Older Woman Younger Man Relationship Movies

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...

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

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...

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...

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...

A sensitive young man recalls his time in boarding school when the only person who seemed compassionate towards with him was his housemaster's wife.

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...

A 29-year-old woman is alienated by friends and family for her lack of ambition. While struggling beneath the judgment of her peers, she finds a...

A middle-aged woman tries to get married to her younger finance but is hindered by her four grown children who come bearing grudges.

When 15-year-old Sonny Wisecarver has an affair with his older neighbor Francine and then runs off to marry her, a stern judge has the union...

A retired auto manufacturer and his wife take a long-planned European vacation only to find that they want very different things from life.

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...

Mirume is a 19 year old college student who falls in love with Yuri, an almost 40 year old art teacher at his university. Yuri isn't your typical...

Calvin and Leonard, two broke losers, are arrested for trying to rob rich old sisters Doris and Betty. The women have a change of heart, drop the...

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

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...

Three 40-something women in a small English town meet weekly for a ritual of gin, cigarettes, and sweets -- and swapped stories arguing which of them...

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...

18-year old Christian has just graduated from high school. At his summer job he is seduced by the 36-year old single mother Sanne. Soon he is drawn...

Jean-Jacques Garbo is deeply dismayed by his wife's infidelity when he suddenly has inklings of another love affair.