The 50 Saddest Movies to Watch on Amazon Prime

Told with grace and maturity without sensationalizing its subject matter, Dead Man Walking expertly walks the line between taking a moral stand and keeping the messy humanity of its characters intact. Though it may seem just like a legal drama or prison film on the surface, writer/director Tim Robbins weaves in commentary on class and the role religion is expected to play in middle class Southern communities—especially in the context of justice and crime. Sean Penn and Susan Sarandon (in the role that won her her Oscar) play every side to this drama with remarkable control, building an unlikely rapport that culminates in a finale that’s as moving as any great tear-jerker. It may be tough to watch at times, given the raw emotions that are laid bare, but Dead Man Walking remains relevant even today.

Putting the inherent eeriness of stop motion animation to perfect use, Charlie Kaufman and Duke Johnson’s Anomalisa create a legitimately disturbing experience of a man’s paranoid delusions, as he tries desperately to make a real human connection while perceiving everyone around him as the same person. It’s that (unfortunately) rare animated film that understands that this medium can tell complex, even terrifying, stories for grown-ups while respecting their intelligence. And it’s still gorgeously put together, with seamless movements from the character puppets and evocative lighting and cinematography that puts the film firmly in the uncanny valley. It’s a tougher watch than it looks, but the depth of feeling it captures is nothing short of totally human.

Andrew Garfield is a single father living with his own single mother in their family home. In the aftermath of the financial crisis, they find themselves evicted from their home by a businessman – Michael Shannon in a role as intriguing as Gordon Gekko in Wall Street, if not more. Desperate for work, Garfield’s character starts working for the same businessman, ultimately evicting other people. A star-packed, gritty and sobering tale on capitalism and our the lengths to which we’re ready to go to save face – while at the same time risking our most important relationships.

This Oscar-nominated drama tells the story of the events leading up to the Srebrenica massacre, in which 8372 Bosnian Muslims were killed. It focuses on one U.N. worker who was caught between trying to protect her family, herself, and helping people in need.

The film is as horrific as it is relevant: up until the actual killing starts, people are constantly being assured that everything is under control and that there is no reason to panic. This gives an eerie feeling of resemblance to the tone many minorities in distress receive nowadays.

Still, Quo Vadis, Aida? stops at depicting any of the acts that were committed that day. Instead, it focuses on Aida’s unrelenting race against the clock to save whatever she can.

Known for his horror films, Kiyoshi Kurosawa shifts gears and presents a family drama in Tokyo Sonata. In the film, father Ryuhei, who’s expected to be the breadwinner, loses his prestigious job and chooses to hide his firing from his family. While this premise isn’t overtly scary, the film understands the terror of being unable to maintain the current comforts of your family. And the consequences: lose your status (at best) or your life (at worst). Teruyuki Kagawa’s performance crystallizes that sense of losing control, as each expression on his face betrays how secretly afraid Ryuhei feels. The disasters that this family faces threaten to never stop, and Kurosawa executes them perfectly through excellent story structure and performance.

Using the documentary form with supreme clarity and righteous fury, Lakota Nation vs. United States distills hundreds of years of American history into two powerful, consistently engaging hours of film. The information presented in this movie has always been available to the public, but directors Jesse Short Bull and Laura Tomaselli do an excellent job at allowing these historical accounts and more recent headlines to cumulatively take on a truly emotional—almost spiritual—resonance. The enormity of the losses that Native Americans have endured physically, culturally, and economically is genuinely horrifying, and every new obstacle that the Oceti Sakowin peoples face feels heavy with the struggle of all of their ancestors before them.

Short Bull and Tomaselli stick to a generally conventional structure, but are able to weave together together personal stories and factual legal arguments through archival footage, majestic shots of the frontier, and the poetry of Lakota poet Layli Long Soldier. The whole film, then, begins to take on more of a lyrical quality—as if every tragic moment has permanently become part of the tapestry of Native life, impossible to forget and always driving efforts for reparation forward. Still the Native struggle continues, but with much more hope than despair.

As time goes by, the youth doesn’t recognize how connected they are to previous tragedies, more so when it comes to war. Some even say that they have no part in it. Nobuhiko Obayashi’s later years have been preoccupied in countering this idea. Casting Blossoms to the Sky is the first of Obayashi’s anti-war trilogy, with the film inviting its audience to follow a journalist rediscovering the city of Nagaoka after the 2011 Tohoku earthquake. There’s a certain dreamlike approach to the way the various war stories are weaved together, with vibrant frames, simple CGI, and prominent green screen that grants some distance between the audience and the actual wartime reality, but it’s no less potent as Reiko interviews those that remember the scars of the past, and the rituals, practices, and art they’ve taken up in response. Casting Blossoms is a depressing story about war and disaster, one that is a tough one to watch. But it never forgets the humanity, the kindness and love that allowed Japan to recover, the very qualities we must protect and remember in ourselves.

The medium of cinema has been used as a tool for revolution, but so too was it complicit in genocide. That was true of the Khmer Rouge regime, as the remaining footage of the time came entirely from the state, to be used in re-education programs and propaganda to hide the difficult realities caused by the administration. In response, three decades later, documentarian Rithy Panh reclaims the medium, juxtaposing archival footage of Pol Pot’s programs and Cambodia before, with clay figurines formed from his memories. It’s a grim recollection, but The Missing Picture takes back cinema to keep a collective memory that must be preserved.

Five orphaned sisters are put under house arrest by their uncle and grandmother after they are seen horsing around with local boys from school. While their actions were purely innocent, their behavior is viewed as scandalous and shameful by the conservative elders in their small Turkish village. After this incident, their grandmother turns her attention towards marrying off her granddaughters. Each of the five sisters rebel in their own way, but it is the youngest and rowdiest sister, Lale, who is the central protagonist of the film. She watches helplessly as each of her older sisters is married off with an increasing sense of dread and desperation. While this may sound hopelessly depressing, the movie is equal parts beautiful and tragic and floats across the screen in a dreamlike manner. Not all of the sisters escape their oppressive surroundings or their assigned fate, but the message is clear: it’s crucial to try.

This is the type of movie I completely fell in love with but cannot articulate exactly why. Maybe it’s the mixture of beauty and pain portrayed, maybe it’s the intricate sounds and beautiful imagery, maybe it’s the story, maybe it’s all of the above. A woman is hit with sudden disability after an accident and calls on an unlikely companion, a night club bouncer by the name of Ali. Together they explore her new predicament and its implications, while forming a special bond. This is a movie that will call upon your internal strength, while portraying how us humans can become strong together. Most of all it provides an immensely powerful, ultimately simple story that is both touching and will stay with you for a very long time. Directed by Jacques Audiard (A Prophet).