10 Best Older Woman Younger Man Relationship Movies

Older woman-younger man relationship movies are rarity everywhere. One wonders why? Much more common is way too old men-younger women romance movies. In any case, today we decided to dig out movies where women romances younger men (or at least are pursued by them). Such relationships typically give rise to fascinating scenarios. And that’s why these movies are so interesting to watch. For some people, these movies might be an uncomfortable experience. But most are going to love them for their intricate portrayal of complicated relationships.

With that said, here is the list of top older woman-younger man relationship movies. Some might call these cougar movies, but frankly these are so much more. You can stream some of these movies on Netflix or Amazon Prime.


10. What Every Frenchwoman Wants (1986)

Also known as “Exploits of A Young Don Juan”, this movie is a French-Italian coproduction that relates the sexual awakening of a 16-year-old teenager and his various adventures within it. After being unsuccessful in this category, Roger finds plenty of women with whom to find pleasure with after World War I breaks out and men are suddenly nowhere in sight. However his erotic experiences have consequences when not only the maid, but other women he has slept with become pregnant from these exploits. Opposite to the tragedies of “Malèna” and platonic interactions of Renato, this movie is a light, fresh and at times comedic well-shot picture onto a young teenager’s exhilarating hormones.

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9. All Things Fair (1995)

Back in the era of WWII, however this time much more in the north of the continent. It is the last film by Bo Widerberg and is set in the south of Sweden, where a story of controversial love and sexual desires takes place. Stig is a 15 year old student exploring his sexuality when he deeply falls under the charm of his teacher’s attractive maturity. She, more than twice her age, enjoys his youth as an alleviation of her alcoholic husband and they soon start a sexual relationship. However things aren’t easy for this unusual relationship and one way or another it will find its end.

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8. A Short Film About Love (1988)

‘A Short Film About Love’ is a film that has grown on me tremendously with time. The way Kieslowski manages to portray the sheer tenderness of love here is simply beyond words. The film explores the relationship between a teenage boy and an older promiscuous woman whom he spies on from his window. She does not believe in love and is way beyond the naivety of a teenager who thinks he’s in love but is only infatuated with her. She dismisses his feelings but later begins to see his love. The ‘Dekalog’ version of the film has a slightly better ending, in my opinion with the boy realizing that it was not love and just a mere sexual fantasy. This was far more powerful and tragic than the more fairy tail-ish ending of the movie. However, it remains one of the greatest romantic films ever made.

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7. Notes on a Scandal (2006)

Disturbing little film about a school teacher who falls for one of her teenage students. Soon, they both start having a passionate affair. But things get complex when an older teacher, who also romantic designs on her, and viciously exposes her for having an affair after blackmailing her for a time. Blanchett is superb as the vulnerable teacher, knowing what she is doing is wrong, but then is stunned at the level of treachery the older woman, brilliantly played by Judi Dench who lashes out at her. It is a sensual film but it is also downright frightening at times.

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6. Malena (2000)

This Italian drama about a 12-year-old boy getting infatuated by the beauty of sensual woman named Malena. Amidst the war climate, he discovers himself and at the same time helplessly sees the world around Malena crumbling apart due the small-mindedness of the people of the town. Crtics thrashed the film when it released, but since then it has garnered a cult following — deservedly so. It may not the most subtle film, but it certainly is a beautiful and sad take on one-sided love.

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 5. Harold and Maude (1971)

‘Harold and Maude’ has an almost creepy storyline. A 20-year-old obsessed with suicide meets an optimistic 80-year-old and they develop a romantic relationship. The awkward tone the film maintains throughout is quite fascinating and the way it depicts such a strange and unusual relationship with such warmth, humor and humanity is simply astounding. The film did not sit well with audiences and critics back when it was released in 1971 for very obvious reasons but it has managed to attain a strong cult following among cinephiles and after frequent revisits and revaluation, critics have considered the film to be one of the funniest films ever made.

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 4. The Graduate (1967)

The one entry, I assume, that wouldn’t surprise our readers. ‘The Graduate’ defined romance and sexuality for a generation and it continues to resonate in the way it captures the madness, frailties and excitement of youth. ‘The Graduate’ tells the story of a 21 year old Benjamin Braddock, with no aim in life who is seduced by the wife of his father’s business partner. They develop an unlikely relationship but things take a turn when the ever confused Benjamin falls in love with her daughter. The film is a funny, honest depiction of youth, romance and the inherent uncertainties of human relationships and destiny. It’s sad, hilarious and so beautifully emotional.

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 3. The Reader (2008)

‘The Reader’ tells the story of a boy who develops a sexual relationship with an older woman. They first meet when the boy feels sick while travelling in a tram and later meet up in her apartment where she seduces him and they make love. They begin to see each other more frequently in her apartment and she insists he reads literary works he’s studying after they make love every time. However, her past comes back to haunt her and this wrecks their relationship, leaving a lasting impact on the two. ‘The Reader’ is a gorgeously flawed masterpiece that so beautifully depicts an enigmatic relationship fraught with simmering rage and implosive madness.

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2. The Piano Teacher (2001)

It’s impossible to pen down a Michael Haneke film for such a short write-up. So let’s just get straight to the point. ‘The Piano Teacher’ explores a disturbing sexual relationship between a middle-aged piano teacher and her handsome young student. Erika’s mother controls her sexual life and this has turned her into a shattered soul with sadomasochistic fantasies including self-mutilation. Her tumultuous relationship with Walter changes radically and he becomes disgusted with her. This shatters Erika and she throws herself into the darkest abyss of human existence. ‘The Piano Teacher’ is a film that would disturb, devastate and move you in ways you haven’t been before.

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1. Y Tu Mama También (2001)

From director Alfonso Cuarón, this film greatly depicts the sexual desires and discoveries of teenage youth, through a film that offers more than what it shows at first glance. Julio and Tenoch are two friends living in Mexico who’s girlfriends are leaving for a holiday overseas. After meeting the wife of a cousin of Tenoch, they convince her to join them on a road trip through the country after she discovers her husband’s infidelity. On this voyage, sex and friendship will be key elements which will endure new discoveries, changes and self-reflections.

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