57 Best Comedy Movies to WatchMovies Like The Shawshank Redemption (1994) (Page 3)

This fun comedy-drama is about Bridget, a 34-year-old who hasn't quite got it all figured out, but at least she’s trying: after terminating an accidental pregnancy, she gets herself a summer gig as a nanny for a fearless six-year-old by the name of Frances. 

Tackling a myriad of "taboo" topics including abortion, menstruation, and depression, the movie visually normalizes human experiences that remain underrepresented in mainstream cinema. And writer Kelly O’Sullivan, who also plays Bridget, has a screenplay that manages to do it all without feeling didactic.

Genre: Comedy, Drama

Actor: Bradley Grant Smith, Charin Alvarez, Chris Coats, Courtney Rioux, Danny Catlow, Francis Guinan, H.B. Ward, Hanna Dworkin, Jackson Evans, Jim True-Frost, Kelly O'Sullivan, Lily Mojekwu, Mary Beth Fisher, Max Lipchitz, Meighan Gerachis, Noah Williams, Ramona Edith Williams, Rebecca Buller, Rebecca Spence, Rebekah Ward, Roger Welp, Sophia Rubin

Director: Alex Thompson

Rating: N/A

The Safdie Brothers spent over a decade making films before their mainstream breakout with Good Time and Uncut Gems. Their rich backlog captures New York City in its raw vibrant glory. Daddy Longlegs is the sardonic semi-autobiographical portrait of the Safdies’ childhood spent with their father after their parents' divorce. 

Lenny (Ronald Bronstein) is an awful dad whose parenting style ranges from the wildly irresponsible to the criminally negligent. While his behavior is often detestable and has few if any redeeming traits, the Safdies’ puncture through his demeanor and craft a sensitive portrait of fatherhood imbued with affection and feeling that could only originate from the well of a child’s capacity for forgiveness and love.

 

Genre: Comedy, Drama

Actor: Abel Ferrara, Alex Greenblatt, Alex Kalman, Casey Neistat, Dakota Goldhor, Dakota O'Hara, Danny Callahan, Eléonore Hendricks, Josh Safdie, Lee Ranaldo, Marc Raybin, Ronald Bronstein, Sage Ranaldo, Salvatore Sansone, Sean Price Williams, Seth Fleischaner, Steve Davis, Van Neistat, Wayne Chin

Director: Benny Safdie, Josh Safdie

Without focusing on just one team, career, or fateful game, Bull Durham avoids every sports movie cliche—using Minor League baseball as a way into the complicated relationships between a rookie, a veteran, and a longtime fan. By stripping away our expectations of there needing to be a winner and a loser, writer-director Ron Shelton allows these characters to blossom in their own unique ways, allowing us to observe how each of them views life from their stubborn, little boxes. Kevin Costner and Susan Sarandon are sex appeal personified, while never smoothing over the thorniest parts of their characters. And Tim Robbins takes what could have been a two-dimensional caricature and gives him real depth.

Genre: Comedy, Drama, Romance

Actor: C.K. Bibby, Danny Gans, David Neidorf, Garland Bunting, George Buck, Henry G. Sanders, Jenny Robertson, Kevin Costner, Lloyd T. Williams, Rick Marzan, Robert Dickman, Robert Wuhl, Stephen Ware, Susan Sarandon, Tim Robbins, Tom Silardi, Trey Wilson, William O'Leary

Director: Ron Shelton

Unlike the many courtroom films of its time, My Cousin Vinny forgoes theatrics and drama for true-blue comedy. It stars Joe Pesci as the titular Vinny, a newly minted New York attorney who's taking on a murder trial in Alabama as his first case, while Marisa Tomei plays Vinny's fiancée, Mona Lisa Vito, in an Oscar-winning turn. The loudmouthed couple are decidedly out of place in Alabama, supplying the film with many comedic gems, but they're also unexpectedly clever. Along with its humor and memorable characters, My Cousin Vinny has come to be known for its legal accuracy and flair.

Genre: Comedy, Crime

Actor: Austin Pendleton, Bill Coates, Bob Penny, Bruce McGill, Chris Ellis, Fred Gwynne, J. Don Ferguson, James Rebhorn, Jill Jane Clements, Joe Pesci, Kenny Jones, Lane Smith, Lou Walker, Marisa Tomei, Maury Chaykin, Michael Burgess, Michael Genevie, Mitchell Whitfield, Muriel Moore, Paulene Myers, Ralph Macchio, Raynor Scheine, Ron Leggett, Suzi Bass, Thomas Merdis

Director: Jonathan Lynn

Rating: R

With the powerful duo of queer aesthetics and rock n roll, Hedwig and the Angry Inch questions the duality between genders, lovers, and everything in between. Like the 1998 stage musical, the film follows the titular Hedwig and her band as they navigate the music scene for fame and love. The adaptation gives justice to their performances, giving the vibe of 70s glam rock music videos. The film is not without its flaws. Hedwig’s relationship with the younger Tommy Gnosis remains controversial. However, while Hedwig may not be a perfect representation of the trans experience– after all, she only chooses gender reassignment purely to leave East Germany– this cult film still remains a landmark for queer representation.

Genre: Comedy, Drama, Music

Actor: Alan Mandell, Alberta Watson, Andrea Martin, Ben Mayer-Goodman, Ermes Blarasin, Gene Pyrz, John Cameron Mitchell, Karen Hines, Maggie Moore, Mary Krohnert, Maurice Dean Wint, Michael Aronov, Michael Pitt, Michael Stevens, Miriam Shor, Rob Campbell, Rosie O'Donnell, Sook-Yin Lee, Stephen Trask, Taylor Abrahamse, Thérèse DePrez

Director: John Cameron Mitchell

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

As Nicole Holofcener's directorial debut, Walking and Talking stands out not only for its honest dialogue and wonderful performance from the young Catherine Keener, but also for its portrayal of female friendship in a genre which too often portrays mindless cliches. The movie focuses on two best friends as one of them gets engaged and the other fears their friendship is getting lost in the middle of the excitement around her friend's marriage. Catherine Keener does a brilliant job as the likable but depressed friend and Anne Heche does an equally as good job playing her sympathetic half. A great movie if you're in the mood for something sweet, honest and sometimes sad.

Genre: Comedy, Drama, Romance

Actor: Alice Drummond, Allison Janney, Amy Braverman, Anne Heche, Bettina Skye, Brenda Denmark, Catherine Keener, Harold Ramis, Heather Gottlieb, Joseph Siravo, Kevin Corrigan, Liev Schreiber, Lynn Cohen, Miranda Rhyne, Rafa Alvarez, Randall Batinkoff, Todd Field, Vincent Pastore

Director: Nicole Holofcener

Rating: R

This original comedy-drama is about a young man on the autism spectrum called Luke. Propelled by a scandalous grandpa with no filters, Luke decides that what he needs in his life is to lose his virginity.

His dysfunctional family setting, which includes a mother who left him and a neurotic step-mother, makes his search more difficult but more also pressing. Luke decides he first has to get a job, and with a world that doesn’t expect much from him, his unbreakable determination is a joy to watch.

Genre: Comedy, Drama

Actor: Al Sapienza, Ann Holloway, Art Hindle, Cary Elwes, Dewshane Williams, Jayne Eastwood, John Boylan, Kenneth Welsh, Kristin Bauer, Kristin Bauer van Straten, Lisa Ryder, Lou Taylor Pucci, Mackenzie Munro, Michael Kinney, Pam Hyatt, Sabryn Rock, Seth Green, Zoë Belkin

Director: Alonso Mayo

Rating: Not Rated

This funny and charming movie is about a Palestinian slacker named Salam who works on a famous Israeli soap opera. Each day, he has to pass a tough Israeli checkpoint to get to work and in an attempt to make things easier for himself, he agrees to change the ending of the soap opera to please the officer in charge of the checkpoint. At the same time, a temperamental French actress and his Palestinian love interest wish for opposite endings to the show. Stuck between love and politics, Salam has to navigate a complex situation to please all sides. There are a lot of hummus jokes.

Genre: Comedy

Actor: Amer Hlehel, Ashraf Farah, Kais Nashif, Laëtitia Eïdo, Lobna Azabal, Lubna Azabal, Maisa Abd Elhadi, Nadim Sawalha, Qais Nashif, Salim Dau, Salim Daw, Ula Tabari, Yaniv Biton, Yousef Sweid

Director: Sameh Zoabi