497 Best Challenging Movies to Watch (Page 22)

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.

At first glance, The Madness of King George seemed like a history lesson about King George III. Like plenty of British royalty dramas, the film has all the opulent trappings in its sets and costumes, as well as some of the best actors from the British isles. However, unlike other depictions of the monarchy, the film depicts the king not as a benevolent ruler or oppressive tyrant– instead, King George III is terribly human, with his memory failing, being unsettled by loss, and concern over his health, which involves having to look at his urine. But the historical satire, based on the 1991 stage play, still manages to have the same mockery towards the opportunistic court, while still retaining sympathy for the very nobility it mocks, through original playwright Alan Bennett’s adept writing, as well as the excellent performance of the stacked ensemble cast.

Genre: Comedy, Drama, History

Actor: Adrian Scarborough, Alan Bennett, Amanda Donohoe, Anthony Calf, Barry Stanton, Caroline Harker, Charlotte Curley, Clive Brunt, Colin McPhillamy, Cyril Shaps, David Leon, Dermot Keaney, Geoffrey Palmer, Helen Mirren, Iain Mitchell, Ian Holm, Janine Duvitski, Jeremy Child, Jim Carter, Joanna Hall, John Wood, Julian Rhind-Tutt, Julian Wadham, Michael Grandage, Nicholas Irons, Nicholas Selby, Nick Sampson, Nigel Hawthorne, Paul Corrigan, Peter Woodthorpe, Robert Swann, Roger Ashton-Griffiths, Roger Hammond, Rupert Everett, Rupert Graves, Selina Cadell, Struan Rodger

Director: Nicholas Hytner

Rating: PG-13

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This historical drama opens with one of the most thrilling chase scenes in recent memory, as Higinio Blanco, the man at the center of the story, escapes government forces during the Spanish Civil War.

He goes into hiding that, without him realizing, would last 33 years. He would only emerge in a government amnesty in 1969, as would many like him across Spain.

Themes of love (Higinio was confined with his newlywed wife), solitude and fear are at the center of a story that remains thrilling even when it goes through the isolation years.

Genre: Drama, History, Thriller

Actor: Aitor Arregi, Antonio de la Torre, Antonio Romero, Belén Cuesta, Belén Cuesta, Dwight D. Eisenhower, Emilio Palacios, Enrique Asenjo, Esperanza Guardado, Francisco Franco, Íñigo Núñez, Joaquín Gómez, Jon Garaño, Jon Garaño, José Manuel Poga, Jose Manuel Poga, Jose Mari Goenaga, Marco Cáceres, Vicente Vergara

Director: Aitor Arregi, Jon Garaño, Jon Garaño, Jose Mari Goenaga

Rating: 16

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For people having difficulty bearing a child, artificial insemination is one way to go for parenthood, but going to sperm banks can be expensive, shrouded with too much anonymity, and have had many incidents of malpractice. Some people would rather take things into their own hands. Spermworld explores the journeys of three different internet sperm donors, who meet with hopeful parents. It can be awkward, even when the donors are fairly ordinary guys with fairly decent motives, but the way director Lance Oppenheim approaches the community is disarmingly human, acknowledging the strange quirks that come with the donation, but also the interesting parental desires human beings do have.

Genre: Documentary

Actor: Ari Nagel, Atasha Peña Clay, Rachel Stanley, Steve Walker, Tyree Kelly

Director: Lance Oppenheim

Rating: R

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Classroom chatter and inside jokes; the rhythmic routine of class, band practice, and communal mealtime; colorful paints and a keen Shakespeare play; paperback books, pages bookmarked with dogears. These are the precious, ordinary wonders of Headfort, a preparatory boarding school in Ireland. 

School Life observes Amanda and John Leyden, who have each taught at Headfort for over four decades. As they both near retirement, so too looms the promise of a tranquil retreat into the countryside—and questions of what they leave behind in their school, their classrooms, and their students. Idyllic and gentle, this documentary offers a brief but meaningful look into the school lives of bright children indelibly influenced by their earliest mentors.

Genre: Documentary

Director: David Rane, Neasa Ní Chianáin

Rating: PG-13

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There’s plenty of things happening in folk horror film November. With devils snatching livestock, magical automatons called kratts, and trying to trick the Plague while in the form of a pig, love surely can’t bloom strong in these circumstances. And this would be correct, but the way this tragic romance unfolds is through eerie, yet captivating, black-and-white dream sequences made up bits and pieces of Estonian folklore, and the film shines best when focused on these sequences. The love triangle will be familiar, but the approach, the offbeat humor, and the raw practical effects would be bewitching until the end.

Genre: Drama, Fantasy, Horror, Romance

Actor: Arvo Kukumägi, Dieter Laser, Ester Kuntu, Heino Kalm, Jörgen Liik, Katariina Unt, Meelis Rämmeld, Rea Lest

Director: Rainer Sarnet

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When a film adaptation takes the story of a beloved Japanese children’s novel, and depicts the characters travelling to heaven as cats, it kinda seems like a random addition. Yet, this decision makes sense for Night on the Galactic Railroad, because while the magic and the dreaminess of the trip to the stars still remains intact, the cats keep a bit of the mystery in a visual manner and keep the touch of whimsy as the train ride leads into darker and heavier turns. The visual poetry and the thoughtful way the film contemplates the novel Kenji Miyazawa wrote in grief makes Night on the Galactic Railroad one to remember.

Genre: Adventure, Animation, Drama, Family, Fantasy, Mystery

Actor: Chika Sakamoto, Chikao Ohtsuka, Fujio Tokita, Gorō Naya, Hidehiro Kikuchi, Junko Hori, Kaori Nakahara, Mayumi Tanaka, Miyuki Ichijou, Ryuji Saikachi, Shun Yashiro, Takeshi Aono, Yoshie Shimamura, Yuriko Fuchizaki

Director: Gisaburō Sugii

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During wartime, war supersedes everything, including love. Wartime would have people ending relationships, forgoing potential dates, and seducing enemies to lead them to downfall, all in order to win, but sometimes, this rarely goes as planned. Lust, Caution is one such story, with the novella’s emotional repression making it a great match for director Ang Lee, main actor Tony Leung Chiu-wai as Japanese informant, and main actress Tang Wei, who made her breakthrough here. It’s not an easy watch. There are moments that falter and the film is a tad too long. But the smoldering stares shared by the two leads, with the lush production design and the beautiful direction, makes Lust, Caution a difficult contemplation of love and sexuality as Wang’s, and the nation’s, double-edged sword.

Genre: Action, Drama, Romance, Thriller

Actor: Akiko Takeshita, Anupam Kher, Cheng Yu-Lai, Chih-ying Chu, Chin Ka-lok, Chung Hua Tou, Hayato Fujiki, He Saifei, Jacqueline Zhu Zhi-Ying, Joan Chen, Johnson Yuen, Johnson Yuen Tak-Cheung, Kar Lok Chin, Ko Yu-Luen, Lawrence Ko, Lawrence Ko Yu-Luen, Lee Hom Wang, Leehom Wang, Lisa Lu, Liu Jie, Saifei He, Song Ruhui, Tang Wei, Tony Chiu-Wai Leung, Tony Leung Chiu-Wai, Tou Chung-Hua, Tou Tsung-Hua, Ven Kao, Vince Kao, Wang Lin, Wei Tang, Yan Su, Ying-hsien Kao

Director: Ang Lee

Rating: NC-17

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Almost more like an audiobook than a traditional movie, the first and unfortunately final film from Icelandic composer Jóhann Jóhannsson pairs soothing narration by Tilda Swinton with surreal images of alien structures on a desolate planet for a piece of sci-fi that may very well be un-categorizable. As a "story" ostensibly meant to carry some sort of urgency, Last and First Men isn't entirely convincing. But as an example of pure imagination that challenges how you think of biological life, it's totally fascinating. As Swinton details the continuous cycle of death and rebirth that humanity goes through over an impossible span of time, it's hard not to feel the hope and tragedy of it all—while also making you reconsider how things are in our present day.

Genre: Drama, Science Fiction

Actor: Tilda Swinton

Director: Jóhann Jóhannsson

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Juror #2 is the kind of film that doesn’t waste time: it’s immediately compelling as it throws questions about morality, guilt, and conscience straight to your face. There are familiar people in this stacked cast, including Chris Messina and J.K. Simmons, but it’s Nicholas Hoult as the titular second juror and Toni Collete as the ambitious prosecutor who stand out. The weight of the film’s heavy questions lies on their shoulders, and they convey every feeling—from doubt and remorse to exaltation and hope—with painful clarity. I only the film hadn’t taken the easy way out, and that the debate among the jury could have been thornier and trickier, but as it is, Juror #2 is a compelling addition to our book of excellent courtroom dramas.

Genre: Crime, Drama, Thriller

Actor: Adrienne C. Moore, Amy Aquino, Bria Brimmer, Cedric Yarbrough, Chikako Fukuyama, Chris Messina, Drew Scheid, Francesca Eastwood, Gabriel Basso, Grant Roberts, Hedy Nasser, J.K. Simmons, Jason Coviello, Javier Vazquez Jr., KateLynn E. Newberry, Kellen Boyle, Kevin Saunders, Kiefer Sutherland, Kurt Yue, Leslie Bibb, Megan Mieduch, Nicholas Hoult, Rachel Walters, Rebecca Koon, Scott Alan Smith, Tom Thon, Toni Collette, Zele Avradopoulos, Zoey Deutch

Director: Clint Eastwood

Rating: PG-13

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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, Micko Laurente, Milo Elmido Jr., Mina Cruz, Paulo Avelino, Sheenly Gener

Director: Antoinette Jadaone

Rating: PG-13

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Generally, most people would like foreigners to like their country, but most people can’t control what their fellow countrymen have done abroad, good or otherwise. And while now these opinions are relegated to most only on online spaces, there are some incidents when this actually affects real world crises. California Dreamin' is based on the real life delay of NATO forces during the Kosovo War, but it’s less concerned with the actual war, and more concerned about the village itself, and their perspective on the NATO troops intruding in their way of life. Co-writer and director Cristian Nemescu depicts this event with a slice-of-life approach, with the culture clash between American soldiers and Romanian village folk forming most of the comedy, but it never forgets the way American aid was once requested but denied in black-and-white memories of World War II. While the length and editing wasn’t completed due to the death of Nemescu, Nesfârșit still keeps its edge, slicing through satire the difficult dynamic between the two countries.

Genre: Comedy, Drama

Actor: Andi Vasluianu, Armand Assante, Constantin Diţă, Gabriel Radu, Gabriel Spahiu, Ion Sapdaru, Jamie Elman, Maria Dinulescu, Nicodim Ungureanu, Răzvan Vasilescu, Sabina Brândușe, Teodor Corban, Tomi Cristin

Director: Cristian Nemescu

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In modern day Europe, demonic possession seems to be a thing of the past, something most likely to be attributed to mental illness, and something that can be dealt with through modern medicine, not exorcism. Still, exorcisms are conducted in certain areas in the continent, and some instances don’t go the way they should. Inspired on the real life Tanacu exorcism, Beyond the Hills doesn’t depict the event through a horror or melodramatic lens– instead the film is stoic, naturalistic, with long single takes that linger uncomfortably and repetitively. As Alina pleads to Voichița to help her, to choose her and their bond, Voichița grapples with wanting the modern yet isolating freedom she knows Alina has found elsewhere, while still wanting the refuge religious tradition has granted her, but also has made her dependent on. It does take a while to reach its conclusion, but Beyond the Hills is a deeply unsettling and striking movie to watch.

Genre: Drama, Romance

Actor: Adrian Acuta, Alexandra Apetrei, Alina Berzunteanu, Andreea Bosneag, Călin Chirilă, Cătălina Harabagiu, Cerasela Iosifescu, Cosmina Stratan, Cristina Flutur, Cristina Mihailescu, Dana Tapalagă, Dionisie Vitcu, Doru Ana, Gheorghe Ifrim, Gina Tandura, Ion Sapdaru, Katia Pascariu, Liliana Mocanu, Luminita Gheorghiu, Marian Adochitei, Nicoleta Lefter, Nora Covali, Tania Popa, Teodor Corban, Valeriu Andriuță

Director: Cristian Mungiu

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Bad Boy Bubby is not an easy watch. Within the first ten minutes, the indie drama seemed to be one of those films created only to provoke the viewer, and not much else. We won’t deny that the intro is provocative– in fact, we’re warning you outright that it includes domestic violence, abuse towards the disabled main character that’s implied to have started since childhood, and the killing of a cat– but with such a harrowing introduction, Bubby being thrown into the wider world actually becomes something optimistic. His escape is written to be full of possibilities, the possibilities that we ordinary folk take for granted, but possibilities nonetheless. There’s nowhere to go but up, for him. Writer-director Rolf de Heer matches this unusual characterization with unusual style, with 30+ cinematographers shooting with different styles as Bubby learns from each person he meets, and with the binaural audio recorded to simulate what Bubby would actually hear. It makes for a very weird, experimental film, but Bad Boy Bubby also reveals to be a surprisingly hopeful drama that celebrates the goodness of ordinary life.

Genre: Comedy, Crime, Drama

Actor: Andy McPhee, Carmel Johnson, Claire Benito, Grant Piro, Nicholas Hope, Ralph Cotterill, Syd Brisbane, Ullie Birvé

Director: Rolf de Heer

Rating: NR

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