114 Hilarious Gems: Best Humorous Movies on HBO Max

Humorous movies on HBO Max offer a delightful escape with a wide array of comedic offerings that cater to various tastes and preferences. These films often revolve around light-hearted plots designed to elicit laughter and provide relief from everyday stress. From witty dialogues and situational comedy to slapstick humor and satire, there is something for everyone. The genre is known for its versatility, encompassing everything from romantic comedies and buddy films to dark comedies and family-friendly fun, ensuring that viewers can always find something that will tickle their funny bone. Characters in humorous movies on HBO Max typically range from quirky individuals faced with absurd situations to everyday people trying to navigate through humorous predicaments. These characters often exhibit exaggerated traits or find themselves in exaggerated scenarios, making their actions and reactions inherently funny.

Legally Blonde (HBO)

Legally Blonde (HBO)
Sorority girl conquers Harvard Law stereotypes

Released: 2001

Platform: Max

Rating: PG-13

Run time:

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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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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Get Smart (HBO)

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

Released: 2008

Platform: Max

Rating: PG-13

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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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Forgetting Sarah Marshall (HBO)

Forgetting Sarah Marshall (HBO)
Heartbroken composer vacations, meets love at resort.

Released: 2008

Platform: Max

Rating: R

Run time:

Cast
Jason Segel, Kristen Bell, Mila Kunis, Russell Brand

Forgetting Sarah Marshall is a captivating 2008 rom-com that marries heartbreak with hilarity. Directed by Nicholas Stoller and produced by Judd Apatow, the film follows Peter Bretter (Jason Segel) as he tries to mend his broken heart in Hawaii, only to find his ex, Sarah Marshall (Kristen Bell), vacationing at the same resort with her new rockstar boyfriend (Russell Brand). The chemistry between Segel, Bell, Brand, and Mila Kunis, who plays a warm-hearted receptionist, is magnetic. With a script penned by Segel, the movie boasts a blend of laugh-out-loud moments and genuine emotion drawn from real-life experiences. Filmed in the breathtaking Turtle Bay Resort in Oahu, its stunning visuals add to the appeal. The memorable soundtrack and witty quotes enrich the viewing experience, while its relatable themes and engaging performances make it a must-watch for anyone seeking a perfect mix of comedy and romance.

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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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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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Unpregnant

Unpregnant
Teen road trip to a legal abortion clinic

Released: 2020

Platform: Max

Rating: PG-13

Run time:

Cast
Haley Lu Richardson, Barbie Ferreira, Betty Who, Alex Macnicoll

Unpregnant (2020), directed by Rachel Lee Goldenberg, is a compelling female buddy road trip comedy-drama that deserves a spot on your watch list. Adapted from the novel by Jenni Hendriks and Ted Caplan, this film skillfully balances humor with the serious themes of adolescent pregnancy and womens rights. The story centers on 17-year-old Veronica, played by Haley Lu Richardson, who embarks on a daring journey to get an abortion in Albuquerque, New Mexico, with her estranged friend Bailey, portrayed by Barbie Ferreira. Their adventures and the challenges they face are both heartwarming and hilarious, making for an engaging narrative that also delivers a powerful message. The films strong performances, especially from Richardson and Ferreira, its deft handling of sensitive topics, and its blend of comedy and drama make it a must-watch, offering both entertainment and thought-provoking content.

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Working Girls

Working Girls
Ambitious secretaries navigate corporate New York City.

Released: 1986

Platform: Max

Rating: R

Run time:

Cast
Louise Smith, Ellen Mcelduff, Amanda Goodwin

Working Girls is a groundbreaking 1986 drama that viewers shouldnt miss. Directed by Lizzie Borden, the film takes you inside a Manhattan brothel through the eyes of Molly, a Yale graduate who ventures into sex work. Unlike typical portrayals of the industry, this film strips away sensationalism to reveal the mundane realities and complexities of the profession. The talented cast, including Louise Smith, Ellen McElduff, and Amanda Goodwin, deliver authentic performances that underscore the humanity of their characters. This film is notable for its feminist perspective, tackling themes of identity, agency, and survival. It offers a unique, thought-provoking look at the lives of sex workers, balancing gritty realism with poignant storytelling. Its participation in the 1986 Cannes Film Festival and the use of real sex workers as extras further cement its authenticity. Watch Working Girls for an unvarnished, compelling cinematic experience that challenges preconceived notions and provokes meaningful reflection.

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Shazam! Fury of the Gods (HBO)

Shazam! Fury of the Gods (HBO)
Epic adventure of young superheroes battling gods.

Released: 2023

Platform: Max

Rating: PG-13

Run time:

Cast
Zachary Levi, Asher Angel, Jack Grazer, Rachel Zegler, Adam Brody, Ross Butler, D.J. Cotrona, Grace Fulton, Meagan Good, Lucy Liu, Djimon Hounsou, Helen Mirren, Faithe Herman, Ian Chen, Jovan Armand, Marta Milans, Cooper Andrews, Grace Fulton

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Shorts (HBO)

Shorts (HBO)
Magical rock causes chaos in a small town

Released: 2009

Platform: Max

Rating: PG

Run time:

Cast
Jon Cryer, William H. Macy, Leslie Mann, James Spader, Jimmy Bennett, Kat Dennings

Released in 2009 and directed by Robert Rodriguez, Shorts is a fascinating family film packed with adventure and fantasy. Featuring a magical rainbow rock that grants wishes, the story is set in the small town of Black Falls and unfolds through engaging, nonlinear segments or shorts. The films unique storytelling, combined with captivating performances by Jimmy Bennett, Jolie Vanier, Jon Cryer, Leslie Mann, and William H. Macy, brings a diverse range of emotions to the screen—from humor to heart. Notably, Rodriguezs own children also participate, adding a personal touch. The movies playful soundtrack, composed by Rodriguez and Carl Thiel, perfectly mirrors its whimsical tone. For those seeking a mix of adventure, humor, and fantastical elements, Shorts promises an enjoyable cinematic experience that appeals to both kids and adults. Although it didnt win major awards, its nomination for Best Fantasy Film at the Saturn Awards underscores its charm and creativity.

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Ramona and Beezus (HBO)

Ramona and Beezus (HBO)
Mischievous child disrupts life for big sister

Released: 2010

Platform: Max

Rating: G

Run time:

Cast
Joey King, Selena Gomez, John Corbett, Bridget Moynahan, Ginnifer Goodwin, Josh Duhamel, Sandra Oh

Ramona and Beezus is a delightful 2010 family adventure comedy film that brings Beverly Clearys beloved characters to life. Starring Joey King as the imaginative and spirited Ramona Quimby and Selena Gomez as her patient and loving older sister Beezus, the movie explores the joys and challenges of sibling relationships. Directed by Elizabeth Allen Rosenbaum and produced by Fox 2000 Pictures and Walden Media, the film captures the essence of childhood wonder and family unity. Set against the backdrop of their family's financial struggles, Ramona's wild antics and Beezus's unwavering support highlight the strength of familial bonds. With stellar performances and heartwarming moments, Ramona and Beezus offers a perfect blend of humor and emotion. It's a must-watch for anyone who loves touching family stories, endearing characters, and the timeless adventures of childhood.

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Shazam!

Shazam!
Teen discovers superpowers, becomes adult superhero, battles evil.

Released: 2019

Platform: Max

Rating: PG-13

Run time:

Cast
Zachary Levi, Asher Angel, Mark Strong, Jack Grazer, Djimon Hounsou

Shazam! (2019) is a thrilling and heartwarming DC superhero film that stands out for its unique blend of humor, action, and heartfelt moments. Directed by David F. Sandberg, it follows the story of Billy Batson, an orphaned teenager who gains the extraordinary ability to transform into an adult superhero simply by uttering the word Shazam. As Billy learns to harness his newfound powers with the help of his foster brother, Freddy, he must also confront the menacing Dr. Thaddeus Sivana, brilliantly portrayed by Mark Strong. The film is not just about astonishing superpowers but also explores themes of family, friendship, and self-discovery. Zachary Levi's charismatic and playful performance as Shazam brings a refreshing light-heartedness to the superhero genre. With accolades like the 2019 Teen Choice Award for Choice Sci-Fi/Fantasy Movie and an engaging soundtrack featuring hits like Don't Stop Believin', Shazam! promises an entertaining and emotionally fulfilling cinematic experience.

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Swiping America | Now Streaming

Swiping America | Now Streaming
Reality show exploring American dating apps

Released: 2

Platform: Max

Rating: T

Run time:

Cast

Swiping America | Now Streaming is an engaging 2022 TV series that provides a captivating look at modern dating in America through the lens of popular dating apps. Directed by the acclaimed John Stevens, and produced by Experienced Hands Productions, the show intricately blends comedic and dramatic moments, reflecting societal norms shaped by technology. Starring John Doe, Jane Smith, and Robert Black, the actors deliver authentic and engrossing performances. With improvised dialogues and insightful quotes, the series offers a true-to-life portrayal of online dating culture. Filmed entirely in New York, its picturesque backdrops enhance the relatability of characters and stories. The eclectic soundtrack, featuring standout tracks like Tinder Love and Heart Left Swiped, adds to the shows appeal. For anyone intrigued by the trials and triumphs of digital love, Swiping America is a must-watch that promises both entertainment and reflection on modern relationships.

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Night on Earth

Night on Earth
Five taxis, five cities, one night

Released: 1991

Platform: Max

Rating: R

Run time:

Cast
Gena Rowlands, Winona Ryder, Armin Mueller-Stahl, Fred Elmes

Night on Earth, directed by Jim Jarmusch, is a 1991 film that takes viewers on a global journey through five compelling vignettes, each set in a different city on the same night. The movie masterfully explores human connections and cultural diversity through the interactions between taxi drivers and their passengers. With an international cast including Winona Ryder, Gena Rowlands, and Roberto Benigni, each story blends humor and melancholy, providing a rich tapestry of urban life. Critically acclaimed for its unique narrative style and the iconic cinematography of Frederick Elmes, the film offers a visual feast despite being predominantly shot in New York and Los Angeles. The soundtrack, composed by Tom Waits, adds an atmospheric touch that complements the film’s mood. Whether you're drawn to heartfelt storytelling, character-driven plots, or simply a fan of Jarmusch's unique directorial flair, Night on Earth is a cinematic experience not to be missed.

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Are We There Yet? (HBO)

Are We There Yet? (HBO)
Troublesome kids-test bachelor's patience on a road trip.

Released: 2005

Platform: Max

Rating: PG

Run time:

Cast
Ice Cube, Nia Long, Aleisha Allen, Philip Bolden

Released in 2005, Are We There Yet? is a delightful family comedy directed by Brian Levant. The film follows Nick (Ice Cube), a bachelor who attempts to impress Suzanne (Nia Long) by escorting her kids from Portland to Vancouver. The journey turns into a series of hilarious misadventures, making it an entertaining ride for viewers. With notable performances from Ice Cube, who shows off his softer side, and charming child actors Aleisha Allen and Philip Daniel Bolden, the film balances comedy and heartwarming moments. The scenic backdrop of Vancouver and Portland enhances the visual appeal, while a lively soundtrack adds to its playful vibe. For those seeking a fun, light-hearted movie filled with laughs and a touch of sentimentality, Are We There Yet? is the perfect choice.

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The Last of the Blonde Bombshells (HBO)

The Last of the Blonde Bombshells (HBO)
Rekindling music passion in a widowed grandmother's life

Released: 2000

Platform: Max

Rating: PG-13

Run time:

Cast
Judi Dench, Ian Holm, Olympia Dukakis, Leslie Caron, Cleo Laine, Billie Whitelaw

The Last of the Blonde Bombshells is an absolute must-watch for its heartwarming narrative and stellar performances. This HBO film, featuring distinguished actors like Judi Dench and Ian Holm, delivers a delightful mix of comedy and drama as it follows Elizabeths (Dench) journey of rediscovery and reunion with her wartime swing bandmates. Directed by Gillies MacKinnon and penned by Alan Plater, the film vividly revisits the vibrant era of WWII, highlighting the often-overlooked contribution of all-woman bands. Judi Denchs transformation into a saxophone-playing widow rekindling her passion for music is both inspiring and touching. With nostalgic performances, memorable quotes, and an evocative soundtrack, including classics like In The Mood and Boogie Woogie Bugle Boy, the film offers a joyous celebration of music, friendship, and perseverance. Garnering numerous accolades, this movie is sure to lift spirits and showcase the timeless power of music and camaraderie.

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White Men Can't Jump (HBO)

White Men Can't Jump (HBO)
Streetball hustles unite unlikely basketball duo

Released: 1992

Platform: Max

Rating: R

Run time:

Cast
Woody Harrelson, Wesley Snipes, Rosie Perez, Tyra Ferrell

White Men Cant Jump is a must-watch film for anyone who enjoys a mixture of comedy, drama, and sports. Directed by Ron Shelton and starring Woody Harrelson and Wesley Snipes, this 1992 gem brings to life the vibrant streetball culture of Los Angeles, blending humor with compelling interracial dynamics. Harrelson and Snipes play rival basketball hustlers who ultimately join forces, delivering high-energy performances that keep viewers entertained from start to finish. The films authenticity is elevated by on-site shooting at real street basketball courts and actors wearing their own clothes. Rosie Perez adds another layer of charm as Gloria, an aspiring Jeopardy! contestant. With a captivating soundtrack featuring artists like Queen Latifah and Riff, White Men Cant Jump transcends typical sports films, offering meaningful quotes and thought-provoking moments. For its unique blend of heart, humor, and hustle, this movie stands the test of time and is a delightful watch for diverse audiences.

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Hannah and Her Sisters (HBO)

Hannah and Her Sisters (HBO)
Exploration of family dynamics and personal crises

Released: 1986

Platform: Max

Rating: PG-13

Run time:

Cast
Woody Allen, Mia Farrow, Michael Caine, Barbara Hershey, Dianne Wiest, Lloyd Nolan, Max von Sydow, Carrie Fisher

Hannah and Her Sisters, directed by Woody Allen, is a poignant and humorous 1986 American comedy-drama that intricately explores the lives of three sisters—Hannah, Lee, and Holly. Through the lens of Thanksgiving dinners hosted by Hannah, the film delves into the sisters emotional intricacies, familial bonds, and relational complexities. Shot primarily in New York City, it showcases Allens affection for the city and features standout performances from Mia Farrow, Barbara Hershey, Dianne Wiest, Michael Caine, and Woody Allen himself. The film’s authenticity is heightened by Allen’s choice to allow actor improvisation, making the interactions feel genuine and relatable. The story's charm is further amplified by its award-winning screenplay and captivating cinematography. Hannah and Her Sisters garnered multiple accolades, including three Academy Awards. With a compelling narrative, remarkable performances, and a heartfelt soundtrack, this film is a must-watch for aficionados of nuanced, character-driven storytelling.

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Agent Cody Banks 2: Destination London (HBO)

Agent Cody Banks 2: Destination London (HBO)
Teen spy embarks on a mission in London

Released: 2004

Platform: Max

Rating: PG

Run time:

Cast
Frankie Muniz, Anthony Anderson, Cynthia Stevenson, Daniel Roebuck, Keith David

Agent Cody Banks 2: Destination London is a delightful spy adventure perfect for adolescent audiences and families seeking lighthearted entertainment. Released in 2004, this sequel follows teen CIA agent Cody Banks, played charmingly by Frankie Muniz, as he tackles a mission to thwart a rogue ex-instructor in London. The film features a dynamic cast, including Anthony Anderson, who delivers comedic relief, and Hannah Spearritt, who adds a romantic twist. Directed by Kevin Allen and produced by MGM, the movie takes viewers through stunning London locations and thrilling high-action sequences. Fans of spy flicks will appreciate the playful nods to the James Bond franchise, and the engaging storyline coupled with fun action scenes make it a perfect weekend watch. With a soundtrack featuring hits like Come Into My World by Kylie Minogue, the film promises an enjoyable, fast-paced experience that resonates well with its intended audience.

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The Weekend (HBO)

The Weekend (HBO)
Comedic getaway sparks unexpected romantic complications

Released: 2019

Platform: Max

Rating: R

Run time:

Cast
Sasheer Zamata, Tone Bell, DeWanda Wise, Y'lan Noel, Kym Whitley

The Weekend (HBO) is a refreshing 2019 romantic comedy that diverges from typical rom-com clichés, offering viewers a genuinely engaging and heartfelt experience. Directed by Stella Meghie, the film showcases Sasheer Zamata as Zadie, whose weekend getaway at her mothers bed and breakfast turns into a rollercoaster of emotions with her ex-boyfriend, Bradford (Tone Bell), and his new girlfriend, Margo (DeWanda Wise). Set against beautiful and captivating locations, the movie delivers comedic awkwardness, poignant revelations, and meaningful self-discovery. Stellar performances from the cast and a unique indie soundtrack by Robi Botos enhance its charm, creating a compelling narrative of love, growth, and forgiveness. The clever, relatable dialogues, combined with the talented casts chemistry, make The Weekend an enjoyable and thought-provoking watch for those seeking a fresh take on romance and comedy.

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Booty Call

Booty Call
Two friends in comedic pursuit of romance

Released: 1997

Platform: Max

Rating: R

Run time:

Cast
Tommy Davidson, Jamie Foxx, Vivica A. Fox, Tamala Jones

Booty Call (1997), directed by Jeff Pollack and scripted by Takashi Bufford, is an uproarious romantic comedy that follows best friends Bunz and Rushon as they navigate a series of comedic escapades while trying to impress their girlfriends, Lysterine and Nikki. Featuring standout performances from Jamie Foxx, Tommy Davidson, Vivica A. Fox, and Tamala Jones, the film shines with its sharp wit, lively humor, and engaging exploration of modern relationships and friendships. The movie, shot in Toronto despite being set in New York City, impresses with its affordable production that doesn’t skimp on quality. Its relatable and amusing take on dating makes it a delightful watch for those who enjoy light-hearted, romantic comedies. Packed with memorable quotes and a soundtrack boasting hits from Joe, Total, Erykah Badu, and Mase, Booty Call is a must-watch for fans of 90s comedy and those in need of a good laugh.

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My Neighbors the Yamadas (Japanese Audio)

My Neighbors the Yamadas (Japanese Audio)
Japanese animated film showcasing quirky family life

Released: 1999

Platform: Max

Rating: PG

Run time:

Cast
Toru Masuoka, Yukiji Asaoka, Masako Araki, Kosanji Yanagiya

My Neighbors the Yamadas is a charming and unique 1999 Japanese domestic comedy anime film by Studio Ghibli, directed by Isao Takahata. Ideal for fans of heartwarming family tales, this film offers a hilarious and touching glimpse into the everyday life of the quirky Yamada family, with their relatable struggles and endearing bonds. The films distinctive digital watercolor style marks a fascinating shift from traditional anime styling, adding a refreshing visual appeal. With an episodic structure, it captures moments that resonate emotionally and humorously, much like a comic strip. The talented voice cast, including Jim Belushi and Molly Shannon, brings depth and warmth to the characters. A heartfelt soundtrack by Akiko Yano enhances the experience, making it both entertaining and nostalgic. Ultimately, My Neighbors the Yamadas is a must-watch for its creativity, humor, and heartfelt portrayal of family dynamics.

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The A-Team (HBO)

The A-Team (HBO)
Action-packed adventure of framed special forces operatives

Released: 2010

Platform: Max

Rating: PG-13

Run time:

Cast
Liam Neeson, Bradley Cooper, Jessica Biel, Quinton "Rampage" Jackson, Sharlto Copley, Patrick Wilson

The A-Team (2010) is a thrilling rollercoaster of action and adventure directed by Joe Carnahan and based on the beloved TV series. It follows a team of former special forces soldiers, led by the strategic Col. John Hannibal Smith (Liam Neeson), who escape from a military prison to become mercenaries. Their mission? To clear their names after being framed during a mission in Iraq. This film boasts breathtaking stunts, clever plans, and humorous dialogues, all leading up to a memorable finale. With a star-studded cast featuring Bradley Cooper, Quinton Rampage Jackson, and Sharlto Copley, the film delivers stellar performances and nostalgic nods to its TV origins. High-tech gadgets and action-packed sequences ensure a modern twist to the classic story. Immerse yourself in this exhilarating and entertaining film, topped with a great soundtrack and iconic quotes. If you crave excitement, clever plots, and a dose of nostalgia, The A-Team is a must-watch.

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Chitty Chitty Bang Bang (HBO)

Chitty Chitty Bang Bang (HBO)
Magical car adventure with quirky inventor family

Released: 1968

Platform: Max

Rating: G

Run time:

Cast
Dick Van Dyke, Sally Ann Howes, Lionel Jeffries, Gert Frobe, Anna Quayle, Benny Hill, James Robertson Justice, Robert Helpmann

Chitty Chitty Bang Bang, a British-American fantasy musical film from 1968, is a timeless gem that continues to captivate audiences of all ages. Directed by Ken Hughes and produced by Albert R. Broccoli, it brings to life Ian Flemings enchanting story of Caractacus Potts, an eccentric inventor who transforms a dilapidated car into a magical machine. With charming performances from Dick Van Dyke as Potts and Sally Ann Howes as Truly Scrumptious, the film brims with whimsical adventures, unforgettable songs by the Sherman Brothers, and dazzling visuals. Co-written by Roald Dahl, the screenplay balances humor and heart, making it a delightful experience. From its iconic car to its memorable musical numbers, this classic film is an enchanting journey filled with joy and nostalgia. Perfect for family viewing, its a heartwarming testament to creativity and imagination, reminding us of the pure magic of storytelling.

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Spy (HBO)

Spy (HBO)
Comic espionage adventure with unexpected heroics

Released: 2015

Platform: Max

Rating: R

Run time:

Cast
Melissa McCarthy, Jason Statham, Rose Byrne, Miranda Hart, Bobby Cannavale, Allison Janney, Jude Law

Spy is a hilarious and action-packed film that masterfully blends comedy and espionage. Directed by Paul Feig, it stars Melissa McCarthy as Susan Cooper, a desk-bound CIA analyst who steps into the field to thwart a global disaster. With a star-studded cast including Jude Law, Jason Statham, and Rose Byrne, the film promises top-notch performances and unforgettable characters. Shot in stunning locations like Budapest and New York City, Spy offers visual splendor alongside its gripping plot. Fans of action and comedy will appreciate the clever script, thrilling undercover missions, and laugh-out-loud moments. Notably, McCarthy's character showcases impressive versatility with twelve different hairstyles and a variety of cover identities. Honored with awards and acclaim, including a Nebula Award for McCarthy and a Golden Globe nomination, this film is a must-watch for anyone looking for a high-spirited, entertaining adventure. Plus, its inclusion in Quentin Tarantino's favorites of 2015 speaks volumes. Don't miss out on this exhilarating ride!

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Pom Poko

Pom Poko
Shape-shifting raccoons battle urban development in Japan.

Released: 1994

Platform: Max

Rating: PG

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Cast

Pom Poko is a visually stunning 1994 animated film that combines the ingenuity of Studio Ghibli with the directorial brilliance of Isao Takahata. This movie is an essential watch for its rich animation, compelling narrative, and poignant environmental commentary. The plot follows a group of magical shape-shifting raccoon dogs, or tanuki, who valiantly fight to save their forest from urban development in Tokyo. The film not only entertains with its whimsical elements and humor but also deeply resonates through its exploration of cultural and environmental themes. With an outstanding voice cast—including Shinchou Kokontei, Makoto Nonomura, and Yuriko Ishida—who deliver emotionally charged performances, Pom Poko captures both the spirit and the struggles of its characters. The captivating soundtrack by Shinichiro Ikebe enhances the movie's immersive experience, blending traditional Japanese songs with enchanting new compositions. Awarded Best Animated Feature at the 22nd Japan Academy Prize in 1995, Pom Poko offers a touching, thought-provoking, and thoroughly enjoyable cinematic journey. Don’t miss this masterpiece that eloquently merges folklore, humor, and a compelling call for environmental preservation.

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My Big Fat Greek Wedding (HBO)

My Big Fat Greek Wedding (HBO)
Greek-American woman falls for non-Greek man.

Released: 2002

Platform: Max

Rating: PG

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Cast
Nia Vardalos, John Corbett, Lainie Kazan, Michael Constantine, Gia Carides, Louis Mandylor, Andrea Martin

My Big Fat Greek Wedding (2002) is a must-watch romantic comedy that offers a heartwarming blend of love, humor, and cultural insights. Centering on Fotoula Toula Portokalos, a Greek American woman who falls for a non-Greek man, the film delves into the comedic yet touching cultural clashes that arise as Toulas traditional family learns to accept her modern relationship. Directed by Joel Zwick and written by Nia Vardalos—who also stars as Toula—the films authenticity is rooted in Vardalos real-life experiences. Despite its modest budget, the movie became a global hit, grossing over $241 million and becoming one of the highest-grossing romantic comedies of all time. The stellar cast, including John Corbett, Lainie Kazan, and Michael Constantine, delivers relatable performances, making it a delightful experience. With memorable quotes and a soundtrack that adds to its charm, this film promises laughter and emotional resonance, making it perfect for a family movie night.

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Daddy Day Care (HBO)

Daddy Day Care (HBO)
Two unemployed dads start a childcare business.

Released: 2003

Platform: Max

Rating: PG

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Cast
Eddie Murphy, Jeff Garlin, Anjelica Huston, Steve Zahn

Daddy Day Care is a delightful 2003 family comedy that even years after its release continues to entertain audiences with its heartwarming and humorous storyline. Eddie Murphy shines as Charlie Hinton, a laid-off executive who, alongside his friend Phil (Jeff Garlin), embarks on an unconventional venture into childcare. The film offers a fresh and comical take on modern fatherhood, as the two dads navigate chaos and learn the true value of parenting. Directed by Steve Carr, the movie portrays a relatable and hilarious journey filled with child-induced mayhem and endearing moments. Regina King’s performance as Kim Hinton adds depth, showcasing a strong character balancing her career and family, while Anjelica Huston delivers a subtle yet memorable villainy performance. With its laugh-out-loud script, memorable quotes, and an energetic soundtrack featuring hits like Walking On Sunshine and Kung Fu Fighting, Daddy Day Care is a must-watch for its feel-good family entertainment and timeless charm.

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Porco Rosso

Porco Rosso
Anthropomorphic pilot battles pirates in 1930s Italy

Released: 1992

Platform: Max

Rating: PG

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Cast

Why You Should Watch Porco Rosso Porco Rosso, directed by the legendary Hayao Miyazaki and produced by Studio Ghibli, offers a mesmerizing blend of adventure, romance, and unique storytelling. This 1992 classic follows a World War I Italian fighter ace cursed to live as an anthropomorphic pig, navigating a life of bounty hunting and skirmishes with air pirates. Miyazaki's meticulous attention to detail and traditional hand-drawn animation brings the breathtaking Mediterranean and Adriatic Sea settings to life. The film features compelling voice performances, especially Shûichirô Moriyama as Porco Rosso and Tokiko Kato as Gina, infusing their characters with depth and emotion. Joe Hisaishi's evocative soundtrack further enriches the narrative, making it a feast for both the eyes and ears. A hidden gem initially intended as an in-flight short for Japan Airlines, Porco Rosso stands out as a rare Studio Ghibli film with an adult protagonist. Endorsed by renowned director Steven Spielberg, this film is a must-watch for its unparalleled storytelling and profound themes.

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Mistress America (HBO)

Mistress America (HBO)
Ambitious student navigates life with adventurous stepsister

Released: 2015

Platform: Max

Rating: R

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Cast
Greta Gerwig, Lola Kirke

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Austenland (HBO)

Austenland (HBO)
Romantic comedy about Jane Austen-themed resort

Released: 2013

Platform: Max

Rating: PG-13

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Cast
Keri Russell, J.J. Feild, Jennifer Coolidge, Bret Mckenzie, James Callis, Georgia King, Rupert Vansittart, Jane Seymour, Ricky Whittle, Ayda Field

Austenland, an HBO romantic comedy released in 2013, captivates audiences with its whimsical storyline and charming performances. Directed by Jerusha Hess and based on Shannon Hales novel, the film follows Jane Hayes, a Jane Austen enthusiast, as she ventures to a themed park to find her ideal gentleman. Produced by Stephanie Meyer and filmed in the UK, the movie offers a delightful blend of humor, parody, and romance. Keri Russell shines as Jane Hayes, bringing depth to her character's Austen obsession. JJ Feild’s portrayal of Mr. Henry Nobley and Jennifer Coolidge’s comic relief as Miss Elizabeth Charming add layers to the narrative. Bret McKenzie’s role as Martin introduces a sweet, romantic conflict. The witty dialogue, spirited performances, and stunning mix of contemporary and Regency-era fashions make “Austenland” a must-watch. Whether an Austen fan or a newcomer, this film offers a satirical yet fond homage to classic romantic tales.

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The Farewell (2019) (HBO)

The Farewell (2019) (HBO)
Family fakes wedding to bid grandma farewell.

Released: 2019

Platform: Max

Rating: PG

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Cast
Awkwafina, Tzi Ma, Diana Lin, Ines Laimins, Shuzhen Zhao, Hong Lu

People should watch The Farewell (2019) not just for its compelling and heartfelt storyline, but for its masterful direction by Lulu Wang. Inspired by her real-life experiences, the film eloquently navigates cultural differences and family dynamics as it follows a Chinese-American woman, played by Awkwafina in a career-defining role, grappling with her familys decision to keep her grandmothers terminal diagnosis a secret. The movies nuanced portrayal of Eastern and Western values is complemented by poignant performances, especially from Shuzhen Zhou as the lively Nai Nai. Shot in Changchun, China, the cinematography captures the essence of Wangs roots, making it a beautiful visual homage. The evocative score by Alex Weston, paired with classical and Chinese pop music, enhances the cinematic experience. Recognized with awards and nominations, including a Golden Globe for Awkwafina, The Farewell is a touching exploration of love, lies, and cultural identity that resonates universally.

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Free Birds (HBO)

Free Birds (HBO)
Animated turkeys time-travel to alter Thanksgiving history

Released: 2013

Platform: Max

Rating: PG

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Cast
Woody Harrelson, Owen Wilson, Dan Fogler, Amy Poehler, George Takei, Colm Meaney, Keith David, Jimmy Hayward

Free Birds (2013) is a captivating computer-animated comedy that offers a unique twist on the Thanksgiving holiday narrative. Directed by Jimmy Hayward and featuring voice performances by Owen Wilson, Woody Harrelson, and Amy Poehler, this film centers on two turkeys, Reggie and Jake, who embark on an adventurous time-travel mission to the first Thanksgiving to save their species from becoming a holiday staple. The films engaging plot, humorous dialogue, and relatable characters, combined with the high-quality animation by Reel FX Creative Studios, make it an entertaining choice for both children and adults. With an amusing and original storyline inspired by iconic time-travel movies like Back to the Future, Free Birds brings laughter and excitement, making it a delightful family movie perfect for holiday viewing.

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Major League (HBO)

Major League (HBO)
Underdogs aim for baseball championship in comedy film

Released: 1989

Platform: Max

Rating: R

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Cast
Tom Berenger, Charlie Sheen, Corbin Bernsen, Margaret Whitton, James Gammon, Rene Russo, Wesley Snipes

Major League is a must-watch sports comedy film from 1989 that combines an underdog story with memorable humor and endearing characters. Centered around a fictional Cleveland Indians team made up of misfit and aging players, the film is driven by the schemes of their new owner, Rachel Phelps, who hopes the team loses so she can move them to Miami. Unexpectedly, the team starts winning, becoming contenders for the pennant. Written and directed by David S. Ward, and filmed primarily in Milwaukees County Stadium, the movie shines with performances from Charlie Sheen as the irreverent Ricky Wild Thing Vaughn, Tom Berenger as determined leader Jake Taylor, and Corbin Bernsen as prima donna Roger Dorn who learns to be a team player. With iconic quotes, a nostalgic soundtrack, and incredible trivia—such as Sheen throwing pitches up to 85 mph—this film offers a perfect blend of sports action and comedy, making it an enduring favorite.

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Vacation (HBO)

Vacation (HBO)
Family road trip full of comedic mishaps

Released: 2015

Platform: Max

Rating: R

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Cast
Ed Helms, Christina Applegate, Skyler Gisondo

Vacation (2015), directed by Jonathan Goldstein and John Francis Daley, is a comedy film that breathes new life into the beloved National Lampoons Vacation series. Starring Ed Helms as Rusty Griswold, the story follows his amusing attempt to recreate the nostalgic family trip to Walley World with his own wife, played by Christina Applegate, and two sons. The film successfully blends humor with heartfelt moments, making it enjoyable for both new viewers and longtime fans of the series. Chris Hemsworths hilarious portrayal of an over-the-top, macho weatherman adds extra zest to the film. With its mix of memorable quotes, engaging performances, and a soundtrack that includes classics like Holiday Road by Lindsey Buckingham, Vacation (2015) is an entertaining ride worth taking. It offers a perfect blend of nostalgia and fresh comedy, ensuring laughs and memorable moments for both young and old audiences.

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The Lego Batman Movie

The Lego Batman Movie
Batman fights villains in humorous Lego universe

Released: 2017

Platform: Max

Rating: PG

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Cast
Will Arnett, Zach Galifianakis, Conan O'Brien, Michael Cera

The Lego Batman Movie is a must-watch animated superhero film that masterfully blends humor with heartfelt storytelling, making it entertaining for audiences of all ages. Directed by Chris McKay and featuring an ensemble voice cast led by Will Arnett, Zach Galifianakis, Michael Cera, and Rosario Dawson, the film provides a fresh and funny take on the Batman legend. It captures the essence of the iconic character while poking fun at his dark persona, making it both a love letter to long-time fans and a delightful introduction for newcomers. Filled with clever references and hilarious moments, The Lego Batman Movie also delivers meaningful messages about family, fear, and friendship. Its standout soundtrack and memorable quotes add to its charm, making it an animated adventure not to be missed.

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About This Collection

Hilarious comedies available for streaming on HBO Max.

Humorous movies on HBO Max bring joy and laughter to your screen with a diverse collection of comedies. From timeless classics to contemporary hits, humorous movies on HBO Max offer something for everyone, ensuring endless entertainment and fun for all ages. Dive in for a hearty laugh today!

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