Jul 15, 2025
This article highlights 16 notable romance movies in which an older woman dates a younger man, exploring a range of tones from comedy and drama to true stories. These films challenge conventions around age-gap relationships, often focusing on personal growth, societal reactions, and authentic emotional connections.
Here's a list of the romance movies featuring an older woman dating a younger man, ordered roughly by popularity and including a short description for each:
Something's Gotta Give (2003)
A romantic comedy about a woman torn between a man her age and a younger doctor, exploring mature love and self-discovery. Stars Diane Keaton and Jack Nicholson.
The Graduate (1967)
An iconic film where a young college graduate is seduced by an older woman, leading to a complicated love triangle with her daughter. A cultural classic starring Dustin Hoffman.
How Stella Got Her Groove Back (1998)
A middle-aged woman finds love and rejuvenation with a much younger man while on vacation in Jamaica. Angela Bassett stars in this story of self-discovery and romance.
Bull Durham (1988)
A romantic sports comedy-drama about a baseball groupie who becomes involved with both a young pitcher and his older coach, exploring themes of experience and youth.
Y Tu Mamá También (2001)
Two teenage boys go on a transformative road trip with an older woman, blending coming-of-age themes with an age-gap romance. Directed by Alfonso Cuarón.
White Palace (1990)
A young widower falls for a middle-aged waitress, challenging social norms and class divides in this romantic drama starring Susan Sarandon and James Spader.
Film Stars Don't Die In Liverpool (2017)
A dramatization of the real-life romance between actress Gloria Grahame and a much younger man, focusing on devotion and love beyond age.
Good Luck To You, Leo Grande (2022)
A widowed woman hires a younger sex worker to explore intimacy and personal growth, portrayed with nuance and humor by Emma Thompson.
Lonely Planet (2024)
A struggling writer at a Moroccan retreat begins an affair with a younger man, exploring loneliness and connection in a contemporary setting.
A Family Affair (2024)
A comedy about a famous movie star dating his assistant’s mother, leading to awkward family and workplace dynamics. Stars Nicole Kidman and Zac Efron.
This list reflects a mix of critical acclaim, cultural impact, and audience recognition. Let me know if you'd like more details on any of these films!