Sort by Popularity - Most Popular Movies and TV Shows tagged with keyword "mature-woman-teenage-boy-relationship"
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1. No Hard Feelings (2023)
R | 103 min | Comedy, Romance
On the brink of losing her home, Maddie finds an intriguing job listing: helicopter parents looking for someone to bring their introverted 19-year-old son out of his shell before college. She has one summer to make him a man or die trying.
Director: Gene Stupnitsky | Stars: Jennifer Lawrence, Andrew Barth Feldman, Laura Benanti, Matthew Broderick
Votes: 160,066
2. The Reader (2008)
R | 124 min | Drama, Mystery, Romance
Post-WWII Germany: Nearly a decade after his affair with an older woman came to a mysterious end, law student Michael Berg re-encounters his former lover as she defends herself in a war-crime trial.
Director: Stephen Daldry | Stars: Kate Winslet, Ralph Fiennes, Bruno Ganz, Jeanette Hain
Votes: 259,981 | Gross: $34.19M
3. Adoration (2013)
R | 112 min | Drama, Romance
A pair of childhood friends and neighbors fall for each other's sons.
Director: Anne Fontaine | Stars: Naomi Watts, Robin Wright, Xavier Samuel, James Frecheville
Votes: 36,703 | Gross: $0.32M
4. All Things Fair (1995)
Unrated | 130 min | Drama, Romance, War
Stig, a 15-year-old student, is attracted to the beauty of Viola, his 37-year-old teacher, and she, drawn to his youth and innocence, feels that he is a God-sent relief for her drunken and miserable husband.
Director: Bo Widerberg | Stars: Johan Widerberg, Marika Lagercrantz, Tomas von Brömssen, Karin Huldt
Votes: 7,559
5. Last Summer (2023)
104 min | Drama, Thriller
Follows Anne, a brilliant lawyer who lives with her husband Pierre and their daughters. Anne gradually engages in a passionate relationship with Theo, Pierre's son from a previous marriage, putting her career and family life in danger.
Director: Catherine Breillat | Stars: Léa Drucker, Samuel Kircher, Olivier Rabourdin, Clotilde Courau
Votes: 1,770
6. The Maid (2014)
99 min | Drama, Romance
An American teenager, who while visiting his estranged dad in England, gets into an emotional relationship with the older foreign maid working there.
Director: Paul Emmanuel | Stars: Claire Kahane, Ryan Cerenko, Keith Hill, Olivia Jewson
Votes: 1,280
7. Careful What You Wish For (2015)
R | 91 min | Drama, Thriller
A guy gets more than he bargained for after entering into an affair with the wife of an investment banker. Soon, a suspicious death and substantial life insurance policy embroil him in a scandal.
Director: Elizabeth Allen Rosenbaum | Stars: Nick Jonas, Kiki Harris, David Sherrill, Graham Rogers
Votes: 8,672
8. Brief Crossing (2001)
Unrated | 84 min | Comedy, Drama, Romance
A young French man and an older English woman spend one night together on a ship.
Director: Catherine Breillat | Stars: Sarah Pratt, Gilles Guillain, Marc Filipi, Laëtitia Lopez
Votes: 1,976
9. Clement (2001)
139 min | Drama, Romance
Benoit turns 13 and develops an intense crush on his godmother, Marion. As they lie on beaches in the summer, she humors him by talking about the mysteries of women
Director: Emmanuelle Bercot | Stars: Olivier Gueritée, Emmanuelle Bercot, Kevin Goffette, Rémi Martin
Votes: 576
10. Venial Sin (1974)
R | 98 min | Comedy
In Versillia's sandy beaches during the summer of 1956, a gawky adolescent, Sandro, spends his vacation by the sea, along with his family and his intriguingly beautiful sister-in-law.
Director: Salvatore Samperi | Stars: Laura Antonelli, Alessandro Momo, Orazio Orlando, Lilla Brignone
Votes: 779
11. Flashbacks of a Fool (2008)
R | 109 min | Drama
A fading Hollywood star looks back at the days of his youth as he returns home from his best friend's funeral.
Director: Baillie Walsh | Stars: Daniel Craig, Harry Eden, Eve, Olivia Williams
Votes: 12,942 | Gross: $0.00M
12. Lover Boy (1989)
58 min | Drama, Romance
Explores the conflicting worlds of a teenager and a mature woman as they discover the full force of their sexuality.
Director: Geoffrey Wright | Stars: Noah Taylor, Gillian Jones, Ben Mendelsohn, Alice Garner
Votes: 207
13. Escándalo, relato de una obsesión (2023)
70 min | Drama, Thriller
Inés is a 42-year-old woman who, at a difficult moment in her life, plunges into the sea to end her life. Her savior is Hugo, a teenager with whom she falls obsessively in love.
Stars: Alexandra Jiménez, Fernando Lindez, Antonio Gil, Víctor Duplá
Votes: 228
14. Tadpole (2002)
PG-13 | 78 min | Comedy, Drama, Romance
Coming-of-age story about a suave 15-year-old prep school student who falls in love with his stepmother. When her best friend responds to his advances, he suddenly finds himself in way over his head.
Director: Gary Winick | Stars: Sigourney Weaver, Aaron Stanford, Kate Mara, Robert Iler
Votes: 6,263 | Gross: $2.88M
15. Unrelated (2007)
Not Rated | 100 min | Drama
A woman in an unhappy relationship takes refuge with a friend's family on holiday in Tuscany.
Director: Joanna Hogg | Stars: Kathryn Worth, Harry Kershaw, Emma Hiddleston, Henry Lloyd-Hughes
Votes: 2,954
16. Nasha (2013)
122 min | Drama, Thriller
A teenage boy becomes smitten with his new drama teacher and pursues her, despite the perilous risks of being found out.
Director: Amit Saxena | Stars: Poonam Pandey, Shivam Patil, Vishal Bhonsle, Mohit Chauhan
Votes: 1,377
17. The Empty Hours (2013)
Not Rated | 101 min | Drama, Romance
On the desolated coast of Veracruz, Mexico, 17-year-old Sebastián takes over running his uncle's small & cozy rent-by-the-hour motel. There all by himself much of the time, he meets Miranda... See full summary »
Director: Aarón Fernández Lesur | Stars: Kristyan Ferrer, Adriana Paz, Eliseo Lara Martínez, Abril Amaranta
Votes: 870 | Gross: $0.01M
18. The Stepmother (1972)
R | 94 min | Drama
As part of a blackmail plot, a woman is forced to seduce her new husband's son. Complications, including murder, ensue.
Director: Howard Avedis | Stars: Alejandro Rey, John Anderson, Katherine Justice, Larry Linville
Votes: 514
19. Oh, What a Night (1992)
PG-13 | 93 min | Comedy
Two teenage small town boys start showing interest in girls. One uses his dad's cars to impress a girl. The other has his eyes on a skinny-dipping MILF.
Director: Eric Till | Stars: Corey Haim, Barbara Williams, Keir Dullea, Geneviève Bujold
Votes: 575
20. Charly (2007)
95 min | Drama
A boy living with a host family runs away to travel to Belle-Île-en-Mer.
Director: Isild Le Besco | Stars: Kolia Litscher, Julie-Marie Parmentier, Jeanne Mauborgne, Abdelkader Belkhodja
Votes: 159
21. Cold shivers (2016)
19 min | Short, Drama
Kristoffer brings a girl home for the first time, that which at first seems as a fragile and tender love story makes a tragic shift. Bodies, intimacy, love.
Director: Marius Myrmel | Stars: Victor Johansen, Trude-Sofie Olavsrud Anthonsen, Tiril Marie Olsen
Votes: 32
22. Les naufragés (2015)
TV-MA | 28 min | Short, Drama
Selma leaves her young brother Malick in Caroline's house for a weekend to meet a man. She is pregnant and lives alone near a lake and cannot forget her husband. Sex-starved Caroline and Malick have an intense weekend.
Director: Renaud Ducoing | Stars: Chloé André, Mehdi Meskar, Leila Naceur
Votes: 199
23. In Blue (2017)
102 min | Drama, Romance
A sturdy flight attendant has to deliver a child in mid-air and gets involved in a confusing mother/lover relationship with a boy who's living under the streets of Bucharest.
Director: Jaap van Heusden | Stars: Maria Kraakman, Bogdan Iancu, Ellis van den Brink, Line Pillet
Votes: 435
24. The Forest (2018)
97 min | Drama
Sixteen-year old Danila lives with oppressive mother Galina and brutal father Pasha in a small village lost in the middle of a boundless forest. Cut off from society he has a problem ... See full summary »
Director: Roman Zhigalov | Stars: Oleg Shibayev, Natalya Rychkova, Oleg Feoktistov, Mariya Avramkova
Votes: 244
25. Otros días vendrán (2005)
Not Rated | 104 min | Drama
Alicia is a high school teacher and a single mom who is not lucky with love. To escape her dull life she spends a great deal of time "chatting" online where she hooks up with a teenager who... See full summary »
Director: Eduard Cortés | Stars: Cecilia Roth, Antonio Resines, Fernando Guillén, Nacho Aldeguer
Votes: 216
26. Dichter op de Zeedijk (2000 TV Movie)
85 min | Drama
Constant Wegman (Benja Bruijning), a 14 year old boy, raised by his grandmother (Carry Tefsen) in Zeedijk, Amsterdam. She is the owner of a cafe-hotel "De Rode Laars" ("The Red Boots"). The... See full summary »
Director: Gerrard Verhage | Stars: Benja Bruijning, Carry Tefsen, Angelique de Bruijne, Monic Hendrickx
Votes: 146
27.
Escándalo, relato de una obsesión (2023)
Episode:
Síndrome del abandono
(2023)
Drama, Thriller
After a spontaneous abort and being abandoned by her family, a woman tries to kill herself at the sea. She is saved by a rebellious teenager and they get carried away, leading to the beginning of a downward spiral.
Director: Ana Vázquez | Stars: Alexandra Jiménez, Fernando Lindez, Antonio Gil, Víctor Duplá
Votes: 25