Older Woman Younger Man Relationship Movies

  • 2008
    Sex Is No Laughing Matter

    Sex Is No Laughing Matter

    Sex Is No Laughing Matter

    6.22008HD

    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...

    Sex Is No Laughing Matter
  • 2023
    Another Affair to Remember!

    Another Affair to Remember!

    Another Affair to Remember!

    72023HD

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

    Another Affair to Remember!
  • 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
  • 1973
    Love and Pain and the Whole Damn Thing

    Love and Pain and the Whole Damn Thing

    Love and Pain and the Whole Damn Thing

    5.91973HD

    While bicycling through the Spanish countryside, Walter, the aimless young son of a doctor, makes the acquaintance of proper, middle-aged, clumsy and...

    Love and Pain and the Whole Damn Thing
  • 1957
    Guest at One's Own Home

    Guest at One's Own Home

    Guest at One's Own Home

    61957HD

    Eva Dahl, a doctor's wife, starts an affair with a younger man.

    Guest at One's Own Home
  • 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
  • 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
  • 1972
    The Rendezvous

    The Rendezvous

    The Rendezvous

    6.31972HD

    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.

    The Rendezvous
  • 2018
    Open Spaces

    Open Spaces

    Open Spaces

    72018HD

    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...

    Open Spaces
  • 1976
    Insiang

    Insiang

    Insiang

    7.11976HD

    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
  • 1985
    The Big Bet

    The Big Bet

    The Big Bet

    5.21985HD

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

    The Big Bet
  • 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
  • 2025
    My Love Story with Yamada-kun at Lv999

    My Love Story with Yamada-kun at Lv999

    My Love Story with Yamada-kun at Lv999

    82025HD

    Recently dumped, Akane is just about to quit the game she used to play with her boyfriend when she meets Yamada in the same RPG. Yamada, in real...

    My Love Story with Yamada-kun at Lv999
  • 1961
    A Cold Wind in August

    A Cold Wind in August

    A Cold Wind in August

    5.51961HD

    An older woman gets involved with her young neighbor.

    A Cold Wind in August
  • 1970
    Pretty Thing

    Pretty Thing

    Pretty Thing

    01970HD

    A successful executive fights back when a scorned young lover takes his obsession too far.

    Pretty Thing
  • 1992
    Sinungaling Mong Puso

    Sinungaling Mong Puso

    Sinungaling Mong Puso

    01992HD

    An endearing romantic drama that tells of a very curious affair between Clara, an older woman and Jason, a young unhappily married boy (Aga Muhlach)....

    Sinungaling Mong Puso
  • 2017
    Special Encounter

    Special Encounter

    Special Encounter

    02017HD

    Li Tang Zhen is a 40-year-old single woman who lives with her niece and nephew whom she has been taking care of from their childhood after her...

    Special Encounter
  • 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
  • 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
  • 1971
    There's Always Vanilla

    There's Always Vanilla

    There's Always Vanilla

    4.41971HD

    A young man returns to his home city of Pittsburgh and moves in with an older woman who he begins to rely on for emotional and financial support.

    There's Always Vanilla