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48 Best Challenging Movies to Watch

Find the best challenging movies to watch, from our mood category. Like everything on agoodmovietowatch, these challenging movies are highly-rated by both viewers and critics.

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Understated in budget but lavished with praise, this semi-autobiographical drama by Daniel Destin Cretton flings its audience into the chaotic lives and personal crises of at-risk youths and the passionate social workers that aid them. In his first feature film, the young director draws the viewers into the storm of events and the emotional ups-and-downs of social work in America, going from uplifting to depressing and back – and every emotion in-between.Set in the real-life and eponymous group home Short Term 12, devoted but troubled foster-care worker Grace is played by Brie Larson, whose shining performance in her first leading role was lauded by critics. Fans will also recognize the supporting actors Lakeith Stanfield and Rami Malek, who broke out in this movie. Short Term 12 is now considered one of the most important movies of 2013 – some say of the decade – owing to its immaculate writing, intimate camerawork, and gripping performances.

9.9

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Not one but two Oscars as well as a Golden Globe are among this movie’s never-ending list of accolades. It was the first Iranian film ever to get an Oscar and the first non-English film ever nominated for Best Screenplay. Originally titled The Separation of Nader from Simin in Persian, it homes in on the dissolving relationship of a middle-class couple from Teheran – and the unintended consequences of tragic events. However, this film is so intense, well-acted, and well-written, it defies categorization. To be sure, the movie does offer a painful look at a deteriorating marriage. It’s also timely, dealing with the politics of theocracy, economic underdevelopment, and social alienation. It presents tense moral dilemmas without pointing a finger. If you’re curious to learn about the humans of Iran and, by cultural extension, the humans of the Middle East beyond the scope of global politics, A Separation is also for you. But please don’t call it world cinema, because this is no Slumdog Millionaire. Above all, it is a searing portrayal of human conflict, relationships, and morals. It is an almost perfect depiction of how many bad people are simply good people running out of options.

9.7

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Aptly named ‘Rupert Grint on speed’ by one critic, Antoine-Olivier Pilon plays Steve, an abusive ADHD adolescent who just got out of a juvenile care facility for setting fire to the school cafeteria and injuring a fellow student. Similarly, his mother Diane, played by Anne Dorval, is a type of Lorelai Gilmore on speed – and to say that sparks fly when they clash is an understatement. But help comes from unexpected places: ‘Die’ makes friends with Kyla, an anxious teacher living across the street, who then gets sucked into this crazy, volcanic mess. Mommy is the fifth feature film by French-Canadian don’t-call-him-a-hipster director Xavier Dolan and won the Cannes Jury Prize for its originality. It is shot in the 1:1 ‘portrait’ format, but every now and then a moment of exhilaration will crack open the frame. The brutality on screen is sugar-coated by an all-over-the-place soundtrack that includes the Counting Crows, Celine Dion, and Blue (Da Ba Dee) by Eiffel 65. Shrill, violent, and demented, this out-of-control dark comedy will punch you in the guts. But it also aims straight for the heart and doesn't miss. Prepare to be continually torn between laughing out loud, clawing your seat, and covering your mouth in shock.

9.7

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A wealthy paraplegic needs a new caretaker. His choice is surprising -- an ex-con down on his luck. Both of their lives are changed forever. Based on a true story, it is funny, touching, and very surprising.  It will have you rolling on the floor laughing one minute and reaching for your hankie the next. Intouchables is one of those perfect movies, that will easily and instantly make anyone's all-time top 10 list.

9.6

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A heart-breaking examination of a decaying shell of a once-bright marriage, this sad yet erotic-seeming story mixes happy flashbacks of attraction and desire with the grim reality of a dull life. It boosts an electrifying performance from Michelle Williams and Ryan Gosling, who seamlessly combine tenderness, rage, lust and sadness. This is a guaranteed tear-jerker, so make sure you've brought your Kleenexes!

9.5

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How far are you ready to go for a friend? You will find yourself puzzled with this question after you watch 4 Months, 3 Weeks and 2 Days. Set in Communist Romania, it's about a college student assisting her friend in arranging an illegal abortion. When things don't go as planned they find themselves in extremely tense and uncomfortable situations. Powerful performances and a realistic script drive a suspenseful and interesting experience. Won the Palme d'Or at Cannes.

9.2

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The Look of Silence is an incredible documentary from Director Joshua Oppenheimer, a follow-up/companion piece to his award-winning documentary The Act of Killing. Both films focus on the Indonesian Genocide of 1965-66, where the military government systematically purged up to one million communists. In this film an optician named Adi Rukun meets with various members of the death squad that murdered his brother, under the guise of providing them eye examinations. As he questions them about their participation in the killings, they show little remorse and in fact provide lurid details to the many executions. It’s a stunning and provocative look at the legacy of historical violence, along with the insidious propaganda that provoked it then and continues to justify it to younger generations.

9.1

If you liked Netflix’ Stranger Things gloomy suspense, sit tight because there is a lot more of where that came from in Dark. Here is what they have in common: the aesthetic, great music, and they’re both about the disappearance of a child. Other than that, it is very difficult to compare Dark to anything else I’ve seen before.This German show is about a town with a long and dark history, which is brought to the forefront of the collective conscious when a child goes missing. The plot twists and turns through decades of history – and that’s as much as I will share without ruining the show for you. Dark uses beautiful aesthetic, both visually and musically, to be compelling and painfully tension-ridden. Season two has more bouncing between timelines and more dark and inexplicable events, as now six people are missing. 

9.0

It's often said that trying to make a comedy movie featuring a character with cancer is just a bad idea. And while there may be a good share of failed attempts in that category, 50/50 is not one of them. In a movie that comes closer to a believable real life situation than most, 50/50 manages to mine humor, pathos and simple honesty from a dark and traditional situation.  Starring Seth Rogan and Joseph Gordon-Levitt, this film isn't afraid to 'go there' but you'll enjoy the journey.

9.0

In the grand tradition of the ethnographic world tours like Mondo Cane, Samsara hits you in the face with the diversity and wonder of human life on earth. Unlike many of its predecessors, which often descended into colonialist gawping, Samara maintains a non judgmental gaze. This film uses no words or narration to travel the world showing you the breathtaking beauty of various countries, cultures, religions, cities, industries and nature. Shot on 70mm film, the definition and clarity has to be seen to be believed.

9.0