6 Best Depressing Movies On Showtime

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Have you got the tissues ready? Some of the most memorable watches are the ones that tug at our heart strings. Here are the best depressing movies to stream right now.

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, 2022

In Aftersun, Sophie recalls a holiday she took as an eleven-year-old in the ‘90s with her father. Video recordings help jog her memory, but she’s looking for more than just a blast from the past. Rather, she seems to be seeking answers to fill in the gaps between who she knew as her father and who he really was: an immensely nice but deeply troubled man.

At first, Aftersun looks like a simple but beautiful story about father and daughter bonding over the course of a summer trip. But within minutes, it’s clear that there are layers to Aftersun, emotionally and editorially, that aren’t always explained but nonetheless enrich the movie with profound meaning. Stirring, complex, and surprisingly inventive, it’s not surprising that Aftersun is one of the most beloved films of the past year. 

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Genre: Drama

Actor: Celia Rowlson-Hall, Frankie Corio, Harry Perdios, Kieran Burton, Paul Mescal, Sally Messham, Sarah Makharine, Sophia Lamanova, Spike Fearn

Director: Charlotte Wells

Rating: R

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Shot from the movie

, 2015

Prophet’s Prey is a documentary on the sect known as Fundamentalist Latter-Day Saints and its leader, Warren Jeffs. Claiming to have inherited a direct connection to God, Jeffs has used this pretext to control a closed society of thousands of individuals on a shockingly personal level, as well as marry dozens of underage girls and harvest the community’s financial resources on behalf of “the church.”

The subject is deftly handled by filmmaker Amy Berg (Deliver Us From Evil). Here she presents most of the story via interviews with the people whose tenacity was instrumental in exposing  Jeffs. Woven throughout the film, too, is the haunting, disembodied voice of Jeffs himself, in recorded words to his followers, along with film footage of present-day FLDS communities. What emerges is the picture of a terrifying madman who still wields a disturbing amount of power over thousands of active congregants. Absolutely riveting.

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Genre: Crime, Documentary, History

Actor: Nick Cave

Director: Amy J. Berg

Rating: TV-14

Shot from the movie

, 1989

You can tell Drugstore Cowboy was written by someone who has been through drug abuse and incarceration himself. This is the kind of film that has to be lived, not researched. It’s realistic, sure, and it gets at the interiority of a drug user with ease. But there is no judgment to be found here, no preachy criticism or misguided glorification of a hardened lifestyle. Bob (Matt Dillon) and his wife Dianne (Kelly Lynch) have created a nomadic, transient life that allows them to live on drugstore lootings one district at a time, while looking out for each other and the other couple they live with, Rick (James LeGros) and Nadine (Heather Graham). They chose this outlaw life, and because of the agency the film affords them, there is joy to be found despite their difficulties. It’s an authentic story, elevated by imaginative editing, a jazzy, heart-thumping score, and believable performances by a quartet of capable actors.
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Genre: Crime, Drama

Actor: Beah Richards, Eric Hull, George Catalano, Grace Zabriskie, Gus Van Sant, Heather Graham, James Le Gros, James Remar, Kelly Lynch, Matt Dillon, Max Perlich, Michael Parker, Ted D'Arms, William S. Burroughs

Director: Gus Van Sant

Rating: R

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Shot from the movie

, 2021

When Mikey Saber’s porn career takes a dip in California, he returns to an estranged wife in Texas, where he meets new and old friends alike and attempts to rebuild his life through a couple of odd jobs. Though Mikey eventually earns his keep, his vanity and eagerness to succeed at all costs threaten to get the best of him.

All this happens against a vibrant backdrop of local sights, beautifully lit and framed by director Sean Baker (The Florida Project, Tangerine). Quaint, naturalistic, and ever-so-subtly political, Red Rocket is another great entry into Baker’s impressions of the vexed American Dream.

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Genre: Comedy, Drama

Actor: Bree Elrod, Ethan Darbone, Karren Karagulian, Shih-Ching Tsou, Simon Rex, Suzanna Son

Director: Sean Baker

Shot from the movie

, 2023

War Pony is not easy to get through. The film, helmed by first-time directors Riley Kough and Gina Gammell, is slow to move and tackles weighty subjects like poverty, child abuse, and cultural appropriation. You’d be forgiven for asking if it was all too much, especially as the film makes its 12-year-old lead (a stellar LaDainian Crazy Thunder, who plays Matho) perform appalling things children are usually protected from. But ultimately, it also feels necessary. Kough and Gammell co-wrote the script with real-life Rez residents Franklin Sioux Bob and Bill Reddy, whose personal experiences inform much of the film’s story. Additionally, indigenous actors inhabit most of the screen and turn in naturalistic performances, adding to the film’s sense of urgency. And War Pony also weaves traces of magic into its realistic tale, making it an awe-inspiring and beautiful (albeit heavy) watch. 

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Genre: Drama

Actor: Anjeliq Aurora, Ashley Shelton, Jordan Robinson

Director: Gina Gammell, Riley Keough

Rating: R

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Shot from the movie

, 2021

Though it only really serves as a recounting of events from 1971 rather than a much thorough analysis, Attica is a great example of that type of documentary that can be incredibly difficult to pull off well: that is, the archival documentary mainly told with already existing material. Thanks to plenty of detail (and the good instinct to know how to deploy these details), this documentary avoids feeling like a mere history lesson and begins to feel almost as dramatic as a radio play. And the film knows better than to be detached from its subject; it makes sure to characterize the inmates of Attica as an intelligent, passionate group that set aside their differences to stand up for their rights—and were summarily punished for it.
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Genre: Documentary

Actor: Clarence Jones, Elizabeth Gaynes, Herman Schwartz, James Asbury, John Johnson, Nelson Rockefeller, Richard Nixon

Director: Stanley Nelson, Traci A. Curry