35 Best Comedy Movies to WatchMovies Like The Truman Show (1998) (Page 2)

An intriguing, funny and rather bizarre movie which serves as a fantastic introduction to 'new-wave' German cinema. Featuring a cast of young talented actors and excellent direction, this movie takes place around the time the Berlin wall fell and East and West Berlin were still united. Christiane, a devout socialist activist in East Berlin suffers an accident which leaves her in a coma, during which time the Berlin wall comes down and Western capitalism encroaches on her beloved East Berlin. Fearing that she may relapse into a coma after waking up, her doctors warn that she must remain calm and not endure any shocks. Despite the somewhat contrived premise, the film really takes off from this point as her son Alex and his friend aim to hide this fact from her, by faking news reports on the television, coming up with excuses for a giant Coca Cola banner and a whole host of other amusing exploits to prevent her from knowing. While categorised as a comedy, it is also a moving portrayal of a loving family enduring great, historic change.

Genre: Comedy, Drama, Romance

Actor: Alexander Beyer, Armin Dillenberger, Arndt Schwering-Sohnrey, Burghart Klaussner, Christine Schorn, Chulpan Khamatova, Daniel Brühl, Eberhard Kirchberg, Ernst-Georg Schwill, Florian Lukas, Fritz Roth, Hanna Schwamborn, Hans-Uwe Bauer, Jochen Stern, Jürgen Holtz, Jürgen Vogel, Katrin Saß, Marc Bischoff, Maria Simon, Martin Brambach, Mennan Yapo, Michael Gerber, Michael Gwisdek, Peter Kurth, Stefan Walz, Svea Timander

Director: Wolfgang Becker

Rating: R

Of the many violence-inflected black comedies that Pulp Fiction spawned, Grosse Pointe Blank ranks among the best. Though it’s patently inspired by Tarantino’s magnum opus — John Cusack plays a sardonic, amoral hitman, and the film features bursts of stylized violence and a retro soundtrack — it never feels derivative. The film finds its own identity as a quirky romcom when Cusack’s character, Martin Blank, returns to his hometown for a 10-year high-school reunion on the advice of his terrified therapist (Alan Arkin).

Martin is experiencing professional disillusionment as part of the quarter-life crisis that often takes hold when one realizes it’s been a whole decade since high school. His profession puts a darkly comic spin on that convention, but the film doesn’t treat that element entirely flippantly. Unlike Martin — and so many of the film’s Pulp Fiction-inspired brethren — Grosse Pointe Blank isn’t nihilistic, but quite sincerely romantic. Its hybrid nature and surprising heart come to the fore in Martin’s renewed relationship with the girlfriend he jilted at prom: Debi (Minnie Driver), now a ska-loving radio DJ. Cusack and Driver have sparkling chemistry, which makes the sincerity with which their characters grapple with the possibility of a second chance at happiness all the more absorbing to watch.

Genre: Action, Comedy, Drama, Romance, Thriller

Actor: Alan Arkin, Ann Cusack, Barbara Harris, Belita Moreno, Benny Urquidez, Bill Cusack, Bobby Bass, Carlos Jacott, Dan Aykroyd, David Barrett, Doug Dearth, Hank Azaria, Jenna Elfman, Jeremy Piven, Joan Cusack, John Cusack, K. Todd Freeman, Michael Cudlitz, Minnie Driver, Mitchell Ryan, Steve Pink

Director: George Armitage

This dark French comedy is set in a neglected building in a working-class neighborhood. The elevator breaks and every tenant agrees to pay to fix it, except for the person who lives on the first floor. The neighbors go through with the reparations without the first-floor tenant, on the condition he never uses the elevator. Everything is fine until an incident puts him in a wheelchair.

Genre: Comedy, Drama

Actor: Gustave Kervern, Isabelle Huppert, Jules Benchetrit, Larouci Didi, Michael Pitt, Tassadit Mandi, Valeria Bruni Tedeschi, Valeria Bruni‑Tedeschi

Director: Samuel Benchetrit

Rating: Not Rated

Told in a playful mockumentary format, Pinball: The Man Who Saved the Game delivers precisely what the title promises and a bit more. Apart from imparting interesting information about pinball's complicated past (it was only declared legal in New York as recently as 1976), the film doubles as a touching family drama and a fun experiment on genre. As Robert Sharpe, the real-life games expert who helped decriminalize pinball, Mike Faist is winsome, compelling, and maybe the best thing about the film.

While Pinball could've leaned into its silliness more instead of just dipping its toes in avant-garde territory, the film is pleasant enough with plenty of fun and tender moments to enjoy. 

Genre: Comedy, Drama, History, Romance

Actor: Bryan Batt, Christopher Convery, Connor Ratliff, Crystal Reed, Damian Young, Dennis Boutsikaris, Donna Del Bueno, Eric William Morris, Hope Blackstock, Jake Regal, Kenneth Tigar, Michael Kostroff, Mike Doyle, Mike Faist, Rosa Arredondo, Supriya Ganesh, Toby Regbo, Zac Jaffee

Director: Austin Bragg, Meredith Bragg

As a comedy made in the 80’s all about a gay couple, viewers not familiar with this indie film might expect something tragic, raunchy, or insensitive, but Parting Glances is surprisingly understated. The main relationship is refreshingly treated with the same domesticity as a straight couple would, and the main conflict isn’t concerned with acceptance– after all, Michael and Robert were already accepted by their urban Manhattan community. In writing this, first-time director Bill Sherwood is able to focus on the upcoming long-distance relationship, Michael realizing Robert wants the distance, while Robert feels uncertain over Michael’s feelings for his ex dying from AIDS. The film doesn’t shy away from the touching, but even with the difficult pain of losing parts of the community, it’s still straightforward, unsentimental, and so funny with the witty repartee between the well-written characters. Parting Glances is a true gem.

Genre: Comedy, Drama

Actor: Adam Nathan, Bob Koherr, Cam Brainard, John Bolger, Kathy Kinney, Michael Medeiros, Nicholas Hill, Patrick Tull, Richard Ganoung, Steve Buscemi, Victor Rivers, Yolande Bavan

Director: Bill Sherwood

Rating: NR

Even with a plot that wholeheartedly embraces the tropes of a fake marriage and of found families, The Wedding Banquet never falls into the trap of histrionic melodrama. There's a calmness to this film that's made all the more poignant by how none of these characters are truly right or wrong, good or bad. Everyone is just trying to stay in their lane while nurturing the little bits of happiness they can find. The Wedding Banquet is a relatively early example of a lighthearted gay romance and an American co-production that's incredibly sensitive about representing Taiwanese culture properly on screen.

Genre: Comedy, Drama, Romance

Actor: Ang Lee, Dion Birney, Gua Ah-leh, Jennifer Lin, John Nathan, Mason Lee, May Chin, Michael Gaston, Mitchell Lichtenstein, Neal Huff, Sihung Lung, Winston Chao

Director: Ang Lee

The entirety of Pieces of April takes place on Thanksgiving Day, a busy holiday meant to bring loved ones together. Sure enough, April, the eldest Burns daughter, takes great pains to prepare a nice dinner for her visiting family. But we soon learn that she is motivated less by excitement than by dread: she's long been estranged, disowned even, by her uptight mother, Joy, who is only agreeing to come because she's sick with cancer. April seems to be on a reluctant mission to fix their fraught relationship, but pesky (albeit funny) mishaps, both on her and Joy's end, keep getting in the way. 

Shot digitally and very closely with hand-held cameras, Pieces of April looks as intimate as it feels. It's a snapshot of an era and of a particular family dynamic, one that relatably relies on both love and scorn to keep going. It's an excellent, honest, and underrated gem of a movie.

Genre: Comedy, Drama, Family

Actor: Adrian Martinez, Alice Drummond, Alison Pill, Anney Giobbe, Armando Riesco, Birdie M. Hale, Derek Luke, Isiah Whitlock Jr., Jamari Richardson, John Gallagher Jr., Katie Holmes, Leila Danette, Lillias White, Oliver Platt, Patricia Clarkson, Rusty De Wees, Sally Leung Bayer, Sean Hayes, Sisqó, Stephen Chen, Susan Bruce, Vitali Baganov

Director: Peter Hedges

Rating: PG-13

This is a movie with which you can easily connect. I have never experienced such deep connection and feelings towards characters. Seven friends get together for a dinner, and they decide to share every text message, email, and phone call they receive. The difference we all have to some degree between our public selves and private lives is the same one that comes out and threatens the balance between these long time friends. The film may feel a bit claustrophobic for some but that same feeling allows you to laugh, to shiver, and to even feel the deepest sorrow alongside the characters. For me this is a must watch.

Genre: Comedy, Drama

Actor: Alba Rohrwacher, Anna Foglietta, Benedetta Porcaroli, Edoardo Leo, Elisabetta De Palo, Giuseppe Battiston, Kasia Smutniak, Marco Giallini, Tommaso Tatafiore, Valerio Mastandrea

Director: Paolo Genovese

Rating: N/A, Not Rated

Entergalactic, a vibrant animated romcom from the mind of musician Kid Cudi, follows new neighbors Jabari (Cudi) and Meadow (Jessica Williams) as they navigate their way through the ups and downs of modern love. They’re both established artists at the height of their careers, but when it comes to romance, they’re still scraping for lessons, which they mostly get from equally clueless but funny friends.

Featuring songs from Cudi’s latest record of the same name, Entergalactic doubles as a visual album that comes to life with every beat and movement. It also stars many familiar names, among them Timothée Chalamet, Vanessa Hudgens, Ty Dolla $ign, Jaden Smith, and Macaulay Culkin.

Genre: Animation, Comedy, Drama, Music, Romance

Actor: 070 Shake, Arturo Castro, Bill Lobley, Christopher Abbott, Fawn Stone, Francesca Reale, Jaden Smith, Jessica Williams, Keith David, Kenya Barris, Kid Cudi, Laura Harrier, Luis Guzman, Macaulay Culkin, Meryl Streep, Montego Glover, Teyana Taylor, Timothée Chalamet, Ty Dolla Sign, Vanessa Hudgens

Director: Fletcher Moules

Rating: TV-MA

It's slower and stranger than most comedies you may be used to, but there's still lots of heart to be found in the way Classmates Minus follows the lapsed hopes and wishes of its core characters. Beneath all its stereotypically male yearnings for control and romantic wish fulfillment, there are potent ideas here about how a tired economy and jaded political culture can turn those in their middle age into completely different people. Writer/director Huang Hsin-yao provides narration for his own film, but rather than being distracting or conceited, his words add a level of needed sympathy to everything we see on screen.

Genre: Comedy, Drama

Actor: Ada Pan, Chen Yi-wen, Chen Yiwen, Cheng Jen-shuo, Cres Chuang, Evelyn Yu-Tong Cheng, Evelyn Zheng Yu-tong, Hung Shiao-ling, Jacqueline Zhu, Jacqueline Zhu Zhi-Ying, Jennifer Hong, Joanne Yang, Kuan-Ting Liu, Lan Wei-Hua, Liu Kuan-ting, Lotus Wang, Ming-Shuai Shih, Na-Do, Nadow Lin, Rexen Cheng Jen-Shuo, Shih Ming-shuai, Taka Katou, Tong Chih-Wei, Yi-Wen Chen

Director: Huang Hsin-Yao

When David and his sister Jennifer fight over the TV remote, they are suddenly transported to David’s favorite sitcom, Pleasantville. They’re told by a spirit guide that their best bet at getting out is fitting in, but their modern sensibilities prove to be too much for the genteel ‘50s town. Soon, the residents learn about sex, art, criticism, and politics, and it’s up to the twins to control the ensuing mayhem and guide them to the right path. 

In hindsight, Pleasantville seems ahead of its time, preceding Marvel’s WandaVision as the ultimate, deconstructed homage to 20th-century television. But unlike the series, Pleasantville dives deep into personal and social politics, all while maintaining an impressive balance of wisdom and humor. Equally notable is the film’s transformation from black and white to Technicolor, which, aside from being a symbolic and technical feat, is also a piece of pure, mesmerizing cinema.

Genre: Comedy, Drama, Family, Fantasy

Actor: Andrea Baker, Charles C. Stevenson Jr., Danny Strong, David Tom, Dawn Cody, Denise Dowse, Don Knotts, Erik MacArthur, Gerald Emerick, Giuseppe Andrews, J. Patrick Lawlor, J.T. Walsh, James Keane, Jane Kaczmarek, Jason Behr, Jason Maves, Jeanine Jackson, Jeff Daniels, Jenny Lewis, Jim Antonio, Joan Allen, John Ganun, Johnny Moran, Justin Nimmo, Kai Lennox, Kevin Connors, Kristin Rudrüd, Laura Carney, Lela Ivey, Maggie Lawson, Marc Blucas, Marissa Ribisi, Marley Shelton, McNally Sagal, Nancy Lenehan, Natalie Ramsey, Patrick Thomas O'Brien, Paul Morgan Stetler, Paul Walker, Reese Witherspoon, Robin Bissell, Stanton Rutledge, Tobey Maguire, Weston Blakesley, William H. Macy

Director: Gary Ross

Rating: PG-13

Summary: it’s a really unusual movie, especially for a star like Robin Williams. It’s almost an indie film actually. Robin Williams plays Lance Clayton, the father of a typical rude teenage boy Kyle Clayton (Daryl Sabara) wherein Sabara’s character meets an unusual demise, and out of embarrassment of the situation the father ghost-writes a suicide note from his son. This white lie leads to another and another and so on until his lies spread further than anticipated. The movie definitely earns points for making the film that was set out to be made. They wanted to make a dark comedy and a dark comedy was what they made. It’s even uncomfortable to watch at times. Between Lance’s love life and Kyle’s non-existent one there’s enough awkwardness that you feel like you can’t wait to get to the next scene just so this one can be over. All in all the actors did a truly fantastic job. Each character seemed well developed by the individual actor to the point where every gesture, line delivery, and awkward silence seemed too natural and organic. Additionally, the writing was exceptional for this movie, as no dialogue was ever wasted. Each and every little detail in each and every shot of each and every scene was very carefully designed to continually push the aesthetics, this film is a big success.

Genre: Comedy, Drama, Romance

Actor: Alexie Gilmore, Bobcat Goldthwait, Bruce Hornsby, Cheri Minns, Daryl Sabara, Ellie Jameson, Evan Martin, Geoff Pierson, Henry Simmons, Jermaine Williams, Jill Talley, Krist Novoselic, Lorraine Nicholson, Mitzi McCall, Morgan Murphy, Naomi Glick, Rebecca Erwin Spencer, Robin Williams, Toby Huss, Tom Kenny

Director: Bobcat Goldthwait

Rating: R