Older Woman Younger Man Relationship Movies

Tells the tale of three buddies in their 20's whose love-lives are in shambles. They go to Aspen to pursue the booming trend of dating cougars: hot...

Ruth Ellis lives with her ten-year old son Andy next to a night club. One night she meets David Blakely, and they start a love affair. However, for...

Summer, 1943: wealthy youth in the Riccione district of Rimini play while the war gets closer. Carlo Caremoli, a young man who follows the crowd, has...

Sensual love story about the romance between a single mother and a younger man. Directed by Ueno Takahiro of Pink Lady Woman Cannot Stand It. Koike...

Handsome but backward gardener Tim Melville has a new woman in his life. She is Mary, his widowed employer, a woman who had given up on love until...

The brief love story of an attentive young man and a beautiful woman who meet, fall in love and part during the course of a train ride.

While his parents are on holiday, Huey and his buddies borrow their car and go out. After pursuing a gang of girls, Huey crashes the car, and...

Mystery novelist Janet Frobisher, lives in an isolated house, having been separated for years from her criminal husband. She has fallen in love with...

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...

After an overnight fling with a man nearly 20 years her junior while vacationing in Greece, Ann Stanley returns to New York assuming she'll never see...

Benoit turns 13 and develops an intense crush on his godmother, Marion. As they lie on beaches in the summer, she humors him by talking about the...

Lucia and Maria are two best friends, who have known each other from the beginning of their life, but have very different tastes and behaviors. Lucia...

Various citizens of Toronto anxiously await the end of the world, which is occurring at the stroke of midnight on New Year's Day.

A story of two teens discovering their budding sexuality. Greg is having his first sexual experience and first relationship with his friend's mother,...

Middle-aged businesswoman Paula Tessier rejects the advances of her client's amusing 25-year-old son, Philip Van der Besh, but reconsiders when her...

Author Ayn Rand becomes involved with a much younger and married man, to the dismay of those close to her.

Waldemar Nods, a young man from Suriname, meets the older Dutch woman Rika van der Lans and they fall in love. In pre-WWII Netherlands they could not...

In the Paris of the 1910s, brash young sculptor Henri Gaudier begins a creative partnership with an older writer, Sophie Brzeska. Though the couple...

An older woman shows a high schooler how to woo a girl and win a bet with a bully.

There is a 21-year age difference between Freja and Albert, who are forced to keep their romance secret from the small but curious community on a...