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395 Best Challenging Movies To Watch - A Good Movie To Watch

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Challenging

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.

The Ugly Stepsister (2025)

7.2

A fairy tale is transformed into a feminist body horror in this brutal, bloody retelling

24 City (2008)

7.1

A factory village is transformed in this contemplative docudrama hybrid

Private Desert (2021)

7.0

A haunting love story that challenges repressive machismo

Take Out (2008)

7.1

Sean Baker found his style in this immersive immigrant drama

The Children’s Hour (1961)

7.8

Audrey Hepburn and Shirley MacLaine reckon with rumors in this tragic queer classic

Those Who Remained (2019)

7.2

Two Holocaust survivors find each other in this complex, touching period drama

Once Were Warriors (1994)

best

8.0

A Maori family survives in an alienating Auckland in this raw, tragic drama

Stations of the Cross (2014)

7.5

A clever and observant portrait of religious devotion

The Substance (2024)

best

8.3

Demi Moore swaps bodies in this standout chaotic body dysmorphia horror

His Three Daughters (2024)

best

8.2

Three sisters deal with life and death in this moving family portrait

Silenced (2011)

best

9.0

A brutal and harrowing exposé of the schoolwide abuse case that sparked outrage in Korea

A Date for Mad Mary (2016)

7.3

A former inmate tries to find a date and ends up finding herself in this unexpected, thoughtful Irish indie

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