Older Woman Younger Man Relationship Movies

  • 1996
    Mary & Tim

    Mary & Tim

    Mary & Tim

    5.51996HD

    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
  • 2011
    Boy

    Boy

    Boy

    5.72011HD

    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...

    Boy
  • 2018
    When Love Digs a Hole

    When Love Digs a Hole

    When Love Digs a Hole

    6.72018HD

    A troubled teenager falls in love with Florence, his 73-year-old neighbor.

    When Love Digs a Hole
  • 1976
    Insiang

    Insiang

    Insiang

    7.0971976HD

    A story about the life of a young girl living with her mother in the slums of Manila, which becomes unbearable when her mother's young boyfriend...

    Insiang
  • 1959
    Violent Summer

    Violent Summer

    Violent Summer

    7.2111959HD

    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...

    Violent Summer
  • 2002
    Crush

    Crush

    Crush

    5.6482002HD

    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...

    Crush
  • 2011
    You Are My Pet

    You Are My Pet

    You Are My Pet

    6.12011HD

    A woman finds a man in a box in front of her home and takes him in. She jokingly says she wants to keep him as her pet since the man reminds her of...

    You Are My Pet
  • 2016
    Lover of Mother

    Lover of Mother

    Lover of Mother

    02016HD

    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...

    Lover of Mother
  • 1999
    The Passion of Ayn Rand

    The Passion of Ayn Rand

    The Passion of Ayn Rand

    5.1541999HD

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

    The Passion of Ayn Rand
  • 2003
    Jealousy Is My Middle Name

    Jealousy Is My Middle Name

    Jealousy Is My Middle Name

    6.32003HD

    Quiet, intelligent, solemn and recently dumped by his girlfriend, graduate student Lee Weon-san takes a job at a literary magazine, ostensibly to...

    Jealousy Is My Middle Name
  • 1985
    Dance with a Stranger

    Dance with a Stranger

    Dance with a Stranger

    61985HD

    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...

    Dance with a Stranger
  • 1996
    August

    August

    August

    41996HD

    Set in 1890s North Wales over a long, hot August weekend, the Victorian calm of a household is suddenly upset with the arrival of a London couple who...

    August
  • 1996
    Childhood's End

    Childhood's End

    Childhood's End

    51996HD

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

    Childhood's End
  • 1985
    The Big Bet

    The Big Bet

    The Big Bet

    4.8571985HD

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

    The Big Bet
  • 1987
    In the Mood

    In the Mood

    In the Mood

    5.51987HD

    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...

    In the Mood
  • 2011
    Cougar Hunting

    Cougar Hunting

    Cougar Hunting

    3.3532011HD

    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...

    Cougar Hunting
  • 1992
    Oh, What a Night

    Oh, What a Night

    Oh, What a Night

    4.3851992HD

    During the summer of 1955, seventeen-year-old Eric Hansen embarks on a journey in his new town, a journey which will change his life forever.

    Oh, What a Night
  • 2007
    Lezioni di volo

    Lezioni di volo

    Lezioni di volo

    6.22007HD

    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
  • 1989
    Sweet Bird of Youth

    Sweet Bird of Youth

    Sweet Bird of Youth

    5.6821989HD

    Tennessee William’s masterful melodrama about an aging movie star who, appalled by her own image on the screen, flees from her movie premiere...

    Sweet Bird of Youth
  • 1997
    Lovelife

    Lovelife

    Lovelife

    5.1671997HD

    Twenty-somethings learn the ups and downs of single life in the 90's as they struggle with commitment, jealousy, and the nightmare of dating a friend...

    Lovelife