6 Best Challenging Movies On Showtime

Staff & contributors

One of the cinema's most noble roles is to challenge pre-conceived perceptions and tackle difficult questions about humanity and the world. Here are some of the most important and topically challenging movies to stream right now.

Find the best challenging movies to watch, from our mood category. Like everything on agoodmovietowatch, these challenging movies are highly-rated by both viewers and critics.

Twisted yet deep. Sad yet interesting. Slow yet exhilarating. A Ghost Story is an incredible artistic achievement. With hardly any dialog, and breathtakingly long takes in its first half, it manages to bring you in its own creepy world and not let go until you feel completely lonely. Starring Rooney Mara and Casey Affleck as a loving couple who are hit with a horrible tragedy, the beginning is slow, and it's not a plot driven movie, but if you give it a chance it will blow your mind.

Genre: Drama, Fantasy, Romance

Actor: Augustine Frizzell, Barlow Jacobs, Brea Grant, Casey Affleck, David Lowery, Grover Coulson, Kenneisha Thompson, Kesha, Kesha Rose Sebert, Liz Cardenas Franke, Liz Franke, McColm Cephas Jr., Rob Zabrecky, Rooney Mara, Sonia Acevedo, Will Oldham, Yasmina Gutierrez

Director: David Lowery

Rating: R

You may have heard about this 2019 critic-favorite from clips like this one of a kid running to flee the movie theater during a screening. “little billy ran the f**k out the door”, the caption reads.

You will want to do the same. Recovering from losing her sister and her parents in a single incident, a young girl goes on a trip to Sweden to observe a ritual within a bizarre commune that occurs every 90 years. This cult’s idea of death and their traditions intersect with the girl’s grief to create unthinkable monstrosities.

Note: while some readers praise the movie for its depiction of anxiety, I highly recommend against watching Midsommar if you suffer from panic attacks.

Genre: Drama, Horror, Mystery

Actor: Agnes Westerlund Rase, Anders Back, Anders Beckman, Anki Larsson, Anna Åström, Archie Madekwe, Austin R. Grant, Björn Andrésen, Ellora Torchia, Florence Pugh, Frans Cavallin Rosengarten, Gunnel Fred, Hampus Hallberg, Henrik Norlen, Isabelle Grill, Jack Reynor, Julia Ragnarsson, Katarina Weidhagen, Klaudia Csányi, Lars Väringer, Lennart R. Svensson, Levente Puczkó-Smith, Liv Mjönes, Louise Peterhoff, Mats Blomgren, Mihály Kaszás, Rebecka Johnston, Tove Skeidsvoll, Vilhelm Blomgren, Vilmos Kolba, Will Poulter, William Jackson Harper, Zsolt Bojári

Director: Ari Aster

Rating: R

One woman’s main character syndrome reaches shocking lows in this vicious Norwegian satire of social-media-era narcissists. Signe (Kristine Kujath Thorp) and her artist boyfriend Thomas (Eirik Sæther) are a deeply toxic couple who torture everyone around them with their constant, petty one-upmanship. When he lands a flashy magazine spread, though, Signe’s usual tactics for slyly redirecting attention her way don’t cut it anymore, and so this compulsive liar takes drastic action and begins overdosing on pills banned for their serious dermatological side effects.

Signe's Munchausen-esque actions have their desired effect: the physically dramatic results instantly make her the center of attention — but not indefinitely. As she craves increasingly bigger spotlights, the film toggles between reality and scenes from her imagination, including a morbid sexual fantasy in which her funeral proves so popular the priest becomes a bouncer, turning away sobbing mourners whom Signe noticed hadn’t visited her in hospital. The rampant narcissism on display here is at turns hilarious and excruciating: Sick of Myself’s sharp social observation skills make it feel, in places, like a movie by cringe-master Ruben Östlund. That stomach-turning effect carries through to the ending, which darkly suggests that, for someone like Signe, even narcissism itself is a condition that can be weaponized for attention.

Genre: Comedy, Drama

Actor: Anders Danielsen Lie, Andrea Bræin Hovig, Fredrik Stenberg Ditlev-Simonsen, Henrik Mestad, Kristine Kujath Thorp, Robert Skjærstad

Director: Kristoffer Borgli

Loosely based on the 1909 novel, Martin Eden is a stunning film about the hollow success of individualism. The plot points remain the same: Eden, a self-taught sailor, wants to win the heart of the wealthy Elena Orsini. To do this, he strives to break into the upper class with his writing. However, in this film, writer-director Pietro Marcello adds another dimension to the anti-individualist story: he transports Eden from his original California setting to Naples—allowing for views of different cultures, languages, and classes. By intercutting between old film stock and lingering close-ups, Marcello draws from his documentary background to masterfully evokes the process of remembering. And in refusing to define the time period, Marcello recognizes that Eden's struggle is still ongoing today—and that his success is still hollow.

Genre: Drama, Romance

Actor: Aniello Arena, Carlo Cecchi, Chiara Francini, Elisabetta Valgoi, Gaetano Bruno, Jessica Cressy, Lana Vlady, Luca Marinelli, Marco Leonardi, Maurizio Donadoni, Pietro Ragusa, Rinat Khismatouline, Vincenzo Nemolato

Director: Pietro Marcello

Rating: TV-PG

Renton (McGregor), a Scottish twenty-something junkie, must choose to clean up and get out, or continue following the allure of the drugs and the influence of friends. Find out if he chooses life in this brutal yet entertaining Danny Boyle masterpiece. While definitely not for the faint of heart, Trainspotting still manages to be funny at times, and provides an overall very entertaining experience.

Genre: Crime, Drama

Actor: Annie Louise Ross, Billy Riddoch, Dale Winton, Eddie Nestor, Eileen Nicholas, Ewan McGregor, Ewen Bremner, Finlay Welsh, Fiona Bell, Hugh Ross, Irvine Welsh, James Cosmo, Jonny Lee Miller, Kate Donnelly, Keith Allen, Kelly Macdonald, Kevin Allen, Kevin McKidd, Pauline Lynch, Peter Mullan, Robert Carlyle, Shirley Henderson, Stuart McQuarrie, Susan Vidler, Victor Eadie

Director: Danny Boyle

Rating: R

A group of male friends become obsessed with a group of mysterious sisters who are sheltered by their strict, religious parents after one of them commits suicide. Sofia Coppola does a great job taking the novel and turning it into a full featured movie. The movie is admittedly a bit slow, but it paints such a great picture into the characters lives and everyone around them, that your attention will quickly be turned to that. The casting is spot on and even though it may seem like a very dark subject matter, the film is very enjoyable to watch no matter your taste in movies.

Genre: Drama, Romance

Actor: A.J. Cook, Allen Stewart-Coates, Amos Crawley, Andrew Gillies, Anthony DeSimone, Chelse Swain, Courtney Hawkrigg, Danny DeVito, Dawn Greenhalgh, François Klanfer, Gary Brennan, Giovanni Ribisi, Hanna Hall, Hayden Christensen, James Woods, Joe Dinicol, Joe Roncetti, John Buchan, Jonathan Tucker, Jonathan Whittaker, Josh Hartnett, Kathleen Turner, Kirsten Dunst, Kristin Fairlie, Leslie Hayman, Melody Johnson, Michael Paré, Michael Pare, Michèle Duquet, Murray McRae, Neil Girvan, Noah "40" Shebib, Robert Schwartzman, Roberta Hanley, Sally Cahill, Sandi Stahlbrand, Scot Denton, Scott Glenn, Sherry Miller, Suki Kaiser, Timothy Adams, Tracey Ferencz, Хейден Кристенсен

Director: Sofia Coppola

Rating: R