Love knows no bounds, especially not age. This collection of 10 comedy films explores the lighter side of relationships where the age difference is not just a number but a source of humor, warmth, and unexpected life lessons. Whether it's a May-December romance or a cougar on the prowl, these films show that love can be funny, touching, and utterly unpredictable. Here's your ticket to laughter and love, no matter the age!

Harold and Maude (1971)
Description: A dark comedy about a young man obsessed with death who falls in love with a vivacious, life-loving septuagenarian. Their relationship challenges societal norms and provides a unique perspective on life and love.
Fact: The film was initially a box office flop but has since gained a cult following for its unconventional love story.


As Good as It Gets (1997)
Description: This film features a romance between a grumpy, obsessive-compulsive writer (Jack Nicholson) and a single mother (Helen Hunt) who is significantly younger. Their relationship blossoms amidst comedic chaos, showcasing how love can bridge the gap in age and personality.
Fact: Jack Nicholson won an Academy Award for Best Actor for his role, and Helen Hunt won Best Actress.


How Stella Got Her Groove Back (1998)
Description: Angela Bassett stars as Stella, a 40-year-old stockbroker who finds love with a much younger man (Taye Diggs) during a vacation in Jamaica. The film is both funny and empowering, celebrating mature women's sexuality.
Fact: The film is based on a novel by Terry McMillan, who also wrote "Waiting to Exhale."


Something's Gotta Give (2003)
Description: Jack Nicholson plays a playboy who unexpectedly falls for the mother (Diane Keaton) of his much younger girlfriend. Their age difference becomes the crux of the comedy and romance.
Fact: This film was nominated for an Academy Award for Best Original Screenplay.


Prime (2005)
Description: A romantic comedy where a young man (Bryan Greenberg) starts dating an older woman (Uma Thurman), who happens to be his therapist's daughter. The age difference and the professional ethics create a comedic and heartfelt narrative.
Fact: Meryl Streep plays the therapist, adding depth to the film's exploration of relationships.


Last Chance Harvey (2008)
Description: Dustin Hoffman and Emma Thompson star in this romantic comedy-drama where a middle-aged man and a slightly younger woman find love after both have experienced significant life changes. Their age difference adds a layer of humor and warmth to their budding relationship.
Fact: The film was shot in London, providing a charming backdrop to the story.


The Rebound (2009)
Description: Catherine Zeta-Jones plays a woman who, after discovering her husband's infidelity, moves to New York and starts a relationship with her much younger nanny (Justin Bartha). Their romance is both humorous and touching.
Fact: The film was originally titled "The Bounceback" during production.


It's Complicated (2009)
Description: Meryl Streep plays a divorced woman who starts an affair with her ex-husband (Alec Baldwin), who is now married to a much younger woman. The film humorously explores the complexities of love, age, and relationships.
Fact: The film was directed by Nancy Meyers, known for her romantic comedies with strong female leads.


The Intern (2015)
Description: Robert De Niro plays a 70-year-old widower who becomes an intern at a fashion startup run by a much younger woman (Anne Hathaway). Their friendship blossoms into something more, highlighting the beauty of intergenerational relationships.
Fact: The film was inspired by a real-life program where seniors intern at startups.


The Graduate (1967)
Description: While not strictly a comedy, this classic film features a young man (Dustin Hoffman) who has an affair with an older woman (Anne Bancroft) before falling for her daughter. The age difference and the ensuing complications provide plenty of comedic moments.
Fact: The film was nominated for seven Academy Awards and won for Best Director.
