Top 150 Comedy Movies on HBO Max to Keep You Laughing!

Comedy movies on HBO Max offer a delightful escape for audiences seeking light-hearted entertainment and laughter. These films are designed to elicit joy and amusement through various forms of humor, including slapstick, satire, romantic comedy, and dark comedy. They often feature clever dialogue, unexpected scenarios, and comedic timing that keeps viewers engaged and amused. HBO Max boasts a vast collection of comedy movies, catering to a wide range of tastes and preferences, ensuring that there's something for everyone to enjoy. The characters in comedy movies on HBO Max are typically relatable and endearing, often finding themselves in hilarious and exaggerated situations that require quick wit and clever solutions. Whether it's an underdog protagonist, a quirky sidekick, or an over-the-top antagonist, these characters are crafted to bring humor and heart to the story.

Trainwreck (HBO)

Trainwreck (HBO)
Modern woman navigates love and personal growth

Released: 2015

Platform: Max

Rating: R

Run time:

Cast
Amy Schumer, Bill Hader, Brie Larson, Colin Quinn, John Cena, Tilda Swinton, Vanessa Bayer, Mike Birbiglia, Ezra Miller, Dave Attell, Jon Glaser, Randall Park, Norman Lloyd, LeBron James

Trainwreck (HBO) is an engaging 2015 romantic comedy directed by Judd Apatow and written by Amy Schumer, who draws from her own life experiences to craft a story both hilarious and heartfelt. The film follows Amy, a commitment-phobic magazine writer whose carefree lifestyle is turned upside down when she meets Aaron, a sports doctor who challenges her views on love and monogamy. Featuring standout performances from Schumer and co-star Bill Hader, Trainwreck is a fresh take on modern romance. The movie's humor and relatable characters have earned it acclaim, including Golden Globe nominations for Schumer's performance and the film itself. With a dynamic supporting cast, including Brie Larson and cameos from sports stars like LeBron James, Trainwreck offers not just laughs but a poignant exploration of personal growth and relationships. The memorable soundtrack enhances the film's lively atmosphere, making it a must-watch for comedy and romance fans alike.

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Revenge of the Pink Panther (HBO)

Revenge of the Pink Panther (HBO)
Inspector Clouseau battles drug smugglers hilariously

Released: 1978

Platform: Max

Rating: PG

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Cast
Peter Sellers, Herbert Lom, Robert Webber, Dyan Cannon

Revenge of the Pink Panther (HBO) is a must-watch for fans of classic comedy. Released in 1978, this sixth installment in the Pink Panther series stars the legendary Peter Sellers as the hapless yet endearing Inspector Jacques Clouseau. When an assassination attempt leaves the world believing Clouseau is dead, he seizes the opportunity to infiltrate the criminal underworld, leading to a series of comedic and chaotic adventures. Directed by Blake Edwards and featuring a talented cast including Dyan Cannon and Herbert Lom, the film is a testament to Sellers unparalleled comedic brilliance and timing. The movie’s timeless humor, combined with an engaging plot and memorable characters, makes it enjoyable even decades after its release. Notably, this film features one of the last performances of Peter Sellers, adding a layer of nostalgia for fans. Add to that the iconic theme music by Henry Mancini, and Revenge of the Pink Panther promises a delightful escape filled with laughs and a touch of sophistication.

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The Naked Gun: From the Files of Police Squad! (HBO)

The Naked Gun: From the Files of Police Squad! (HBO)
Wacky detective works to thwart assassination plot

Released: 1998

Platform: Max

Rating: PG-13

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Cast
Leslie Nielsen, Priscilla Presley, Ricardo Montalban, George Kennedy, O.J. Simpson

The Naked Gun: From the Files of Police Squad! is a must-watch for comedy enthusiasts. With Leslie Nielsens brilliant portrayal of the bumbling Lieutenant Frank Drebin, this police comedy offers non-stop laughter through its ridiculous situations, slapstick humor, and clever puns. Directed by David Zucker and produced by HBO, the film masterfully parodies serious crime dramas, making it a timeless classic. Featuring a stellar cast including Priscilla Presley and Ricardo Montalban, the films comedic timing and chemistry are impeccable. Notably, the baseball scene was filmed during a real game at Dodger Stadium, adding authenticity to the madness. With a memorable score by Ira Newborn and hit songs like Im into Something Good and Louie Louie, the films soundtrack further elevates the experience. Despite being a parody, it gained significant box office success, making it a beloved choice for audiences seeking a good laugh.

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The Family (HBO)

The Family (HBO)
Mafia family in witness protection causes chaos

Released: 2013

Platform: Max

Rating: R

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Cast
Robert De Niro, Michelle Pfeiffer, Tommy Lee Jones, Dianna Agron, John D'Leo

The Family (HBO) is a must-watch for fans of dark comedy and action thrillers. Directed by Luc Besson, this 2013 film stars Robert De Niro as Fred Blake, a former Mafia boss who enters the Witness Protection Program with his family, only to find that old habits die hard. Set in France, the movie masterfully blends humor and tension, offering an entertaining narrative driven by stellar performances from Michele Pfeiffer, Dianna Agron, and John DLeo. The screenplay, adapted from Tonino Benacquistas novel Malavita, delves into family dynamics against a backdrop of crime and vengeance. With its unique mix of action, comedy, and drama, coupled with Alexandre Desplats evocative soundtrack, The Family delivers a captivating cinematic experience. Whether youre drawn to gripping plots or nuanced character portrayals, this film provides a well-rounded entertainment package. Dont miss this intriguing exploration of life and loyalty within a Mafia family.

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Tyler Perry's The Family That Preys (HBO)

Tyler Perry's The Family That Preys (HBO)
Two families clash over love, wealth, and deceit.

Released: 2008

Platform: Max

Rating: PG-13

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Cast
Alfre Woodard, Kathy Bates, Tyler Perry, Sanaa Lathan, Cole Hauser, Aakash Dhall, Taraji Henson, Robin Givens, Rockmond Dunbar, KaDee Strickland

Tyler Perrys The Family That Preys (2008) is a compelling drama that brilliantly intertwines the lives of two families from different social backgrounds. Directed and written by Tyler Perry, the film explores themes of scandal, tragedy, faith, and friendship, highlighting the resilience of the human spirit. With a stellar cast including Alfre Woodard, Sanaa Lathan, Tyler Perry, and Kathy Bates, the movie features powerful performances and rich character portrayals. Alfre Woodards depiction of the principled matriarch Alice Pratt and Kathy Bates role as the wealthy Charlotte Cartwright add depth to the narrative. Combining drama with Perrys signature comedic touch, the film delves into sensitive social issues and leaves a lasting impact. Fans of heartfelt storytelling and intricate family dynamics should not miss this engaging and thought-provoking film.

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The Brothers (HBO)

The Brothers (HBO)
Four friends navigate love, relationships, and commitment.

Released: 2001

Platform: Max

Rating: R

Run time:

Cast
Morris Chestnut, D Hughley, Bill Bellamy, Shemar Moore, Tamala Jones, Gabrielle Union

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Uptown Girls (HBO)

Uptown Girls (HBO)
Privileged woman becomes nanny to precocious girl.

Released: 2003

Platform: Max

Rating: PG-13

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Cast
Brittany Murphy, Dakota Fanning, Marley Shelton, Donald Faison, Jesse Spencer, Austin Pendleton, Heather Locklear, Mark McGrath, Dave Navarro

Uptown Girls, a 2003 American comedy-drama available on HBO, offers a heartwarming and humorous story about unexpected friendships and personal growth. Starring Brittany Murphy as Molly Gunn, a carefree daughter of a rock legend facing financial ruin, and Dakota Fanning as Ray Schleine, a wise but demanding 8-year-old, the film captivates with their unlikely bond. Directed by Boaz Yakin, the film beautifully showcases New York City and boasts strong performances—Murphys charm and Fannings astonishing maturity shine through, making their character arcs truly compelling. Jesse Spencer and Heather Locklear add depth with their roles, ensuring a well-rounded cast. With intriguing trivia, authentic piano pieces played by Fanning, and memorable lines like Every story has an end, but in life, every ending is just a new beginning, Uptown Girls promises a delightful viewing experience filled with laughter, tears, and life lessons.

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Mom and Dad Save the World (HBO)

Mom and Dad Save the World (HBO)
Parents rescue Earth from quirky alien rulers.

Released: 1992

Platform: Max

Rating: PG

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Cast
Teri Garr, Jeffrey Jones, Jon Lovitz, Wallace Shawn, Eric Idle, Dwier Brown, Kathy Ireland

Mom and Dad Save the World is a delightful, quirky 1992 comic science fiction film that promises a mix of laughter and adventure. Directed by Greg Beeman with scripts by Chris Matheson and Ed Solomon, this movie is a fun romp through intergalactic absurdity. Starring Teri Garr as the charming Marge Nelson and Jeffrey Jones as her hapless husband Dick, the plot takes off when theyre abducted by the hilariously villainous Emperor Spengo, played by Jon Lovitz. Featuring unforgettable one-liners and a vibrant score by Jerry Goldsmith, the film blends comedy with over-the-top science fiction elements. Despite not winning any awards, it boasts a unique charm and energetic soundtrack that makes it a fascinating watch. Adding to its allure is the on-screen reunion of comedic legends Eric Idle and John Cleese. For fans of light-hearted, offbeat humor, Mom and Dad Save the World is an entertaining must-see.

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A Shot in the Dark (HBO)

A Shot in the Dark (HBO)
Bumbling inspector solves murder in comedic sleuth

Released: 1964

Platform: Max

Rating: PG

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Cast
Peter Sellers, Elke Sommer, George Sanders, Herbert Lom

Compelling Reasons to Watch A Shot in the Dark (HBO) A Shot in the Dark, released in 1964, is a gem in the Pink Panther film series, directed by Blake Edwards. If you enjoy a delightful mix of murder, mystery, and belly-laughing comedy, this film is a must-see. Featuring Peter Sellers as the bumbling yet endearing Inspector Jacques Clouseau, the film showcases a masterful blend of slapstick humor and clever wit. Based on the play L'Idiote by Marcel Achard, the movie sets a high bar for sophisticated comedy. Peter Sellers' iconic performance is complemented by a stellar cast, including Elke Sommer, George Sanders, and Herbert Lom. The dynamic interactions and comedic timing among the cast members are a treat to watch. Moreover, Henry Mancini's memorable soundtrack enriches the quirky atmosphere, making it a joyful auditory experience. Though it didn't win major awards, its timeless humor and engaging storyline have earned it a spot among the top comedy films of all time. Don’t miss this classic!

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Captain Fantastic (HBO)

Captain Fantastic (HBO)
Off-grid father raises intellectually advanced kids

Released: 2016

Platform: Max

Rating: R

Run time:

Cast
Viggo Mortensen, Frank Langella, Kathryn Hahn, Steve Zahn, George MacKay, Samantha Isler, Annalise Basso, Nicholas Hamilton, Ann Dowd

Captain Fantastic (HBO) is a 2016 film that offers an engrossing and unique perspective on parenting, societal norms, and self-discovery. Directed by Matt Ross, the story centers on Ben Cash (played superbly by Viggo Mortensen), who raises his six children in the remote Pacific Northwest, teaching them survival skills, critical thinking, and intellectual rigor. Forced into society, they must navigate an unfamiliar world, providing a dramatic and thought-provoking narrative. The film is a visual and emotional feast, balancing drama, comedy, and adventure seamlessly. The remarkable performances—particularly by Mortensen and George MacKay—add depth to this already compelling story. Additionally, the film's stunning cinematography and poignant soundtrack elevate the viewing experience. Recognized with several awards and critical acclaim, including Mortensen's Best Actor nominations at the Academy Awards and Golden Globes, Captain Fantastic is a must-watch for anyone seeking a powerful and reflective cinematic journey.

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Semi-Pro (HBO)

Semi-Pro (HBO)
Amateur basketball team competes for big leagues

Released: 2008

Platform: Max

Rating: R

Run time:

Cast
Will Ferrell, Woody Harrelson, André Benjamin, Maura Tierney, Will Arnett, David Koechner

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Because of Winn-Dixie (HBO)

Because of Winn-Dixie (HBO)
Girl befriends dog, bonds with eccentric townsfolk

Released: 2005

Platform: Max

Rating: PG

Run time:

Cast
Jeff Daniels, Cicely Tyson, Dave Matthews, Eva Saint, AnnaSophia Robb

Because of Winn-Dixie (2005), directed by Wayne Wang, is a heartwarming tale based on Kate DiCamillos beloved childrens novel. Starring AnnaSophia Robb as Opal, Jeff Daniels as her father, and Cicely Tyson as the wise Gloria Dump, this film beautifully captures the themes of love, friendship, and belonging. The story revolves around Opal finding a stray dog she names Winn-Dixie, who helps her forge connections with eccentric townsfolk and heal her relationship with her father. The films charm is amplified by its engaging characters and touching narrative. With expert animal training and an endearing performance from three dogs portraying Winn-Dixie, the film also offers delightful trivia and memorable quotes. Its soundtrack, featuring songs like Sunflower by Alice Peacock, adds a rich emotional layer. Perfect for family viewing, Because of Winn-Dixie offers a warm and inspirational journey through the lens of a young girls life.

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Alvin and the Chipmunks: The Squeakquel (HBO)

Alvin and the Chipmunks: The Squeakquel (HBO)
Chipmunks navigate school and stardom challenges.

Released: 2009

Platform: Max

Rating: PG

Run time:

Cast
Jason Lee, David Cross, Zachary Levi, Justin Long, Matthew Gray Gubler, Jesse McCartney, Amy Poehler, Anna Faris, Christina Applegate

Alvin and the Chipmunks: The Squeakquel (2009) is an unmissable family-friendly musical comedy directed by Betty Thomas. This second installment in the beloved series sees Alvin, Simon, and Theodore navigating the challenges of school, dealing with bullies, and competing against their female counterparts, The Chipettes. The film masterfully blends live-action with computer animation, delivering a rollicking adventure filled with humor and heart. Featuring engaging performances from stars like Jason Lee, Zachary Levi, and voiced talents including Justin Long and Christina Applegate, the characters come to life effortlessly. The delightful soundtrack, packed with catchy tunes such as Single Ladies and We Are Family, stays with you long after the credits roll. With accolades like the Kids' Choice Award for 'Favorite Movie,' The Squeakquel is not only a hit with younger audiences but also a nostalgic treat for adults. Its mix of comedy, music, and charismatic characters make it a perfect pick for a fun family movie night.

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The Lovers (HBO)

The Lovers (HBO)
Unfaithful couple rekindles romance through surprising affair

Released: 2017

Platform: Max

Rating: R

Run time:

Cast
Debra Winger, Tracy Letts, Aidan Gillen, Melora Hardin, Tyler Ross, Jessica Sula

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Starter for 10 (HBO)

Starter for 10 (HBO)
British student navigates love, academics on quiz team

Released: 2007

Platform: Max

Rating: PG-13

Run time:

Cast
James McAvoy, Alice Eve, Rebecca Hall, Catherine Tate, Dominic Cooper, Benedict Cumberbatch

Starter for 10, a 2007 romantic comedy-drama aired by HBO, captivates audiences with its delightful blend of humor, romance, and nostalgic exploration of university life in the 1980s. Directed by Tom Vaughan and produced by the illustrious Tom Hanks and Pippa Harris, the film showcases a stellar cast including James McAvoy, Rebecca Hall, Alice Eve, and Dominic Cooper. McAvoy shines as Brian Jackson, a trivia-loving first-year university student who joins the University Challenge team in pursuit of love and knowledge. Adapted from David Nicholls' novel, who also penned the screenplay, the film's engaging narrative and well-crafted characters offer a heartfelt reflection on young adulthood. Notably, its soundtrack features iconic tracks by Motorhead, The Cure, and Joy Division, amplifying the film’s nostalgic appeal. With praise for its humor and charm, including nominations for Best British Film and Most Promising Newcomer, Starter for 10 is a must-watch for its witty dialogue, emotional depth, and endearing performances.

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Tie Me Up! Tie Me Down!

Tie Me Up! Tie Me Down!
Ex-mental patient kidnaps actress for love

Released: 1990

Platform: Max

Rating: NC-17

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Cast
Victoria Abril, Antonio Banderas, Loles Leon, Jose Alcaine

Tie Me Up! Tie Me Down! is a provocative and darkly comedic Spanish film from celebrated auteur Pedro Almodóvar. Released in 1990, the film stars Antonio Banderas as Ricky, a psychiatric patient, and Victoria Abril as Marina, a former porn star turned B-movie actress. Rickys obsessive love for Marina leads him to kidnap her in a bid to win her heart, touching on themes of love, obsession, and control. Produced by Almodóvar's own company, El Deseo S.A., this film showcases his vibrant visual style and unconventional storytelling. Featuring excellent performances—especially from Banderas and Abril—and comedic relief by Loles León, it navigates controversial themes with wit and creativity. Despite initial controversy and an X rating in the United States, its daring approach and compelling narrative make it a must-watch. With an evocative soundtrack by Bernardo Bonezzi, Tie Me Up! Tie Me Down! is a unique and bold exploration of love's darker facets.

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Son of the Pink Panther (HBO)

Son of the Pink Panther (HBO)
Inspector Clouseau's son continues his comical legacy

Released: 1993

Platform: Max

Rating: PG

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Cast
Roberto Benigni, Herbert Lom, Robert Davi, Debrah Farentino, Shabana Azmi, Claudia Cardinale

Son of the Pink Panther (1993) is a must-watch for fans of classic comedy and the iconic Pink Panther series. Directed by Blake Edwards, this film is the ninth installment in the beloved franchise. It follows Jacques Gambrelli, an inept French police detective oblivious to the fact that he is the illegitimate son of the legendary Inspector Jacques Clouseau. With Roberto Benignis comedic brilliance and the return of Herbert Lom and Claudia Cardinale, the movie provides a hearty dose of nostalgia and laughter. Shot in the beautiful French Riviera, it captures the scenic charm of Nice, adding a glamorous backdrop to the madcap antics. Featuring Henry Mancinis timeless soundtrack, including the iconic Pink Panther theme, it remains a testament to classic comedy cinema. Though it was critically panned and a box-office flop, it still offers nostalgic fun and memorable performances for fans and newcomers alike.

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A Hard Day's Night

A Hard Day's Night
Beatles' comedic adventures before a London concert

Released: 1964

Platform: Max

Rating: G

Run time:

Cast
John Lennon, Sir Paul McCartney, George Harrison, Ringo Starr, Gilbert Taylor

A Hard Days Night is a timeless black-and-white comedy musical film that captures the essence of the 1960s phenomenon known as Beatlemania. Directed by Richard Lester and featuring the iconic British band, The Beatles, the film spotlights John Lennon, Paul McCartney, George Harrison, and Ringo Starr over a couple of hectic days filled with hilarious escapades and musical performances. Richard Lesters innovative documentary-style filmmaking immerses viewers in the bands chaotic rise to stardom, making it an exhilarating experience. The film not only showcases incredible musical numbers like Can't Buy Me Love and She Loves You, but also highlights the individual personalities of The Beatles—Ringo’s wit, George’s quietude, John’s charisma, and Paul’s carefree spirit. Additionally, Wilfrid Brambell adds humor as Paul's mischievous grandfather. Award-winning and culturally significant, A Hard Day's Night is a must-watch for its historic impact, engaging storyline, and unforgettable soundtrack.

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The Prince & Me (HBO)

The Prince & Me (HBO)
College student falls for undercover European prince

Released: 2004

Platform: Max

Rating: PG

Run time:

Cast
Julia Stiles, Luke Mably, Ben Miller, Miranda Richardson, James Fox

The Prince & Me is a captivating romantic comedy that offers a delightful escape into a fairy-tale romance. Directed by Martha Coolidge, the film stars Julia Stiles as Paige, a diligent pre-med student, and Luke Mably as Prince Edvard, a Danish royal seeking normalcy in America. Their charming love story unfolds at the University of Wisconsin, presenting a heartwarming narrative about unexpected love and life choices. The film stands out for its enchanting plot, genuine character chemistry, and picturesque settings filmed in Toronto and Denmark. Julia Stiles' authentic performance and Luke Mably's transformation from a carefree prince to a dedicated royal add depth to the story. The supporting cast, including Ben Miller and Miranda Richardson, enrich the film with wit and warmth. With a delightful soundtrack featuring songs by Jem and Marc Cohn, The Prince & Me is perfect for those who enjoy light-hearted, feel-good romantic comedies that explore love, identity, and destiny.

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Superman III

Superman III
Superman battles an evil computer genius

Released: 1983

Platform: Max

Rating: PG

Run time:

Cast
Christopher Reeve, Christopher Reeve, Richard Pryor, Jackie Cooper, Marc Mcclure, Annette O'Toole, Annie Ross, Pamela Stephenson, Robert Vaughn, Margot Kidder

Superman III, directed by Richard Lester, is a unique addition to the iconic Superman film series, offering a compelling blend of drama, romance, and humor. This 1983 superhero film sees Christopher Reeve reprising his beloved role with charisma, as Superman battles the cunning business tycoon Ross Webster, played with villainous flair by Robert Vaughn. Richard Pryors turn as the comically vulnerable computer genius Gus Gorman adds a delightful layer of spectacle and laughter. The plot uniquely intertwines Clark Kent’s nostalgic return to Smallville, rekindling a heartfelt romance with childhood love, Lana Lang (Annette O'Toole). Its departure from the typical superhero versus archenemy narrative offers fresh, engaging storytelling, away from the confines of usual diabolical threats. Not only does it feature high-stakes battles and memorable quotes, but Superman III also delivers a whimsically different tone, backed by an energetic and atmospheric score. Dive into this retro superhero flick for a delightful mix of action, heart, and humor that distinguishes it from its predecessors.

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Military Wives (HBO)

Military Wives (HBO)
Choir unites military wives during war deployment.

Released: 2020

Platform: Max

Rating: PG-13

Run time:

Cast
Kristin Scott Thomas, Sharon Horgan, Jason Flemyng, Greg Wise

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I Don't Know How She Does It (HBO)

I Don't Know How She Does It (HBO)
Working mom juggles career, family, and love

Released: 2011

Platform: Max

Rating: PG-13

Run time:

Cast
Sarah Jessica Parker, Pierce Brosnan, Greg Kinnear, Christina Hendricks, Kelsey Grammer, Seth Meyers, Olivia Munn, Jane Curtin, Mark Blum, Busy Philipps, Sarah Shahi, Jessica Szohr

I Dont Know How She Does It, directed by Douglas McGrath and starring Sarah Jessica Parker, offers a humorous yet poignant exploration of work-life balance. Adapted from Allison Pearsons bestseller, the film portrays Kate Reddy, a finance executive juggling her demanding job and family responsibilities. Shot in the vibrant streets of New York City, it not only showcases the cityscape but also encapsulates the chaotic beauty of modern life. With a stellar cast including Pierce Brosnan, Greg Kinnear, and Christina Hendricks, the characters are brought to life with depth and charm. Although the film didnt receive significant awards, its relatable storyline and sharp script by Aline Brosh McKenna make it an engaging watch. Whether youre interested in a heartfelt comedy or insights into balancing professional and personal life, this film delivers both with wit and warmth.

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Get Hard (HBO)

Get Hard (HBO)
Wealthy stockbroker prepares for prison life

Released: 2015

Platform: Max

Rating: R

Run time:

Cast
Will Ferrell, Kevin Hart, Alison Brie, Craig Nelson

Get Hard, a 2015 American comedy directed by Etan Cohen, stars Will Ferrell as millionaire James King, who seeks help from Darnell Lewis, played by Kevin Hart, to prepare for life in prison after being convicted of fraud. Ferrells portrayal of a clueless, terrified millionaire and Harts energetic performance as a hardworking man feigning expertise as an ex-convict deliver big laughs and highlight their comedic chemistry. Alison Brie, Edwina Findley, and Craig T. Nelson bolster the film with strong supporting roles. Key production insights, such as shooting in a real decommissioned prison and the film marking Cohen's directorial debut, add intriguing depth. Despite its popularity, the film's reception invites discussion on racial humor in comedy. Noteworthy quotes and a vibrant soundtrack featuring Pharrell Williams and Ludacris further enhance the viewing experience. Get Hard offers a blend of humor, social commentary, and stellar performances, making it a must-watch comedy.

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Legally Blonde 2: Red, White & Blonde (HBO)

Legally Blonde 2: Red, White & Blonde (HBO)
Elle Woods takes on Washington with charm

Released: 2003

Platform: Max

Rating: PG-13

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Cast
Reese Witherspoon, Sally Field, Regina King, Jennifer Coolidge, Luke Wilson, Mary Lynn Rajskub, Bob Newhart, Octavia Spencer, Bruce McGill, Dana Ivey, Bruce Thomas

Legally Blonde 2: Red, White & Blonde is a delightful continuation of Elle Woods journey, filled with humor and heart. In this 2003 comedy sequel, Elle takes her pink wardrobe and formidable legal skills to Washington, D.C., on a mission to ban animal testing. Directed by Charles Herman-Wurmfeld and starring Reese Witherspoon, Sally Field, Regina King, and Luke Wilson, the film showcases a smart blend of wit, charm, and meaningful messages. Elles character challenges stereotypes and proves that staying true to oneself can lead to powerful change. With memorable quotes, amusing trivia, and a vibrant soundtrack, this movie is an uplifting must-watch, celebrating individuality and perseverance. Whether you adore fashion, advocacy, or just a good laugh, Elles adventures in the political arena promise to entertain and inspire.

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Legally Blonde (HBO)

Legally Blonde (HBO)
Sorority girl conquers Harvard Law stereotypes

Released: 2001

Platform: Max

Rating: PG-13

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Cast
Reese Witherspoon, Luke Wilson, Selma Blair, Ali Larter, Matthew Davis, Jennifer Coolidge, Raquel Welch, Victor Garber, Holland Taylor, Oz Perkins, Linda Cardellini, Jessica Cauffiel, Alanna Ubach

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Alvin and the Chipmunks: The Road Chip (HBO)

Alvin and the Chipmunks: The Road Chip (HBO)
Chipmunks embark on a crazy road trip adventure

Released: 2015

Platform: Max

Rating: PG

Run time:

Cast
Jason Lee, Tony Hale, Kimberly Williams-Paisley, Josh Green, Justin Long, Matthew Gubler, Jesse McCartney, Kaley Cuoco, Anna Faris, Christina Applegate

Alvin and the Chipmunks: The Road Chip (2015) is a must-watch for anyone seeking a delightful mix of humor, music, and heartwarming storytelling. This fourth installment in the beloved Chipmunks series blends animation with live action, showcasing the spirited adventures of Alvin, Simon, and Theodore as they embark on a road trip to Miami to prevent their guardian, Dave, from proposing. Directed by Walt Becker, the film features charming performances by Jason Lee, Justin Long, Matthew Gray Gubler, and Jesse McCartney, who lend their voices to the mischievous yet lovable chipmunks. With catchy tunes like Uptown Funk and Juicy Wiggle, and high-quality CGI bringing the characters to life, its an engaging family film that offers laughs, memorable quotes, and a nostalgic nod to fans of all ages. Despite being the least grossing in the series, its blend of comedy and music ensures an entertaining experience.

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Curse of the Pink Panther (HBO)

Curse of the Pink Panther (HBO)
A comedic hunt for a bumbling, vanished detective

Released: 1983

Platform: Max

Rating: PG

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Cast
Ted Wass, Robert Wagner, Herbert Lom, Joanna Lumley, Capucine, Robert Loggia, Harvey Korman, Steve Franken

Curse of the Pink Panther, directed by Blake Edwards, is a delightful mystery comedy and the seventh installment in the beloved Pink Panther series. Watch as Ted Wass takes on the role of clumsy detective Sergeant Clifton Sleigh, capturing the hearts of viewers with his earnest yet bumbling quest to find the missing Inspector Jacques Clouseau. Despite the absence of Peter Sellers, the film manages to retain its classic charm and humor, with standout performances by David Niven and Herbert Lom reprising their iconic roles. The soundtrack by Henry Mancini, featuring the memorable Pink Panther theme, adds to the films whimsical atmosphere. Although the film did not win major awards, it succeeded in continuing the Pink Panther legacy with grace and humor. Fans of classic comedy and detective stories should not miss this engaging and nostalgic continuation of the series.

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Metropolitan

Metropolitan
Upper-class Manhattan youths navigating romance

Released: 1990

Platform: Max

Rating: PG-13

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Cast
Carolyn Farina, Edward Clements, Chris Eigeman, John Thomas

Metropolitan, a 1990 American romantic comedy directed and written by Whit Stillman, is an insightful exploration of the lives of affluent college graduates in Manhattan. The film is celebrated for its sharp wit, engaging dialogues, and complex characters. Despite its minimal budget and cast of newcomers, Metropolitan masterfully delves into themes of morality, love, and social class, providing a unique perspective on the privileged upper class often underrepresented in cinema. Notable performances include Edward Clements as the intellectual outsider, Tom Townsend, and Chris Eigeman as the cynical, humor-filled Nick Smith. The films endearing romance and perceptive social commentary, encapsulated by Carolyn Farinas Audrey Rouget, make it a compelling watch. Garnering an Academy Award nomination for Best Original Screenplay and winning an Independent Spirit Award for Best First Feature, Metropolitan stands out as a nostalgic yet timeless piece that resonates with viewers seeking thoughtful entertainment.

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The Daytrippers

The Daytrippers
Family road trip unravels hidden truths, infidelity

Released: 1996

Platform: Max

Rating: R

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Cast
Hope Davis, Anne Meara, Parker Posey, Liev Schreiber, John Inwood

The Daytrippers (1996) is a gem of independent cinema that explores the quirky dynamics of family relationships through a humorous and heartfelt journey. When Eliza, portrayed by Hope Davis, finds a mysterious love letter to her husband, she sets off on an adventure through Manhattan with her eccentric family in tow. Directed by Greg Mottola and produced by Steven Soderbergh and Nancy Tenenbaum, this low-budget film boasts an impressive cast including Stanley Tucci, Parker Posey, Liev Schreiber, and Anne Meara. Shot in less than a month, The Daytrippers captivates with its sharp-witted script and nuanced performances, offering an illuminating portrait of familial love. With accolades like the Grand Jury Prize at the Slamdance Festival, this debut feature film is a must-watch for its comedic yet poignant storytelling and its unique indie charm.

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Leatherheads (HBO)

Leatherheads (HBO)
Romantic comedy with 1920s American football backdrop

Released: 2016

Platform: Max

Rating: PG-13

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Cast
George Clooney, Renée Zellweger, John Krasinski, Jonathan Pryce

Leatherheads is a charming throwback to the early years of professional football, blending sports drama with romantic comedy in a delightful mix. Directed by George Clooney—who also stars as the charismatic team captain Dodge Connolly—the film captures the spirit of 1925 with authenticity and humor. Joined by John Krasinski as a likable war hero turned football star and Renée Zellweger as a fearless newspaper reporter, the cast delivers compelling performances with palpable chemistry. Clooney's directorial flair and Randy Newman's nostalgic score create a captivating atmosphere, enhancing every comic twist and romantic turn. For anyone who enjoys heartwarming stories where love and sports intersect in unpredictable ways, Leatherheads is a must-watch. The film's attention to historical detail, combined with its lighthearted approach and memorable quotes, ensures it’s an engaging experience for audiences of all ages.

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How to Talk to Girls at Parties (HBO)

How to Talk to Girls at Parties (HBO)
Alien meets punk in a quirky love story

Released: 2017

Platform: Max

Rating: R

Run time:

Cast
Elle Fanning, Alex Sharp, Ruth Wilson, Nicole Kidman, Matt Lucas

How to Talk to Girls at Parties is a captivating blend of romance, sci-fi, and comedy, making it a must-watch for those who love genre-bending films. Directed by John Cameron Mitchell and based on Neil Gaimans short story, the film features standout performances by Alex Sharp, Elle Fanning, and Nicole Kidman. Set in the vibrant punk scene of South London, it follows the shy teen Enn as he falls for Zan, a rebellious alien. The eccentric and unique plot, coupled with memorable quotes and a stellar soundtrack by artists like A.C. Newman and Mitski, brings a fresh and intriguing perspective to the coming-of-age narrative. Nominated for the Queer Palm at Cannes, this movie promises an entertaining ride filled with humor, heart, and otherworldly excitement. Dont miss the chance to experience this imaginative tale that breaks the boundaries of traditional film genres.

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Now You See Me 2 (HBO)

Now You See Me 2 (HBO)
Illusionists perform high-stakes heists against tech mogul

Released: 2016

Platform: Max

Rating: PG-13

Run time:

Cast
Jesse Eisenberg, Mark Ruffalo, Woody Harrelson, Dave Franco, Daniel Radcliffe, Lizzy Caplan, Morgan Freeman

Now You See Me 2 is a dazzling caper thriller that takes the concept of stage illusion to extraordinary levels, following the famed Four Horsemen on a riveting journey to clear their names against a tech magnates unethical schemes. Directed by Jon M. Chu and featuring an all-star cast including Jesse Eisenberg, Mark Ruffalo, Woody Harrelson, and Lizzy Caplan, the film promises captivating performances and intricate plot twists. Not only does Now You See Me 2 showcase stunning magic tricks, choreographed with the help of a real magic consultant to ensure authenticity, but it also offers a compelling narrative filled with humor and suspense. Filmed in vibrant locations like London and Macau, the sequel aims to go bigger and bolder than its predecessor. Accompanied by Brian Tyler's electrifying soundtrack, the movie skillfully blends orchestral and electronic music to heighten the thrill. Nominated for several awards, including the Teen Choice Awards, Now You See Me 2 is a must-watch for anyone looking for a blend of mystery, magic, and entertainment.

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Bachelorette (HBO)

Bachelorette (HBO)
Bridesmaids' chaotic escapades before friend's wedding

Released: 2012

Platform: Max

Rating: R

Run time:

Cast
Kirsten Dunst, Isla Fisher, Lizzy Caplan, James Marsden, Rebel Wilson

Bachelorette is a must-watch for comedy enthusiasts, blending humor with heartfelt moments under Leslye Headlands deft direction. The film, produced by comedy titans Will Ferrell and Adam McKay, takes viewers on a rollercoaster ride through a chaotic bachelorette party where past and present collide. With performances by Kirsten Dunst, Isla Fisher, Lizzy Caplan, and Rebel Wilson, the film boasts a stellar cast that delivers both laughs and emotional depth. Shot primarily in New York City and Los Angeles, the movie captures the vibrant energy of its urban settings. Notably, it marks Rebel Wilsons impressive Hollywood debut. The memorable quotes and eclectic soundtrack, featuring hits like Call Me Maybe and Wannabe, add to the films charm. Bachelorette offers a fresh take on friendships, redemption, and wild escapades, making it an engaging and entertaining watch.

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Get Smart (HBO)

Get Smart (HBO)
Bumbling spy's comic quest to foil evil plot

Released: 2008

Platform: Max

Rating: PG-13

Run time:

Cast
Steve Carell, Anne Hathaway, Dwayne Johnson, Alan Arkin, Terence Stamp, James Caan, Terry Crews, David Koechner, Bill Murray, Patrick Warburton, Masi Oka

Get Smart, released in 2008, is a must-watch for fans of action-packed comedies. This modern adaptation of the beloved 1960s TV series masterfully blends hilarious espionage antics with a superb cast led by Steve Carell as the bumbling yet endearing Maxwell Smart. When secret agents identities are compromised, Smart is promoted to Agent 86 and teams up with the seasoned Agent 99, played by Anne Hathaway, to thwart the terrorist organization KAOS. Directed by Peter Segal and penned by Tom J. Astle and Matt Ember, the film retains the charm of the original series while introducing fresh, contemporary elements. Notable performances include Alan Arkin as The Chief and Dwayne Johnson as Agent 23, adding depth and humor to the film. With memorable quotes and a nostalgic nod to the original series—like the iconic shoe phone—“Get Smart” delivers both laughs and thrills. The film's sharp comedic timing and engaging story make it a delightful watch for both new audiences and longtime fans.

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Modern Times

Modern Times
Silent film, Chaplin's satirical view on industrialization.

Released: 1936

Platform: Max

Rating: G

Run time:

Cast
Charlie Chaplin, Paulette Goddard, Ira Morgan

Why You Should Watch Modern Times (1936) Modern Times is a timeless masterpiece that remains relevant and engaging even decades after its release. Directed by and starring Charlie Chaplin, this silent comedy poignantly critiques the dehumanizing effects of industrialization. The film portrays Chaplin’s iconic Tramp character struggling to survive the monotonous grind of factory work, offering a compelling mix of humor and heartache. With Chaplin’s ingenious direction and memorable performances from Paulette Goddard and Henry Bergman, the movie delivers both satire and social commentary, capturing the struggles of the Great Depression era. Its innovative use of sound effects and music—despite being a silent film—adds to its charm, with Chaplin's composition Smile becoming an enduring classic. Selected for preservation in the United States National Film Registry, Modern Times is not just historically significant but also universally relatable in its depiction of human resilience and the quest for dignity. A must-watch for film enthusiasts and social historians alike.

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Impractical Jokers: The Movie

Impractical Jokers: The Movie
Prankster friends embark on a comedic road trip

Released: 2020

Platform: Max

Rating: PG-13

Run time:

Cast
Brian Quinn, Joe Gatto, James Murray, Sal Vulcano

Impractical Jokers: The Movie (2020) extends the hilarity of the beloved truTV series onto the big screen with a fresh, engaging narrative. Directed by Chris Henchy, this comedy film captures the essence of four lifelong friends—James Murr Murray, Brian Q Quinn, Joe Gatto, and Sal Vulcano—as they embark on an outrageous road trip packed with hidden camera challenges. The friends distinct personalities and comedic styles shine through as they compete for a chance at redemption. Produced by Funny Or Die, the film offers a rich blend of side-splitting humor and heartwarming camaraderie. Fans will enjoy daring pranks too outrageous for TV and a captivating soundtrack by Leo Birenberg and Zach Robinson. With unique challenges and laugh-out-loud moments, this movie is a must-watch for both loyal fans and newcomers seeking a joyous escape.

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Deadpool (HBO)

Deadpool (HBO)
Sarcastic superhero navigates violence with humorous quips.

Released: 2016

Platform: Max

Rating: R

Run time:

Cast
Ryan Reynolds, Morena Baccarin, T.J. Miller, Gina Carano, Ed Skrein, Stefan Kapicic, Rachel Sheen, Stan Lee, Brianna Hildebrand, Taylor Hickson, Jed Rees, Leslie Uggams, Karan Soni, Kyle Cassie

Deadpool is a groundbreaking addition to superhero cinema, blending humor, action, and romance in a way that sets it apart from its peers. Released in 2016 and directed by Tim Miller, the film stars Ryan Reynolds as Wade Wilson, a mercenary who becomes Deadpool after a rogue experiment grants him accelerated healing powers. With witty dialogue, dark humor, and a relentless quest for revenge, Deadpools unique personality brings a refreshing twist to the genre. Morena Baccarin, T.J. Miller, and Ed Skrein deliver strong performances that complement Reynolds iconic portrayal. The film's production journey, from comic to screen, is an inspiring tale of persistence, spearheaded by Reynolds himself. This movie's R-rated humor and action-packed sequences redefine the superhero narrative, making it a must-watch. Its record-breaking box office success, critical acclaim, and engaging soundtrack, including hits like X Gon' Give It to Ya by DMX, further solidify Deadpool as a cultural phenomenon.

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Celeste and Jesse Forever

Celeste and Jesse Forever
Unraveling love story of best friends turned spouses

Released: 2012

Platform: Max

Rating: R

Run time:

Cast
Rashida Jones, Andy Samberg, Elijah Wood, Emma Roberts, Will McCormack, Ari Graynor, Eric Christian Olsen, Chris Messina

Celeste and Jesse Forever (2012) is a compelling romantic comedy-drama that delves into the complexities of maintaining a friendship after a divorce. The film stars Rashida Jones and Andy Samberg as a once-married couple who navigate their intertwined lives with humor and poignancy. Directed by Lee Toland Krieger, the movie stands out for its realistic portrayal of relationships, enriched by impressive performances from a stellar cast including Emma Roberts and Elijah Wood. Written by Jones and Will McCormack, the screenplay offers a refreshing take on love and friendship, masterfully balancing light-hearted moments with emotional depth. The beautiful Los Angeles backdrop and a well-curated soundtrack further elevate the storytelling. Garnering critical acclaim, the movie was nominated for an Independent Spirit Award for Best First Screenplay. Viewers should watch Celeste and Jesse Forever for its genuine, relatable narrative and its insightful examination of the joys and pains of moving on.

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Head Office (HBO)

Head Office (HBO)
Corporate satire about power struggles and romance

Released: 1986

Platform: Max

Rating: PG-13

Run time:

Cast
Judge Reinhold, Jane Seymour, Rick Moranis, Danny DeVito

Head Office, a satirical comedy directed by Ken Finkleman, offers an amusing glimpse into the cutthroat world of corporate politics. This 1986 film showcases Judge Reinhold as Jack Issel, an ambitious executive grappling with office chaos and underhanded dealings, while Danny DeVito, Jane Seymour, and Rick Moranis deliver stellar performances as colorful corporate characters. TriStar Pictures' production captures the essence of office dynamics in a humorous yet insightful manner, making it a standout in '80s cinema. With its witty humor and sharp, relatable narrative, viewers are treated to both laughter and thought-provoking commentary on business ethics. Filmed at the iconic One Chase Manhattan Plaza, it adds authenticity to its setting. Whether you're a fan of satirical comedy, interested in corporate dynamics, or simply seeking engaging entertainment, Head Office promises to be a delightful watch.

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Small Soldiers (HBO)

Small Soldiers (HBO)
Toy soldiers come alive, cause suburban chaos

Released: 1998

Platform: Max

Rating: PG-13

Run time:

Cast
Kirsten Dunst, Gregory Smith, Jay Mohr, Phil Hartman, Kevin Dunn, Denis Leary, Frank Langella, Tommy Lee Jones

Small Soldiers (1998) is a captivating blend of live-action and cutting-edge CGI, directed by Joe Dante, and produced by Steven Spielberg. This sci-fi film combines thrilling action with insightful commentary on corporate irresponsibility and the dangers of unchecked technology. Featuring compelling performances by Kirsten Dunst and Gregory Smith, and the distinct voices of Tommy Lee Jones and Frank Langella, the movies characters are richly brought to life. Noteworthy for its innovative use of technology, Small Soldiers also boasts a memorable score by Jerry Goldsmith and a fun, eclectic soundtrack. Despite not winning major awards, it has garnered a strong cult following for its unique charm, humor, and engaging storyline. Fans of genre-blending films that mix action, humor, and social critique will find Small Soldiers a nostalgic and thought-provoking watch.

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About This Collection

HBO Max's comedy films: Laughter-packed, diverse, entertaining.

Comedy movies on HBO Max offer a hilarious escape with a diverse selection of classic and contemporary films. Enjoy laughter-filled nights with side-splitting humor and engaging storylines. From slapstick to romantic comedies, comedy movies on HBO Max provide endless entertainment for all tastes.

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