Older Woman Younger Man Relationship Movies

  • 2017
    Film Stars Don't Die in Liverpool

    Film Stars Don't Die in Liverpool

    Film Stars Don't Die in Liverpool

    6.3482017HD

    Liverpool, 1978: What starts as a vibrant affair between a legendary femme-fatale, the eccentric Academy Award-winning actress Gloria Grahame, and...

    Film Stars Don't Die in Liverpool
  • 2012
    On Air

    On Air

    On Air

    5.8442012HD

    At 40, Molina is the most famous radio host in France: she hosts a nightly call-in show where she answers questions from callers with sexual and...

    On Air
  • 2007
    Cougar Club

    Cougar Club

    Cougar Club

    3.8562007HD

    When Spence and Hogan graduate from college, life is bleak. They have to work for heinous divorce lawyers that torture them with gruesome jobs....

    Cougar Club
  • 1971
    Summer of '42

    Summer of '42

    Summer of '42

    6.7261971HD

    Over the summer of 1942 on Nantucket Island, three friends -- Hermie, Oscy and Benjie -- are more concerned with getting laid than anything else....

    Summer of '42
  • 1955
    All That Heaven Allows

    All That Heaven Allows

    All That Heaven Allows

    7.31955HD

    Two different social classes collide when Cary Scott, a wealthy upper-class widow, falls in love with her much younger and down-to-earth gardener,...

    All That Heaven Allows
  • 1974
    Ali: Fear Eats the Soul

    Ali: Fear Eats the Soul

    Ali: Fear Eats the Soul

    7.71974HD

    Emmi Kurowski, a cleaning lady, is lonely in her old age. Her husband died years ago, and her grown children offer little companionship. One night...

    Ali: Fear Eats the Soul
  • 2008
    Dear Zachary: A Letter to a Son About His Father

    Dear Zachary: A Letter to a Son About His Father

    Dear Zachary: A Letter to a Son About His Father

    8.0532008HD

    In 2001, Andrew Bagby, a medical resident, is murdered not long after breaking up with his girlfriend. Soon after, when she announces she's pregnant,...

    Dear Zachary: A Letter to a Son About His Father
  • 1961
    Goodbye Again

    Goodbye Again

    Goodbye Again

    7.11961HD

    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...

    Goodbye Again
  • 2020
    What Lies Below

    What Lies Below

    What Lies Below

    5.2812020HD

    A socially awkward teenager is blindsided when her mother introduces her to her new fiancée. At first, his charm, intelligence, and beauty...

    What Lies Below
  • 1952
    Sudden Fear

    Sudden Fear

    Sudden Fear

    7.2361952HD

    Actor Lester Blaine has all but landed the lead in Myra Hudson's new play when Myra vetoes him because, to her, he doesn't look like a romantic...

    Sudden Fear
  • 1974
    Lovers and Other Relatives

    Lovers and Other Relatives

    Lovers and Other Relatives

    5.6211974HD

    Sandro dreams about a woman older than himself. He works as a lifeguard at the beach and at the same time he's caring for a large number of sexually...

    Lovers and Other Relatives
  • 2018
    Beautiful Vampire

    Beautiful Vampire

    Beautiful Vampire

    6.92018HD

    The beautiful 500-year-old vampire who lived a quiet life running a dressing room in a secluded alley. There has come a fatal crisis to her. The...

    Beautiful Vampire
  • 2011
    Cougar Hunting

    Cougar Hunting

    Cougar Hunting

    3.2972011HD

    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
  • 2023
    Katie's Mom

    Katie's Mom

    Katie's Mom

    4.752023HD

    A recent divorcee's holiday celebration with her adult children derails when she falls for her daughter's charming new boyfriend. A comedy influenced...

    Katie's Mom
  • 2008
    Flirting with Forty

    Flirting with Forty

    Flirting with Forty

    5.252008HD

    A divorcee has a passionate affair with a much younger surfing instructor in Hawaii.

    Flirting with Forty
  • 2014
    The Maid

    The Maid

    The Maid

    4.4842014HD

    An emotionally troubled teenager gets into a passionate relationship with the older French woman working in his father's house.

    The Maid
  • 2011
    Boy

    Boy

    Boy

    5.4122011HD

    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
  • 1997
    Washington Square

    Washington Square

    Washington Square

    6.211997HD

    In 1870s New York, spinster heiress Catherine Sloper is courted by the much younger, penniless Morris Townsend, much to the chagrin of her...

    Washington Square
  • 1987
    A Tale from the Past

    A Tale from the Past

    A Tale from the Past

    7.11987HD

    To meet the desires and needs of the parents, a marriage is arranged between 14-year-old Gjino and 20-year-old Marigo. Gjino reluctantly obeys, but...

    A Tale from the Past
  • 2026
    UNTITLED WOMAN

    UNTITLED WOMAN

    UNTITLED WOMAN

    02026HD

    An elegant, meticulously composed character study set at an art class with a charismatic teacher, middle-aged woman longing to be seen, and a...

    UNTITLED WOMAN