46 Best Challenging Movies to Watch

Being challenged by a movie has to be one of the best experiences, period, not just of movie viewing. A harsh reality portrayed, or complex ideas being exposed, though-provoking problems and situations, or the film boosting a dark, interesting outlook on life – all are cherished and deeply humane interactions with this form of art and storytelling.

Below are recommendations handpicked by our staff from this mood featuring challenging movies.

New Top Vouch On Netflix Best Films Most Recent

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Good Movie

81% Vouch

The Tale

Sometimes you can just tell a movie means way too much to the people who made it. That makes me want to watch it more than once, which is what I wanted to do with The Tale. But while I think it’s such an amazing movie and everyone should watch it, I don’t think I can stomach a second watch.. It is based on the director/writer Jennifer Fox’s own story – recounting her first sexual experience at a very young age. It’s about the stories we tell ourselves to deal with trauma, and in that sense, and with utmost honesty, it invites grief and closure for similar experiences. A powerful movie led by a powerful performance by Laura Dern as Jennifer.

true-story-based

Foreign

Good Movie

81% Vouch

Rust and Bone

This is the type of movie I completely fell in love with but cannot articulate exactly why. Maybe it’s the mixture of beauty and pain portrayed, maybe it’s the intricate sounds and beautiful imagery, maybe it’s the story, maybe it’s all of the above. A woman is hit with sudden disability after an accident and calls on an unlikely companion, a night club bouncer by the name of Ali. Together they explore her new predicament and its implications, while forming a special bond. This is a movie that will call upon your internal strength, while portraying how us humans can become strong together. Most of all it provides an immensely powerful, ultimately simple story that is both touching and will stay with you for a very long time. Directed by Jacques Audiard (A Prophet).

Drama / Romance

Sunday

ICYMI

Good Movie

90% Vouch

Manchester by the Sea

A delicate and profound exploration of loss, and an unbelievably well-made drama, Manchester By the Sea is a true triumph. Its focus on the characters, its timely unfolding of story elements, as well as its world class acting are only equal to the best European dramas. This deep and slow exploration of the human condition has rarely been successful in American cinema, if ever. The last best attempt was probably another movie by director Kenneth Lonergan, You Can Count on Me. Manchester by the Sea is where he unveils his full potential, and takes the viewer deep into the tensions and history of a building handyman, Lee Chandler (Casey Affleck). His angry but quiet life is interrupted by news that his brother suffered a heart attack, and upon going back to his hometown he finds that he is the only one left to take care of his teenage nephew. A truly amazing movie, not to be missed, and a huge success too. It grossed around $80 million on a budget of $8.5 million.

Well-acted

Best Film

90% Vouch

80% Users

Gook

Two Korean-American brothers run their family’s shoe store on the day of the 1992 LA riots. The day starts in their struggling business as they hang out with their friend – an 11-year-old African American girl – Kamilla. The Rodney King verdict is announced and violence breaks out. Written, directed, and starring Justin Chon, it’s a tight 94 minutes of impressive film-making that speaks volumes about America’s intra-minority race relations. It’s a work that elicits sympathy, and manages to uplift the violent event to a human level. An amazing movie.

Well-acted

Best Film

99% Vouch

93% Users

Short Term 12

Short Term 12 is exactly like being injured in a part of your body where you didn’t think it was possible to get injured before. It will hurt but it will make you care. Natural and understated by budget and by purpose, it is powered by perfect performances that will take you on an emotional roller coaster ride you will never forget. It is at times sweet, at times depressing and at times hilarious. The thing is, without even taking into consideration its small budget or the importance of the issues it talks about – we would still consider Short Term 12 as one of the best movies of the past 20 years.

Touching

ICYMI

Good Movie

90% Vouch

86% Users

50/50

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.

Uplifting

Slow

Good Movie

79% Vouch

85% Users

A Ghost Story

Twisted yet deep. Sad yet interesting. Slow yet exhilarating. A Ghost Story is an incredible artistic achievement. With hardly any dialog, and breathtakingly long takes in its first half, it manages to bring you in its own creepy world and not let go until you feel completely lonely. Starring Rooney Mara and Casey Affleck as a loving couple who are hit with a horrible tragedy, the beginning is slow, and it’s not a plot driven movie, but if you give it a chance it will blow your mind.

Drama / Romance

Touching

Award Sweeper

Oscar Win

78% Vouch

82% Users

Monster

Monster is a biographical depiction of Aileen Wuornos (Charlize Theron), a prostitute and serial killer who murdered seven men in Florida between 1989 and 1990. The film follows the burgeoning relationship between Wuornos and young Selby Wall (Christina Ricci, in a role based on Wuornos’ real-life girlfriend Tyria Moore), as she grows increasingly desperate to provide for her young companion financially. Her desperation and her rage against men, brought on by years of both childhood and adult abuse, leads her down a dark path of murder and theft, even as she struggles to shield Selby from the horror of her crimes. The overwhelming highlight of the film is Theron’s mesmerizing performance as Wuornos—a role that won her a well-deserved Academy Award for Best Actress in 2004. She’s almost unrecognizable and altogether phenomenal as the volatile and increasingly unstable Wuornos, whose ferocity is interwoven with surprising affection for young Selby. This unexpected tenderness lends the film an air of tragic poignancy, and provides a bittersweet portrayal of a severely troubled woman. Very much intended for mature audiences only, Monster is a fascinating recreation of a disturbing yet compelling chapter in the annals of true crime in America.

Well-acted

Foreign

Good Movie

71% Vouch

81% Users

The White Helmets

The White Helmets, the 2016 Academy Award for Best Documentary Short Subject, is a concise but riveting documentation of the titular rescue organization that formed in Syria in 2012. Set primarily in the war-torn city of Aleppo, the film captures the day-to-day efforts of the White Helmet volunteers as they respond to the sites of airstrikes and bombings in order to remove survivors and victims from demolished buildings. Director Orlando von Einsiedel (Virunga) clearly put himself in the face of it to capture remarkable footage of war and ruin, illuminating the unimaginable destruction and death beset upon the Syrian people over the course of nearly 6 years of civil war. It’s a remarkable effort, highlighted by the profound one-on-one interviews with members of The White Helmets. They each express their heartfelt desire to save the lives of other human beings, even as they yearn for peace and the safety of their own families and friends. Indeed their official credo from The Quran, as explained in the film, reads “Whoever saves one life, saves all of humanity.”

Thought-provoking

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