Eastbound & Down is a must-watch for anyone who relishes the blend of sports, comedy, and drama. This HBO series, launched in 2009, chronicles the wild yet poignant journey of Kenny Powers, a fallen Major League Baseball star who finds himself back in his humble hometown, teaching middle-school P.E. Danny McBride shines as Kenny, delivering a performance that is both hilariously irreverent and surprisingly touching. Co-created by Ben Best, Jody Hill, and McBride himself, the show captivates viewers with its sharp wit, authentic depiction of small-town life, and the universal theme of redemption. The series ran for four successful seasons, bolstered by McBride's unforgettable outfits and memorable quotes like, I’m not trying to be the best at exercising. The show’s talented ensemble cast, including Katy Mixon and John Hawkes, adds depth and balance. Its unique script and dynamic characters ensure that Eastbound & Down leaves a lasting impression. Whether you're in it for the laughs, the relatable struggles, or the quirky take on comebacks, this show is bound to entertain and enthrall.

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Whose Line Is It Anyway? is a must-watch for anyone who loves quick wit and spontaneous humor. Premiering in 1998, this improv comedy show has captivated audiences with its unscripted brilliance. Featuring a stellar cast, including Ryan Stiles, Colin Mochrie, and Wayne Brady, the show thrives on creating hilarious characters, songs, and scenes based on audience prompts or pre-set topics. The charismatic hosts—originally Drew Carey and currently Aisha Tyler—add to the fun by engaging both performers and viewers with their sharp humor. With roots in British television and a successful American adaptation, Whose Line offers endless laughter through its clever and unpredictable games. Whether you're a fan of musical improv, quick quips, or laugh-out-loud physical comedy, this show has something for everyone. Tune in for a unique entertainment experience where, as they famously say, everything's made up and the points don't matter.

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Pete Holmes: Faces and Sounds, a 2016 HBO stand-up comedy special, is a must-watch for anyone who appreciates humor rooted in personal anecdotes, observational wit, and vivacious delivery. Pete Holmes, with his distinct comedic style, brings an engaging blend of bold facial expressions and a symphony of sounds that punctuate his stories, making this show a unique experience. Directed by Marcus Raboy and filmed at the iconic Vic Theatre in Chicago, Holmes first HBO special captures the essence of his lively and enthusiastic performance. Holmes delves into relatable everyday experiences with self-deprecating charm and humor. Beyond its comedic appeal, the special offers viewers an intimate look into Holmes life, drawing laughter from his skillful storytelling and expressive antics. Whether youre a long-time fan or new to his work, Pete Holmes: Faces and Sounds promises an hour of genuine laughter and sheer entertainment.

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Whitney Cummings: Im Your Girlfriend is a must-watch for anyone seeking a hilarious yet insightful examination of modern relationships and gender dynamics. Premiering on HBO in 2016, this stand-up comedy special showcases Whitney Cummings at her best, delivering sharp and witty observations with candor and authenticity. Filmed live at The Broad Stage in Santa Monica, California, and directed by renowned director Marty Callner, the one-hour show offers a unique blend of personal storytelling and observational humor. Cummings candid take on monogamy, societal constructs, and gender roles will resonate with many, making it both relatable and thought-provoking. Whether youre a fan of her sitcoms 2 Broke Girls and Whitney, or new to her comedy, this special promises an engaging and entertaining experience filled with laughter and genuine moments of reflection.

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Dana Carvey: Squatting Monkeys Tell No Lies is a must-watch for comedy enthusiasts and Dana Carvey fans alike. Filmed live for HBO in 2008, this stand-up special captures Carveys ingenious humor and his famed imitative skills, which made him a beloved figure on Saturday Night Live. From sharp political satire to hilarious takes on religion and personal anecdotes, Carveys diverse range of characters and voices make for an exhilarating experience. Directed by John Moffitt and produced by Moffitt-Lee Production, this special promises both spontaneity and a meticulously crafted comedic performance. The shows laugh-out-loud moments and Carveys unique comedic lens make it a timeless piece. Whether youre a longtime fan of Carvey or new to his work, Squatting Monkeys Tell No Lies will leave you in stitches with its witty observations and unforgettable punchlines. Dont miss out on this cinematic comedy gem on HBO!

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South Park, an American animated sitcom created by Trey Parker and Matt Stone, debuted on August 13, 1997. It revolves around four boys—Stan, Kyle, Eric, and Kenny—living in the fictitious Colorado town of South Park. Known for its dark and surreal humor, the show fearlessly satirizes a broad spectrum of cultural and societal issues, helping propel the popularity of its network, Comedy Central. People should watch South Park for its audacity in addressing controversial topics and its unique animation style, which evolved from cutouts to digital mimicry of the original. The rapidly produced episodes ensure timely relevance and fresh humor. The brilliant voice work by Parker and Stone involves multiple main characters, adding depth and personality to the storytelling. With accolades like five Primetime Emmy Awards and a Peabody Award, the show’s sharp wit and cultural impact can't be overstated. Additionally, its catchy theme song by Primus and humorous, sometimes chart-topping musical interludes, add a delightful auditory experience. Whether for its satire, humor, or cultural commentary, South Park remains a must-watch.

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Why You Should Watch The Freshman (1925) The Freshman is a timeless silent comedy that debuted on September 20, 1925, showcasing Harold Lloyd's genius as both a performer and producer. Directed by Fred C. Newmeyer and Sam Taylor, the film follows Harold Lamb, a hopeful college freshman who dreams of popularity and success. Despite his comedic mishaps and embarrassing moments, Harold's journey reveals themes of love, loyalty, and courage, making it a compelling watch. Harold Lloyd's performance as the nerdy, optimistic Harold Lamb, along with Jobyna Ralston's elegant portrayal of Peggy and Brooks Benedict's effective role as the antagonist, adds depth to the engaging narrative. Known for its cultural significance, The Freshman was preserved by the National Film Registry in 1990. Fans of classic cinema and college comedies will appreciate its influence and charm. The film’s memorable quotes and the addition of an organ score by Gaylord Carter in the 1980s enhance the viewing experience. Watch The Freshman for a delightful blend of humor, heart, and historic cinematic artistry.

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Chris Rock: Never Scared is a must-watch for fans of incisive comedy and thought-provoking insights. Released in 2004, this hour-long HBO stand-up special highlights Chris Rocks unparalleled talent in tackling complex social and political issues with razor-sharp humor. Filmed at the DAR Constitution Hall in Washington, D.C., Rocks dynamic performance covers everything from race relations to the disparities between the rich and poor, delivered with his trademark wit and fast-paced style. Directed by Joel Gallen, this Emmy-winning special is part of Rocks renowned Black Ambition Tour, and features memorable quotes and a hip-hop soundtrack that perfectly encapsulates the shows vibrant energy. Watching Chris Rock: Never Scared not only promises laughs but also offers a unique perspective on pressing societal issues, making it a timeless piece of comedy.

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The Pilgrim (1923), directed by Charlie Chaplin, is a silent film that beautifully blends humor, sentiment, and social commentary. It tells the story of an escaped convict who disguises himself as a pastor, profoundly affecting a small-town church community. Chaplins masterful dual role as The Tramp and The Pilgrim reveals a subtler, layered performance distinct from his usual fare, enriched by Edna Purviances charming portrayal of Miss Brown. The film is notable for being Chaplins last with First National Pictures and features a score he composed himself for its 1959 re-release. With its mix of comedy and pathos, The Pilgrim is a testament to Chaplins genius and a compelling commentary on human nature and redemption. Its a must-watch for both classic film enthusiasts and those interested in the timeless storytelling of one of cinemas greatest auteurs.

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Tracy Morgan: Black and Blue is a must-watch for fans of raw, unfiltered comedy and anyone looking for a hearty laugh. Tracy Morgan, celebrated for his roles on Saturday Night Live and 30 Rock, takes the stage at New York Citys legendary Apollo Theatre for his first-ever HBO stand-up comedy special. Directed by John Moffitt, this 2010 stand-up showcases Morgans unique comedic style, blending personal anecdotes with high-energy humor. His knack for improvisation and delivery ensures an engaging performance from start to finish. With quotes like, Everyone has a sense of humor, even if theyre not funny, Morgan makes every viewer feel included in his world. Although the special puts a spotlight solely on Morgan, his presence alone is captivating enough. For an intimate glimpse into the mind of a comedy genius, filled with provocative humor and insightful commentary, Black and Blue is unmissable.

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The Other Two is a must-watch comedic gem that offers a fresh and hilarious take on the chaos of modern fame and sibling rivalry. Navigating the turbulent waters of internet stardom, the series dives into the lives of Cary and Brooke Dubek, played brilliantly by Drew Tarver and Heléne Yorke, who are overshadowed by their younger brother Chases sudden rise to fame. Created by former Saturday Night Live writers Chris Kelly and Sarah Schneider, the show masterfully blends sharp humor with heartfelt moments. The ensemble cast, including Case Walker and Molly Shannon, delivers standout performances, making each character relatable and endearing. Its clever writing and keen pop culture satire resonate with audiences, while the move to HBO Max has elevated the show's production value. With critical acclaim and a GLAAD Media Award nomination, The Other Two is a compelling watch for anyone seeking laughter, sincerity, and a candid look at family dynamics amidst the whirlwind of fame.

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The Sex Lives of College Girls, a comedic series released in 2021, offers a refreshing and hilarious glance into the lives of four roommates at a fictional Ivy League institution, Essex College. Created by the brilliant Mindy Kaling and Justin Noble, the show dives into the complexities of sex, love, and burgeoning careers alongside the typical university challenges. The ensemble cast, featuring Pauline Chalamet, Amrit Kaur, Reneé Rapp, and Alyah Chanelle Scott, brings depth and diversity to their characters, each representing different backgrounds and aspirations. The series seamlessly blends humor with genuine emotional moments, highlighting the journey into adulthood. Shot on the picturesque Vassar College campus, and accompanied by a dynamic soundtrack including hits like Billie Eilishs Bad Guy, the show promises an engaging experience. With Mindy Kalings signature wit and relatable storytelling, The Sex Lives of College Girls is a must-watch for its authentic portrayal of young adulthoods trials and triumphs.

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Tracey Ullman: Live & Exposed is an HBO special that showcases the incredible talent of British comedian Tracey Ullman. First aired in 2005, this show delves into the whirlwind of her life and career with humor and heart. Filmed at the Henry Fonda Theatre in Los Angeles, and directed by Linda Mendoza, the special features Ullmans exceptional mimicry and character work, portraying everything from a suburban mom to an urban hipster. Ullmans engaging commentary and spot-on character interpretations make this a mesmerizing watch. This show marked Ullmans triumphant return to stand-up comedy after nearly three decades, and its character-driven humor offers sharp social and cultural critiques wrapped in entertainment. With its TV-MA rating, its intended for mature audiences ready to appreciate Ullmans brilliance in highlighting lifes unpredictability through laughter and emotion.

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The Grim Adventures of Billy & Mandy offers a delightfully twisted blend of humor and supernatural chaos that makes it a must-watch animated series. Spanning from 2003 to 2008, the show introduces viewers to the hilariously bizarre lives of Billy, a cheerful simpleton, and Mandy, his cynical and intelligent counterpart, who win the companionship of the Grim Reaper. Directed by Maxwell Atoms and produced by renowned studios Hanna-Barbera and Cartoon Network, the series is a unique mix of dark comedy and bizarre adventures. The stellar voice acting by Richard Steven Horvitz (Billy), Grey DeLisle (Mandy), and Greg Eagles (Grim Reaper) adds another layer of charm, with Grim’s Jamaican accent being a particularly memorable touch. The series not only entertains but also captivates with its quirky humor and memorable quotes. Winning an Emmy for Outstanding Individual Achievement in Animation and featuring an engaging soundtrack, this critically acclaimed show ensures a macabrely fun experience. Dive into their world and enjoy unbeatable laughter and surreal adventures!

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Hello Ladies is an American sitcom that aired on HBO, premiering on September 29, 2013. Based on Stephen Merchants stand-up comedy routine, the show follows Stuart Pritchard, a gangly Englishman, as he navigates the glamorous and superficial world of Los Angeles in search of love. With his awkward endeavors often ending in hilarious and cringe-worthy situations, the series offers a unique blend of wit and physical comedy. Created by Merchant alongside Lee Eisenberg and Gene Stupnitsky, the series is enriched by real-life experiences and a genuine portrayal of LA's vibrant lifestyle. The cast features Merchant himself, Christine Woods, and Nate Torrence, whose dynamic chemistry brings depth to this comedic gem. Despite its brief run, the show's humor and relatability, coupled with a concluding feature-length special, make it a must-watch. Dive into Stuart's world for an endearing and laugh-filled journey through the intricacies of modern dating.

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