497 Best Challenging Movies to Watch (Page 10)

Staff & contributors

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.

As a crime thriller, Holy Spider is taut and terrifying, a modern noir that manages to unnerve despite the familiar moves it employs. The cat and mouse chase between serial killer and investigative reporter, for instance, is a classic tale, but that doesn’t make Holy Spider any less gripping. The film benefits from artful camerawork, considered acting (as the daring journalist Rahimi, Zar Amir Ebrahimi nabbed the Best Actress award at Cannes), and most of all a nuanced take on the situation in Iran. 

Despite having a clear stance against violence and corruption, nothing in Holy Spider is black and white. Contradictions abound, and even when presented with brief moments of justice, we’re left scratching our heads looking for more. Such is the case when the system, and not just an individual, is the true pest. 

Genre: Crime, Drama, Horror, Thriller

Actor: Alice Rahimi, Arash Ashtiani, Ariane Naziri, Majd Eid, Mehdi Bajestani, Nima Akbarpour, Sara Fazilat, Sina Parvaneh, Zar Amir Ebrahimi

Director: Ali Abbasi

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Based on a true story, Darin J. Sallam’s controversial debut feature Farha is, at heart, a brutal coming-of-age film. Set in 1948, the film is about a girl who gets locked into her family’s storeroom at the start of the Nakba, the Palestinian Catastrophe. Sallam’s choice to limit most of the film’s perspective to that small storeroom is brilliant – in some ways, it echoes the surrounding discussion about the conflict. Most of what the world knows of Palestine is limited due to having to deal with censorship, lost records, and only hearing word-of-mouth stories from ancestors who just barely survived. But what we see is already too horrific to begin with. And what the film knows is the tragedy of losing your home - having to leave childhood, leave your dreams, and leave a vibrant and living culture in order to survive.

Genre: Drama, History, War

Actor: Ali Soliman, Ali Suliman, Ashraf Barhom, Sultan Alkhail

Director: Darin J. Sallam

Rating: TV-14

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Dogtooth is a bonkers tale about three teenagers who live an isolated life on their family’s estate due to strict rules set by totalitarian parents. Their vocabulary is limited and their perception of the world is strange. They’re taught that cats are bloodthirsty monsters, that disobedience is grounds for horrific punishment, and that the world outside the house will kill them.

Equal parts bizarrely funny and disturbingly terrifying, director Yorgos Lanthimos pulls no punches with this fascinating examination of authoritarianism. As usual with his actors, they are directed to deliver lines in a matter-of-fact, often even deadpan manner, making the escalating lies and deceptions more and more unsettling as the film goes on. Thimios Bakatakis’ cinematography also places the twisted tale in a home that has a somewhat dreamlike beauty.

Those who enjoy dark, comical situations told with dry humor will be amused by Dogtooth. Those who enjoy stories that quietly build up to gruesome conclusions will also be amused by Dogtooth. It takes a unique mind to depict nameless children being subjugated and stripped of the fundamentals of conceptualization in an isolated world, and treat it as an absurdist comedy rather than a flat-out horror film. Lanthimos does it.

Genre: Drama

Actor: Alexander Voulgaris, Angeliki Papoulia, Anna Kalaitzidou, Christos Stergioglou, Hristos Passalis, Mary Tsoni, Michele Valley, Sissi Petropoulou, Steve Krikris

Director: Yorgos Lanthimos

Rating: Not Rated

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Between its maximalist production design and increasingly dark comedic set pieces, the most striking thing about Damien Chazelle's critically misunderstood industry satire is how it strikes a tone closer to tabloid gossip than anything else. As opposed to the clockwork precision of Chazelle's Whiplash, or the dreaminess of La La Land, Babylon's restlessness doesn't resemble Hollywood spectacle so much as it begins to feel like an unscratchable itch, desperate to feel anything. The film ends up trying to say so much that it threatens to say nothing at all, but its vision of cinema becoming reality is so potent that just the experience is more than worth getting lost in.

Genre: Comedy, Drama

Actor: Aaron Oltman, Albert Hammond Jr., Alex Mansour, Alex Reznik, Alexandre Chen, Andrew Hawtrey, Anna Chazelle, Anna Dahl, Anthony Burkhalter, Ariel Flores, Armando Cosio, Avery Baylin, Azizi Donnelly, Benjamin Jacobson, Bob Clendenin, Brad Pitt, Bregje Heinen, Bryan Scott Johnson, Carson Higgins, Chloe Fineman, Chris Doubek, Christopher Allen, Cici Lau, Circus-Szalewski, Cyrus Hobbi, Dana Marcolina, Danny Jolles, David Abed, David Ury, Dean Anderson, Del Atkins, Diego Calva, Dorian Martin, E.E. Bell, Eamon Hunt, Eric Roberts, Ethan Suplee, Evan Greer, Evgeny Tonkha, Flea, Frederick Koehler, Freya Parker, Hansford Prince, Hayley Huntley, J.C. Currais, Jacob Scesney, James Crittenden, James Vincent, James Wellington, Jean Smart, Jeff Garlin, Jennifer Grant, Jeremy Roberts, Jim O'Brien, Jimmy Ortega, Joe Dallesandro, Joey de Leon, John Kerry, John Macey, John Mariano, John Polite, Johnny Britt, Johnny Hoops, Jonathan Ohye, Jonathan Thomson, Jordan Seigel, Jovan Adepo, Kaia Gerber, Karen Bethzabe, Karina Fontes, Karolina Szymczak, Katherine Waterston, Katia Gomez, Kelly Meyer, Kenajuan Bentley, Kevin Symons, Kevin Toney, Kyle Richter, Laura Steinel, Lewis Tan, Li Jun Li, Lukas Haas, Manny Liotta, Marc Platt, Marcos A. Ferraez, Margot Robbie, Mateo Pollock, Mather Zickel, Max Minghella, Michael Naishtut, Mike C. Manning, Miraj Grbić, Mykail McDade, Nana Ghana, Olivia Hamilton, Olivia Wilde, Oscar Balderrama, P. J. Byrne, Pat Skipper, Patrick Fugit, Pete Ploszek, Phoebe Tonkin, Ric Sarabia, Richard Clarke Larsen, Rickey D. Woodard, Robert Beitzel, Robert Morgan, Rory Scovel, Ryan Porter, Samara Weaving, Sarah Ramos, Sean Billings, Sean O'Bryan, Shane Powers, Sidney Hopson, Sol Landerman, Spike Jonze, Taylor Hill, Taylor Nichols, Telvin Griffin, Terry Walters, Tobey Maguire, Todd Giebenhain, Trisha Simmons, Troy Metcalf, Tyler Seiple, Vanessa Bednar, Walker Hare, William Roper

Director: Damien Chazelle

Rating: R

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Alejandro González Iñárritu's cleverly layered directorial feature film debut follows three persons whose lives are connected by a car crash in Mexico City. It directly involves two of them: a young man who enters the world of dogfighting to earn enough to elope with his sister-in-law, and a supermodel whose life is changed for the worse after she is fatally injured. The third segment of the film centers on a mysterious homeless man on the street who witnesses the crash.

The title, Amores Perros, refers to the characters’ love of dogs as well as love being a source of misery, and it’s a hint of the chaotic, unforeseen circumstances they each face. Iñárritu’s film shows his brilliance in direction. Despite the film being an early work, his ingenuity shines through and the compelling performances propel all three stories to gritty heights.

Cut-throat editing, handheld cinematography, and Guillermo Arriaga’s intricate screenplay flesh out each character. The viewers are pushed to the edge of their seats as we navigate the gripping miseries of life along with the rest of the cast. The tightly woven film is a painful must-watch, a brutal and uncompromising look at despair and animalistic aggression among humans that is also mirrored in the cruelty their dogs suffer.

Genre: Drama, Thriller

Actor: Adriana Barraza, Alvaro Guerrero, Dagoberto Gama, Dunia Saldívar, Emilio Echevarría, Gael García Bernal, Gerardo Campbell, Goya Toledo, Gustavo Muñoz, Gustavo Sánchez Parra, Humberto Busto, Jorge Salinas, José Sefami, Laura Almela, Lourdes Echevarría, Marco Perez, Mauricio Martínez, Patricio Castillo, Ricardo Dalmacci, Roberto Medina, Rodrigo Murray, Rodrigo Ostap, Rosa María Bianchi, Vanessa Bauche

Director: Alejandro González Iñárritu

Rating: R

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Even before Agnès Varda pivoted to documentary filmmaking, she was a pioneer of French cinema. Her film Sans toit ni loi (Vagabond) is one of her most harrowing dramas. 

Varda’s sensibilities as a burgeoning documentarian are apparent as the film opens on the corpse of a woman lying dead in a snow-covered ditch. Through flashbacks, we trace the titular vagabond’s steps to uncover how she ended up alone and dead. The camera follows its subject from a safe distance, as if tracking a wild animal. Alongside the woman, we hitchhike across the French countryside, encountering hostile men, treacherous winter weather, and occasional glimpses of hope, connection, and familiarity. Vagabond succeeds at portraying a complicated woman—Varda understood that women, above all else, are people, with dark interiors, difficult choices, and uncertain impulses. 

Genre: Drama

Actor: Agnès Varda, Macha Méril, Marthe Jarnias, Sandrine Bonnaire, Setti Ramdane, Stéphane Freiss, Yolande Moreau

Director: Agnès Varda

Rating: Not Rated

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To Leslie follows the eponymous Leslie (Andrea Riseborough), a Southern woman who finds herself at the bottom of the barrel after finally using up every penny of her $190k lottery win. Out of work, friends, and family, she drowns herself in alcohol—that is until a kind soul in the form of motel owner Sweeney (Marc Maron) takes her in and gives her a shot. To Leslie starts off a bit slow, and its premise may seem like it’ll give way to weepiness, but it’s worth sticking by till the end. The film only gets better, especially with the arrival of Maron, whose presence lends the film a much-needed buoyancy. It's also worth noting that unlike many of its kind, To Leslie avoids the poverty porn trap by depicting issues like addiction and indigence with nuance, honesty, and humanity.

Genre: Crime, Drama

Actor: Alan Trong, Alan Wells, Allison Janney, Andre Royo, Andrea Riseborough, Arabella Grant, Blake Robbins, Brandee Steger, Catfish Jean, Chris Coy, Derek Phillips, Drew Youngblood, Francisco Javier Gomez, Jack O'Connor, James Landry Hébert, Jeanette O'Connor, John Gilbert, Juan Carlos Cantu, Lauren Letherer, Mac Brandt, Maggie Carney, Marc Maron, Matt Lauria, Micah Fitzgerald, Owen Teague, Paula Rhodes, Pramod Kumar, Scott Peat, Scott Subiono, Sewell Whitney, Stephanie Wong, Stephen Root, Tom Virtue

Director: Michael Morris

Rating: R

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While best known for his provocative, existential dramas, Lars von Trier also made a provocative mini-series with surprising supernatural horror. Set at Denmark’s leading public hospital, The Kingdom takes familiar medical drama conflicts in handheld camera and sepia tone, but infused with an unsettling understanding of how the finest minds can fail, and how small science can feel in the face of the unexplained. That being said, the horror is much more wacky than spine-tingling or terrifying, but it’s played off through von Trier’s signature absurdism, taking a more humorous and sardonic approach. Riget may be an unexpected entry for those who have heard of von Trier, but it’s a must-watch for the auteur’s fans, showing a different side to the notorious director.

Genre: Comedy, Drama, Fantasy, Horror, Mystery

Actor: Baard Owe, Benny Hansen, Benny Poulsen, Bente Eskesen, Birgitte Raaberg, Birte Tove, Bodil Jørgensen, Claus Nissen, Claus Strandberg, Danica Curcic, Dick Kaysø, Else Petersen, Erik Wedersøe, Ernst-Hugo Järegård, Finn Nielsen, Ghita Nørby, Gordon Kennedy, Helle Virkner, Henning Jensen, Henrik Koefoed, Holger Juul Hansen, Holger Perfort, Jens Okking, Julie Wieth, Kirsten Rolffes, Kurt Ravn, Lars Lunøe, Lars von Trier, Laura Christensen, Lene Vasegaard, Lise Schrøder, Mette Marckmann, Mette Munk Plum, Michael Moritzen, Morten Eisner, Nis Bank-Mikkelsen, Ole Boisen, Ole Dupont, Otto Brandenburg, Paul Hüttel, Peter Gilsfort, Peter Mygind, Solbjørg Højfeldt, Solveig Sundborg, Søren Hauch-Fausbøll, Søren Lenander, Søren Pilmark, Thomas Bo Larsen, Tove Maës, Udo Kier, Ulrik Cold, Vic Carmen Sonne

Director: Lars von Trier, Morten Arnfred

Rating: TV-MA

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Artist and filmmaker Clio Barnard put herself on the map of new British talents with her 2010 debut The Arbor, a daring, genre-bending biopic about Bradford-born playwright Andrea Dunbar and her tragic personal and impressive artistic life. Coming from a poor working class family with seven siblings, Dunbar wrote her first play age 15. She died in 1990, aged 29, and left a legacy of three plays in total. Knowing how under-appreciated her work has been, Barnard decided to revive the life that imbued Dunbar's creations. Rather than staging a conventional documentary, the director features interviews with family and friends, performed and lip-synced by actors in front of the camera. She also adds re-enactments of the plays that feature the estate where Dunbar grew up, as well as archival footage of her TV appearances. The Arbor is an experimental documentary, but that doesn't prevent it from being touching, humane, and a special tribute to art flourishing in adverse circumstances.

Genre: Documentary, Drama

Actor: Christine Bottomley, Danny Webb, Gary Whitaker, George Costigan, Jimi Mistry, Jonathan Jaynes, Josh Brown, Kate Rutter, Kathryn Pogson, Kulvinder Ghir, Lizzie Roper, Manjinder Virk, Matthew McNulty, Moey Hassan, Monica Dolan, Natalie Gavin, Neil Dudgeon, Robert Emms, Robert Haythorne

Director: Clio Barnard

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At the first few moments, Song Lang seemed to be something akin to Farewell My Concubine– the film takes a snapshot of a communist Asian country in a different time, through the lens of a regional opera form with painted faces, elaborate costumes, and captivating tunes. But there’s more to Song Lang than this. Tragedy isn’t prophesized through songs of an already existing opera (in fact, the film features all new tunes), but instead, it occurs because Dung, the loan shark, didn’t reflect on the past early enough for him to reclaim the art form his family once loved, a concern shared with cải lương as a declining genre. Song Lang is a moving drama, but it’s also a nostalgic time capsule of 1980s Saigon and cải lương as a whole.

Genre: Drama, Music

Actor: Isaac, Liên Bỉnh Phát, Phuoc Tinh, Ron Vuong, Thanh Tú

Director: Leon Le

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China implemented the one-child policy in the 1980s in order to curb the population growth, ending it by 2015 due to the shifting dependency ratio. So Long, My Son depicts two families while the policy was implemented, alternating between past and present to depict how the fickle finger of fate changed their destinies in a single tragedy. It’s intimate and heart-wrenching, and the thirty years haven't been enough to soothe the guilt, fear, and pain that struck them. Clocking in at three hours, the film may not be a quick and easy watch, but So Long, My Son is the rare depiction of how China’s rapid changes personally affected its people, for better or worse.

Genre: Drama

Actor: Ai Liya, Du Jiang, Li Jingjing, Qi Xi, Roy Wang, Wang Jingchun, Wu Shuang, Xu Cheng, Yong Mei, Zhao Yanguozhang, Zhaoyan Guozhang

Director: Wang Xiaoshuai, Xiaoshuai Wang

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When Brian was eight years old he lost five hours of his life to a black out. Now ten years later he is searching for the truth. His search leads him to Neil, a boy who was on his little league team the summer of the blackout. Brian has always believed he was abducted by aliens from the dreams he had with Neil in them. Neil however knows the truth. Neil had just left the small town life and moved to New York. When he comes home for Christmas and meets Brian will he finally tell him the answers he has been looking for? This is the story of one boy who can't remember and a boy who can't forget.

Genre: Drama, Mystery

Actor: Bill Sage, Billy Drago, Brady Corbet, Bruno Alexander, Chase Ellison, Chris Mulkey, David Alan Graf, David Lee Smith, Elisabeth Shue, Gwenne Hudson, Jeffrey Licon, Joan Blair, John Ganun, Joseph Gordon-Levitt, Kelly Kruger, Larry Marko, Lisa Long, Mary Lynn Rajskub, Michelle Trachtenberg, Reedy Gibbs, Richard Riehle, Trieste Kelly Dunn, Zane Huett

Director: Gregg Araki

Rating: NC-17

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