448 Best Challenging Movies to Watch (Page 20)

It’s not easy to watch films about child abuse, so it makes sense that This Boy’s Life wouldn’t be a hit blockbuster, but it’s still surprising how this 90’s film still remains an underrated gem. For starters, big names like Robert De Niro and Leonardo DiCaprio (in his breakthrough role), star as leads, and their performances are top-notch. But what ultimately makes the film a good movie to watch is how surprisingly nuanced it depicts child abuse and neglect. Part of this nuance is due to being based on a true memoir, but director Michael Caton-Jones and writer Robert Getchell capture the insidious way abuse can start and become normalized in a household while still highlighting the ways survivors can escape. It’s not an easy watch, but This Boy’s Life is a moving drama that deserves more time in the sun.

Genre: Drama

Actor: Carla Gugino, Chris Cooper, Eliza Dushku, Ellen Barkin, Frank C. Turner, Gerrit Graham, Jonah Blechman, Kathy Kinney, Leonardo DiCaprio, Morgan Brayton, Robert De Niro, Sean Murray, Tobey Maguire, Tracey Ellis, Travis MacDonald, Zachary Ansley

Director: Michael Caton-Jones

Rating: R

As a first feature, The Unbelievable Truth had a startlingly new style at the time, with deadpan humor, intentional stilted dialogue delivery, interrupting intertitles, and randomly posed existential questions, but these stylistic touches was what made Hal Hartley a key figure in the early aughts of American indie filmmaking. It’s a surprising twist to the romantic comedy, the first where Hartley pays homage to his hometown of Long Island. The two leads form an unconventional relationship, that at first, seems objectionable with Josh having a criminal background, and Audry just barely coming of age, but as they recognize the genuine emotion inside of each other– the existential despair, the want of a normal life, and the soul seeking they try to find through art, science, and literature– the romance just works. This, the leap of faith in another person despite appearances, forms the current that makes the portrait of small town America feel real and hopeful, even with its nihilistic humor.

Genre: Comedy, Drama, Romance

Actor: Adrienne Shelly, Bill Sage, Christopher Cooke, David Healy, Edie Falco, Gary Sauer, Jeff Howard, Julia McNeal, Katherine Mayfield, Kelly Reichardt, Mark Chandler Bailey, Matt Malloy, Mike Brady, Paul Schulze, Robert John Burke, Tom Thon

Director: Hal Hartley

Rating: R

Joel Coen's minimalist vision of the Scottish play emphasizes that these monstrous acts of hubris and violence are carried out not because of madness or magical prophecy, but out of the rational yet selfish decisions made by grown adults. It's a distinctly character-focused interpretation of Shakespeare that should be insightful for students and fans alike, as Denzel Washington and Frances McDormand lend more sedate performances to what have become two of the grandest characters in theater history. The Tragedy of Macbeth weaken the impact of some of Shakespeare's most famous soliloquies due to the film's more hurried runtime, but it makes for a great tribute nonetheless. Come for the stunningly lit black-and-white sets, stay for the gleefully creepy performance by Kathryn Hunter as the three witches.

Genre: Drama, Fantasy, War

Actor: Alex Hassell, Bertie Carvel, Brendan Gleeson, Brian Thompson, Corey Hawkins, Denzel Washington, Ethan Hutchison, Frances McDormand, Harry Melling, Jacob McCarthy, James Udom, Jefferson Mays, Kathryn Hunter, Kayden Alexander Koshelev, Lucas Barker, Matt Helm, Max Baker, Miles Anderson, Moses Ingram, Nancy Daly, Olivia Washington, Peter Janov, Ralph Ineson, Richard Short, Robert Gilbert, Scott Subiono, Sean Patrick Thomas, Stephen Root, Susan James Berger, Wayne T. Carr

Director: Joel Coen

Horse riding. Gunslinging. Revenge and protection. These are notable elements in a Western, Spaghetti or otherwise. But rarely do these movies contemplate the indigenous tribes that originally lived in these desert towns, right before they were chased away and killed by white colonizers. Writer-director Felipe Gálvez Haberle takes these elements to showcase a new perspective in The Settlers, with mestizo Chilean sharpshooter Segundo forced to inflict atrocities onto his fellow native Chileans by the orders of a wealthy Spanish landowner, a British officer, and an American mercenary. The landscapes captured are sublime, the portraits are vignetted, but what’s most striking is the way Gálvez mixes in cinematic Western film style with real life colonial history, dramatic conflict with historical detail on a rarely discussed genocide.

Genre: Drama, Western

Actor: Agustín Rittano, Alfredo Castro, Benjamín Westfall, Camilo Arancibia, Heinz K. Krattiger, Luis Machín, Marcelo Alonso, Mariano Llinás, Mark Stanley, Sam Spruell

Director: Felipe Gálvez

Rating: NR

The Western had its heyday in the 60s, but the decades have proven that there’s still stories from the deserts that we haven’t heard yet, and gems that twist the genre on its head. The Proposition is a unique Western, being from the East, in Australia where the Brits have started to form colonies. As the British Empire builds society, and the police start to enforce the King’s justice, writer Nick Cave and director John Hillcoat crafts a bloody tale, where promises between men are betrayed for the State, where vengeance can only be met through brutality, and where the line between civility and savagery is drawn and moved by the will of an angry majority. The Proposition is quite violent, but it’s performed well, scored by a moody, moving soundtrack, and it surprisingly contemplates Australia’s bloody past.

Genre: Action, Adventure, Crime, Drama, Thriller, Western

Actor: Bogdan Koca, Boris Brkic, Bryan Probets, Danny Huston, David Gulpilil, David Vallon, David Wenham, Emily Watson, Gary Waddell, Guy Pearce, Iain Gardiner, Jeremy Madrona, John Hurt, Leah Purcell, Mick Roughan, Noah Taylor, Oliver Ackland, Ralph Cotterill, Ray Winstone, Richard Wilson, Robert Morgan, Tom Budge, Tom E. Lewis

Director: John Hillcoat

Rating: R

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

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

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

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

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

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