523 Best Thought-provoking Movies to Watch (Page 6)

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.

Despite the amusing specificity of its title, this lovely documentary from director Les Blank is really for all of us. Through the example of gap teeth — a physical feature many of the participants here report being made to feel self-conscious about — the film makes a rallying call to embrace ourselves and all of our physical “flaws.”

A big part of what makes this film so heartening is that so many of the women featured here (including model Lauren Hutton) have come out on the other side of loathing their gap teeth, giving us a tangible example of what it looks like to love yourself in spite of other people’s opinions about your body. What’s more, even within a limited runtime, Blank finds space to devote to exploring other aspects of the featured women’s lives — their art, professions, religious practices — and thereby quietly expands the film’s focus from physical beauty and onto the myriad beauties of life itself. It’s an ironic pleasure that Gap-Toothed Women ultimately refuses to define its subjects by the very feature described in its title, and instead gives us this life-affirming shot of wisdom for the ages.

Genre: Documentary

Actor: Lauren Hutton, Lauren Moore, Sandra Day O'Connor

Director: Les Blank

Kimberly Peirce's first–out of only three—film was a smashing success, mostly due to her dedication to the subject matter. Peirce spent years researching the life and tragic death of Brandon Teena after reading an article about him in The Village Voice. She felt a particular kind of kinship as a queer person herself, and wanted to construct a story out of real facts that would put the spotlight on love and the desire for connection, and not that much on the violence which dominated the public discourse. In Falls City, Nebraska, the director conducted interviews with Lana Tisdale (Brandon's girlfriend) and her mother, while attending the ongoing trial. She took years to cast the lead and from hundreds of cis women, lesbians, and trans people, she chose the unknown actress Hilary Swank, who went on to win the Best Actress Academy Award (and the irony of that is not lost on us). The film features fantastic performances aplenty and very raw storytelling, visualized by neorealist style and low lighting. Direct references were the films of Martin Scorcese and John Cassavetes, but Boys Don't Cry has its own blend of beauty and cruelty to take pride in.

Genre: Crime, Drama

Actor: Alicia Goranson, Alison Folland, Brendan Sexton III, Caitlin Wehrle, Cheyenne Rushing, Chloe Sevigny, Craig Erickson, Gabriel Horn, Gail Cronauer, Guilford Adams, Hilary Swank, Jackson D. Kane, Jeannetta Arnette, Jerry Haynes, Josh Ridgway, Libby Villari, Lisa Renee Wilson, Lou Perryman, Matt McGrath, Paige Carl Griggs, Peter Sarsgaard, Rob Campbell, Robert Prentiss, Shana McClendon

Director: Kimberly Peirce

Rating: R

Bowling For Columbine addresses the sore wounds of 9/11 by exploring the concepts of safety and fear as perceived by various people. From school shooting survivors, through Canadians who never lock their doors, to Marilyn Manson and actor/NRA president Charlton Heston, Michael Moore's interviewees all inform the complex picture of gun violence and its rise today. The director is not afraid to provoke and ask the pressing questions linking the abstract fear of the other to the reality of lost lives every day. Even his irony and parody—a morose cartoon arguably based on South Park especially—bites back hard.

Genre: Documentary, Drama

Actor: Adolf Hitler, Bill Clinton, Charlton Heston, Chris Rock, Dick Clark, Duke of York, George H. W. Bush, George W. Bush, Jacobo Árbenz, Jessica Savitch, Keanu Reeves, King Charles III of the United Kingdom, Marilyn Manson, Matt Stone, Michael Moore, Prince Andrew, Prince Andrew, Duke of York, Salvador Allende

Director: Michael Moore

Rating: R

Celebrated Iranian director Asghar Farhadi’s latest movie is about Rahim, a man who is in jail because he was unable to repay a debt. He gets a temporary release from prison, and with a big smile on his face, he leaves his confinement with a plan not to come back.

His secret girlfriend hands him a pack of gold coins, which they plan to sell to repay the creditor. But, as is custom with Farhadi’s movies, the center of the story is a moral dilemma that comes from one of the characters trying to be a good person. The gold coins are not Rahim’s or his girlfriend’s, but it's life-changing for both of them. 

Selected as Iran's official submission to the Oscars. 

Genre: Drama, Thriller

Actor: Ali Reza Jahandideh, Amir Jadidi, Ehsan Goodarzi, Farrokh Nourbakht, Fereshteh Sadr Orafaee, Maryam Shahdaie, Mohsen Tanabande, Sarina Farhadi

Director: Asghar Farhadi

In Things to Come, life tests a philosophy professor on the very same subject she teaches. For Nathalie (Isabelle Huppert) — who has two grown-up children, a husband of 25 years, and a recurring publishing contract — the future isn’t something she gives much thought, because she assumes it’ll be more of the same. When her students protest against a law to raise the pension age, this middle-aged ex-anarchist can’t bring herself to engage with their apparently far-sighted cause; unlike them, all she can think about is the present. But then a series of events overturn her life as she knew it and she finds herself, at middle age, staring at a blank slate.

This is a movie about our surprising ability to deal with disaster — the instincts that emerge when we least expect them to. What’s more, it’s about the insistence of life to keep going no matter how difficult a period you’re experiencing — something that might initially seem cruel but that is, actually, your salvation. The film’s academic characters and philosophical preoccupations never feel esoteric, because Hansen-Løve’s gentle, intelligent filmmaking puts people at its center as it explores human resilience — not through stuffy theory, but an intimate study of someone coming to terms with a freedom she never asked for.

Genre: Drama

Actor: André Marcon, Charline Bourgeois-Tacquet, Edith Scob, Edward Chapman, Elie Wajeman, Élise Lhomeau, Grégoire Montana-Haroche, Guy-Patrick Sainderichin, Isabelle Huppert, Jean-Charles Clichet, Julianne Binard, Lina Benzerti, Lionel Dray, Margaretta Scott, Olivier Goinard, Rachel Arditi, Ralph Richardson, Raymond Massey, Roman Kolinka, Sarah Le Picard, Solal Forte, Yves Heck

Director: Mia Hansen-Løve, Mia Hansen-Løve, William Cameron Menzies

Rating: Not Rated, PG-13

At one point in the documentary, director Kristen Lovell says, “I wanted to archive the movement that was building between transwomen and sex workers,” and that’s exactly what she achieves with The Stroll, a well-researched, creatively edited, and deeply moving account of the trans-sex-work experience that defined New York for a good chunk of the 20th century. It’s both historical and personal, touching and rousing, as it recounts a history that’s often been forgotten even among the LGBTQ+ community. To do this, Lovell digs up archival footage, brings to life long-buried data, and strikes up heartfelt conversations with survivors of The Stroll, that street in New York where Lovell and her fellow homeless escorts used to pick customers up. Thanks to Lovell’s hard work in telling this extraordinary story of struggle and success, there isn’t a moment in this film where you’re not shocked, frustrated, or exhilarated along with them.

Genre: Documentary, Drama

Actor: Laverne Cox, Michael Bloomberg, Rudolph Giuliani, RuPaul

Director: Kristen Parker Lovell, Zackary Drucker

Co-produced by the legendary Studio Ghibli and directed by Dutch animator Michaël Dudok de Wit, The Red Turtle is a tale about a man shipwrecked on a desert island whose fate is changed upon meeting a giant turtle. Beautiful images are pulled together and combined with the film’s delicate symbolism about humanity and nature, in a story told with remarkable restraint. The only sound in the movie is that of nature and the film’s beautifully relaxing score. Using only simple ingredients, The Red Turtle is an enigmatic, captivating, and highly-recommended gem that, after all, encompasses life itself.

Genre: Animation, Drama, Family, Fantasy

Actor: Barbara Beretta, Emmanuel Garijo, Tom Hudson

Director: Michael Dudok de Wit

IRA terrorists kidnap a British soldier to negotiate an exchange for one of their own imprisoned members. Among them is Fergus (Stephen Rea), whose ambivalence is amplified by his interactions with the hostage soldier Jody (Forest Whitaker) while guarding him. After the terrorists' plan goes awry, Fergus tracks down a woman Jody spoke of during his captivity, only to become confronted with even more complications.

The film, its cast and crew won a slew of awards and nominations in 1993, including the Academy award for Best Original Screenplay. It's a knockout. Each act presents an increasingly challenging psychological and emotional conflict for Fergus: conflicts that require him to question the choices he makes and his beliefs, even about himself. It’s a dark but deeply touching thriller that is ultimately unforgettable.

Genre: Crime, Drama, Romance, Thriller

Actor: Adrian Dunbar, Andrée Bernard, Birdy Sweeney, Breffni McKenna, Bryan Coleman, Forest Whitaker, Jack Carr, Jaye Davidson, Jim Broadbent, Joe Savino, Miranda Richardson, Ralph Brown, Ray De-Haan, Stephen Rea, Tony Slattery

Director: Neil Jordan

A 100-minute highlight reel of the audacious 24-hour performance staged by artist Taylor Mac in 2016, this concert film succeeds not only in capturing the show's eclectic mix of songs, drag costumes, and interactive audience segments, but in capturing the emotional atmosphere conjured up in that Brooklyn warehouse. The very premise of the performance is ripe for analysis: a history of America starting from 1776, progressing one decade every hour, represented by selections of popular music of the time—which Mac questions at every turn, reinterpreting and reclaiming them for a contemporary queer audience. It begins as a creatively educational exercise, but gradually becomes more and more personal, until the audience is fully involved in the performances themselves.

Even the 24-hour format transcends its gimmick. That the show becomes an endurance test is deliberate, with bonds forming in real time and the exhaustion of this ever-changing drag performance conveying the weight of all this history on the most vulnerable and misrepresented sectors—who've already endured continuous losses decade after decade. And still there is cause for celebration, and genuine warmth among the people slowly becoming more vulnerable with each other over 24 hours. It's a beautiful, intelligent, frequently funny, and ultimately moving experience in a class all its own.

Genre: Documentary, Music

Actor: Anastasia Durasova, Heather Christian, Machine Dazzle Flower, Matt Ray, Niegel Smith, Taylor Mac

Director: Jeffrey Friedman, Rob Epstein

Rating: PG-13

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