Sort by Popularity - Most Popular Movies and TV Shows tagged with keywords "obsession", "older-woman-younger-man-relationship"
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1. Trilogy of Terror (1975 TV Movie)
Unrated | 72 min | Horror, Thriller
Three bizarre horror stories, all of which star Karen Black in four different roles playing four tormented women.
Director: Dan Curtis | Stars: Robert Burton, John Karlen, George Gaynes, Jim Storm
Votes: 8,737
2. Malena (2000)
R | 108 min | Drama, Romance, War
Amidst the war climate, a teenage boy discovering himself becomes love-stricken by Malèna, a sensual woman living in a small, narrow-minded Italian town.
Director: Giuseppe Tornatore | Stars: Monica Bellucci, Giuseppe Sulfaro, Luciano Federico, Matilde Piana
Votes: 112,166 | Gross: $3.45M
3. The Graduate (1967)
PG | 106 min | Comedy, Drama, Romance
A disillusioned college graduate finds himself torn between his older lover and her daughter.
Director: Mike Nichols | Stars: Dustin Hoffman, Anne Bancroft, Katharine Ross, William Daniels
Votes: 288,674 | Gross: $104.95M
4. Under the Silver Lake (2018)
R | 139 min | Crime, Drama, Mystery
Sam, a disenchanted young man, finds a mysterious woman swimming in his apartment's pool one night. The next morning, she disappears. Sam sets off across LA to find her, and along the way he uncovers a conspiracy far more bizarre.
Director: David Robert Mitchell | Stars: Andrew Garfield, Riley Keough, Topher Grace, Callie Hernandez
Votes: 51,509 | Gross: $0.05M
5. Blue Velvet (1986)
R | 120 min | Crime, Drama, Mystery
The discovery of a severed human ear found in a field leads a young man on an investigation related to a beautiful, mysterious nightclub singer and a group of psychopathic criminals who have kidnapped her child.
Director: David Lynch | Stars: Isabella Rossellini, Kyle MacLachlan, Dennis Hopper, Laura Dern
Votes: 215,979 | Gross: $8.55M
6. Endless Love (1981)
R | 116 min | Drama, Romance
Parental disapproval of a passionate romance between two teenagers leads to arguments, circumstance, insanity and tragedy.
Director: Franco Zeffirelli | Stars: Brooke Shields, Martin Hewitt, Shirley Knight, Don Murray
Votes: 9,590 | Gross: $31.18M
7. To Die For (1995)
R | 106 min | Comedy, Crime, Drama
A beautiful but naïve aspiring television personality films a documentary on teenagers with a darker ulterior motive.
Director: Gus Van Sant | Stars: Nicole Kidman, Matt Dillon, Joaquin Phoenix, Casey Affleck
Votes: 53,129 | Gross: $21.28M
8. The Piano Teacher (2001)
R | 131 min | Drama, Music
A young man romantically pursues his masochistic piano teacher.
Director: Michael Haneke | Stars: Isabelle Huppert, Annie Girardot, Benoît Magimel, Susanne Lothar
Votes: 71,958 | Gross: $1.90M
9. The Boy Next Door (2015)
R | 91 min | Thriller
A woman, separated from her unfaithful husband, falls for a younger man who has moved in next door, but their torrid affair soon takes a dangerous turn.
Director: Rob Cohen | Stars: Jennifer Lopez, Ryan Guzman, Kristin Chenoweth, John Corbett
Votes: 45,538 | Gross: $35.39M
10. Inherent Vice (2014)
R | 148 min | Comedy, Crime, Drama
In 1970, drug-fueled Los Angeles private investigator Larry "Doc" Sportello investigates the disappearance of a former girlfriend.
Director: Paul Thomas Anderson | Stars: Joaquin Phoenix, Josh Brolin, Owen Wilson, Katherine Waterston
Votes: 110,828 | Gross: $8.11M
11. Phantom Thread (2017)
R | 130 min | Drama, Romance
Set in 1950s London, Reynolds Woodcock is a renowned dressmaker whose fastidious life is disrupted by a young, strong-willed woman, Alma, who becomes his muse and lover.
Director: Paul Thomas Anderson | Stars: Vicky Krieps, Daniel Day-Lewis, Lesley Manville, Julie Vollono
Votes: 145,718 | Gross: $21.02M
12. Sunset Blvd. (1950)
Passed | 110 min | Drama, Film-Noir
A screenwriter develops a dangerous relationship with a faded film star determined to make a triumphant return.
Director: Billy Wilder | Stars: William Holden, Gloria Swanson, Erich von Stroheim, Nancy Olson
Votes: 236,702
13. American Pie 2 (2001)
R | 108 min | Comedy
Jim and his friends are now in college, and they decide to meet up at the beach house for some fun.
Director: J.B. Rogers | Stars: Jason Biggs, Seann William Scott, Shannon Elizabeth, Alyson Hannigan
Votes: 270,371 | Gross: $145.10M
14. Notes on a Scandal (2006)
R | 92 min | Crime, Drama, Romance
A veteran high school teacher befriends a younger art teacher, who is having an affair with one of her fifteen-year-old students. However, her intentions with this new "friend" also go well beyond a platonic friendship.
Director: Richard Eyre | Stars: Cate Blanchett, Judi Dench, Andrew Simpson, Tom Georgeson
Votes: 84,649 | Gross: $17.51M
15. Youth in Revolt (2009)
R | 90 min | Comedy, Drama, Romance
While his trailer trash parents teeter on the edge of divorce, Nick Twisp sets his sights on dream girl Sheeni Saunders, hoping that she'll be the one to take away his virginity.
Director: Miguel Arteta | Stars: Michael Cera, Portia Doubleday, Jean Smart, Zach Galifianakis
Votes: 76,136 | Gross: $15.28M
16. The Squid and the Whale (2005)
R | 81 min | Comedy, Drama
Follows two young boys dealing with their parents' divorce in Brooklyn in the 1980s.
Director: Noah Baumbach | Stars: Owen Kline, Jeff Daniels, Laura Linney, Jesse Eisenberg
Votes: 90,525 | Gross: $7.36M
17. What the Peeper Saw (1972)
R | 89 min | Crime, Drama, Horror
A wealthy author's second wife begins to suspect that her 12-year-old stepson may have murdered his mother, who mysteriously died in a bathtub accident.
Directors: James Kelley, Andrea Bianchi | Stars: Mark Lester, Britt Ekland, Hardy Krüger, Lilli Palmer
Votes: 1,698
18. Summer of '42 (1971)
PG | 104 min | Drama, Romance
During his summer vacation on Nantucket Island in 1942, a youth eagerly awaiting his first sexual encounter finds himself developing an innocent love for a young woman awaiting news on her soldier husband's fate in WWII.
Director: Robert Mulligan | Stars: Jennifer O'Neill, Gary Grimes, Jerry Houser, Oliver Conant
Votes: 9,141 | Gross: $7.38M
19. My Cousin Rachel (2017)
PG-13 | 106 min | Drama, Mystery, Romance
A young Englishman plots revenge against his late cousin's mysterious, beautiful wife, believing her responsible for his death. But his feelings become complicated as he finds himself falling under the beguiling spell of her charms.
Director: Roger Michell | Stars: Rachel Weisz, Sam Claflin, Holliday Grainger, Iain Glen
Votes: 20,975 | Gross: $2.68M
20. Days of Being Wild (1990)
Not Rated | 94 min | Crime, Drama, Romance
A man tries to find out who his real mother is after the woman who raised him tells him the truth.
Director: Kar-Wai Wong | Stars: Leslie Cheung, Maggie Cheung, Andy Lau, Carina Lau
Votes: 25,532 | Gross: $0.14M
21. All I See Is You (2016)
R | 109 min | Drama, Mystery
A blind woman's relationship with her husband changes when she regains her sight and discovers disturbing details about themselves.
Director: Marc Forster | Stars: Blake Lively, Jason Clarke, Ahna O'Reilly, Miquel Fernández
Votes: 13,130 | Gross: $0.22M
22. Claymore (2007)
TV-MA | 24 min | Animation, Action, Adventure
A deadly breed of monster - the Yoma - has only one foe: Claymore. These warrior women, human-Yoma hybrids, can deliver salvation by the edge of a blade for a fee. This is the tale of the Claymore called Clare's solitary path to vengeance.
Stars: Todd Haberkorn, Stephanie Young, Houko Kuwashima, Cherami Leigh
Votes: 15,201
23. Rocco and His Brothers (1960)
Not Rated | 179 min | Crime, Drama, Sport
Having recently been uprooted to Milan, Rocco and his four brothers each look for a new way in life when a prostitute comes between Rocco and his brother Simone.
Director: Luchino Visconti | Stars: Alain Delon, Renato Salvatori, Annie Girardot, Claudia Cardinale
Votes: 21,219
24. Flesh for Frankenstein (1973)
R | 95 min | Horror, Sci-Fi
Baron Frankenstein creates two "zombies" - one male, one female - planning to mate them in order to create a master race.
Directors: Paul Morrissey, Antonio Margheriti | Stars: Joe Dallesandro, Udo Kier, Dalila Di Lazzaro, Monique van Vooren
Votes: 6,949 | Gross: $10.25M
25. The United States of Leland (2003)
R | 108 min | Drama
A young man's experience in a juvenile detention center that touches on the tumultuous changes that befall his family and the community in which he lives.
Director: Matthew Ryan Hoge | Stars: Ryan Gosling, Don Cheadle, Kevin Spacey, Chris Klein
Votes: 24,291 | Gross: $0.34M
26. Slackers (2002)
R | 86 min | Comedy, Romance
When geeky Ethan discovers three fellow students scamming the examination system, he blackmails them to win over the college's most popular girl.
Director: Dewey Nicks | Stars: Devon Sawa, Robert B. Martin Jr., Jason Segel, Michael C. Maronna
Votes: 15,246 | Gross: $4.81M
27. Chéri (2009)
R | 86 min | Comedy, Drama, Romance
The son of a courtesan retreats into a fantasy world after being forced to end his relationship with the older woman who educated him in the ways of love.
Director: Stephen Frears | Stars: Michelle Pfeiffer, Rupert Friend, Kathy Bates, Frances Tomelty
Votes: 11,686 | Gross: $2.71M
28. Don't Torture a Duckling (1972)
Not Rated | 105 min | Horror, Mystery, Thriller
When a southern Italian town is rocked by a string of child murders, the police and two urban outcasts search for the culprit amid scapegoating within the superstitious community.
Director: Lucio Fulci | Stars: Florinda Bolkan, Barbara Bouchet, Tomas Milian, Irene Papas
Votes: 10,718
29. Children of the Century (1999)
135 min | Biography, Drama, Romance
A story of doomed passion between two genius writers of the 19th century - novelist George Sand and poet Alfred de Musset.
Director: Diane Kurys | Stars: Juliette Binoche, Benoît Magimel, Stefano Dionisi, Robin Renucci
Votes: 2,021 | Gross: $0.05M
30. Beyond the Darkness (1979)
Unrated | 94 min | Horror
A disturbed young taxidermist exhumes his recently deceased girlfriend, brings her body to his family villa and proceeds to embalm her corpse, with help from his strange housekeeper. But his bouts of insanity are just beginning.
Director: Joe D'Amato | Stars: Kieran Canter, Cinzia Monreale, Franca Stoppi, Sam Modesto
Votes: 5,669
31. Isadora (1968)
M/PG | 131 min | Biography, Drama, Music
A biography of the 1920s dancer Isadora Duncan, who forever changed people's ideas of ballet. Her nude, semi-nude, and pro-Soviet dance projects as well as her attitude and lifestyle shocked the public of her time.
Director: Karel Reisz | Stars: Vanessa Redgrave, James Fox, Jason Robards, John Fraser
Votes: 2,620
32. Oxford Blues (1984)
PG-13 | 97 min | Comedy, Drama, Sport
A young American hustler pursues the girl of his dreams to Oxford, where he must enroll to obtain her.
Director: Robert Boris | Stars: Rob Lowe, Ally Sheedy, Amanda Pays, Julian Sands
Votes: 3,456 | Gross: $8.79M
33. Last Night (I) (1998)
R | 95 min | Comedy, Drama, Romance
A group of very different individuals with different ideas of how to face the end come together as the world is expected to end in six hours at the turn of the century.
Director: Don McKellar | Stars: Don McKellar, Sandra Oh, Roberta Maxwell, Robin Gammell
Votes: 10,152
34. Carrington (1995)
R | 121 min | Biography, Drama, Romance
The platonic relationship between artist Dora Carrington (Dame Emma Thompson) and writer Lytton Strachey (Jonathan Pryce) in the early twentieth century.
Director: Christopher Hampton | Stars: Emma Thompson, Jonathan Pryce, Steven Waddington, Samuel West
Votes: 5,781 | Gross: $3.24M
35. Room for Rent (2019)
81 min | Crime, Horror, Mystery
Lonely widow Joyce rents out a room in her house and becomes dangerously obsessed with one of her guests.
Director: Tommy Stovall | Stars: Lin Shaye, Oliver Rayon, Valeska Miller, Ryan Ochoa
Votes: 4,081
36. I Start Counting (1970)
Not Rated | 105 min | Mystery, Thriller
A 15 year-old girl coming to terms with her sexuality suspects her foster brother may be guilty of a murder.
Director: David Greene | Stars: Jenny Agutter, Bryan Marshall, Clare Sutcliffe, Simon Ward
Votes: 1,144
37. Beyond Paradise (II) (2015)
PG | 101 min | Drama, Romance
Haunted by a tragic past, Shahrzad, a stunning music student, flees her homeland and ends up in an estranged marriage in Los Angeles, where her piano teacher's lover sparks a passion in her that threatens to destroy everything.
Director: J.J. Alani | Stars: Ryan Guzman, Daphne Zuniga, Spencer Grammer, Francia Raisa
Votes: 457
38. Nobody Else But You (2011)
Not Rated | 102 min | Comedy, Crime, Mystery
A bestselling crime novelist who is desperately looking for a new story hones his focus on the apparent suicide of a small-town woman, an aspiring model who thought she was the reincarnation of Marilyn Monroe.
Director: Gérald Hustache-Mathieu | Stars: Jean-Paul Rouve, Sophie Quinton, Guillaume Gouix, Arsinée Khanjian
Votes: 2,963 | Gross: $0.04M
39. America America (1963)
Approved | 174 min | Adventure, Drama
A young Greek stops at nothing to secure a passage to America.
Director: Elia Kazan | Stars: Stathis Giallelis, Frank Wolff, Elena Karam, Harry Davis
Votes: 5,996
40. Julie Darling (1982)
R | 90 min | Crime, Drama, Horror
A teenage girl whose inaction caused her mother's death arranges a similarly gruesome fate for her stepmother and brother.
Director: Paul Nicholas | Stars: Anthony Franciosa, Sybil Danning, Isabelle Mejias, Paul Hubbard
Votes: 828
41. The Killer of Dolls (1975)
98 min | Drama, Horror, Thriller
A groundskeeper's son, who is mentally unstable due to childhood trauma, goes on a murdering spree where his perception of reality is distorted by imagining people as mannequins and vice versa.
Director: Miguel Madrid | Stars: David Rocha, Inma de Santis, Helga Liné, Elisenda Ribas
Votes: 393
42. The School of Flesh (1998)
R | 110 min | Drama, Mystery, Romance
Fashion executive Dominique's obsession for Quentin, a young bisexual hustler, fills her desire for physical love but leaves her taxed emotionally. Twists and turns in the relationship, ... See full summary »
Director: Benoît Jacquot | Stars: Isabelle Huppert, Vincent Martinez, Vincent Lindon, Marthe Keller
Votes: 1,576 | Gross: $0.40M
43. Violette (2013)
Not Rated | 139 min | Biography, Drama, Romance
Violette Leduc, born a bastard at the beginning of last century, meets Simone de Beauvoir in the years after the war in St-Germain-des-Prés. Then begins an intense relationship between the ... See full summary »
Director: Martin Provost | Stars: Emmanuelle Devos, Sandrine Kiberlain, Olivier Gourmet, Catherine Hiegel
Votes: 2,191
44. Advantages of Travelling by Train (2019)
106 min | Comedy, Mystery, Thriller
Bizarre stories unfold surrounding the encounter of a woman and her husband's psychiatrist in a train.
Director: Aritz Moreno | Stars: Luis Tosar, Pilar Castro, Ernesto Alterio, Quim Gutiérrez
Votes: 3,279
45. Love at First Hiccup (2009)
R | 90 min | Comedy, Romance
A high school romantic comedy about freshman Victor who has contracted a case of Anya-itis, (acute and incurable love passion for high school senior Anja.) And why shouldn't he?
Director: Barbara Topsøe-Rothenborg | Stars: Scout Taylor-Compton, Devon Werkheiser, Tania Verafield, Ken Luckey
Votes: 3,226
46. Deadly Circuit (1983)
120 min | Crime, Mystery, Romance
A P.I. is obsessed with a cute woman, who seduces and kills rich men around W. Europe.
Director: Claude Miller | Stars: Michel Serrault, Isabelle Adjani, Guy Marchand, Stéphane Audran
Votes: 2,682
47. Mysteries of Lisbon (2011–2020)
Not Rated | 317 min | Drama, Mystery, Romance
Follows a jealous countess, a wealthy businessman, and a young orphaned boy across Portugal, France, Italy and Brazil where they connect with a variety of mysterious individuals.
Stars: Adriano Luz, Maria João Bastos, Ricardo Pereira, João Arrais
Votes: 3,611 | Gross: $0.11M
48. The Third Eye (1966)
Not Rated | 98 min | Thriller, Horror
A young count living with his domineering mother spirals into madness after his mother and fiancée are killed by his jealous, lovesick servant.
Director: Mino Guerrini | Stars: Franco Nero, Gioia Pascal, Erika Blanc, Olga Solbelli
Votes: 563
49. Marguerite (2015)
R | 129 min | Comedy, Drama, Music
It is party day at Marguerite Dumont's castle. She sings wholeheartedly, but terribly out of tune. Marguerite has been living her passion in her own bubble, and the hypocrite audience acts as if she was the diva she believes she is.
Director: Xavier Giannoli | Stars: Catherine Frot, André Marcon, Michel Fau, Christa Théret
Votes: 5,675 | Gross: $0.51M
50. Verfolgt (2006)
87 min | Drama
Angelina Maccarone's intense drama deals with the obsessive relationship between a confused teenager and an elder woman. Elsa Seifert successfully works as probation officer, but the ... See full summary »
Director: Angelina Maccarone | Stars: Kostja Ullmann, Maren Kroymann, Moritz Grove, Sila Sahin
Votes: 599