21 Cynical TV Shows on Hulu: Dive into Dark Humor & Wit

Why You Should Watch Futurama Futurama is a pioneering animated science-fiction sitcom that elegantly combines humor, wit, and profound social critique through the lens of the future. Created by Matt Groening, the mastermind behind The Simpsons, it follows Philip J. Fry, a 20th-century slacker thrust into the 31st century. The unique premise provides a rich backdrop for exploring topics ranging from technology and societal norms to existential questions, all with a satirical edge. The show's engaging characters, voiced by an acclaimed cast including Billy West, Katey Sagal, and John DiMaggio, bring emotional depth and comedic brilliance to the screen. With subtle changes in its opening sequence, clever mathematical and scientific references, and even a Matt Groening cameo, each episode offers something new and intriguing. Futurama's blend of humor and thought-provoking content has earned it critical acclaim and several prestigious awards. Plus, its memorable quotes and distinctive soundtrack add to the show's irresistible charm. Don’t miss out on this cult classic that remains relevant and entertaining across generations.

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The New Pope, a dramatic continuation of the 2016 series The Young Pope, is a must-watch for its intriguing dive into Vatican politics and power struggles. Premiered in 2020, this series captivates with John Malkovich and Jude Law delivering powerful performances as Pope John Paul III and Pius XIII, respectively. Created by Paolo Sorrentino, the show masterfully uses Romes grand architecture to portray the Vaticans regality. Beyond its aesthetic appeal, The New Pope is enriched with real-life cameos by Sharon Stone and Marilyn Manson, adding a unique dimension. With its thought-provoking quotes, powerful storytelling, and eclectic soundtrack featuring Jimi Hendrix and LMFAO, this series promises a blend of drama, intrigue, and stunning visuals, making it an essential watch for fans of political dramas and character-driven narratives.

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Party Down is a cleverly crafted American sitcom that aired on Starz from 2009 to 2010. It chronicles the lives of a group of caterers in Los Angeles, each dreaming of their own stardom while working at the bottom rung of the service industry. Created by John Enbom, Rob Thomas, Dan Etheridge, and Paul Rudd, the show is lauded for its sharp, comedic writing and realistic portrayal of struggling actors and writers. Notable cast members include Adam Scott, Lizzy Caplan, and Ken Marino, each delivering memorable performances filled with wit and charming cynicism. Despite its brief run, the show has acquired a cult following for its relatable depiction of Hollywood dreams and the daily grind. With a catchy theme song by Eef Barzelay and a diverse soundtrack, Party Down stands out as a must-watch for fans of smart, character-driven comedy. If you appreciate humor with heart, this show is for you.

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Succession is a gripping HBO series that debuted in 2018, revolving around the tumultuous Roy family and their sprawling media empire, Waystar RoyCo. Created by Jesse Armstrong, the show delivers a riveting exploration of power struggles, family dynamics, and corporate machinations, all sparked by the declining health of patriarch Logan Roy, portrayed with a striking mix of menace and fragility by Brian Cox. The exceptional cast, including Jeremy Strong, Sarah Snook, Kieran Culkin, and Matthew Macfadyen, delivers powerful performances that bring depth and complexity to their flawed characters. With its sharp writing, compelling drama, and dark humor, Succession has garnered critical acclaim, winning prestigious awards like the Primetime Emmy and Golden Globe for Best Drama Series. The memorable theme song by Nicholas Britell and a soundtrack featuring artists such as Frank Ocean and Billie Eilish enhance the show's unique atmosphere. Succession is a must-watch for its masterful storytelling, intense character development, and fascinating glimpse into the cutthroat world of high-stakes corporate politics.

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Vice Principals is a darkly comedic gem that aired on HBO from 2016-2017, created by Danny McBride and Jody Hill. Set at North Jackson High School, the show dives into the chaotic rivalry between two vice principals, Neal Gamby and Lee Russell, as they vie for the principal position after the previous principal steps down. Filmed authentically in Charleston, South Carolina, the show is enriched by McBrides stern and dedicated Gamby and Walton Goggins scheming Russell. Adding depth, Kimberly Hebert Gregory shines as the new principal, Dr. Belinda Brown, unknowingly stepping into this warzone. Initially conceived as a movie, Vice Principals delivers its biting humor and gripping drama over two expertly crafted seasons. Noteworthy for its unique production process and memorable soundtrack, including Animotions Obsession, this series offers a sharp, satirical take on the educational system, making it a must-watch for fans of dark comedy.

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Curb Your Enthusiasm, created by Larry David, is a must-watch for fans of intelligent and unconventional comedy. Premiering in 2000, this groundbreaking meta sitcom captivates audiences with its unique improvisational style and seamless blend of reality and fiction. Centered around Larry David playing a fictionalized version of himself, the show navigates the comedic chaos of his semi-retired life, with standout performances by Cheryl Hines and Jeff Garlin. Unlike traditional sitcoms, Curb forsakes background music and laugh tracks, making its humor feel refreshingly authentic. Its numerous awards, including Golden Globes, attest to its brilliance. The iconic theme Frolic and the series adept use of music further enhance the viewing experience. If youre seeking a comedy that challenges conventions and delivers consistent laughs through brilliantly improvised dialogue, Curb Your Enthusiasm should be at the top of your list.

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Rick and Morty is a groundbreaking animated series that expertly blends dark humor, intelligent storytelling, and complex character dynamics. The show centers on the chaotic adventures of Rick Sanchez, a brilliant but morally ambiguous scientist, and his naive grandson, Morty Smith, as they journey through various dimensions and galaxies. Their interactions raise thought-provoking ethical and moral questions, making the series more than just a comedy. Created by Dan Harmon and Justin Roiland, the show's sharp wit and deep philosophical underpinnings make it uniquely engaging. The talented voice cast, including Justin Roiland, Chris Parnell, Spencer Grammer, and Sarah Chalke, brings each character to life with depth and humor. Critically acclaimed and Emmy-winning, Rick and Morty features memorable quotes, a compelling soundtrack, and fascinating trivia. It's a must-watch for those who appreciate innovative storytelling, rich character development, and a touch of the absurd.

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Bad Education is a must-watch for its riveting portrayal of the largest public school embezzlement scandal in U.S. history. Directed by Cory Finley, this dark comedy-drama masterfully blends humor and intensity, keeping you on the edge of your seat. Hugh Jackman and Allison Janney deliver extraordinary performances as Frank Tassone and Pam Gluckin, capturing the deceit and complexity of their characters. The film not only exposes corruption but also highlights the power of student journalism through Geraldine Viswanathans standout role. Additionally, the melancholic score by Michael Abels heightens the suspense, making it an immersive experience. From its true-story roots to its critical acclaim, Bad Education is a compelling exploration of ethics, leadership, and accountability, making it essential viewing for those intrigued by real-life scandals and stellar cinematic storytelling.

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Arli$$ is a must-watch for anyone intrigued by the gritty reality behind the glamor of professional sports. This groundbreaking HBO sitcom, created by and starring Robert Wuhl, navigates the high-stakes world of sports management with a darkly comedic lens. The series smartly balances intense drama with humor, thanks to a stellar cast including Sandra Oh, Jim Turner, and Michael Boatman. Arli$$ offers a unique behind-the-scenes look at the often ruthless tactics employed by sports agents to secure top deals, making it both entertaining and eye-opening. The guest appearances by real-life sports legends add authenticity and excitement to the narrative. Enhanced by Ed Smart's compelling musical score, Arli$$ stands out as a bold and irreverent series that pushes boundaries and offers an insightful critique into the commercial aspect of sports. For fans of sports, comedy, and sharp social commentary, Arli$$ is a compelling journey worth experiencing.

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Californication, released in 2007 by Showtime, is a captivating series centered on novelist Hank Moody (David Duchovny), who grapples with severe writers block, personal vices, and complex relationships. With his life appearing as an endless party, Moody is constantly seeking deeper happiness while trying to reconcile with his ex-girlfriend Karen and maintain a stable relationship with their teenage daughter, Becca. Created by Tom Kapinos and set against the vibrant backdrop of Los Angeles, the series offers a compelling exploration of love, creativity, and redemption. Duchovny’s portrayal of the troubled but charming Hank earned him a Golden Globe, enhancing the series' critical acclaim. Supporting performances by Natascha McElhone, Evan Handler, and Pamela Adlon add depth to the narrative, making Californication both a humorous and poignant viewing experience. With a standout soundtrack and memorable quotes, this series is a must-watch for those who appreciate a blend of drama, wit, and raw human emotion.

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Killing Them Softly is a gripping 2012 neo-noir crime film directed by Andrew Dominik and based on George V. Higgins novel Cogans Trade. Set against the backdrop of post-Hurricane Katrina New Orleans, the story follows mob enforcer Jackie Cogan, played by Brad Pitt, as he navigates the chaotic underworld to restore order after a heist disrupts the local criminal economy. Dominiks reflection on the 2007-2008 economic crisis and Obamas presidency adds a rich, thought-provoking layer to the narrative. With standout performances from a talented cast, including Richard Jenkins and Ray Liotta, the film skillfully blends intense action with profound commentary on American society. Shot beautifully by Greig Fraser, the atmospheric visuals and a compelling soundtrack—including Johnny Cash's The Man Comes Around—enhance the viewing experience. Nominated for the prestigious Palme d'Or at the Cannes Film Festival, Killing Them Softly is a must-watch for fans of thought-provoking, elegantly crafted cinema.

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Last Week Tonight with John Oliver is a must-watch for anyone keen on staying informed while being thoroughly entertained. Each episode smartly mixes insightful commentary on current events with sharp wit and humor, courtesy of its British host, John Oliver. Produced by HBO and showered with numerous accolades, including 20 Primetime Emmy Awards, the show has proven its critical acclaim and popularity. With a background on The Daily Show, Oliver transforms potentially dull news topics into engaging segments, often featuring influential guests like Stephen Hawking and Edward Snowden. The shows clever writing, captivating delivery, and incisive analysis make it a refreshing way to catch up on the weeks significant events. Plus, the memorable quotes and rocking theme music only add to the unique appeal. Dont miss an opportunity to see the world through a witty, yet critical lens that only John Oliver can provide.

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Letterkenny is a must-watch Canadian sitcom created by Jared Keeso, known for its witty humor and authentic portrayal of small-town life in Ontario. The show, which began as a YouTube series called Letterkenny Problems, has expanded into nine seasons on Crave and Hulu, captivating audiences with its hilarious depiction of the rural communitys everyday antics. Centered around three feuding groups—the Hicks, the Skids, and the Hockey Players—the series consistently delivers laugh-out-loud moments through clever dialogue and unique characters. The standout cast, including Jared Keeso as Wayne, Nathan Dales as Daryl, and Michelle Mylett as Katy, brings charisma and chemistry to the screen. Memorable phrases like “Pitter patter, let’s get at 'er” and relatable rural experiences make it a fan favorite. Letterkenny has received critical acclaim, winning the Best Comedy Series award at the Canadian Screen Awards, and it continues to be celebrated for its originality and charm.

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Brickleberry (2012-2015) is an American animated sitcom that delivers unfiltered adult humor through the escapades of quirky characters in the fictional Brickleberry National Park. Created by Waco OGuin and Roger Black, and spanning three seasons on Comedy Central, the show tackles societal and cultural topics with a unique blend of satire and outrageous antics. Featuring the voice talents of Daniel Tosh as the surly bear cub Malloy, David Herman as the optimistic ranger Steve Williams, and Tom Kenny as the sexist head ranger Woody Johnson, each character brings an unforgettable dynamic to the series. The shows dark humor, combined with inventive storytelling and sharp social commentary, makes it a standout for fans of animated comedies. Although it didnt receive major award nominations, its cult following attests to its appeal. If you enjoy bold, irreverent humor that pushes boundaries, Brickleberry is a must-watch.

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Family Guy, an animated television series created by Seth MacFarlane, has captivated audiences since its debut on Fox in 1999. The show centers around the eccentric Griffin family, comprised of the bumbling Peter, responsible Lois, indifferent teenagers Chris and Meg, the intellect-driven Stewie, and their wise-cracking dog Brian. MacFarlanes ingenious creation, conceived during his time at the Rhode Island School of Design, has weathered cancellations and achieved cult status due to its sharp humor, unforgettable characters, and unique voice performances. The series stands out for its bold storytelling, musical numbers, and cultural commentary, earning nominations and awards, including a Primetime Emmy. With its mix of irreverent humor, satirical brilliance, and genuine heart, Family Guy offers a one-of-a-kind viewing experience that keeps fans laughing and thinking.

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Silicon Valley is a must-watch American comedy series that premiered on HBO in 2014. Created by Mike Judge, John Altschuler, and Dave Krinsky, it offers a hilarious yet insightful look into the chaotic world of tech startups. The show follows five individuals as they navigate the ups and downs of founding a startup in the high-stakes environment of Silicon Valley. What sets Silicon Valley apart is its authenticity. The creators conducted extensive research and interviews with real tech entrepreneurs to deliver a genuine portrayal of the tech industry. The well-rounded cast, led by Thomas Middleditch—who brilliantly captures the struggles and triumphs of a fledgling engineer—ensures that every episode is both engaging and thought-provoking. With five Primetime Emmy nominations and a Director's Guild Award, Silicon Valley is not just critically acclaimed but also an accurate satire that highlights the unpredictability and excitement of the tech world. Don't miss out on this captivating blend of humor and industry insight.

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House of Lies is a fiercely smart and intense comedy-drama series that takes viewers deep into the chaotic world of corporate America. Launched in 2012 and based on Martin Kihns satirical book, the show stars Don Cheadle as Marty Kaan, a top-tier management consultant with a captivatingly ruthless edge. Joined by a talented cast including Kristen Bell, Ben Schwartz, and Josh Lawson, Martys team of pod consultants stops at nothing to close deals, providing insightful and often humorous perspectives on the corporate consulting industry. Produced by skilled creatives like Matthew Carnahan and featuring a dynamic soundtrack with hits by Cake, The Black Keys, and Frank Ocean, House of Lies offers viewers a fresh narrative infused with dark humor. Notably, Don Cheadle’s award-winning performance adds depth to this compelling series, making it a must-watch for those interested in sharp drama interwoven with wit and satire.

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Youre the Worst masterfully blends comedy and drama to offer a raw, unfiltered look at modern relationships through the lives of its unconventional protagonists. Premiered in 2014, this FX production focuses on Jimmy Shive-Overly, a narcissistic writer, and Gretchen Cutler, an emotionally troubled PR executive. Together, they form a fascinating, toxic relationship marked by sharp wit and brutal honesty. Set against the quirky backdrop of Los Angeless Silver Lake neighborhood (though filmed in Toluca Lake), the show stands out for its realistic portrayal of mental health issues, particularly through Aya Cashs brilliant depiction of clinical depression. Supported by a standout cast including Chris Geere, Desmin Borges, and Kether Donohue, each character brings humor and depth to the narrative. With its honest depictions, compelling quotes, and handpicked soundtrack by creator Stephen Falk, You’re the Worst is a must-watch for anyone intrigued by the chaos and beauty of imperfect love.

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RoboCop Directors Cut is a must-watch for sci-fi enthusiasts and film aficionados alike. Directed by Paul Verhoeven and released in 1987, this version enriches the thrilling narrative with additional scenes, enhancing the gritty, futuristic tale. Set in a crime-ridden Detroit, the film masterfully combines innovative special effects with dark humor, presenting a unique cinematic experience. Peter Weller's portrayal of Officer Alex Murphy, who is transformed into the iconic RoboCop, delivers a compelling mix of robotic precision and human emotion. Nancy Allen provides a counterbalance with her warm and spirited performance as Officer Anne Lewis. With a stellar supporting cast and memorable characters, the film is both engaging and thought-provoking. Celebrated for its cultural and historical significance, RoboCop Director's Cut offers intense action, iconic quotes, and an unforgettable score by Basil Poledouris, making it a timeless classic that continues to resonate with audiences today.

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Its Always Sunny in Philadelphia, a dark comedy series launched in 2005, delves into the hilarious and often shocking lives of five ethically-challenged friends who run Paddys Pub in South Philadelphia. Celebrated for its sharp satire and audacious humor, the shows characters, from Macs brawn to Charlies chaotic innocence, bring unique, highly engaging personalities. Created by Rob McElhenney, it masterfully explores cultural and topical issues through absurd scenarios and irreverent wit. Despite its lack of major awards, the cult following and critical acclaim underscore its brilliance. The eclectic soundtrack, coupled with memorable quotes and guest stars, further enrich its compelling allure. Viewers should watch for its unfiltered comedy, biting satire, and exceptional character dynamics, making it an enduring piece in television culture.

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