545 Best Thought-provoking Movies to Watch (Page 7)

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.

Whether graffiti is art or not is the question guiding this fascinating documentary about the spray can-wielding artists of ‘80s New York. Wherever you come down in the debate — though this presents compelling arguments that graffiti is a medium worthy of critical attention — you’ll undoubtedly come away with a reverence for the kids who went hard with the paint on NYC’s walls and subway cars. Candid interviews with these young pioneers (whose cultural contributions are now less in contention) reveal that they’re not simply rebelling for rebellion’s sake: they’re largely motivated by a desire to make their mark on their beloved city — to stand out and have their work seen by the millions riding the subway every day.

The doc largely embeds itself with the artists, but it also interviews the “other side”: then-mayor Ed Koch and police officers, who were ramping up their aggressive “war on graffiti” campaign during filming. It’s clear that these interviewees have little interest in understanding what drives the kids to create their murals — a lack of curiosity that Style Wars blessedly counters. Not just a thoughtful contribution to its period and a fascinating time capsule, but also a thought-provoking reminder that art is art, whether it's made outside of the system or not.

Genre: Documentary, Music, TV Movie

Actor: Cap, Daze, Dondi, Ed Koch, Eric Haze, Gene Anthony Ray, Irene Cara, Kase 2, Rammellzee

Director: Tony Silver

, 1995

Something is wrong with Carol White. She’s a well-off housewife living in the picturesque suburbs of Los Angeles. Her husband’s job is going well, her step-son is pleasant, and her social life consists of boutique lunches, fruit-filled diets, and lavishly pink baby showers—all is well on this side of the white picket fence.

Until Carol starts sneezing. Then she begins coughing, and she experiences a violent asthma attack while driving on the freeway. Afterward, Carol’s nose won’t stop bleeding. She starts having seizures. Struggling to breathe, Carol winds up in the hospital, seeing doctors and psychologists trying to diagnose what’s wrong and whether her mystery illness is physiological or psychological.

Todd Haynes’ Safe is an unnerving examination at our relationship with the environment—and in an increasingly modernized world, how much we can tolerate of what we create: white noise, toxins, busy work, everyday poisons, monotonous obligations. It’s also a complicated reflection on the ways in which women’s pain is disregarded and minimized, and what the loss of invisible agency looks like when it begins to manifest outward.

Genre: Drama

Actor: Allan Wasserman, April Grace, Beth Grant, Brandon Cruz, Cassy Friel, Chauncey Leopardi, Dean Norris, Eleanor Graham, Elinor O. Caplan, Francesca P. Roberts, James Le Gros, James Lyons, Janel Moloney, Jean St. James, Jessica Harper, Jodie Markell, John Apicella, Julianne Moore, Kate McGregor-Stewart, Lorna Scott, Martha Velez, Mary Carver, Peter Crombie, Peter Friedman, Rio Hackford, Ronnie Farer, Saachiko, Sarah Scott Davis, Steven Gilborn, Susan Norman, Tim Gardner, Tricia Dong, Wendy Haynes, Xander Berkeley

Director: Todd Haynes

While the film adapts some of Shakespeare’s histories, you don’t need to know Shakespeare to appreciate My Own Private Idaho. In fact, instead of focusing on the Prince Hal character, Scott Favor (Keanu Reeves), the film centers on his narcoleptic friend Mike Waters (River Phoenix). Both of them are young street hustlers in Portland. However, unlike Favor, Waters has no reliable family, inheritance, or support system waiting for him to give up his job. Waters only has his body. Writer-director Gus Van Sant doesn’t really focus on the sex or the narcolepsy - these flash by us only as a state-of-mind experience, with time-lapses and freeze-frames to impart to us Waters’ detachment. Instead, Van Sant cares more about Waters’ seeking connection. It’s why the surreal shots speed by us so fast, and why the natural, lived-in scenes remain in our heads. It’s why Waters’ campfire confession, crackling under Phoenix’s earnest voice, feels so powerful. And it’s also why his later rejection feels so painful.

Genre: Comedy, Drama

Actor: Chiara Caselli, Eric Hull, Flea, Grace Zabriskie, Gus Van Sant, James Russo, Jessica Makinson, Jim Caviezel, Keanu Reeves, Mickey Cottrell, Pao Pei Andreoli, Pat Patterson, River Phoenix, Robert Egon, Rodney Harvey, Scott Patrick Green, Tom Troupe, Udo Kier, Vana O'Brien, William Richert

Director: Gus Van Sant

Rating: R

, 2009

Moon is a sci-fi movie that doesn’t care that it’s a sci-fi movie. It’s not about space exploration or aliens. It’s about a man struggling to understand what and who he is and the dehumanizing effect of industrialization. Moon leaves you with a pit in your stomach and an incredible feeling of melancholy. It is perfectly acted by Sam Rockwell and the voice of Kevin Spacey. Moon keeps you guessing and deeply enthralled. A true masterpiece I would recommend to anyone, whether they are sci-fi nerds or just movie lovers.

Genre: Drama, Mystery, Science Fiction

Actor: Adrienne Shaw, Benedict Wong, Dominique McElligott, Kaya Scodelario, Kevin Spacey, Malcolm Stewart, Matt Berry, Robin Chalk, Rosie Shaw, Sam Rockwell

Director: Duncan Jones

Rating: R

, 2021

In the first few minutes of Mass, hushed tones, solemn movements, and awkwardly averted eyes hint at an unspoken tragedy that haunts everyone in the film. The four main characters discuss it during a sit-down, but even then it remains unspeakable; such is the dedication of first-time full-length director Fran Kranz in depicting the reality of tragic events. Not much is done in the way of plot twists and shocks, but in place of those, Mass makes clever use of close-up shots and unmoving settings to portray the privacy and paralysis of grief. For this reason, Mass often feels like a masterful play brought to life, but also more than that, a brilliant portrait of healing—or at the very least, coping with the everlasting aftermath of loss. 

Genre: Drama

Actor: Ann Dowd, Breeda Wool, Jason Isaacs, Martha Plimpton, Michelle N. Carter, Reed Birney

Director: Fran Kranz

There’s much to despair at in Mahamat-Saleh Haroun's drama set in Chad, where abortion is illegal, female genital mutilation isn't, and single mothers are ostracised. Amina's (Achouackh Abakar) 15-year-old daughter Maria (Rihane Khalil Alio) has just been expelled from school because she’s pregnant. Like Amina, Maria has been abandoned by the child’s father — but, having witnessed first-hand the stigma that comes with being an unmarried mother, she refuses to let history continue repeating itself, and declares she wants an abortion.

But underground abortions are expensive, and the duo are barely scraping by as it is, in spite of Amina’s backbreaking manual work. Their situation is dire — and there are more disturbing revelations to be had — but, despite the bleakness of Lingui’s plot on paper, the film isn’t miserabilist. As Amina searches desperately for a safe abortion provider, she takes us with her into a furtive underground network of solidarity, one that offers the mother and daughter all the compassion and aid that the government and their imam should be providing. This is a film in which acts of kindness are quietly delivered on the understanding that that’s what we owe each other, and one where sisterhood is alive — making this, paradoxically, a simultaneously enraging and heartening watch.

Genre: Drama

Actor: Achouackh Abakar Souleymane, Briya Gomdigue, Rihane Khalil Alio, Saleh Sambo, Youssouf Djaoro

Director: Mahamat-Saleh Haroun

There are only two main characters in Good Luck to You, Leo Grande: Nancy, a retired teacher who was recently widowed, and Leo, an adept sex worker with a mysterious past. They're almost always in one place and work on a single goal: pleasure. But despite the seeming monotony, the movie is crackling with wit and sensuality every step of the way. It doesn't waste any time getting to the heart of the matter. Nancy and Leo go back and forth about their past, with Nancy divulging much about the stigma of aging and Leo about the stigma of sex work. They also dive into the shame attached to pleasure, ultimately revealing more than just their naked bodies to each other and to the audience.

Genre: Comedy, Drama, Romance

Actor: Daryl McCormack, Emma Thompson, Isabella Laughland, Lennie Beare, Les Mabaleka

Director: Sophie Hyde

Rating: R

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Done entirely in candid conversation and quiet walks around the city, End of the Century may at first come across like another mumblecore romance, but director Lucio Castro brings such a delicate touch to this story that every idle moment feels like it means the world. An unspoken longing hangs suspended between characters Ocho and Javi, and it's their little dance of disclosing more and more parts of themselves to each other that drives everything forward. And as the film reaches its miraculous third act, where hope and regret are articulated in such a painful—but kind—manner, it transcends its mumblecore inspirations and becomes its own vision of how our relationships change the way we grow.

Genre: Drama, Romance

Actor: Helen Celia Castro-Wood, Juan Barberini, Mariano López Seoane, Mía Maestro, Ramón Pujol

Director: Lucio Castro

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Martin Scorsese — plus screenwriter Paul Schrader, editor Thelma Schoonmaker, and cinematographer Robert Richardson — reimagine nocturnal New York City as an eternally flaming circle of hell in this darkly funny fever dream. Frank Pierce (Nicolas Cage) is an insomniac paramedic who’s haunted by the ghosts of all the lives he couldn’t save and is on a nightmarish run of losing every patient he tries to help. There’s no respite for him anywhere; he’s so burnt out he begs to be fired, but the city is so desperate they won’t let him leave their tired ranks of medics, who are mostly jaded, sometimes sadistic, and yet still addicted to the euphoric high of saving a life.

As Frank is pushed ever closer to breaking point, the film takes on the hallucinatory qualities of his perspective, the cinematography growing feverish and the editing powered by a wild, manic energy. What stops the movie from feeling like a spiral into actual hell is the strange light that keeps Frank returning to work — the perpetual need for redemption and grace that prevents him from becoming cold to his job but makes his sanity fragile. In typical Scorsese-Schrader style, this is a raw, visceral, and very human search for grace in an unsparing urban hellscape.

Genre: Drama, Horror, Thriller

Actor: Afemo Omilami, Aida Turturro, Aleks Shaklin, Andy Davoli, Antone Pagán, Arthur J. Nascarella, Bernie Friedman, Betty Miller, Brian Smyj, Bronson Dudley, Catrina Ganey, Charis Michelsen, Cliff Curtis, Craig muMs Grant, Cullen O. Johnson, David Zayas, Ed Jupp Jr., Floyd Resnick, Frank Ciornei, Fuschia!, Graciela Lecube, Jack O'Connell, James Hanlon, Jesse Malin, John Goodman, John Heffernan, Jon Abrahams, Joseph P. Reidy, Judy Reyes, Julyana Soelistyo, Larry Fessenden, Leonid Citer, Lia Yang, Marc Anthony, Mark Giordano, Martin Scorsese, Mary Beth Hurt, Mary Diveny, Marylouise Burke, Matthew Maher, Melissa Marsala, Michael Carbonaro, Michael Kenneth Williams, Michael Mulheren, Mtume Gant, Nestor Serrano, Nicolas Cage, Omar Scroggins, Patricia Arquette, Phyllis Somerville, Queen Latifah, Raymond Cassar, Richard Spore, Sonja Sohn, Sylva Kelegian, Terry Serpico, Theo Kogan, Tom Cappadona, Tom Riis Farrell, Tom Sizemore, Ving Rhames

Director: Martin Scorsese

Rating: R

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Art is a hobby for most people, but for musician Jon Batiste and writer Suleika Jaouad, art is part and parcel of this thing called life. Of course, it’s part of their work, and it’s how they make a livelihood, but it’s more than that– it’s almost a spiritual ritual they cling to, especially when Jaouad finds out that her leukemia has returned. American Symphony mainly depicts the creation of said orchestral work, but director Matthew Heineman translates the symphony into cinematic form, culminating in a performance played over the intimate moments between Batiste and Jaouad. It’s not just a documentary of a performance, but a documentary about art, about creation despite life’s pains, perhaps to survive life’s pains. It’s a powerful work that makes it easy to believe in art as imperative for life, and vice versa.

Genre: Documentary, Music

Actor: Anna Wintour, Billie Eilish, James Taylor, Jon Batiste, Jonathan Dinklage, Justin Bieber, Lenny Kravitz, Louis Cato, Questlove, Simon Helberg, Stephen Colbert, Stevie Wonder, Suleika Jaouad, Trevor Noah

Director: Matthew Heineman

Rating: PG-13

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