473 Best Challenging Movies to Watch (Page 28)

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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406. Coming Home, 2014

	
When adapting a novel, sometimes the book is too long to fit into a whole feature, so filmmakers would create a multi-part film series, or they would cut down just enough to fit a feature length runtime without sacrificing the main points of the novel. Coming Home is a love story where a devoted couple still commit to their bond despite imprisonment, distance, and even failing memory, and in Zhang Yimou’s hands, the direction, structure, and execution definitely tug at the heartstrings. However, this is only the last part of Geling Yan’s original novel The Criminal Lu Yanshi. Zhang may have only been moved by the devotion Yan’s grandparents held for each other, and, to be fair, this devotion is quite moving. However, curiosity remains for the beginning of Lu’s journey– the whole reason and purpose Lu chose to act in ways that warranted his arrest.Genre: Drama, Romance
Actor: Chen Daoming, Chen Xiaoyi, Ding Jiali, Gong Li, Guo Tao, Liu Peiqi, Xin Baiqing, Yan Ni, Zhang Huiwen, Zhang Jiayi, Zu Feng
Director: Zhang Yimou
Rating: PG-13

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407. Cold Fish, 2011

	
With the difference between our day-to-day selves and our darker desires, it’s hard to say which side is the real slice of one’s identity, given that there are certain compromises we have to make in existing in society. Cold Fish takes a wildly violent and explicit approach to this, with a seemingly innocent favor spiralling into a toxic co-dependence between tropical fish sellers Yukio and Nobuyuki, and it’s a harrowing depiction of how quiet, unassuming men can be pushed into evil deeds because of passivity, whether that’s being taken advantage of, or being unwilling to speak against it. And of course, with Sion Sono at the helm, it’s painted and etched with all the gore and taboo he’s well known for.Genre: Crime, Drama, Horror, Thriller
Actor: Asuka Kurosawa, Denden, Hideo Nakaizumi, Hikari Kajiwara, Ichiro Hashimoto, Jyonmyon Pe, Kazuma Yamane, Lorena Koto, Makoto Ashikawa, Masahiko Sakata, Masaki Miura, Megumi Kagurazaka, Mitsuru Fukikoshi, Natsumi Seto, Ryohei Abe, Suwaru Ryû, Taro Suwa, Tetsu Watanabe
Director: Sion Sono
Rating: NR

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408. Closet Monster, 2016

	
The divorce of one’s parents can be difficult, but more so when that relationship is messy and emotionally fraught. And when the parent one ends up living with turns out to be homophobic, it’s so much harder to accept the possibility of not being straight. Stephen Dunn’s film feature debut Closet Monster is centered around this experience, one inspired by Dunn growing up in Canada, and while the symbolism is on the nose, the emotions feel real, maybe even too real. On top of the fear of not being accepted, there’s the resentment of being left behind, the disdain towards the adults who should know better, and the fear of becoming exactly like them. Closet Monster doesn’t shy away from these difficult feelings, even when it does so through the whimsical way Oscar imagines talking to his pet hamster.Genre: Drama, Fantasy, Mystery
Actor: Aaron Abrams, Aliocha Schneider, Connor Jessup, Isabella Rossellini, Jack Fulton, James Hawksley, Joanne Kelly, Jonathan Watton, Marthe Bernard, Mary Walsh, Sofia Banzhaf
Director: Stephen Dunn

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409. Camille Claudel, 1988

	
We remember the idea of the tortured artist, in part due to many works depicting life’s sorrows, but also due to the fact plenty of the greats fit this trope well. Camille Claudel is one such tortured artist, but her anguish has not led her to artistic acclaim. Instead, Isabelle Adjani’s take on the sculptor contemplates the ways her genius has gone unrecognized, in part due to her bout of insanity, but in part due to the maddening ways her art has been cut short by those that claim to love her. While it does take nearly three hours, and, like in real life, the film focuses more on her relationship with Rodin than her own art, Camille Claudel nonetheless remains a fascinating character study of a woman that just wanted to make art on her own terms.Genre: Drama, History, Romance
Actor: Alain Cuny, Aurelle Doazan, Danièle Lebrun, Gérard Baume, Gérard Depardieu, Hester Wilcox, Isabelle Adjani, Jean-Pierre Sentier, Katrine Boorman, Laurent Grévill, Madeleine Marie, Madeleine Robinson, Maxime Leroux, Philippe Clévenot, Roch Leibovici, Roger Planchon
Director: Bruno Nuytten
Rating: R

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410. Bombay, 1995

	
While the world has gotten used to the many variants of the Romeo and Juliet story, Bombay was controversial upon its release, due to the story being centered on an interreligious marriage between a Hindu man and a Muslim woman– it led to bans in at least two countries, and to at least two homemade bombs thrown at the director’s house. The main Muslim leading lady was also portrayed by Nepali Hindu actress, Manisha Koirala, and there’s a bit of a bias with the way certain real-life events were portrayed. Despite this, Bombay still managed to captivate the country, with writer-director Mani Ratman skillfully holding our empathy for the two lovers, integrating their personal relationship in the context of the wider social issues that was shifting India at the time, and doing it all through its dynamic shots, excellent performances, and the spectacular soundtracks. It’s because of this Bombay is remembered as an ambitious masterpiece and commercial success, becoming one of the highest grossing Tamil films ever made.Genre: Drama, Romance
Actor: Arvind Swamy, Kitty, M. V. Vasudeva Rao, Manisha Koirala, Nagendra Prasad, Nassar, Prakash Raj, Priya, Rohini, Sonali Bendre, Tinnu Anand
Director: Mani Ratnam

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411. Blood Vessel, 2023

Pollution disproportionately affects developing nations, and when governments continue to allow the lackluster waste management processes of large-scale industries, sometimes the only option is to leave. That’s what the six protagonists do in Blood Vessel, though escaping the situation isn’t as easy as it sounds. The first half starts out fairly slow, as we get to know the group, but it’s all to bring about emotional devastation as the film unfolds into violent ends. While certain plot elements don’t have a neat resolution, and certain technical aspects sometimes feel distracting, Blood Vessel works through the strength of its six lead performances.

Genre: Drama, Thriller

Actor: Alex Budin, Bimbo Manuel, David Ezekiel, Dibor Adaobi, Jidekene Achufusi, René Mena, Slyvester Ekanem

Director: Moses Inwang

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412. Blood Tea and Red String, 2006

	
Blood Tea and Red String is cryptic as hell. There’s no dialogue, the film was in production for around 13 years, and the stop-motion animated rats and bat-crow creatures fight over a stuffed human-like doll and her bird-bodied child, spilling some tea and sewing her together with help from frog priests and a spider woman that keeps spinning her web. Whether the film is an allegory for class struggle and the inherent destructiveness of art, or is a straightforward Alice-in-Wonderland-esque fairytale with goth and medieval motifs is up to the viewer, but either way, the symbolism of Blood Tea and Red String is interesting enough to watch and try to make your own conclusions.Genre: Animation, Fantasy, Thriller
Actor: Christiane Cegavske
Director: Christiane Cegavske
Rating: NR

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413. Black Book, 2006

	
Of course, with wartime spy romances, it’s expected to have conflicted desire, twisty betrayals, and the internal war between personal love and national duty. Black Book delivers this in spades, infusing the drama with writer-director Paul Verhoeven’s propensity for sex and violence, which he brings back to his homeland after two decades apart. The drama is well-made, especially with the talented Carice van Houten as a survival-first composite spy character inspired by several resistance members, but the familiar plot, the melodrama, and the pacing can make the 2 and a half hour runtime feel a bit tedious for some viewers. Still, for fans of the genre, Black Book isn’t a terrible choice to watch.Genre: Drama, Thriller, War
Actor: Bert Luppes, Carice van Houten, Christian Berkel, Derek de Lint, Diana Dobbelman, Dolf de Vries, Frank Lammers, Garrick Hagon, Gijs Naber, Halina Reijn, Hugo Metsers, Johnny de Mol, Marcel Musters, Marisa van Eyle, Matthias Schoenaerts, Menno van Beekum, Merel Pauw, Michiel Huisman, Mike Reus, Nolan Hemmings, Peter Blok, Pieter Tiddens, Ronald Armbrust, Sebastian Koch, Theo Maassen, Thom Hoffman, Timothy Deenihan, Waldemar Kobus, Xander Straat
Director: Paul Verhoeven
Rating: R

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414. Big Fish & Begonia, 2016

	
Widely considered as the dawn of Chinese animation, Big Fish & Begonia frankly isn’t as outstanding as Japan’s Spirited Away, but it does share some of its charms. The awe-inspiring natural spirit world looks something akin to the worlds of Studio Ghibli, as well as the cute creatures, this time in dolphin-fish form. Even those unfamiliar with Chinese mythology can recognize the folklorish elements in the story, particularly the magic that feels reminiscent of Little Mermaid, and as each of the teen protagonists makes a sacrifice, it still tugs at the heartstrings. It’s not perfect, and the third act does get a tad convoluted, but Big Fish & Begonia still works emotionally as an homage to Chinese folklore.Genre: Adventure, Animation, Fantasy
Actor: Ji Guanlin, Jie Zhang, King Shih-Chieh, Pan Shulan, Su Shangqing, Timmy Xu, Xue Lifang
Director: Liang Xuan, Zhang Chun
Rating: PG-13

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415. Beyond the Light Barrier, 2023

Documentaries tend to depict real subjects through grounded, true-to-life ways, but the subject matter of Beyond the Light Barrier feels quite fantastic. Based on the autobiography of a South African meteorologist, this documentary isn’t about the science of weather watching – instead, it’s about Elizabeth Klarer and her strange account of her alien lover. Director Uga Carlini reimagines her encounters through 50’s style graphics, comic book-like illustrations, and John Kani’s serene narration. The film doesn’t make the conclusion whether aliens are true, as the film’s interviews vary between believers and skeptics. However, it’s an interesting look into these encounters, and how people use these unusual accounts to express certain fears and ideologies, especially in its last fifteen minutes.

Genre: Documentary, Drama

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416. Bent, 1997

	
In this day and age, it thankfully has become less risky to come out as gay, due to the struggle of many LGBTQ+ people from the past. However, this struggle was hard won– while gay people were persecuted in the Nazi regime, it was only until decades later people started to discuss it, and one reason why research and education about it increased was due to the play Bent, depicted in film in 1997. The screen version admittedly falters compared to the West End original, with static staging and focus on the dialogue over action, but the performances are fairly decent, with an unexpected collection of cast members that maximize each moment they’re in. It’s quite depressing, and sometimes heavy handed, but Bent is a needed perspective.Genre: Drama, History, Romance
Actor: Brian Webber, Clive Owen, Crispian Belfrage, David Meyer, David Phelan, Geraldine Sherman, Gresby Nash, Holly Davidson, Ian McKellen, Johanna Kirby, Jude Law, Lothaire Bluteau, Lou Gish, Mick Jagger, Nikolaj Coster-Waldau, Paul Bettany, Paul Kynman, Peter Stark, Rachel Weisz, Richard Laing, Rupert Graves, Rupert Penry-Jones, Sadie Frost, Stefan Marling, Suzanne Bertish
Director: Sean Mathias

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417. Belascoarán, PI, 2022

Mexico City, 1970. Héctor Belascoarán leaves his stable office job and beautiful (but unhappy) marriage to pursue the adrenaline-filled life of a private detective. The police are useless, Héctor points out, not to mention corrupt and often in on the crime, so it's up to him to tackle the many unsolved cases that haunt the city he loves.

Because he thinks himself a hero, Héctor narrates each episode in that nostalgic noir way, but the catch is that he is, in fact, no slick savior. Hector is still a rookie, prone to blunders and miscalculations, but his perseverance saves the day. In this way Belascoarán, PI is both a tribute and a sendup of detective films of yore; it references the genre in style and substance, but it isn't above joking about it either. It's proof that you can challenge viewers without sacrificing the laughs, and vice versa.

Genre: Crime, Drama

Actor: Andrés Parra, Irene Azuela, Luis Gerardo Méndez, Paulina Gaitan

Director: Ernesto Contreras, Hiromi Kamata

Rating: TV-MA

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418. Anne at 13,000 Ft., 2021

A character study in the absolute purest sense, Anne at 13,000 Ft. doesn't even have the kind of satisfying closure one would expect from any story, nor does it explain anything about its protagonist's difficult, erratic behavior in the context of mental health. It's an exercise in testing how much empathy a character can earn solely on account of their being a human being having a hard time. Appropriately, the filmmaking on display makes for a deliberately uncomfortable experience, with tension ratcheting up in practically every given situation, enhanced by the fact that director Kazik Radwanski and star Deragh Campbell improvised much of the movie as they were making it.

Genre: Drama

Actor: Deragh Campbell, Dorothea Paas, Helly Chester, Joseph Simon, Lawrene Denkers, Lisa Aitken, Matt Johnson, Michael Kuthe, Suzanne Pratley, Tiffany Blom

Director: Kazik Radwanski

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419. Analog Squad, 2023

Before the late 2000s, people didn’t have social networking sites like Facebook and Instagram to connect with loved ones from afar, but every family reunion, there’s still some posturing in order to feel accepted by older family members. Analog Squad takes this to the extreme as Pond hires actors in order to act out the perfect family. It’s… an interesting solution. This premise naturally delivers some comedic hijinks, as lies pile up over time, but it also drives the plot as it creates two mysteries: 1) What happened that was so bad that Pond needed to resort to this? And 2) Who is crazy enough to accept this job? It takes a while to get there, and the story is uneven between the fake family members, but the ensemble charms Pond’s family (and the viewers) with ease as Analog Squad explores how loving families end up being dysfunctional.

Genre: Drama

Actor: Bhumibhat Thavornsiri, Kritsanapoom Pibulsonggram, Kullanat Preeyawat, Nopachai Jayanama, Surasee Ithikul, Wipawee Patnasiri

Director: Nithiwat Tharathorn

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420. American Nightmare, 2024

With stories like Gone Girl and the true crime boom of the 2010s, it’s easy to believe that these depictions are harmless– fake crime stories are fictional, after all, and surely, it’s important to discuss real crime in order to prevent it. New Netflix docu-series American Nightmare portrays a real life case itself, but it questions the impact these stories have towards real life. It depicts what used to be called the “real life Gone Girl” kidnapping, whose investigation and media speculation was colored by these stories, which hindered Huskins’ rescue. The case eventually led to the real culprit, but American Nightmare challenges the viewers themselves, as it stretches the case across three episodes, portraying each angle in the true crime flair we’re used to speculating with.

Genre: Documentary

Rating: TV-MA

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