330 Best Challenging Movies to Watch (Page 14)

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.

A devastating depiction of sexual addiction, featuring Michael Fassbender in one of the most remarkable acting displays of the entire year. His performance is nearly matched by Carey Mulligan as his wayward sister, whose intrusion into his lifestyle sets the central conflict of the story in motion. To sex what Requiem for a Dream was to drugs, this is NOT a film to be viewed in any sort of mixed company (note the NC-17 rating). Director and renowned British artist Steve McQueen continues his ascension toward filmmaking royalty, in follow-up to his extraordinary 2008 feature Hunger (also starring Fassbender).

Genre: Drama

Actor: Alex Manette, Amy Hargreaves, Anna Rose Hopkins, Calamity Chang, Carey Mulligan, Carl Low, Charisse Bellante, Chazz Menendez, Deedee Luxe, Elizabeth Masucci, Hannah Ware, Jake Siciliano, James Badge Dale, Loren Omer, Lucy Walters, Mari-Ange Ramirez, Marta Milans, Michael Fassbender, Nicole Beharie, Rachel Farrar, Robert Montano

Director: Steve McQueen

Rating: NC-17

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It doesn’t feel quite right to call Pacifiction a political thriller — at 2 hours 45 minutes and with an unhurried, dreamlike pace, it’s hardly the adrenaline rush that that categorization suggests. But Albert Serra’s film is still suffused with all the paranoia and intrigue that the genre promises, just at a slower burn. The specters of colonialism and nuclear apocalypse hang low over the movie, which is set in an idyllic Tahiti, where Benoît Magimel’s Monsieur De Roller is stationed as France’s outgoing High Commissioner, a bureaucratic relic of the country’s imperialist history. As shady figures and strange rumors about a military submarine begin to arrive on the island, a paranoid De Roller struggles to exert political control — and, in the process, seems to lose some of his own sanity. With an ethereal score, defiantly murky plot, hallucinatory cinematography, and some of humanity’s greatest horrors hanging over it like a pall, Pacifiction feels like a fever dream in the truest sense.

Genre: Drama, Thriller

Actor: Benoit Magimel, Cécile Guilbert, Marc Susini, Montse Triola, Sergi Lopez

Director: Albert Serra

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Nanpakal Nerathu Mayakkam might not immediately make sense to audiences new to director Lijo Jose Pellissery, but it’s still an interesting film that depicts Tamil culture. Also known as Like an Afternoon Dream, the contemplative bilingual film is centered around a prejudiced Malayali tour guide who wakes up as another man, specifically someone fluent in Tamil, and walks into the nearby village. Through vignettes focused on the village inhabitants, the film slowly unravels the dynamics between each of the villagers, flitting back to the tour bus on occasion to see how they’re faring. While some of the comedy goes over viewer’s heads, especially for people unfamiliar with the state, the slow-paced film feels like a fond memory from Pellissery. The film doesn’t explain anything at all, in the same way strange dreams refuse to do.

Genre: Comedy, Drama, Fantasy

Actor: 'Poo' Ram, Ashokan, Ashwanth Ashokkumar, G. M. Kumar, Mammootty, Namo Narayanan, Rajesh Sharma, Ramachandran Durairaj, Ramya Pandian, Ramya Suvi, Thennavan

Director: Lijo Jose Pellissery

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Surreal, off-putting, and extremely disturbing, Infinity Pool plays with the concepts of cloning and the death penalty to craft an examination on colonial tourism. It’s a thematically rich horror film, with hazy neon-lit sex scenes and absolutely terrible behavior, enabled by their wealth and advanced technology that could have been put to better use. Mia Goth, in particular, is strikingly unhinged, as Gabi taunts and lures James into bigger and more terrible crimes, crimes that he can only pay off with the wealth of his father-in-law. And Alexander Skarsgård as James believably gets sucked into this extremely libertine lifestyle, fuelled by the nepotistic anxiety of not living up to his own potential. The film presents a scary notion that pushed by wealth and playground tactics, one will willingly kill their own conscience, again and again, to belong to their cohort.

Genre: Horror, Science Fiction, Thriller

Actor: Alexander Skarsgård, Amanda Brugel, Amar Bukvić, Caroline Boulton, Cleopatra Coleman, Géza Kovács, Jalil Lespert, Jeff Ricketts, John Ralston, Mia Goth, Roderick Hill, Romina Tonković, Thomas Kretschmann

Director: Brandon Cronenberg

Rating: R

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Great Freedom is not an easy watch. Apart from the quiet stretches of time and the claustrophobic confines of its prison setting, it also has its lead, Hans Hoffman (played with delicate force by Franz Rogowski) imprisoned again and again and again, unjustly treated like dirt by both his warden and fellow inmates.

But as a Jewish gay man who has lived through the war, Hans is no stranger to these trappings. As such, he takes each day as it comes, open to love, pleasure, and friendship, or at least the potential of these, despite the circumstances. And so Great Freedom is also hopeful and romantic, glimmering with the human tendency to not just survive but to live. Slow but compelling, subdued but powerful, Great Freedom is an affecting balancing act that's well worth watching. 

Genre: Crime, Drama, Romance, War

Actor: Andreas Patton, Anton von Lucke, Fabian Stumm, Franz Rogowski, Georg Friedrich, Thomas Prenn, Thomas Stecher

Director: Sebastian Meise

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In the years since Fan Girl's original release in the Philippines, its ultimate message and execution has become polarizing: is it enough that the film shows the corruption of a parasocial relationship into an abusive one, without offering much hope? Is its vision of justice actually constructive or disappointingly limited? No matter where you fall, it's exciting that a movie can stir up these kinds of questions through a bizarre dynamic between characters, in a place that's clearly set somewhere between reality and delusion. The narrative is circular and frustrating for a reason—a constant push and pull as the titular fan girl keeps getting drawn back into the celebrity's orbit—and the film only grows more disturbing with each repetition.

Genre: Drama, Thriller

Actor: Bea Alonzo, Camille Penaverde, Charlie Dizon, Gie Onida, Paulo Avelino, Sheenly Gener

Director: Antoinette Jadaone

Rating: PG-13

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In the Mexican film A Cop Movie, director Alonso Ruizpalacios mixes fact and fiction, documentary and narrative, to tell the tale of Teresa and Montoya, two police officers whose dreams are dashed by the corruption of their trade and who, eventually, find love and comfort in each other.

Ruizpalacios takes thrilling risks in structuring this genre-bending story—cutting stories into parts, jumping back and forth between the harrowingly real and captivatingly non-real. For all the experimental maneuvers he makes, however, the through-line is always Teresa and Montoya: particularly, their love for each other and for an institution that should have, in an ideal world, supported them and the people they vowed to protect. 

To its credit, instead of merely humanizing the controversial police force, A Cop Movie adds some much-needed nuance to the big picture. At the end of the day, they’re no different than any other underpaid laborers working desperately to make end meets. A Cop Movie doesn’t gloss over the fact that the police, like so many other workers, are stuck in a rotten system that’s long overdue for a major overhauling. 

Genre: Action, Crime, Documentary, Drama, Thriller

Actor: Leonardo Alonso, Mónica Del Carmen, Olivia Lagunas, Raúl Briones

Director: Alonso Ruizpalacios

Rating: R

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It can be very frustrating to watch something, hoping that the show, play, or film would be worth watching, and find yourself feeling worse after the experience. Most of us end up just changing the channel, leaving the theater, or finding something else to watch, but instead of doing any of this, Yannick depicts the titular audience member interrupting the show with a gun. You can already imagine how tense the situation is, but Quentin Dupieux infuses a comedic, meta touch in the way Yannick questions and holds the audience hostage, as his conversations with them and the cast reveal the different expectations we have from art.

Genre: Comedy, Drama

Actor: Agnès Hurstel, Blanche Gardin, Caroline Piette, Charlotte Laemmel, Félix Bossuet, Jean-Paul Solal, Laurent Nicolas, Mustapha Abourachid, Pio Marmaï, Raphaël Quenard, Sava Lolov, Sébastien Chassagne, Stéphane Pezerat

Director: Quentin Dupieux

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Based on the short story “God Sees the Truth, But Waits” by Leo Tolstoy, The Woman Who Left is a film about people with nowhere to go. Set in 1990s Philippines, the film follows Horacia, an ex-convict seeking revenge on her former lover who masterminded her unjust 30-year imprisonment. Along the way, she meets various people—a hunchback balut vendor, vagabonds, and an epileptic trans woman, among others—all downtrodden in their own unique ways and united only by their nightly wanderings, with whom Horacia’s true nature is revealed and reconfigured with every encounter.

Lav Diaz’s signature slow cinema minimalism and sharp chiaroscuro lighting allow for a meditative experience, further enhancing the film’s immersive quality. Despite its bleak atmosphere, The Woman Who Left remains hopeful amidst moral quandaries, where things eventually fall into their rightful place, albeit in unexpected ways.

Genre: Drama

Actor: Charo Santos-Concio, John Lloyd Cruz, Kakai Bautista, Lao Rodriguez, Mae Paner, Michael De Mesa, Nonie Buencamino, Shamaine Buencamino

Director: Lav Diaz

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