497 Best Challenging Movies to Watch (Page 25)

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.

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361. Career Girls, 1997

	
Growing up and growing old over time leads to natural separation between friends, but it doesn’t mean that you’ll never see each other again. Career Girls depicts an ordinary reunion between two women Hannah and Annie, but through the subtleties of writer-director Mike Leigh’s dialogue, and the chemistry between Katrin Cartlidge and Lynda Steadman, it captures the weathered yet fond friendship they share, despite all that has happened to them. It’s naturally bittersweet, the same way we remember old friends, but it's also comforting, just having a friend that sees you for who you are, regardless of the time that has passed since you’ve last met.Genre: Drama
Actor: Andy Serkis, Joe Tucker, Kate Byers, Katrin Cartlidge, Lynda Steadman, Margo Stanley, Mark Benton
Director: Mike Leigh

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362. Blue Bayou, 2021

Blue Bayou is a powerful film about a Korean-American man threatened with deportation from the only country he has ever known. Antonio LeBlanc is a hard-working mechanic living in a small town in Louisiana with his wife, Kathy, and their young daughter Jessie. Blue Bayou is a beautifully made film with compelling performances from Chon, Vikander, and the rest of the cast. The film is heartbreaking and hopeful, offering a powerful message about the importance of family and belonging. Justin Chon's direction is assured and confident as he captures the beauty of the Louisiana Bayou and aptly conveys Antonio's isolation and loneliness. He brings a strong sense of empathy and humanity to the material.

Genre: Drama

Actor: Alicia Vikander, Altonio Jackson, Emory Cohen, Geraldine Singer, Jeremy Sande, Jim Gleason, Justin Chon, Linh Dan Pham, Mark O'Brien, Martin Bats Bradford, Randy Austin, Renell Gibbs, Rhonda Johnson Dents, Susan McPhail, Sydney Kowalske, Sylvia Grace Crim, Tyler Henry, Vondie Curtis-Hall

Director: Justin Chon

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363. Blackbird Blackbird Blackberry, 2023

	
We all know that remaining unmarried when middle-aged doesn’t mean one is lacking, but even when we can acknowledge how dated this idea is, for women, there’s still the societal pressure, the loneliness, and the feeling of having missed an opportunity to have children. Blackbird Blackbird Blackberry is centered on one such middle-aged woman living in a small town in Georgia, and she has a fairly peaceful life… until she nearly dies and shortly forms an attraction to another man. Director and co-writer Elene Naveriani takes her time to delve deep into Etero’s story, the complicated grief she has towards the men that have raised her, as well as the spite towards the arbitrary goals other women have reached and made fun of her for. The journey does take a rather slow burn, but it’s wonderful to see a film so empathetic and nuanced about this dilemma, and free from the judgment many women have encountered on this topic.Genre: Drama, Romance
Actor: Eka Chavleishvili, Lia Abuladze, Piqria Niqabadze, Tamar Mdinaradze, Temiko Chichinadze
Director: Elene Naveriani

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364. Birdboy: The Forgotten Children, 2015

	
Looking at the animated character designs, it seemed like Birdboy: The Forgotten Children would be a cutesy, creepy cartoon for children with a defanged Halloween aesthetic. But the cute animals of the island face a horror much scarier than plenty of terrifying tales, because their horrors mirror everyday poverty in a fictional island taken, destroyed, and tossed aside by an industry producing garbage. It immediately starts off bleak, with a father telling his son what became of the island as they pick up copper scraps for food, and as the film continues, desperation starts closing in, shifting the colors into a red, white, and black nightmare. Birdboy: The Forgotten Children takes on a different tone than what animation lovers are used to seeing, but it’s a welcome difference in a media landscape made to distract from today’s troubles.Genre: Animation, Drama, Fantasy
Actor: Andrea Alzuri, Eva Ojanguren, Felix Arkarazo, Jorge Carrero, Josu Cubero
Director: Alberto Vázquez, Pedro Rivero
Rating: NR

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365. Belle, 2013

	
When it comes to British period dramas, aristocrats are rarely portrayed as Black until relatively recently, with colorblind casting tending to focus more on acting talent rather than how race would affect and shape a character. That being said, while rarely acknowledged, Black descendants of British aristocracy actually did exist, and one of whom has been depicted in Belle. With the excellent Gugu Mbatha-Raw making her film breakthrough here, Belle reckons with the difficult questions of race and sex in 18th century Britain, contemplating the real woman’s options in a world determined entirely by blood and inheritance, a discussion brushed aside in other period dramas, but one that should be examined. While director Amma Asante does take plenty of liberties in the actual facts, she also excellently balances both the fictional romance and the historical realities Dido Elizabeth Belle had faced, making both parts as compelling and as essential as each other.Genre: Drama
Actor: Alan McKenna, Alex Jennings, Andrew Woodall, Cara Jenkins, Daniel Wilde, Emily Watson, Gugu Mbatha-Raw, James Northcote, James Norton, Matthew Goode, Miranda Richardson, Natasha Williams, Penelope Wilton, Sam Reid, Sarah Gadon, Tom Felton, Tom Wilkinson
Director: Amma Asante
Rating: PG

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366. After Lucia, 2012

	
As much as we like to imagine children being innocent, schoolyard bullying does happen, and sometimes it goes way past the regular teasing and ends up becoming something that could only be described as evil. After Lucia is the story of a girl that has experienced this after the death of her mother, leaving only her and her father behind. While Roberto does try to reach out to her, the death of her mother means the loss of a trusted adult, someone that Alejandra can talk about anything and everything with without judgment. Writer-director Michel Franco gradually escalates the terrible deeds done by Alejandra’s classmates, building up mercilessly that it leads to a terrible end. But ultimately, the ugliness of what happens emphasizes how a lack of open communication, a reluctant school administration, and an ineffective policy towards bullying easily places children in danger.Genre: Drama
Actor: Gonzalo Vega Sisto, Hernán Mendoza, Mónica Del Carmen, Nailea Norvind, Paco Rueda, Tamara Yazbek Bernal, Tessa Ía
Director: Michel Franco

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367. 12th Fail, 2023

	
When everyone around you is cheating, the temptation to join in is tempting, especially if you’re not confident in your own abilities. 12th Fail is the story of IPS officer Manoj Kumar Sharma, and it’s a story about how one instance of honesty sets him on a path to become the same honest police officer that helped save his brother’s life. While it does take a fairly standard message, and the pace falters a bit as it goes on, the biopic depicts this from an understanding of how things are unfairly stacked against people like Manoj, but also with an understanding that the country needs more everyday people in their ranks. 12th Fail may be a familiar underdog story, but it’s lovely, well-made, and unironically sincere in its message to be honest, even when the odds are stacked against you.Genre: Drama, History
Actor: Abhishek Sengupta, Anant Joshi, Anshumaan Pushkar, Geeta Agrawal Sharma, Harish Khanna, Medha Shankr, Perry Chhabra, Priyanshu Chatterjee, Sanjay Bishnoi, Sarita Joshi, Sonal Jha, Vidhu Vinod Chopra, Vijay Rajoria, Vikas Divyakirti, Vikrant Massey
Director: Vidhu Vinod Chopra

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368. Welcome, 2009

A Kurdish-Iraqi immigrant runs into serious immigration problems as he tries to immigrate from France to England in order to be reunited with his girlfriend. Eventually he begins to train in swimming, in an attempt to swim the channel between France and England. Welcome is a gripping tale of tolerance as well as relationships between locals and immigrants. It also gives a great look into the shortcoming of the European immigration system, and will have you crying by the end of it, no question.

Genre: Drama, Romance

Actor: Audrey Dana, Behi Djanati Atai, Blandine Pélissier, Bruno Tuchszer, Carine Bouquillon, Derya Ayverdi, Emmanuel Courcol, Éric Herson-Macarel, Firat Ayverdi, Firat Celik, Florence Hebbelynck, Jacques Herlin, Jean-François Fagour, Jean-Paul Comart, Jean-Pol Brissart, Jeremy Zylberberg, Joakim Latzko, Mehmet Selim Akgul, Murat Subasi, Olivier Rabourdin, Patrick Ligardes, Stéphane Butet, Thierry Godard, Vincent Lindon, Vincent Pietton, Yannick Renier

Director: Philippe Lioret

Rating: Not Rated, Unrated

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369. War Sailor, 2023

Originally released as a film, War Sailor tells the oft-forgotten tale of the Norwegian merchant sailors who were required by law to take part in the battle against Axis forces. Reluctantly but bravely, they rose to the challenge and became part of a valiant effort that unfortunately went under the radar because of their civilian status.

The extended three-part series on Netflix gives these war sailors their due by telling their story in rich detail and epic proportions. It goes even deeper to explore the aftermath of war and its harrowing toll on survivors. The storytelling is grand, but it's important to note that War Sailor is less interested in heroics than it is in humanity—it has the characters questioning the purpose of fighting a war they know little about and dives deep into their lives post-war, where even then peace still seems elusive.

It’s a sprawling story so the pacing can get sluggish, but if you don't mind the occasional overlong take, then War Sailor pays off immensely.

Genre: Drama

Actor: Ine Marie Wilmann, Kristoffer Joner, Pål Sverre Hagen

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370. Utøya: July 22, 2019

	
This movie is different from a Netflix release about the same events. Actually, it's different from any movie you've probably seen before. Depicting the terrorist attack that took 77 lives in 2011 in an island near Oslo, Norway, it's made to make you feel as if you were part of the attack. It's shot to resemble one take, and the time of the movie is the time it took the attack to unfold (so you're witnessing it in real-time). While closely based on the accounts of two survivors, it follows a fictional character called Kaja who looks for her sister during the attacks. Utøya: July 22 pushes the limits of what you can watch in a movie but serves as a terrifying testament to the atrocity of a terrorist attack of such nature.Genre: Drama, History
Actor: Ada Eide, Aleksander Holmen, Andrea Berntzen, Brede Fristad, Daniel Sang Tran, Elli Rhiannon Müller Osborne, Elli Rhiannon Müller Osbourne, Ingeborg Enes, Jenny Svennevig, Karoline Petronella Ulfsdatter Schau, Mariann Gjerdsbakk, Solveig Koløen Birkeland, Torkel D. Soldal, Yngve Berven
Director: Erik Poppe
Rating: Not Rated

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371. Trees Lounge, 1996

	
There's no shortage of media depicting alcoholism, but many of them come across as preachy, sanctimonious, and coming from someone that hasn't gone through it. Steve Buscemi’s directorial debut is another character study of an alcoholic pushed to drink because of losing both his job and his girlfriend, but the way Buscemi writes, directs, and acts as this Long Island town drunkard has an unassuming realism that doesn’t paint Tommy’s life as the worst thing ever, but rather as a steady toleration of having life left unfixed, of continuing to indulge in self-destructive behavior, because it’s not bad enough to actually do something about it. Trees Lounge might not be the most exciting debut, but it’s one that’s honest.Genre: Comedy, Drama
Actor: Anthony LaPaglia, Bianca Hunter, Bronson Dudley, Brooke Smith, Carol Kane, Chloe Sevigny, Daniel Baldwin, Debi Mazar, Elizabeth Bracco, Eszter Balint, iO Tillett Wright, Irma St. Paule, John Ventimiglia, Kevin Corrigan, Lawrence Gilliard Jr., Mark Boone Junior, Michael Buscemi, Michael Imperioli, Mimi Rogers, Richard Boes, Rockets Redglare, Samuel L. Jackson, Seymour Cassel, Steve Buscemi, Steven Randazzo, Suzanne Shepherd
Director: Steve Buscemi
Rating: R

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372. The Passenger (2023)

More psychological drama than bloody horror, The Passenger focuses on its two leads, Randy (Johnny Berchtold) and Benson (Kyle Gallner), and the odd bond they form while on the run. Randy is held hostage by the violent Benson, but Benson only asks that Randy confront his trauma and realize his potential. They’re not quite friends, but as two broken people taking part in a broken society, they share a fondness for each other that complicates the typical captor-captive narrative. It’s not as raw or gritty or even as dark as you’d expect, and there are moments when the film meanders only to end up at a dead end. But it has profound things to say about trauma, healing, and second chances, and those turns, while unexpected, are also wholly welcome in this unassumingly powerful film.

Genre: Thriller

Actor: Billy Slaughter, Johnny Berchtold, Kyle Gallner, Liza Weil, Sue Rock

Director: Carter Smith

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373. The Nightingale, 2018

From The Babadook director Jennifer Kent comes another horror, although this one is more about the horrors of humanity. Set in 1825 Tasmania, The Nightingale follows Irish settler Clare as she seeks bloody revenge on the monsters who wronged her and her family. She teams up with an Aboriginal guide named Billy to accomplish her goal.

Because of its often violent and disturbing tone (the film is rated R for its potentially triggering scenes), The Nightingale understandably polarized audiences upon its release. But it's also an excellent conversation piece, best watched with friends or anyone up for a discussion-filled movie night.

Genre: Adventure, Drama, History, Thriller

Actor: Aisling Franciosi, Alan Faulkner, Anthony Phelan, Baykali Ganambarr, Ben McIvor, Charlie Jampijinpa Brown, Charlie Shotwell, Christopher Stollery, Damon Herriman, Eloise Winestock, Ewen Leslie, Harry Greenwood, Huw Higginson, James O'Connell, Luke Carroll, Maggie Blinco, Magnolia Maymuru, Matthew Sunderland, Michael Sheasby, Nathaniel Dean, Sam Claflin, Sam Smith

Director: Jennifer Kent

Rating: R

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374. The Last Suit, 2017

	
When something like a World War happens, the generation that grew up at the time inevitably would be changed, and this change sticks to that generation, even if the ones that follow don’t immediately understand. The Last Suit is centered on this idea, but it does so through a relatively lighthearted and humorous way, as Abraham Bursztein goes on a cross-continental trip to see a childhood friend from the war, and meet people with different perspectives along the trip. With at least six different languages, two different timelines, and a compelling protagonist, The Last Suit is a new take on the Holocaust that might be a tad too sentimental for some viewers, but is a poignant reminder of the history that still haunts the world today.Genre: Drama
Actor: Ángela Molina, Cristóbal Pinto, Jacek Lenartowicz, Jan Mayzel, Julia Beerhold, Karolina Porcari, Martín Piroyansky, Michał Sikorski, Miguel Ángel Solá, Natalia Verbeke, Norma Argentina, Olga Bołądź
Director: Pablo Solarz

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375. Shattered Glass, 2003

Shattered Glass tells the unbelievably true story of Stephen Glass, a popular and promising young journalist at The New Republic. Stephen's storytelling skills are sought out not just by his admiring colleagues but by other publications as well, so when a rival journalist from Forbes finds holes in one of Stephen's stories, no one takes the accusation seriously at first—except perhaps for Charles Lane, Stephen's editor. Immune to Stephen's charms, Charles digs for the truth and tries, despite an alarming lack of support, to pursue what's right.

Set in the '90s, Shattered Glass may be a throwback to old-school journalism, but its ideas about the integrity of facts still hold water, especially in an age fraught with rampant disinformation.

Genre: Drama, History

Actor: Andrew Airlie, Bill Rowat, Brett Watson, Brittany Drisdelle, Caroline Goodall, Cas Anvar, Chad Donella, Chloe Sevigny, Christian Tessier, Hank Azaria, Hayden Christensen, Howard Rosenstein, Isabelle Champeau, Jamie Elman, Linda E. Smith, Louis-Philippe Dandenault, Luke Kirby, Lynne Adams, Mark Blum, Mark Camacho, Melanie Lynskey, Michele Scarabelli, Morgan Kelly, Owen Roth, Pauline Little, Peter Sarsgaard, Pierre Leblanc, Rosario Dawson, Russell Yuen, Simone-Elise Girard, Steve Zahn, Ted Kotcheff, Terry Simpson

Director: Billy Ray

Rating: PG-13

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