47 Best Dark Comedies Movies to Watch On Itunes Australia (Page 3)

The colloquial phrase "May-December" refers to romantic partners with a large age gap, but leave it to Todd Haynes to craft a poetic and unsettling world out of this (slightly troubling) banality of life. His new film is loosely based on the real case of Mary Kay Letourneau, who in 1997 was convicted as a sex offender after being caught having a relationship with a minor, a student of hers, 12 years old (22 years her junior). May December begins twenty years after the tabloid scandal surrounding the marriage of Joe and Gracie has died down. Elizabeth, an actress, is conducting research in preparation to play Gracie in a film production, but she doesn't know what to expect. Alongside her, we are welcomed into the family home, meet their teenage children, sit through their family dinners, marvelling at the levity and nonchalant atmosphere in the air. Something is missing, or at least that's what Elizabeth suspects. A psychological drama-thriller-black comedy, May December is impossible to pin down. A profound film on human confusion, identities, and past traumas, it unites two of the best Hollywood stars, Julianne Moore and Natalie Portman, in a delightfully eerie play of doubling and revelations.

Genre: Comedy, Drama

Actor: Allie McCulloch, Andrea Frankle, Charles Green, Charles Melton, Chris Tenzis, Cory Michael Smith, D.W. Moffett, Drew Scheid, Elizabeth Yu, Gabriel Chung, Hailey Wist, Hans Obma, Joan Reilly, Jocelyn Shelfo, Julianne Moore, Julie Ivey, Kelvin Han Yee, Lawrence Arancio, Natalie Portman, Piper Curda, Zachary Branch

Director: Todd Haynes

Rating: R

Elisabeth Moss is in it. Calling The One I Love a romantic-comedy, looking it up, or trusting anyone else about it -- especially my review, will ruin this film for you. Just watch it. If one's penchant is typically opposed to titles with 'love' in them, then it's for you. Just hit 'play', or 'start', or whatever. The initial wtf-ness that attracted me to it is compelled further by excellent acting. And Elisabeth Moss is in it.

Genre: Comedy, Drama, Romance

Actor: Charlie McDowell, Elisabeth Moss, Jennifer Spriggs, Kiana Cason, Mark Duplass, Marlee Matlin, Mary Steenburgen, Mel Eslyn, Sean O'Malley, Ted Danson

Director: Charlie McDowell

Rating: R

In this office comedy of errors, Javier Bardem plays Blanco, the titular boss, but whether he is actually good is what the movie wryly examines.

As head of a small manufacturing company, Blanco treats his employees intimately, going so far as make their problems his own. He believes this is why his company is nominated for an excellence certification, but as he waits for the possible award, cracks start to appear in his “work is family” facade as everything that could go wrong, starts going wrong. The Good Boss is an anxiety fest for Blanco to be sure, but a winning tragicomedy for us all.

Genre: Comedy, Drama

Actor: Almudena Amor, Celso Bugallo, Daniel Chamorro, Fernando Albizu, Francesc Orella, Javier Bardem, Manolo Solo, Mara Guil, María de Nati, Nao Albet, Óscar de la Fuente, Rafa Castejón, Sonia Almarcha, Tarik Rmili, Yaël Belicha

Director: Fernando León de Aranoa

Rating: Not Rated

Thunder Road is both a single-shot 13 minute short and a 91-minute feature-film expanding the story. Both are excellent and award-winning, but I really recommend the full experience!

Jim Cummings (above) is the director, writer, and main actor of this dark comedy. He plays a police officer having the worst day of his life as he tries to sing Bruce Springsteen’s Thunder Road at his mother’s funeral.

This sight is funny, and so is most of the story. But it’s also cringe-inducing, and because the main character is so sincere in his decline, will make you feel guilty about laughing so much. 

Genre: Comedy, Drama

Actor: Ammie Masterson, Bill Wise, Chelsea Edmundson, Chris Doubek, Frank Mosley, István Mihály, Jacqueline Doke, Jim Cummings, Jocelyn DeBoer, Jordan Ray Fox, Kendal Farr, Macon Blair, Marshall Allman, Nican Robinson, Tristan Riggs

Director: Jim Cummings

Rating: N/A

Amongst the google searches for this one you'll find "Is Slotherhouse a real film?" and that says a lot. When the first poster and trailer dropped, I suspected it the work of AI, but now that the film is out on streaming, we should be glad it exists. A ludicrous horror-comedy that hits all the right notes in gore, cringe, and puns, Slotherhouse is quintessential fun cinema. It may be set in a college where internalized misogyny is completely off the charts as young women bruise and batter each other's egos in service of the queen bee Brianna (Sydney Craven) and may attempt just a tiny bit of character development to keep the ball rolling, but honestly, who cares? It's a film that completely leans into the absurd, the over the top, the ridiculous, and it does it surprisingly well.

Genre: Comedy, Horror, Thriller

Actor: Andrew Horton, Annamaria Serda, Bianca Beckles-Rose, Bradley Fowler, Cady Lanigan, Grace Patterson, Jelena Rakočević, Juliana Sada, Kelly Lynn Reiter, Lisa Ambalavanar, Milica Vrzić, Olivia Rouyre, Stefan Kapičić, Sydney Craven, Tiana Upcheva, Tiff Stevenson

Director: Matthew Goodhue

Rating: PG-13

In The Kid Detective, Adam Brody stars as Abe Applebaum, a once-beloved child prodigy turned pathetic P.I. stuck in the glory days of his past. At 32 years old, he’s still solving petty mysteries and coasting on his parents’ money, but things start to change when he is finally dealt with a real, adult case: a murder that confounds even the local police. As Abe uncovers more details about the case, he also unwittingly finds a connection to his traumatic past and begins a long-overdue coming-of-age journey. 

Released during the first year of the pandemic, The Kid Detective understandably flew under the radar when it first came out, garnering sufficient critical praise but not enough fanfare. It will no doubt find a second life among film lovers, though; it’s too smart and riveting to go unnoticed. Most impressive is how director Evan Morgan, in his feature debut, deftly balances multiple genres in a movie that often feels as if Wes Anderson's The Royal Tenenbaums, Roman Polanski's Chinatown, and modern stoner humor were somehow rolled into one. The gags consistently amuse, the drawn-out mysteries pay off, and the human element persists throughout. Adam Brody, himself a kid celebrity back in the day, expertly carries this delightful and sobering film. 

Genre: Comedy, Drama, Mystery

Actor: Adam Brody, Alan Catlin, Alicia Brand, Amalia Williamson, Avery Esteves, Barbara Rajnovich, Bethanie Ho, Brent Skagford, Bruce McFee, Dallas Edwards, David Rosser, Deborah Tennant, Devin Myler, Giovanna Moore, Isaac Kragten, Jake Bell-Webster, Jesse Noah Gruman, Jonathan Whittaker, Kaitlyn Chalmers-Rizzato, Kaleb Horn, Kevin Hoffman, Kira Gelineau, Lisa Truong, Marcia Bennett, Marcus Zane, Marlaina Andre, Maurice Dean Wint, Peter MacNeill, Sarah Sutherland, Sharon Crandall, Sophia Webster, Sophie Nélisse, Sophie Nélisse, Steve Gagne, Tracy Rowland, Tyler Duke, Tzi Ma, Wayne St-George, Wendy Crewson

Director: Evan Morgan

Rating: R

Before “burnout,” “bullshit jobs,” and “quiet quitting” became part of our everyday lexicon, there was a film in the ‘90s that prophesied the rise of these workplace problems. Office Space follows three co-workers who, having had enough of their dreary low-paying jobs, fight back against their company via an embezzlement scheme. 

Office Space makes the most out of its indie budget as it mostly takes place in the cramped quarters of a company, effectively bottling us into the cubicled windowless world of the characters. But the real beauty of the film is in the details, from its quick zingers and thoughtful takes on the essence of work down to its elaborate “planning to plan” scheme in the background and the employees’ forced politeness singing happy birthday to their boss. Modern viewers will notice that Office Space sits right in between the dystopian thriller Severance and the beloved sitcom The Office—a dark comedy that highlights the necessity of humanity in everyday work. 

Genre: Comedy, Drama

Actor: Ajay Naidu, Alexandra Wentworth, Ali Wentworth, Barbara George-Reiss, Cassie Townsend, Charissa Allen, David Herman, Diedrich Bader, Gabriel Folse, Gary Cole, Greg Pitts, Heath Young, Jack Betts, Jackie Belvin, Jennifer Aniston, Jennifer Jane Emerson, Jesse De Luna, Joe Bays, John C. McGinley, Josh Bond, Justin Possenti, K. Todd Lytle, Kinna McInroe, Kyle Scott Jackson, Linda Wakeman, Michael McShane, Mike Judge, Orlando Jones, Paul Willson, R.C. Keene, Richard Riehle, Ron Livingston, Rupert Reyes, Samantha Inoue Harte, Spencer Kayden, Stephen Root, Todd Duffey, Tom Schuster

Director: Mike Judge

Rating: R

Watch this if you like weird movies. And don't be fooled by the first half, which serves just to set Jesse Eisenberg's character and the monotone life he leads. It's the calm before the storm, during which that character is attacked by a violent gang and decides to take self-defense classes in an unusual club. This is a movie about modern manhood and how it can lead to some pretty strange situations. Great performance from Eisenberg as usual.

Genre: Action, Comedy, Drama, Thriller

Actor: Alessandro Nivola, Apollo Bacala, Caroline Amiguet, Dallas Edwards, Davey Johnson, David Zellner, Frederic Spitz, Hauke Bahr, Imogen Poots, Jason Burkey, Jesse Eisenberg, Josh Fadem, Katherine Smith-Rodden, Leland Orser, Lena Friedrich, Louis Robert Thompson, Mike Brooks, Phillip Andre Botello, Steve Terada

Director: Riley Stearns

Rating: R

Sometimes, especially when you’ve gone without it for so long, you would do anything for a shred of respect. LaRoy, Texas depicts exactly that, with a store owner Ray being so unwilling to stand up for himself that his wife cheats on him with his brother, who steals from the family business. It's a terrible situation to be in, of course, but it's played out in a dry, comedic way, as detective-wannabe Skip pokes on the wound when trying his best to solve the case, and as each surprise reveals how terribly incompetent the small town deals with things. While it doesn't quite compare to the neo-Westerns of Coen brothers it’s inspired by, LaRoy, Texas is both fun and tragic, and a promising debut for writer-director Shane Atkinson.

Genre: Comedy, Crime, Thriller

Actor: A.J. Buckley, Alex Knight, Bob Clendenin, Brad Leland, Brannon Cross, Darcy Shean, Dylan Baker, Emily Pendergast, Galadriel Stineman, Ian A. Hudson, John Magaro, Matthew Del Negro, Megan Stevenson, Mimi Fletcher, Rio Alexander, Steve Zahn, Teagan Ireland, Vic Browder

Director: Shane Atkinson