Older Woman Younger Man Relationship Movies
- 2025

Chaperone
Chaperone6.32025HD
Set in rural Hawai’i and featuring an entirely AANHPI cast, Chaperone follows Misha, an unambitious 29-year-old woman who finds a dangerous...
![Chaperone]()
- 1971

The Road Builder
The Road Builder6.31971HD
The dreary existence of middle-aged spinster Maura Prince takes an unexpected turn with the arrival of young handyman Billy Jarvis, but there may be...
![The Road Builder]()
- 2007

Lezioni di volo
Lezioni di volo6.32007HD
A pair of teen friends – known as "Chicken & Curry" because they are virtually inseparable – fail their high school finals and try to...
![Lezioni di volo]()
- 1983

The First Time
The First Time51983HD
A young film student pursues a woman while studying under a bizarre, eccentric film professor.
![The First Time]()
- 2017

Tomato Red
Tomato Red6.42017HD
When small town drifter Sammy Barlach drives into Venus Holler in search for his next cold beer and the bunch that'll have him, he gets a lot more...
![Tomato Red]()
- 2013

Dear Sidewalk
Dear Sidewalk7.12013HD
Dear Sidewalk tells the story of Gardner, a 24 year old mail-carrier, who is struggling to contend with his identity as his quarter-life crisis is in...
![Dear Sidewalk]()
- 2000

Desire
Desire3.52000HD
An affair between a pianist and a teacher begins to disintegrate when girls from her school turn up missing.
![Desire]()
- 1957

Guest at One's Own Home
Guest at One's Own Home81957HD
Eva Dahl, a doctor's wife, starts an affair with a younger man.
![Guest at One's Own Home]()
- 1996

Mary & Tim
Mary & Tim6.81996HD
Another adaptation of the novel "Tim", about the love that develops between a mentally challenged young man and the older, lonely widow who takes him...
![Mary & Tim]()
- 2024

Paalum Pazhavum
Paalum Pazhavum6.52024HD
After a woman falls for a younger man, the couple find themselves facing discrimination due to their age gap.
![Paalum Pazhavum]()
- 2013

Present Perfect Continuous Tense
Present Perfect Continuous Tense62013HD
Jing is a teenager who starts dating Eiam, a woman who is 20 years older than him. Things go well at the beginning but when Eiam turns 40 and Jing...
![Present Perfect Continuous Tense]()
- 1971

Romance
Romance4.61971HD
Love story between a young man and a married woman. She's married to a businessman who's neglecting her. She would like to leave him but she's afraid...
![Romance]()
- 1998

El niño que enloqueció de amor
El niño que enloqueció de amor81998HD
A young boy becomes infatuated towards an older woman. TV movie based on Eduardo Barrios's novel of the same title.
![El niño que enloqueció de amor]()
- 1986

A Seaside Story
A Seaside Story5.21986HD
On a weekend trip to the seaside town of Lyme Regis, two seventeen-year-old boys - Sam with an interest in ecology and Martin with an interest in...
![A Seaside Story]()
- 2012

Blissful Lies
Blissful Lies02012HD
Blissful Lies examines the close ties and bonds between a group of 5 college-aged people who find that the limits of their relationships are tested...
![Blissful Lies]()
- 1992

Sinungaling Mong Puso
Sinungaling Mong Puso101992HD
An endearing romantic drama that tells of a very curious affair between Clara, an older woman and Jason, a young unhappily married boy. In between...
![Sinungaling Mong Puso]()
- 2020

Boys & Toys
Boys & Toys02020HD
30-something Abby hits on a younger guy at a bar. Things get awkward when it turns out she already knows him.
![Boys & Toys]()
- 1970

In the Company of Strangers
In the Company of Strangers01970HD
A woman trapped in a loveless marriage finds passion with a younger man from a different social background. Their secret relationship unfolds against...
![In the Company of Strangers]()

















