473 Best Challenging Movies to Watch (Page 6)

One of the cinema’s most noble roles is to challenge pre-conceived perceptions and tackle difficult questions about humanity and the world. Here are some of the most important and topically challenging movies to stream right now.

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76. Watchmen, 2019

	
If all live-action superhero media stopped here, it would've been a triumphant conclusion. Carving its own path from the subversive Alan Moore classic and still so much gutsier than most superhero films and TV shows, Damon Lindelof's Watchmen miniseries continues interrogating the idea of powerful masked vigilantes to explore institutionalized racism, America's history of anti-Black violence, and even the phenomenon of white supremacy in "nerd culture" fandom. It's an incendiary take on a genre that's all-too-often reduced to mindless fantasy action, and it never tries to beat other properties at their own game—relying on constantly building intrigue and fantastic characters to tell its story.

But even if you're not familiar with the original Watchmen story, the series should have enough style and intricate plotting for everybody. A pulsating musical score from Trent Reznor and Atticus Ross; gritty (but not flavorless) art direction; and powerful performances from Regina King, Tim Blake Nelson, and Jean Smart, among others complete this vision of a nation plunged into chaos due to collective unresolved trauma. All this makes for viewing that's never difficult, but demands trust and attention even as the story branches off to places that seem at odds with itself. How often can you say that about a superhero story these days?Genre: Action & Adventure, Crime, Drama, Mystery, Sci-Fi & Fantasy
Actor: Jeremy Irons, Regina King, Sara Vickers, Tom Mison, Yahya Abdul-Mateen II
Rating: TV-MA

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77. The Whistleblower, 2010

	
Based on a true story, The Whistleblower is the biography of a once Nebraskan police officer who volunteers for the U.N. peacekeeping mission in post-war Bosnia. Once there, she uncovers a human trafficking scandal involving peacekeeping officials, and finds herself alone against a hostile system in a devastated country. Rachel Weisz plays the whistleblower in a powerful lead role, but the true star of the movie is its director, Larysa Kondracki, who thanks to near documentary-style film-making delivers a perfectly executed political thriller with utmost authenticity.Genre: Crime, Drama, Mystery, Thriller
Actor: Adriana Butoi, Alexandru Potocean, Alin Panc, Anca Androne, Anna Schafer, Benedict Cumberbatch, Bryan Jardine, Catherine McNally, Coca Bloos, Danny John-Jules, David Hewlett, David Strathairn, Dorotheea Petre, Florin Busuioc, Geoffrey Pounsett, Ion Sapdaru, Ionut Grama, Jeanette Hain, Liam Cunningham, Luke Treadaway, Monica Bellucci, Nikolaj Lie Kaas, Paul Jerricho, Paula Schramm, Pilou Asbæk, Rachel Weisz, Radu Bânzaru, Rayisa Kondracki, Rosabell Laurenti Sellers, Roxana Condurache, Roxana Guttman, Sergej Trifunović, Stuart Graham, Vanessa Redgrave, Victoria Raileanu, Vlad Ivanov, William Hope
Director:  Larysa Kondracki
Rating: R

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78. The Remarkable Life of Ibelin, 2024

	
In the first twenty minutes, The Remarkable Life of Ibelin seemed to be quite unremarkable, with the usual way a biographical documentary would go, that is, loved ones waxing poetic about how great the dead person was in life. But the documentary takes this to introduce Ibelin the same way his parents discovered the online life Mats Steen lived. It’s a unique documentary, mixing in the usual home videos with the animated gameplay of the archived life Steen lived in Ibelin, but it’s grounded by, and somewhat co-created through the words Steen himself typed about his life as a disabled man, and the game history he shared with the community he formed online. The Remarkable Life of Ibelin ends up being quite a remarkable depiction of living online, that feels much more honest, human, and creative than the condescending or cautious narratives we’ve previously heard about the online world.Genre: Animation, Documentary
Actor: Elena Pitsiaeli, Kelsey Ellison, Mats Steen, Paul Wild, Zoe Croft
Director: Benjamin Ree
Rating: PG-13

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79. The Curse, 2023

That The Curse is squirm-inducingly awkward won’t be news to anyone who’s watched a Nathan Fielder show before, but TV’s king of cringe digs his heels in on that approach here. The Curse chronicles the making of another show: HGTV’s inelegantly named “Flipanthropy,” which follows Fielder’s Asher and wife Whitney Siegel (Emma Stone) as they perform (the operative word) good deeds in a struggling New Mexico town. Flipanthropy is also a means through which the well-to-do white couple can shill the eco-friendly homes they’re gentrifying the town with — a galling conflict of interest that plays as a running satire of TV.

The uneasy tension between what the Siegels say they want to do versus what they actually do is the heart of the show. In true Fielder fashion, their hypocrisy is revealed through excruciatingly awkward, tortuously long scenes takes, such as the one that gives the show its title (the socially inept Asher angers a little girl, who puts a curse on him). This scene is also an example of the insane left takes The Curse constantly takes, which speak to Fielder’s ability to make his shows feel like they’re falling apart all while building to towering complexity. Suffice it to say, there’s nothing else like this on TV.

Genre: Comedy

Actor: Benny Safdie, Emma Stone, Nathan Fielder

Rating: TV-MA

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80. Priscilla, 2023

There are a striking number of similarities between Priscilla and director Sofia Coppola’s earlier offering, Marie Antoinette: both revolve around 14-year-old girls hand-picked to be partners to more powerful men in long-unconsummated relationships, and both girls are emotionally cut adrift and forced to live in gilded cages. But where Coppola’s Barbie-pink historical biopic is punkily anachronistic and riotous, Priscilla is a far more muted affair. There are no wild parties at Graceland as there were at Versailles; instead, Priscilla’s emotional isolation, thousands of miles away from her family, is made disconcertingly clear in shots of the infatuated teenager (played by Cailee Spaeny) anxiously ruminating alone in endless lavish rooms while the decade-older King (Jacob Elordi) plays away. Elvis’ emotional manipulation of Priscilla is conveyed subtly but inescapably — and the full sickening, insidious effect comes to the fore thanks to Spaeny’s astonishing performance. Based on Priscilla Presley’s own memoir, this is a bubble-bursting biopic, and it’s so compelling and painfully immersive that we never feel, even for a moment, like we’re watching the B side — instead, Spaeny and Coppola convincingly assert that this was the real story all along.

Genre: Drama, Romance

Actor: Alanis Peart, Ari Cohen, Cailee Spaeny, Conni Miu, Dagmara Domińczyk, Dan Abramovici, Dan Beirne, Deanna Jarvis, E. Fegan DeCordova, Emily Mitchell, Gwynne Phillips, Jacob Elordi, Jorja Cadence, Josette Halpert, Kamilla Kowal, Kelaiah Guiel, Kelly Penner, Luke Humphrey, Lynne Griffin, Mary Kelly, Olivia Barrett, R Austin Ball, Rodrigo Fernandez-Stoll, Sarah Dodd, Stephanie Moore, Stephanie Moran, Tim Dowler-Coltman, Tim Post

Director: Sofia Coppola

Rating: R

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81. Papicha, 2019

Set against the backdrop of the Algerian Civil War in the 1990s, the film follows Nedjma, a young fashion student, as she navigates the challenges of pursuing her dreams while living under strict societal and religious constraints. Gripping and emotionally charged, the film paints a vivid picture of the oppressive climate and the courageous women who refuse to be silenced. The performances are outstanding, particularly Lyna Khoudri's portrayal of Nedjma, who brings a compelling blend of vulnerability and determination to her character. Director Mounia Meddour's storytelling is powerful and thought-provoking, shining a light on the resilience of women in the face of adversity and the importance of artistic expression as a form of resistance.

Genre: Drama

Actor: Ahmed Benaissa, Aida Guechoud, Amira Hilda Douaouda, Khaled Benaissa, Lyna Khoudri, Nadia Kaci, Samir Elhakim, Shirine Boutella, Yasin Houicha, Zahra Doumandji

Director: Mounia Meddour

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82. Nymphomaniac: Vol. I, 2013

Danish writer-director Lars von Trier concludes his so-called Depression trilogy with the two parts of Nymphomaniac, an elaborate retelling of the life of a young woman (played by Stacy Martin and then, by Charlotte Gainsbourg) lived from one libidinous pleasure to another. The film's elaborate subplots have a life of their own and flashbacks often take center stage in Joe's auto-narration. Nymphomaniac I introduces the audience to adolescence and early adulthood, through disappointments, adultery, death drive, and extreme ambivalence. Joe's process of self-actualization seems contested and inspiring at the same time, and Gainsbourg is really given the screen time to shine; even more so than in Trier's previous psycho-social drama, Antichrist. Typically for the rich treasury of cultural references, Bach, Edgar Allan Poe, and Fibonacci play crucial parts in reconstructing the symbolic planes in Joe's story. Oh, and Part One opens with Rammstein's "Führe mich", which in itself is an perfectly valid reason to give it a go.

Genre: Drama

Actor: Ananya Berg, Anders Hove, Andreas Grötzinger, Charlie Hawkins, Charlotte Gainsbourg, Christian Slater, Christoph Jöde, Christoph Schechinger, Clayton Nemrow, Connie Nielsen, Cyron Melville, David Halina, George Dawson, Hugo Speer, James Northcote, Jamie Bell, Jeff Burrell, Jens Albinus, Jesper Christensen, Jesse Inman, Johannes Kienast, Jonas Baeck, Maja Arsovic, Markus Tomczyk, Mia Goth, Michael Pas, Nicolas Bro, Peter Gilbert Cotton, Saskia Reeves, Shia LaBeouf, Simon Böer, Sofie Kasten, Sophie Kennedy Clark, Stacy Martin, Stellan Skarsgård, Tomas Spencer, Uma Thurman, Willem Dafoe

Director: Lars von Trier

Rating: Not Rated, NR

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83. Kaala Paani, 2023

There’s a lot happening in Netflix’s first Hindi survival thriller series Kaala Paani. The main plot follows the discovery of a new disease with inky rashes that confounds scientists and policymakers, which would remind viewers of the botched response towards COVID-19, but there are multiple subplots including a love story with a traumatized former nurse, a family drama between separated parents and children, and the ecological commentary on the indigenous population that survived the disease once before. But Kaala Paani is able to balance these plots, tweaking the series’ disease to visually carry the show’s science in order to dedicate more weight to each subplot. It allows showrunner Sameer Saxena to play with more philosophical themes, and allows his compelling cast to play with more complex and dynamic roles.

Genre: Drama

Actor: Amey Wagh, Arushi Sharma, Ashutosh Gowariker, Mona Singh, Sukant Goel

Director: Amit Golani, Sameer Saxena

Rating: TV-MA

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84. I'm Not There, 2007

I’m Not There is an unusual biopic in that it never refers to its subject, Bob Dylan, by name. Instead, Todd Haynes’ portrait of the singer mimics his constant reinvention by casting six separate actors to play as many reincarnations of the same soul. It’s an ingenious spin on a usually stale genre, one that liberates the film from the humdrum restrictions of a literal retelling of Dylan's life.

If there’s anyone who warrants such an inventive approach to biography, it’s Dylan, whose public and private personas are so numerous that it’s only by angling six different mirrors at him that Haynes can hope to catch some of his essence. Impressionistic editing toggles freely between these vignettes, each visually distinct: from the 11-year-old Woody Guthrie-obsessive (Marcus Carl Franklin) and the black-and-white Super 16mm-shot poet (Ben Whishaw) to the aging cowboy outlaw (Richard Gere), all by way of Christian Bale, Heath Ledger, and Cate Blanchett’s incarnations. To be sure, this is a somewhat challenging film, reflecting, in places, the enigmatic surrealism of Dylan’s lyrics and his refusal to be pinned down to one thing. But, as Blanchett’s embodiment says, “Mystery is a traditional fact,” and that’s no more true than of Dylan, making Haynes’ film a fascinatingly fitting spiritual biopic.

Genre: Drama, Music

Actor: Al Vandecruys, Alison Folland, Andrew Shaver, Andrew Simms, Angela Galuppo, Arthur Holden, Ben Whishaw, Benz Antoine, Bill Croft, Bob Dylan, Brett Watson, Bruce Greenwood, Cate Blanchett, Catherine Colvey, Charlotte Gainsbourg, Christian Bale, Clarice Byrne, Craig Thomas, Daniel Richard Giverin, Danny Blanco Hall, David Cross, David Gow, Dennis St John, Dominic James, Don Francks, Emmanuel Schwartz, Eric Newsome, Eugene Brotto, Fanny La Croix, Garth Gilker, Gordon Masten, Graham Cuthbertson, Greg Kramer, Heath Ledger, Hélèna Laliberté, Holly Uloth, Ivan Freud, Jane Gilchrist, Jane Wheeler, Jason Cavalier, Jean-Loup Yale, Jennifer Rae Westley, Jesse Todd, Jessica Kardos, Jim James, Jodie Resther, Joe Cobden, Joey Burns, John Koensgen, Julianne Moore, Kathleen Fee, Kathryn Kostlivy, Kim Gordon, Kim Roberts, Kris Kristofferson, Kristen Hager, Kyle Gatehouse, Kyle Switzer, Larry Day, Leif Anderson, Leigh Ann Taylor, Lina Roessler, Lisa Bronwyn Moore, Lorne Brass, Maggie Castle, Marcus Carl Franklin, Marie-Julie Rivest, Mark Camacho, Matt Holland, Matthew Boylan, Matthew Harbour, Max Walker, Melantha Blackthorne, Michelle Williams, Mike Caruso, Nathalie Girard, Noel Burton, Patrick Costello, Paul Cagelet, Paul Johnston, Paul Spence, Pauline Little, Peter Friedman, Phyllis Gooden, Pier Paquette, Pierre Leblanc, Pierre-Alexandre Fortin, Richard Gere, Richard Jutras, Richard Robitaille, Richie Havens, Rob Burns, Roc LaFortune, Sharlene Royer, Shaun Balbar, Shawn Baichoo, Steve Godin, Susan Glover, Terry Haig, Thiéry Dubé, Tim Post, Trevor Hayes, Tyrone Benskin, Vito DeFilippo, Wyatt Bowen, Yolonda Ross

Director: Todd Haynes

Rating: R

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85. Godland, 2022

On the one hand, Godland is a film about nature’s unforgiving beauty. Like the photographs the priest Lucas (Elliott Crosset Hove) takes, these quietly superb scenes speak for themselves. The Earth moves in mysterious and harsh ways, and we are but mere specks, organic matter to be folded in and absorbed, in the grand scheme of things. It would’ve worked with just this message alone, but Godland also treads on political ground. Through Lucas, who is Danish, and his travel guide Ragnar (Ingvar Sigurdsson), who is Icelandic, we sense a palpable tension that electrifies the film with a colonial strain. There are layers to their deep aversion (and dependence) on one another, and director Hlynur Pálmason does well to pair this with imagery that is just complex, profound, and packed with meaning.

Genre: Drama

Actor: Elliott Crosset Hove, Ída Mekkín Hlynsdóttir, Ingvar E. Sigurðsson, Jacob Ulrik Lohmann, Vic Carmen Sonne, Waage Sandø

Director: Hlynur Palmason

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86. Frankelda’s Book of Spooks, 2021

	
While it’s sort of a cheesy idea for us adults, being yourself is good, but it’s not so easy, especially as a kid. This is usually the sort of message for a coming-of-age indie, but it’s a message that works well with stop-motion animated horror series Frankelda's Book of Spooks. Instead of showing this message in day-to-day life, Frankelda instead weaves five spooky stories of kids wishing to be someone else, and gnomes, witches, sires, and the Coco monster granting their wish… but for a price. It’s the same price Frankelda herself paid as a ghostwriter, in both the literal and fantastical sense, which drives her anthology forward. Combining a Laika-esque style with Mexican folklore, and incredibly catchy tunes, Frankelda's Book of Spooks is an underrated series for horror fans, especially those younger in age.Genre: Animation
Actor: Arturo Mercado Jr., Luis Leonardo Suarez, Mireya Mendoza
Rating: NR

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87. Brazil, 1985

In the movie Brazil, our hero Sam Lowery (Jonathan Pryce) lives in a dystopian world that relies on the cold productivity grind of machines. He’s in a constant battle between the high-level dominating powers that be and the low-level beatdown scums of society. Saving him from complete misery is a recurring dream he has of a beautiful woman. There, nothing else matters but love, which fills his draining soul and makes his life seem worthwhile.

The way director Terry Gilliam handles a serious matter in such a comedic way is fantastic, and the amount of thought and effort he puts into creating every single bit of existence in this film is mind-boggling. With Brazil, he succeeds in establishing his own style, making a mark for himself in an age when plenty of auteurs compete for mere recognition.

Genre: Comedy, Drama, Science Fiction

Actor: Ann Way, Barbara Hicks, Bill Wallis, Bob Hoskins, Brian Miller, Bryan Pringle, Charles McKeown, David Gant, Derek Deadman, Derrick O'Connor, Don Henderson, Elizabeth Spender, Gorden Kaye, Harold Innocent, Howard Lew Lewis, Ian Holm, Ian Richardson, Jack Purvis, James Coyle, Jim Broadbent, John Flanagan, John Grillo, John Pierce Jones, Jonathan Pryce, Katherine Helmond, Kathryn Pogson, Kim Greist, Michael Palin, Myrtle Devenish, Nigel Planer, Oscar Quitak, Patrick Connor, Peter Vaughan, Ralph Nossek, Ray Cooper, Robert De Niro, Roger Ashton-Griffiths, Russell Keith Grant, Sheila Reid, Simon Jones, Terence Bayler, Terry Gilliam

Director: Terry Gilliam

Rating: R

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88. Bodies, 2023

Based on the DC Vertigo comic, Bodies is an intriguing crime thriller with a unique twist – one body, in four separate time periods, being solved simultaneously all at once. While the show is triggered by the same body, the mini-series feels like four separate shows at the same time, marrying the classic Victorian detective mystery, war-torn film noir, and modern day police procedural through post-apocalyptic science fiction. And the four separate detectives take the helm of their respective side of the case, as well as how they deal with the discrimination against them. With four excellent strands to the same mystery, Bodies is an exceptional adaptation that demonstrates how even though details change, some things still remain the same.

Genre: Crime, Mystery, Sci-Fi & Fantasy

Actor: Amaka Okafor, Jacob Fortune-Lloyd, Kyle Soller, Shira Haas, Stephen Graham, Synnøve Karlsen, Tom Mothersdale

Rating: TV-MA

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89. Black Rain, 1989

	
Not to be confused with the American cop thriller with the same name, Shōhei Imamura’s Black Rain is about the atomic bomb, but it’s not really concerned about nuclear warfare. Sure, the film opens with gruesome shots of the day the bomb dropped, not sparing the viewers from the gore and the titular nuclear fallout, that in black and white looks the same. And yes, much of the conflict occurs because of the lingering effects of the radiation. However, Imamura is much more concerned with the way Japanese society had tried to deal with it through going back to tradition– through going through the motions of matchmaking and propriety and social status and through excluding those who suffered directly from the bomb. Black Rain has a singular perspective, one that stands out due to the country’s denial of war crimes.Genre: Drama, History
Actor: Akiji Kobayashi, Etsuko Ichihara, Fujio Tokita, Hideji Ōtaki, Hisako Hara, Kazuko Shirakawa, Kazuo Kitamura, Kenjirou Ishimaru, Masato Yamada, Noboru Mitani, Norihei Miki, Sabu Kawahara, Shoichi Ozawa, Taiji Tonoyama, Takashi Miike, Tamaki Sawa, Toshie Kusunoki, Yoshiko Tanaka
Director: Shōhei Imamura

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90. Through the Olive Trees, 1994

	
We’ve heard of films within a film, but it’s crazy how many layers Through the Olive Trees operates in. Writer-director Abbas Kiarostami completes his metanarrative journey in the Koker trilogy through a slice-of-life comedy about a couple in the periphery of the previous installment And Life Goes On. As the young man Hossein repeats his plea for marriage to Tahereh, casted as his wife, the insistence can be slightly grating, but in doing so, the everyday dealings of the Iranian village hint at what’s underneath– the earthquake from four years ago that still shapes their lives, the socioeconomic and culture barriers, and the mirrored struggle of creating the artistic vision of the film within the film.Genre: Drama
Actor: Abbas Kiarostami, Farhad Kheradmand, Hossein Rezai, Jafar Panahi, Mohammadali Keshavarz, Tahereh Ladanian, Zarifeh Shiva
Director: Abbas Kiarostami

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