older man younger woman relationship
197 movies and shows

Lolita
Sat, 27 Sep 1997
Humbert Humbert is a middle-aged British novelist who is both appalled by and attracted to the vulgarity of American culture. When he comes to stay at the boarding house run by Charlotte Haze, he soon becomes obsessed with Lolita, the woman's teenaged daughter.

Christmas Is Canceled
Thu, 23 Dec 2021
A father begins dating his 29-year-old daughter Emma's high school frenemy soon after his wife passes away. His daughter embarks on a mission to break up the happy couple.

Lust, Caution
Mon, 24 Sep 2007
During World War II, a secret agent must seduce and assassinate an official who works for the Japanese puppet government in Shanghai.

Lost in Translation
Thu, 18 Sep 2003
Two lost souls visiting Tokyo -- the young, neglected wife of a photographer and a washed-up movie star shooting a TV commercial -- find an odd solace and pensive freedom to be real in each other's company, away from their lives in America.

Just Go with It
Thu, 10 Feb 2011
While romancing Palmer, a much younger schoolteacher, plastic surgeon Danny Maccabee enlists his loyal assistant Katherine to pretend to be his soon to be ex-wife, in order to cover up a careless lie. When more lies backfire, Katherine's kids become involved, and everyone heads off for a weekend in Hawaii that will change all their lives.

What to Expect When You're Expecting
Thu, 17 May 2012
Challenges of impending parenthood turn the lives of five couples upside down. Two celebrities are unprepared for the surprise demands of pregnancy; hormones wreak havoc on a baby-crazy author, while her husband tries not to be outdone by his father, who's expecting twins with his young trophy wife; a photographer's husband isn't sure about his wife's adoption plans; a one-time hook-up results in a surprise pregnancy for rival food-truck owners.

Two Weeks in Another Town
Fri, 17 Aug 1962
After spending three years in an asylum, a washed-up actor views a minor assignment from his old director in Rome as a chance for personal and professional redemption.

Sleeping with the Enemy
Sun, 13 Jan 1991
A young woman fakes her own death in an attempt to escape her nightmarish marriage, but discovers it is impossible to elude her controlling husband.

The Key
Wed, 19 Oct 1983
Art professor Nino Rolfe attempts to break down his wife Teresa's conventional modesty. Noticing her affection for their daughter's fiancé, Nino instigates her sexual interest in him - setting off a chain of unexpected events and emotional complications...

The Crush
Fri, 02 Apr 1993
A precocious and obsessive teenager develops a crush on a naive writer with harrowing consequences.

Shape of My Heart
Sat, 06 Jul 2024
A romance about a man and a woman who, due to an unexpected event, end up switching bodies. Despite coming from completely different backgrounds and environments, the two try to overcome the various difficulties that arise from their body swap.

Bambina
Tue, 17 Sep 1974
In order to convince Raimonda, a wealthy noble woman, to finance his project for a holiday resort, Saverio gets engaged to Clotilde, her mentally-disturbed and sex-obsessed adolescent daughter. He plans to have her kidnapped and raped by an accomplice so she won't be a virgin anymore and he'll have an excuse to get out of the impending marriage. But what he doesn't plan is to fall in love with the girl...

The Lover
Wed, 22 Jan 1992
A poor French teenage girl engages in an illicit affair with a wealthy Chinese heir in 1920s Saigon. For the first time in her young life she has control, and she wields it deftly over her besotted lover throughout a series of clandestine meetings and torrid encounters.

The Amy Fisher Story
Sun, 03 Jan 1993
The true story of the Long Island teen who shoots and wounds the wife of a man she called her lover.

Madrid, 1987
Fri, 13 Apr 2012
In 1987 Madrid, the unexpected encounter between a seasoned journalist and a young student leads to a profound exploration of love, desire, politics, power, and discovery of each other.

The Worst Person in the World
Wed, 13 Oct 2021
The chronicles of four years in the life of Julie, a young woman who navigates the troubled waters of her love life and struggles to find her career path, leading her to take a realistic look at who she really is.

Entrapment
Thu, 29 Apr 1999
Two thieves, who travel in elegant circles, try to outsmart each other and, in the process, end up falling in love.

Eungyo
Wed, 25 Apr 2012
A reclusive elderly poet feels the fire of his youth when gamine schoolgirl Eun-gyo enters his life, to the chagrin of the old man's assistant.

Endangered Species
Wed, 27 Sep 2017
The fates of three entwined families. Joséphine and Tomas have just got married. It was a joyful celebration. But soon, Joséphine’s parents will discover a darker side lurking behind the couple’s sunny happiness. Meanwhile, Mélanie tells her parents that she is pregnant but the father is not ideal.

Skyscraper Souls
Sat, 16 Jul 1932
After bank president David Dwight makes a vast loan to himself to build a remarkable skyscraper, his board questions the propriety of the loan. Despite the devotion of longtime mistress Sarah, the ruthless David, while seeking bank mergers to protect his building, tries to seduce Sarah's secretary, Lynn. David then agrees to a plot by a bank board member to inflate his bank's stock and sell short — just before the market crashes.