10 Comedies About Midlife Crises That Will Make You Laugh

10 Comedies About Midlife Crises That Will Make You Laugh Psychological Comedies

Navigating the turbulent waters of midlife can be a daunting task, but these films turn the crisis into comedy gold. From the absurdity of trying to recapture youth to the humorous realization of life's fleeting moments, these movies offer a light-hearted look at the universal experience of aging. Whether you're in the throes of a midlife crisis or just want to laugh at someone else's, this collection promises to tickle your funny bone while providing a comforting reminder that you're not alone in this journey.

City Slickers (1991)
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City Slickers (1991)

Description: Three friends, all facing their own midlife crises, embark on a cattle drive to find themselves. Their journey is filled with comedic mishaps, bonding, and the realization that life's simple pleasures can be the most rewarding.

Fact: The film was a box office hit, grossing over $124 million worldwide. Billy Crystal, who plays Mitch Robbins, improvised many of his lines, adding to the film's humor.

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About Schmidt (2002)
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About Schmidt (2002)

Description: Warren Schmidt, a recently retired insurance salesman, faces a midlife crisis when his wife dies, his daughter is about to marry a man he dislikes, and he feels his life has been meaningless. His journey to find purpose is both poignant and darkly funny.

Fact: Jack Nicholson's performance earned him a Golden Globe nomination. The film was adapted from the novel of the same name by Louis Begley.

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Sideways (2004)
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Sideways (2004)

Description: Two friends, one a struggling writer and the other a soon-to-be-married man, take a road trip through California wine country. Their misadventures and personal revelations provide a comedic yet touching exploration of midlife crises.

Fact: The film significantly boosted the popularity of Pinot Noir wine. Paul Giamatti's character's disdain for Merlot led to a noticeable decline in Merlot sales.

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The Bucket List (2007)
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The Bucket List (2007)

Description: Two terminally ill men escape from their hospital room to live out their dreams before they "kick the bucket." While not strictly a comedy, the film's humor comes from the duo's adventures and their attempts to find meaning in their remaining time.

Fact: Jack Nicholson and Morgan Freeman, who play the leads, were both in their 70s during filming, adding authenticity to their characters' ages. The film was inspired by a real-life story of a man named Justin Zackham.

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The Big Year (2011)
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The Big Year (2011)

Description: Three men, each at different stages of their lives, engage in a birdwatching competition known as "The Big Year." Their quest for the most bird sightings becomes a humorous metaphor for their personal crises and the search for fulfillment.

Fact: The film is based on the non-fiction book by Mark Obmascik, which chronicles the real-life competition. The movie features a rare appearance by Steve Martin, Jack Black, and Owen Wilson together.

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Wild Hogs (2007)
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Wild Hogs (2007)

Description: Four suburban men, feeling the weight of their mundane lives, decide to live out their fantasies by taking a cross-country motorcycle trip. Their journey is filled with comedic encounters and self-discovery.

Fact: The film features a cameo by the real-life biker gang, the Del Fuegos. The movie was inspired by the real-life experiences of its writer, Brad Copeland.

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The Best Exotic Marigold Hotel (2011)
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The Best Exotic Marigold Hotel (2011)

Description: A group of British retirees move to India to live in what they believe is a newly restored hotel. Their cultural shock and personal crises are met with humor, warmth, and unexpected friendships.

Fact: The film was a surprise hit, grossing over $136 million worldwide. It was inspired by the novel "These Foolish Things" by Deborah Moggach.

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The Intern (2015)
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The Intern (2015)

Description: A retired 70-year-old widower, Ben Whittaker, decides to become a senior intern at an online fashion site, where he forms an unlikely friendship with the company's workaholic CEO, Jules Ostin. This film captures the essence of a midlife crisis through Ben's journey of finding purpose and connection in a rapidly changing world.

Fact: Robert De Niro, who plays Ben, was actually 72 during filming, making his character's age quite fitting. The film was inspired by real-life stories of senior interns at companies like Google.

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The Change-Up (2011)
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The Change-Up (2011)

Description: Two friends, one a family man and the other a carefree bachelor, magically swap bodies after a night of drinking. Their hilarious attempts to navigate each other's lives highlight the grass-is-greener syndrome often associated with midlife crises.

Fact: The film's body-swap premise was inspired by the classic "Freaky Friday" but with an adult twist. The movie features a scene where Ryan Reynolds and Jason Bateman's characters urinate in a fountain, which was improvised.

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The Internship (2013)
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The Internship (2013)

Description: Two salesmen, whose careers have been upended by the digital age, talk their way into an internship at Google. Their struggle to adapt to the tech world and their midlife crises provide plenty of laughs.

Fact: The film was shot at the real Google headquarters in Mountain View, California. Vince Vaughn and Owen Wilson, who play the leads, previously worked together in "Wedding Crashers."

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