497 Best Challenging Movies to Watch (Page 18)

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.

Meditative, slow, and peppered with mysticism and subtle humour, Syndromes and a Century is a truly unique Thai drama. With a male and female doctor as the central protagonists, the story is split into two settings, in different hospitals and 40 years apart. This is not a plot-driven movie by any means. Patiently paced scenes weave together the protagonists’ memories with their current lives, in a hypnotic thread that touches on Buddhist themes as it explores the timeless human experiences of love, relationships, illness, and death.

The movie was originally intended to be a tribute to the parents of writer and director Apichatpong Weerasethakul, himself the son of physicians who worked in a hospital. Though he went on to claim that the movie took a different path eventually, it does recall the enigmatic spirit and ethereal quality of childhood memories. Despite—or maybe thanks to—the absence of narrative, Syndromes and a Century remains a beguiling watch from start to finish.

Genre: Drama, Romance

Actor: Jaruchai Iamaram, Jenjira Pongpas, Nantarat Sawaddikul, Sakda Kaewbuadee, Sophon Pukanok

Director: Apichatpong Weerasethakul

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At two hours and nearly 30 minutes, Stonewalling is quite long. The third film from spouses Ryuji Otsuka and Huang Ji takes place in slow, slice-of-life moments, centered around a female lead that mostly doesn’t actively make choices for her own life, so it can feel frustrating to watch. But as the film unfolds, Lynn’s passivity turns out to be the tragically familiar surrender of today’s working class. Lynn tries to make choices to pay out her mother’s debt, to ensure that she’s not indebted herself, through jobs that commodify her youth, her beauty, and even her body, but each move consequently limits her next options. She tries to bargain for other solutions, but it turns out these solutions were never there in the first place. All she can do is quietly adapt, with each failed promise culminating into a baby’s cry.

Genre: Drama

Actor: Cui Chu, Huang Xiaoxiong, Liu Long, Xiao Zilong, Yao Honggui

Director: Huang Ji, Ryuji Otsuka

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We’ve seen anthology films with three, four, sometimes even five parts, but Songs from the Second Floor comprises forty six separate vignettes, quickly shifting in and out without any connecting thread inbetween, except for the dull gray color palette. Yet, even as the film abruptly transitions between vignettes, from tanning beds, construction sites, cars, trains, or buildings, writer-director Roy Andersson crafts meticulously framed breakdowns of modern day living, some of which works based on individual experiences, but all coming together as several miniature portraits of how absurd and depressing our lives have become. Songs from the Second Floor is a bold way to return after a twenty five year hiatus.

Genre: Comedy, Drama

Actor: Bengt C.W. Carlsson, Lars Nordh, Rolando Núñez, Sandy Mansson, Stefan Larsson, Sten Andersson, Torbjörn Fahlström

Director: Roy Andersson

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Remember the creepy blind nun from the Spanish horror film Veronica? While many nun-related horror films have nuns as its horror element, this time it’s the nun that gets spooked in Sister Death. The new release expands on her backstory, taking the story back in history, in her start as a novitiate in the former convent, a location that’s been changed after the terrors inflicted towards the nuns during the Spanish Civil War. While the film doesn’t delve that deeply, focusing instead on the slowly building up the film’s terror, there is something here about the hidden violence and covered-up trauma that still haunt the Catholic church in Spain, especially to those that have taken vows. Director Paco Plaza meticulously frames each terrific sequence with the isolating doubt in one’s faith that Narcisa experiences.

Genre: Drama, Horror

Actor: Almudena Amor, Antonio Duque, Arantza Vélez, Aria Bedmar, Chelo Vivares, Consuelo Trujillo, Luisa Merelas, Maru Valdivielso, Olimpia Roch, Sandra Escacena, Sara Roch

Director: Paco Plaza

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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: Alexandre Melo, Baptiste Pinteaux, Benoit Magimel, Cécile Guilbert, Lluís Serrat, Marc Susini, Montse Triola, Pahoa Mahagafanau, Sergi Lopez

Director: Albert Serra

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Best known for landmark cyberpunk anime Akira, Katsuhiro Otomo crafted strange and terrifying visions of a world that has not yet come, imagining technology that surpassed that of today, but in much pessimistic light compared to that of the genre. Three of his manga short stories are depicted in Memories, with Otomo partnering with Kōji Morimoto and Tensai Okamura to direct each segment, and with Satoshi Kon in writing, just before Kon’s own iconic surrealist films. Kon-written Magnetic Rose has been universally acknowledged as the best of them, being much more emotionally poignant, but the other two does have its charms, as Stink Bomb takes a relatively silly premise to its fairly logical, but scary conclusion, and Cannon Fodder takes the beauty of Otomo’s art into such a hollow and ugly world. All three deliver terrifying omens of death through technology used against the everyday man, whether by accident or design.

Genre: Animation, Fantasy, Science Fiction

Actor: Ami Hasegawa, Gara Takashima, Hidetoshi Nakamura, Hideyuki Hori, Hisako Kyoda, Hisao Egawa, Kayoko Fujii, Keaton Yamada, Keiko Yamamoto, Kenichi Ogata, Koichi Yamadera, Masato Hirano, Michio Hazama, Nobuaki Fukuda, Osamu Saka, Ryoichi Tanaka, Ryuji Nakagi, Shigeru Chiba, Shozo Iizuka, Takkô Ishimori, Tetsuya Iwanaga, Tomoko Ishimura, Tsutomu Isobe, Yuu Hayashi

Director: Katsuhiro Otomo, Koji Morimoto, Tensai Okamura

Rating: PG-13

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Many people have forgotten that representation and diversity in media isn’t meant just to fill a quota or to signal virtue– the push for it is in response to the way many of these stories were silenced, repressed, and shut out. Lilies might have been overlooked for quite a while, but its 2023 restoration has thankfully enabled more viewers to watch the tale of an imprisoned gay man finally telling his story, turning the tables on a long overdue confession. Michel Marc Bouchard adapts his play through this play-within-a-film, with director John Greyson playing with the confession booth as a viewing booth for both the bishop and the audience to get fully immersed in a love triangle a century ago, juxtaposed with motifs of martyred Catholic saints and French lilies and fire. Lilies is a well-crafted and deeply emotional masterpiece.

Genre: Drama, Fantasy, Romance

Actor: Alain Gendreau, Aubert Pallascio, Brent Carver, Danny Gilmore, Gary Farmer, Ian D. Clark, Jason Cadieux, John Dunn-Hill, Khanh Hua, Marcel Sabourin, Matthew Ferguson, Michel Marc Bouchard, Pierre Leblanc, Rémy Girard, Robert Lalonde

Director: John Greyson

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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, Alexandra Tóth, Amanda Brugel, Amar Bukvić, Caroline Boulton, Cleopatra Coleman, Gergely Trócsányi, Géza Kovács, Jalil Lespert, Jeff Ricketts, John Ralston, Kamilla Fátyol, Mia Goth, Roderick Hill, Romina Tonković, Thomas Kretschmann, Zijad Gračić

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: Alfred Hartung, Andreas Patton, Anton von Lucke, David Burnell IV, Fabian Stumm, Franz Rogowski, Georg Friedrich, Thomas Prenn, Thomas Stecher, Thomas Wehling

Director: Sebastian Meise

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