306 Best Challenging Movies to Watch (Page 6)

Staff & contributors

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.

Danish writer-director Lars von Trier concludes his so-called Depression trilogy with the two parts of Nymphomaniac, an elaborate retelling of the life of a young woman (played by Stacy Martin and then, by Charlotte Gainsbourg) lived from one libidinous pleasure to another. The film's elaborate subplots have a life of their own and flashbacks often take center stage in Joe's auto-narration. Nymphomaniac I introduces the audience to adolescence and early adulthood, through disappointments, adultery, death drive, and extreme ambivalence. Joe's process of self-actualization seems contested and inspiring at the same time, and Gainsbourg is really given the screen time to shine; even more so than in Trier's previous psycho-social drama, Antichrist. Typically for the rich treasury of cultural references, Bach, Edgar Allan Poe, and Fibonacci play crucial parts in reconstructing the symbolic planes in Joe's story. Oh, and Part One opens with Rammstein's "Führe mich", which in itself is an perfectly valid reason to give it a go.

Genre: Drama

Actor: Ananya Berg, Anders Hove, Andreas Grötzinger, Charlotte Gainsbourg, Christian Slater, Christoph Jöde, Christoph Schechinger, Clayton Nemrow, Connie Nielsen, Cyron Melville, Hugo Speer, James Northcote, Jamie Bell, Jeff Burrell, Jens Albinus, Jesper Christensen, Jesse Inman, Mia Goth, Michael Pas, Nicolas Bro, Peter Gilbert Cotton, Saskia Reeves, Shia LaBeouf, Simon Böer, Sofie Kasten, Sophie Kennedy Clark, Stacy Martin, Stellan Skarsgård, Tomas Spencer, Uma Thurman, Willem Dafoe

Director: Lars von Trier

Rating: Not Rated, NR

I’m Not There is an unusual biopic in that it never refers to its subject, Bob Dylan, by name. Instead, Todd Haynes’ portrait of the singer mimics his constant reinvention by casting six separate actors to play as many reincarnations of the same soul. It’s an ingenious spin on a usually stale genre, one that liberates the film from the humdrum restrictions of a literal retelling of Dylan's life.

If there’s anyone who warrants such an inventive approach to biography, it’s Dylan, whose public and private personas are so numerous that it’s only by angling six different mirrors at him that Haynes can hope to catch some of his essence. Impressionistic editing toggles freely between these vignettes, each visually distinct: from the 11-year-old Woody Guthrie-obsessive (Marcus Carl Franklin) and the black-and-white Super 16mm-shot poet (Ben Whishaw) to the aging cowboy outlaw (Richard Gere), all by way of Christian Bale, Heath Ledger, and Cate Blanchett’s incarnations. To be sure, this is a somewhat challenging film, reflecting, in places, the enigmatic surrealism of Dylan’s lyrics and his refusal to be pinned down to one thing. But, as Blanchett’s embodiment says, “Mystery is a traditional fact,” and that’s no more true than of Dylan, making Haynes’ film a fascinatingly fitting spiritual biopic.

Genre: Drama, Music

Actor: Alison Folland, Andrew Shaver, Andrew Simms, Angela Galuppo, Arthur Holden, Ben Whishaw, Benz Antoine, Bill Croft, Bob Dylan, Brett Watson, Bruce Greenwood, Cate Blanchett, Catherine Colvey, Charlotte Gainsbourg, Christian Bale, Craig Thomas, Danny Blanco Hall, David Cross, David Gow, Dennis St John, Dominic James, Don Francks, Emmanuel Schwartz, Eric Newsome, Eugene Brotto, Fanny La Croix, Garth Gilker, Gordon Masten, Graham Cuthbertson, Greg Kramer, Heath Ledger, Holly Uloth, Ivan Freud, Jane Gilchrist, Jane Wheeler, Jason Cavalier, Jennifer Rae Westley, Jesse Todd, Jessica Kardos, Jim James, Jodie Resther, Joe Cobden, John Koensgen, Julianne Moore, Kathleen Fee, Kim Gordon, Kim Roberts, Kris Kristofferson, Kristen Hager, Kyle Gatehouse, Kyle Switzer, Larry Day, Leif Anderson, Leigh Ann Taylor, Lina Roessler, Lisa Bronwyn Moore, Lorne Brass, Maggie Castle, Marcus Carl Franklin, Marie-Julie Rivest, Mark Camacho, Matt Holland, Matthew Boylan, Matthew Harbour, Melantha Blackthorne, Michelle Williams, Nathalie Girard, Noel Burton, Patrick Costello, Paul Cagelet, Paul Johnston, Paul Spence, Pauline Little, Peter Friedman, Phyllis Gooden, Pier Paquette, Pierre Leblanc, Pierre-Alexandre Fortin, Richard Gere, Richard Jutras, Richard Robitaille, Richie Havens, Rob Burns, Roc LaFortune, Sharlene Royer, Shawn Baichoo, Steve Godin, Susan Glover, Terry Haig, Thiéry Dubé, Tim Post, Trevor Hayes, Tyrone Benskin, Vito DeFilippo, Wyatt Bowen, Yolonda Ross

Director: Todd Haynes

Rating: R

On the one hand, Godland is a film about nature’s unforgiving beauty. Like the photographs the priest Lucas (Elliott Crosset Hove) takes, these quietly superb scenes speak for themselves. The Earth moves in mysterious and harsh ways, and we are but mere specks, organic matter to be folded in and absorbed, in the grand scheme of things. It would’ve worked with just this message alone, but Godland also treads on political ground. Through Lucas, who is Danish, and his travel guide Ragnar (Ingvar Sigurdsson), who is Icelandic, we sense a palpable tension that electrifies the film with a colonial strain. There are layers to their deep aversion (and dependence) on one another, and director Hlynur Pálmason does well to pair this with imagery that is just complex, profound, and packed with meaning.

Genre: Drama

Actor: Elliott Crosset Hove, Ída Mekkín Hlynsdóttir, Ingvar E. Sigurðsson, Jacob Ulrik Lohmann, Vic Carmen Sonne, Waage Sandø

Director: Hlynur Palmason

In the movie Brazil, our hero Sam Lowery (Jonathan Pryce) lives in a dystopian world that relies on the cold productivity grind of machines. He’s in a constant battle between the high-level dominating powers that be and the low-level beatdown scums of society. Saving him from complete misery is a recurring dream he has of a beautiful woman. There, nothing else matters but love, which fills his draining soul and makes his life seem worthwhile. 

The way director Terry Gilliam handles a serious matter in such a comedic way is fantastic, and the amount of thought and effort he puts into creating every single bit of existence in this film is mind-boggling. With Brazil, he succeeds in establishing his own style, making a mark for himself in an age when plenty of auteurs compete for mere recognition.

Genre: Comedy, Drama, Science Fiction

Actor: Ann Way, Barbara Hicks, Bill Wallis, Bob Hoskins, Brian Miller, Bryan Pringle, Charles McKeown, David Gant, Derek Deadman, Derrick O'Connor, Don Henderson, Gorden Kaye, Harold Innocent, Howard Lew Lewis, Ian Holm, Ian Richardson, Jack Purvis, James Coyle, Jim Broadbent, John Flanagan, John Grillo, John Pierce Jones, Jonathan Pryce, Katherine Helmond, Kathryn Pogson, Kim Greist, Michael Palin, Myrtle Devenish, Nigel Planer, Oscar Quitak, Patrick Connor, Peter Vaughan, Ralph Nossek, Ray Cooper, Robert De Niro, Roger Ashton-Griffiths, Sheila Reid, Simon Jones, Terence Bayler, Terry Gilliam

Director: Terry Gilliam

Rating: R

Based on the DC Vertigo comic, Bodies is an intriguing crime thriller with a unique twist – one body, in four separate time periods, being solved simultaneously all at once. While the show is triggered by the same body, the mini-series feels like four separate shows at the same time, marrying the classic Victorian detective mystery, war-torn film noir, and modern day police procedural through post-apocalyptic science fiction. And the four separate detectives take the helm of their respective side of the case, as well as how they deal with the discrimination against them. With four excellent strands to the same mystery, Bodies is an exceptional adaptation that demonstrates how even though details change, some things still remain the same.

Genre: Crime, Mystery, Sci-Fi & Fantasy

Actor: Amaka Okafor, Jacob Fortune-Lloyd, Kyle Soller, Shira Haas, Stephen Graham, Synnøve Karlsen, Tom Mothersdale

Rating: TV-MA

We’ve heard of films within a film, but it’s crazy how many layers Through the Olive Trees operates in. Writer-director Abbas Kiarostami completes his metanarrative journey in the Koker trilogy through a slice-of-life comedy about a couple in the periphery of the previous installment And Life Goes On. As the young man Hossein repeats his plea for marriage to Tahereh, casted as his wife, the insistence can be slightly grating, but in doing so, the everyday dealings of the Iranian village hint at what’s underneath– the earthquake from four years ago that still shapes their lives, the socioeconomic and culture barriers, and the mirrored struggle of creating the artistic vision of the film within the film.

Genre: Drama

Actor: Abbas Kiarostami, Farhad Kheradmand, Hossein Rezai, Jafar Panahi, Mohammadali Keshavarz, Tahereh Ladanian, Zarifeh Shiva

Director: Abbas Kiarostami

This coming-of-age story based on the bestseller by the same name starts fun but veers towards darker territory. It's about a high-schooler who makes two older friends, played perfectly by Ezra Miller and Emma Watson. But as he gets closer to one of them, his anxieties and past trauma come to the surface. The impressive depth to which the makers of The Perks of Being a Wallflower were able to take it is what elevates it to greatness. It's the perfect mix between easy and challenging. If there is ever such a thing, it's this movie.

Genre: Comedy, Drama

Actor: Adam Hagenbuch, Brian Balzerini, Chelsea Zhang, Dihlon McManne, Dylan McDermott, Emily Marie Callaway, Emma Watson, Erin Wilhelmi, Ezra Miller, Joan Cusack, Joe Fishel, Johnny Simmons, Jordan Paley, Julia Garner, Kate Walsh, Landon Pigg, Leo Miles Farmerie, Logan Lerman, Mae Whitman, Mark McClain Wilson, Melanie Lynskey, Morgan Wolk, Nicholas Braun, Nina Dobrev, Patrick de Ledebur, Paul Rudd, Reece Thompson, Stacy Chbosky, Stephen Chbosky, Tom Savini, William L. Thomas, Zane Holtz

Director: Stephen Chbosky

Rating: PG-13

The Dardenne brothers deliver one of their characteristic tests of empathy with this social realist tale centered around an apparently irredeemable soul. Bruno (Jérémie Renier) and his girlfriend Sonia (Déborah François) are childish teenagers who have just welcomed their first baby, a boy named Jimmy. But the fact that he’s now a father and jointly responsible for a new life doesn’t seem to register with Bruno, a small-time criminal whose thoughts don’t extend beyond his next job and what he’ll buy with the takings.

Sickeningly, Jimmy’s birth gives the vacant-headed, impulsive Bruno an idea for a quick buck: he’ll use the black market to sell the baby to a family hoping to adopt. This awful act sets in motion a frantic set of events as Sonia’s horrified reaction signals to Bruno that he might have gone too far this time. Strikingly, though, we’re never sure if Bruno is experiencing a moment of genuine reflection — perhaps the first of his life — even up to the film’s dam-break of a final scene. The ghastliness of Bruno’s actions makes this a challenging watch, but the Dardenne brothers’ restraint and resolute refusal to moralize about their easily condemnable protagonist open it up to being a compelling reflective exercise on the limits of redemption.

Genre: Drama

Actor: Déborah François, Fabrizio Rongione, François Olivier, Jérémie Renier, Jérémie Segard, Mireille Bailly, Olivier Gourmet, Stéphane Bissot

Director: Jean-Pierre Dardenne, Luc Dardenne

This documentary starts with Alex Lewis, who gets into a motorcycle accident and wakes up in the hospital not knowing who he is. He doesn’t remember anything (not even what a bicycle or a TV is, or who his mother or father are), but he remembers his twin brother, Marcus. When Alex gets back into his childhood home, he’s full of questions, and Marcus is full of answers. However, slowly, Marcus realizes his power to reshape Alex’s version of their past. Marcus leaves one important detail from Alex’s life that makes this documentary (as if it wasn’t already) such an insane story. I know I said it’s a sad movie, but it’s also fascinating and, ultimately, humanizing of the brothers’ experience.

Genre: Documentary, Drama, Mystery

Actor: Alex Lewis, Andrew Caley, Evan Milton, Kathleen Rainey, Laura Obiols, Marcus Lewis |, Thomas Mulhurn

Director: Ed Perkins

Rating: TV-MA

Still Alice is a drama about a renowned linguistics professor (Julianne Moore) who slowly begins to lose words and find herself lost in familiar places, leading to an unexpected diagnosis of Early Onset Alzheimer's Disease. Alice’s husband (Alec Baldwin) and three grown children subsequently struggle to maintain balance as her condition deteriorates, even as she steadfastly strives to maintain her self-composure. Interestingly, Alice uses her professional skills in communication to employ innovative ways to maintain her language and memory as well as possible, despite her ongoing decline. It’s a melancholy yet wonderfully touching film that feels thoroughly honest and real every step of the way. Julianne Moore is superb throughout—a role that earned her a well-deserved Best Actress Oscar for her performance.

Genre: Drama

Actor: Alec Baldwin, Daniel Gerroll, Eha Urbsalu, Erin Darke, Hunter Parrish, Julianne Moore, Kate Bosworth, Kristen Stewart, Maxine Prescott, Orlagh Cassidy, Quincy Tyler Bernstine, Rosa Arredondo, Seth Gilliam, Shane McRae, Stephen Kunken, Victoria Cartagena, Zillah Glory

Director: Richard Glatzer, Wash Westmoreland

Rating: PG-13