Most Popular "Older Man Younger Woman Relationship" Titles
- Movies or TV
- IMDb Rating
- Instant Watch Options
- In Theaters
- On TV
- Release Year
1. Sin City (2005)
R | 124 min | Crime, Thriller
A film that explores the dark and miserable town, Basin City, and tells the story of three different people, all caught up in violent corruption.
3. American Beauty (1999)
R | 122 min | Drama
Lester Burnham, a depressed suburban father in a mid-life crisis, decides to turn his hectic life around after becoming infatuated with his daughter's attractive friend.
4. Insomnia (2002)
R | 118 min | Crime, Mystery, Thriller
Two Los Angeles homicide detectives are dispatched to a northern town where the sun doesn't set to investigate the methodical murder of a local teen.
6. The Big Lebowski (1998)
R | 117 min | Comedy, Crime
"Dude" Lebowski, mistaken for a millionaire Lebowski, seeks restitution for his ruined rug and enlists his bowling buddies to help get it.
8. The Girl with the Dragon Tattoo (2011)
R | 158 min | Crime, Drama, Mystery
Journalist Mikael Blomkvist is aided in his search for a woman who has been missing for forty years by Lisbeth Salander, a young computer hacker.
10. Eternal Sunshine of the Spotless Mind (2004)
R | 108 min | Drama, Romance, Sci-Fi
A couple undergo a procedure to erase each other from their memories when their relationship turns sour, but it is only through the process of loss that they discover what they had to begin with.
11. Just Go with It (2011)
PG-13 | 117 min | Comedy, Romance
On a weekend trip to Hawaii, a plastic surgeon convinces his loyal assistant to pose as his soon-to-be-divorced wife in order to cover up a careless lie he told to his much-younger girlfriend.
12. Oldboy (2003)
R | 120 min | Drama, Mystery, Thriller
After being kidnapped and imprisoned for 15 years, Oh Dae-Su is released, only to find that he must find his captor in 5 days.
14. The Curious Case of Benjamin Button (2008)
PG-13 | 166 min | Drama, Fantasy, Romance
Tells the story of Benjamin Button, a man who starts aging backwards with bizarre consequences.
15. Up in the Air (I) (2009)
R | 109 min | Drama, Romance
With a job traveling around the country firing people, Ryan Bingham enjoys his life living out of a suitcase, but finds that lifestyle threatened by the presence of a new hire and a potential love interest.
16. Atonement (2007)
R | 123 min | Drama, Mystery, Romance
Fledgling writer Briony Tallis, as a 13-year-old, irrevocably changes the course of several lives when she accuses her older sister's lover of a crime he did not commit. Based on the British romance novel by Ian McEwan.
17. Almost Famous (2000)
R | 122 min | Drama, Music, Romance
A high-school boy is given the chance to write a story for Rolling Stone Magazine about an up-and-coming rock band as he accompanies it on their concert tour.
18. Dead Silence (2007)
R | 89 min | Horror, Mystery, Thriller
A widower returns to his hometown to search for answers to his wife's murder, which may be linked to the ghost of a murdered ventriloquist.
19. Gone with the Wind (1939)
TV-PG | 238 min | Drama, Romance, War
A manipulative Southern belle carries on a turbulent affair with a blockade runner during the American Civil War.
20. Secretary (2002)
R | 104 min | Comedy, Drama, Romance
A young woman, recently released from a mental hospital, gets a job as a secretary to a demanding lawyer, where their employer-employee relationship turns into a sexual, sadomasochistic one.
21. As Good as It Gets (1997)
PG-13 | 139 min | Comedy, Drama, Romance
A single mother/waitress, a misanthropic author, and a gay artist form an unlikely friendship after the artist is in an accident.
22. Super (I) (2010)
R | 96 min | Comedy, Drama
After his wife falls under the influence of a drug dealer, an everyday guy transforms himself into Crimson Bolt, a superhero with the best intentions, but lacking in heroic skills.
23. Chaplin (1992)
PG-13 | 143 min | Biography, Drama
A film about the troubled and controversial life of the master comedy filmmaker.
Writers: David Robinson, Charles Chaplin, Diana Hawkins, William Boyd, Bryan Forbes, William Goldman | Director: Richard Attenborough | Stars: Robert Downey Jr., Geraldine Chaplin, Paul Rhys, John Thaw
26. Machete (2010)
R | 105 min | Action, Crime, Thriller
After being set-up and betrayed by the man who hired him to assassinate a Texas Senator, an ex-Federale launches a brutal rampage of revenge against his former boss.
27. Adventureland (2009)
R | 107 min | Comedy, Drama, Romance
In the summer of 1987, a college graduate takes a 'nowhere' job at his local amusement park, only to find it's the perfect course to get him prepared for the real world.
30. White Oleander (2002)
PG-13 | 109 min | Drama
A teenager journeys through a series of foster homes after her mother goes to prison for committing a crime of passion.
31. Sense and Sensibility (1995)
PG | 136 min | Drama, Romance
Rich Mr. Dashwood dies, leaving his second wife and her three daughters poor by the rules of inheritance. The two eldest daughters are the titular opposites.
32. The Girl with the Dragon Tattoo (2009)
R | 152 min | Crime, Drama, Mystery
A journalist is aided in his search for a woman who has been missing -- or dead -- for forty years by a young female hacker.
34. About Cherry (2012)
R | 98 min | Drama
A drama centered on a troubled young woman who moves to San Francisco, where she gets involved in pornography and aligns herself with a cocaine-addicted lawyer.
35. Rear Window (1954)
Approved | 112 min | Mystery, Thriller
A wheelchair bound photographer spies on his neighbours from his apartment window and becomes convinced one of them has committed murder.
37. Ghost World (2001)
R | 111 min | Comedy, Drama
With only the plan of moving in together after high school, two unusually devious friends seek direction in life. As a mere gag, they respond to a man's newspaper ad for a date, only to find it will greatly complicate their lives.
R | 160 min | Biography, Crime, Drama
Robert Ford, who's idolized Jesse James since childhood, tries hard to join the reforming gang of the Missouri outlaw, but gradually becomes resentful of the bandit leader.
39. You Will Meet a Tall Dark Stranger (2010)
R | 98 min | Comedy, Drama, Romance
Sally's parents' marriage breaks up when her father undergoes a mid-life crisis and impulsively weds a prostitute as Sally's own marriage also begins to disintegrate.
40. Sabrina (1954)
Unrated | 113 min | Comedy, Drama, Romance
A playboy becomes interested in the daughter of his family's chauffeur. But it's his more serious brother who would be the better man for her.
41. Babel (2006)
R | 143 min | Drama
Tragedy strikes a married couple on vacation in the Moroccan desert, touching off an interlocking story involving four different families.
42. Vertigo (1958)
Approved | 128 min | Mystery, Romance, Thriller
A retired San Francisco detective suffering from acrophobia investigates the strange activities of an old friend's wife, all the while becoming dangerously obsessed with her.
43. Fracture (2007)
R | 113 min | Crime, Drama, Mystery
An attorney, intent on climbing the career ladder toward success, finds an unlikely opponent in a manipulative criminal he is trying to prosecute.
45. An Education (2009)
PG-13 | 100 min | Drama
A coming-of-age story about a teenage girl in 1960s suburban London, and how her life changes with the arrival of a playboy nearly twice her age.
46. A.C.O.D. (2013)
R | 88 min | Comedy
A grown man caught in the crossfire of his parents' 15-year divorce discovers he was unknowingly part of a study on divorced children and is enlisted in a follow-up years later, which wreaks new havoc on his family.
47. Irresistible (2006)
R | 103 min | Drama, Mystery, Thriller
A wife and mother is consumed by the thought that her husband's co-worker is trying to win him away from her and their family.
48. What Maisie Knew (2012)
R | 99 min | Drama
In New York City, a young girl is caught in the middle of her parents' bitter custody battle.
49. Young & Beautiful (2013)
Not Rated | 95 min | Drama
After losing her virginity, Isabelle takes up a secret life as a call girl, meeting her clients for hotel-room trysts. Throughout, she remains curiously aloof, showing little interest in the encounters themselves or the money she makes.
50. Girl with a Pearl Earring (2003)
PG-13 | 100 min | Biography, Drama, Romance
A young peasant maid working in the house of painter Johannes Vermeer becomes his talented assistant and the model for one of his most famous works.