Most Popular "Older Man Younger Woman Relationship" Titles
- Movies or TV
- IMDb Rating
- Instant Watch Options
- In Theaters
- On TV
- Release Year
1. Gone Girl (2014)
R | 149 min | Drama, Mystery, Thriller
With his wife's disappearance having become the focus of an intense media circus, a man sees the spotlight turned on him when it's suspected that he may not be innocent.
3. The Diary of a Teenage Girl (2015)
R | 102 min | Drama, Romance
A teen artist living in 1970s San Francisco enters into an affair with her mother's boyfriend.
5. The Big Lebowski (1998)
R | 117 min | Comedy, Crime
"The Dude" Lebowski, mistaken for a millionaire Lebowski, seeks restitution for his ruined rug and enlists his bowling buddies to help get it.
6. 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.
7. 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.
8. Eternal Sunshine of the Spotless Mind (2004)
R | 108 min | Drama, Romance, Sci-Fi
When their relationship turns sour, a couple undergoes a procedure to have each other erased from their memories. But it is only through the process of loss that they discover what they had to begin with.
9. Rome (2005–2007)
TV-MA | 90 min | Action, Drama, History
A down-to-earth account of the lives of both illustrious and ordinary Romans set in the last days of the Roman Republic.
11. 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.
12. The Other Woman (2014)
PG-13 | 109 min | Comedy, Romance
After discovering her boyfriend is married, Carly soon meets the wife he's been betraying. And when yet another love affair is discovered, all three women team up to plot revenge on the three-timing S.O.B.
13. 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.
14. Nymphomaniac: Vol. II (2013)
Not Rated | 123 min | Drama
The continuation of Joe's sexually dictated life delves into the darker aspects of her adulthood, obsessions and what led to her being in Seligman's care.
15. 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.
16. Gone with the Wind (1939)
G | 238 min | Drama, Romance, War
A manipulative Southern belle carries on a turbulent affair with a blockade runner during the American Civil War.
17. 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.
18. Badlands (1973)
PG | 94 min | Crime, Drama
An impressionable teen girl from a dead-end town and her older greaser boyfriend go on a killing spree in the South Dakota badlands.
19. 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.
20. 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.
22. 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.
23. Jackie Brown (1997)
R | 154 min | Crime, Drama, Thriller
A middle-aged woman finds herself in the middle of a huge conflict that will either make her a profit or cost her her life.
25. 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.
26. Jane Eyre (2011)
PG-13 | 120 min | Drama, Romance
A mousy governess who softens the heart of her employer soon discovers that he's hiding a terrible secret.
27. 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.
28. Insomnia (2002)
R | 118 min | 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.
29. 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.
30. 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.
31. 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.
32. 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.
34. Babel (I) (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.
35. Sense and Sensibility (1995)
PG | 131 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.
36. 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.
37. Another Earth (2011)
PG-13 | 92 min | Drama, Romance, Sci-Fi
On the night of the discovery of a duplicate Earth in the Solar system, an ambitious young student and an accomplished composer cross paths in a tragic accident.
38. Definitely, Maybe (2008)
PG-13 | 112 min | Comedy, Drama, Romance
A political consultant tries to explain his impending divorce and past relationships to his 11-year-old daughter.
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.
41. Something's Gotta Give (2003)
PG-13 | 128 min | Comedy, Drama, Romance
A swinger on the cusp of being a senior citizen with a taste for young women falls in love with an accomplished woman closer to his age.
42. Enter the Void (2009)
Not Rated | 161 min | Drama, Fantasy
A U.S. drug dealer living in Tokyo is betrayed by his best friend and killed in a drug deal. His soul, observing the repercussions of his death, seeks resurrection.
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.
44. 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.
45. It's Complicated (2009)
R | 120 min | Comedy, Romance
When attending their son's college graduation, a couple reignite the spark in their relationship...but the complicated fact is they're divorced and he's remarried.
48. 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.
49. 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.