557 Best Thought-provoking Movies to Watch (Page 16)

Staff & contributors

Challenging movies serve beyond entertainment, pushing us to ask new questions about humanity and the world around us. If you’re hungry for some food for thought, here are the best thought-provoking movies and shows available to stream now.

Between its maximalist production design and increasingly dark comedic set pieces, the most striking thing about Damien Chazelle's critically misunderstood industry satire is how it strikes a tone closer to tabloid gossip than anything else. As opposed to the clockwork precision of Chazelle's Whiplash, or the dreaminess of La La Land, Babylon's restlessness doesn't resemble Hollywood spectacle so much as it begins to feel like an unscratchable itch, desperate to feel anything. The film ends up trying to say so much that it threatens to say nothing at all, but its vision of cinema becoming reality is so potent that just the experience is more than worth getting lost in.

Genre: Comedy, Drama

Actor: Aaron Oltman, Albert Hammond Jr., Alex Mansour, Alex Reznik, Alexandre Chen, Andrew Hawtrey, Anna Chazelle, Anna Dahl, Anthony Burkhalter, Ariel Flores, Armando Cosio, Avery Baylin, Azizi Donnelly, Benjamin Jacobson, Bob Clendenin, Brad Pitt, Bregje Heinen, Bryan Scott Johnson, Carson Higgins, Chloe Fineman, Chris Doubek, Christopher Allen, Cici Lau, Circus-Szalewski, Cyrus Hobbi, Dana Marcolina, Danny Jolles, David Abed, David Ury, Dean Anderson, Del Atkins, Diego Calva, Dorian Martin, E.E. Bell, Eamon Hunt, Eric Roberts, Ethan Suplee, Evan Greer, Evgeny Tonkha, Flea, Frederick Koehler, Freya Parker, Hansford Prince, Hayley Huntley, J.C. Currais, Jacob Scesney, James Crittenden, James Vincent, James Wellington, Jean Smart, Jeff Garlin, Jennifer Grant, Jeremy Roberts, Jim O'Brien, Jimmy Ortega, Joe Dallesandro, Joey de Leon, John Kerry, John Macey, John Mariano, John Polite, Johnny Britt, Johnny Hoops, Jonathan Ohye, Jonathan Thomson, Jordan Seigel, Jovan Adepo, Kaia Gerber, Karen Bethzabe, Karina Fontes, Karolina Szymczak, Katherine Waterston, Katia Gomez, Kelly Meyer, Kenajuan Bentley, Kevin Symons, Kevin Toney, Kyle Richter, Laura Steinel, Lewis Tan, Li Jun Li, Lukas Haas, Manny Liotta, Marc Platt, Marcos A. Ferraez, Margot Robbie, Mateo Pollock, Mather Zickel, Max Minghella, Michael Naishtut, Mike C. Manning, Miraj Grbić, Mykail McDade, Nana Ghana, Olivia Hamilton, Olivia Wilde, Oscar Balderrama, P. J. Byrne, Pat Skipper, Patrick Fugit, Pete Ploszek, Phoebe Tonkin, Ric Sarabia, Richard Clarke Larsen, Rickey D. Woodard, Robert Beitzel, Robert Morgan, Rory Scovel, Ryan Porter, Samara Weaving, Sarah Ramos, Sean Billings, Sean O'Bryan, Shane Powers, Sidney Hopson, Sol Landerman, Spike Jonze, Taylor Hill, Taylor Nichols, Telvin Griffin, Terry Walters, Tobey Maguire, Todd Giebenhain, Trisha Simmons, Troy Metcalf, Tyler Seiple, Vanessa Bednar, Walker Hare, William Roper

Director: Damien Chazelle

Rating: R

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On the one hand, American Fiction is a razor-sharp satire that pokes fun at the hypocrisy of the literary and entertainment industry. It's only when Monk (Wright), a genius but esoteric writer, decides to pander and give in to what publishers have come to expect from Black authors (that is: trauma porn) that he is finally celebrated for his work. But on the other hand, the film is also a tender family drama. Monk sells out, as it were, partly because he’s fascinated by the stupidity of decision-makers and supposed intellectuals, but mostly because he needs to pay for his ailing mother’s care. His relationship with his siblings and deceased father likewise informs much of his character, and they complicate what could’ve been just an intellectual approach to a social issue. This is an educational and entertaining film, yes, one that looks at the complex intersection between identity, craft, and profit. But it’s also an empathetic film, told with a big heart and a surprisingly light touch.

Genre: Comedy, Drama

Actor: Adam Brody, Alexander Pobutsky, Bates Wilder, Celeste Oliva, David De Beck, Dustin Tucker, Erika Alexander, Greta Quispe, Issa Rae, J. C. MacKenzie, Jeffrey Wright, Jenn Harris, John Ales, John Ortiz, Kate Avallone, Keith David, Leslie Uggams, Michael Cyril Creighton, Michael Jibrin, Michael Malvesti, Miriam Shor, Myra Lucretia Taylor, Neal Lerner, Okieriete Onaodowan, Patrick Fischler, Raymond Anthony Thomas, Skyler Wright, Sterling K. Brown, Tracee Ellis Ross

Director: Cord Jefferson

Rating: R

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With the nostalgia and the twin love triangle, at first glance, You & Me & Me seems like nothing new. However, this Thai coming-of-age drama is done so well that it feels entirely unique. Taking inspiration from the childhood of twin writer-directors, You & Me & Me brings us to a summer vacation in Isan, north Thailand, where the twins, distinguishable only by a mole and by dual-sided acting of Thitiya Jirapornsilp, encounter a boy named Mark. Amidst test taking, phin lute playing, and rowing in lotus filled lakes, their summer evokes some nostalgia, but also some drama, as their first forays into love threaten their bond. While the pacing is slow, and it does focus on the love triangle, You & Me & Me cares about each twin as they start to delve into new experiences outside of their duo. The film is a sweet and nuanced tale of twin sisterhood, but also a love letter to the Hongvivatanas’ childhood summer home.

Genre: Drama, Romance

Actor: Anthony Buisseret, Karuna Looktumthong, Natee Ngamneawprom, Supakson Chaimongkol, Thitiya Jirapornsilp, Yasaka Chaisorn

Director: Wanweaw Hongvivatana, Weawwan Hongvivatana

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A dark and existential comedy, Wristcutters: A Love Story follows Zia (Patrick Fugit), a young man who commits suicide, only to find himself in a bleak afterlife filled with other suicide victims. He discovers that his former partner has just joined him in this dreary realm and sets out to find her. From there, the film transitions into a macabre road-trip film as Zia and several acquaintances strike out in a beat-up old car in the name of love and redemption. Based on a short story by award-winning Israeli writer Etgar Karet, Wristcutters is a stunningly original film that will haunt viewers forever.

Genre: Comedy, Drama, Fantasy, Romance

Actor: Abraham Benrubi, Adam Gifford, Amy Seimetz, Anthony Azizi, Azazel Jacobs, Azura Skye, Bonnie Aarons, Bridget Powers, Cameron Bowen, Chase Ellison, Clayne Crawford, Eddie Steeples, Goran Dukić, Irwin Keyes, Jake Busey, Jazzmun, John Hawkes, Julia Sanford, Leslie Bibb, Mark Boone Junior, Mark Fredrichs, Mary Pat Gleason, Mikal P. Lazarev, Nick Offerman, Nils Allen Stewart, Patrick Fugit, Reedy Gibbs, Sarah Roemer, Shannyn Sossamon, Sharone Meir, Shea Whigham, Tom Waits, Will Arnett, Zia Harris

Director: Goran Dukić

Rating: R

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“As fragile as she was strong, as vulnerable as she was dynamic, she was African royalty. How does royalty stomp around in the mud and still walk with grace?”. What Happened, Miss Simone? will surprise you no matter how much you thought you knew about the soul singer - not only in its exploration of Nina Simone’s personal life and complexities, but by being both a personal and political documentary. As you discover an original singer with talents that reach all the way to performance art, you will also learn about a Civil Rights activist’s journey and an unstable woman’s struggle. The documentary is not about answering the question of what happened, Miss Simone? – it’s an exploration of why that question is so important.

Genre: Documentary, Music

Actor: Dick Gregory, Elisabeth Henry-Macari, James Baldwin, Lisa Simone, Liz Garbus, Nina Simone, Stanley Crouch, Stokely Carmichael, Walter Cronkite

Director: Liz Garbus

Rating: Not Rated

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This mortifying stop-motion fairy-tale is inspired by the very real horrors of Chile’s Colonia Dignidad: a cult colony turned torture camp under the Pinochet regime. Presented as colony propaganda, the tale tells the story of Maria, a girl who runs away from the safety of the colony into the forest and takes refuge in a house with two pigs. What transpires is a gut-wrenching allegory for the rise of fascism, colonialism, and white supremacy. 

The staggering animation which seamlessly shifts mediums from paper mâché to painted walls is a bewildering sight to witness. But it’s the synthesis of this boundary-pushing art and the underlying horrors it depicts, that make this stand as an unmissable cinematic event.

Genre: Animation, Drama, Fantasy, Horror

Actor: Amalia Kassai, Natalia Geisse

Director: Cristóbal León, Joaquín Cociña

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The Square is a peculiar movie about a respected contemporary art museum curator as he goes through a few very specific events. He loses his wallet, his children fight, the art he oversees is does not make sense to an interviewer... Each one of these events would usually require a precise response but all they do is bring out his insecurities and his illusions about life. These reactions lead him to very unusual situations. A thought-provoking and incredibly intelligent film that's just a treat to watch. If you liked Force Majeure by the same director, The Square is even better!

Genre: Drama

Actor: Anna-Stina Malmborg, Annica Liljeblad, Christopher Læssø, Christopher Laesso, Claes Bang, Daniel Hallberg, Denise Wessman, Dominic West, Elijandro Edouard, Elisabeth Moss, Emelie Beckius, Geica Pruteanu, Jan Lindwall, Johan Jonason, John Nordling, Julia Sporre, Lilianne Mardon, Linda Anborg, Lise Stephenson Engström, Lise Stephenson Engström, Madeleine Barwén Trollvik, Marina Schiptjenko, Martin Sooder, Moa Enqvist Stefansdotter, Nicki Dar, Pauline Hansson, Peter Vitanen, Sarah Giercksky, Sofie Hamilton, Stefan Godicke, Terry Notary

Director: Ruben Östlund

Rating: R

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Let's fight! I'm not a fan of "Into the wild" okay okay, calm down... Maybe we can fix this. Maybe we could watch "The Motorcycle Diaries" together. Watching this heartwarming movie, you will get the travel bug. I got it and I never got rid of it. I even want to go on a motorcycle tour through South America although I would have never dreamed of getting on a motorbike. Have fun with it. Oh and... this film is about the young Che Guevara and his friend Alberto Granado by the way.

Genre: Drama

Actor: Antonella Costa, Constanza B. Majluf, Cristián Chaparro, Erto Pantoja, Fernando Farías, Franco Solazzi, Gabriela Aguilera, Gael García Bernal, Gustavo Bueno, Jaime Azócar, Jean Pierre Noher, Jorge Chiarella, Lucas Oro, Marina Glezer, Mercedes Moran, Mía Maestro, Natalia Lobo, Pablo Macaya, Ricardo Diaz Mourelle, Rodrigo De la Serna, Sergio Boris, Sofia Bertolotto, Susana Lanteri, Vilma Verdejo

Director: Walter Salles

Rating: R

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In his last film, American Serb film historian Peter Bogdanovich celebrates silver screen legend Buster Keaton. The subject alone is compelling to watch. It would be easy to pull clips from Keaton’s works, dig through the headlines, pull in some celebrity interviews, and call it a day. However, in Bogdanovich’s hands, this documentary handles Keaton with respect. Instead of focusing on the scandals, Bogdanovich focuses on Keaton’s brilliant work. Instead of reciting facts, Bogdanovich highlights how his bits influenced film today. Excellent editing - cuts, structure, and scoring - helps us glide through Keaton’s work. The film truly understands Keaton’s life and exactly why he’s brilliant. Comprehensive yet very focused, this documentary honestly feels better than film school.

Genre: Comedy, Documentary, Drama

Actor: Ben Mankiewicz, Bill Hader, Bill Irwin, Buster Keaton, Carl Reiner, Cybill Shepherd, Dick Van Dyke, Eleanor Keaton, French Stewart, James Karen, Johnny Knoxville, Jon Watts, Leonard Maltin, Mel Brooks, Nick Kroll, Norman Lloyd, Orson Welles, Paul Dooley, Peter Bogdanovich, Quentin Tarantino, Richard Lewis, Tom Holland, Werner Herzog

Director: Peter Bogdanovich

Rating: Not Rated

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The Central Park Five is a harrowing documentation of the unseen narrative surrounding the 1989 Central Park Jogger case. Five men – four black and one of Hispanic descent – have been wrongly accused, tried, and convicted for the assault, rape, and sodomy of female jogger Trisha Meili the night of April 19. No (DNA) evidence was found implicating the involvement of any of the kids to the crime and no one could identify them, but because the crime was sensationalized by the masses and the authorities were put under pressure by the media to pin a name on the case, they settled with coercing a confession out of the juveniles. This is a telling of their tale years on.

Genre: Documentary

Actor: Al Sharpton, Angela Black, Antron McCray, David Dinkins, Donald Trump, Ed Koch, John Gotti, Kevin Richardson, Kharey Wise, Linda Fairstein, Matias Reyes, Raymond Santana, Rudolph Giuliani, Yusef Salaam

Director: David McMahon, Ken Burns, Sarah Burns

Rating: Not Rated

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The Breadwinner is as beautiful as it is heartbreaking. The animation is magical as it seamlessly jumps back and forth between Parvana's stark reality and richly detailed fantasy. It's a wonder to just look at, but it's a tapestry brought to life by the story at the center of it. 

Set in 2001, at the height of Taliban rule in Afghanistan, the film follows Parvana, a young girl driven to desperate measures to keep her family alive. Because of the violent restrictions imposed on women (they’re not allowed to buy, sell, study, or practically do anything without a male chaperone), Parvana disguises herself as a boy so she can work for a living. The more she gets away with it, the bolder her attempts get. It's a story of survival and standing up, but it's also a sobering reminder of what fundamentalism is capable of doing (or more accurately, ruining). As long as cruel systems like this are taking place in the world, Breadwinner remains essential viewing for all.

Genre: Animation, Drama, Family, War

Actor: Ali Badshah, Ali Hassan, Ali Kazmi, Kane Mahon, Kanza Feris, Kawa Ada, Laara Sadiq, Lily Erlinghauser, Noorin Gulamgaus, Nora Twomey, Patrick McGrath, Reza Sholeh, Saara Chaudry, Salaman Hamidkohzad, Shaista Latif, Soma Bhatia, Soma Chhaya

Director: Nora Twomey

Rating: PG-13

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