Most Popular "Older Man Younger Woman Relationship" Titles
- Movies or TV
- IMDb Rating
- Instant Watch Options
- In Theaters
- On TV
- Release Year
1. Café Society (2016)
PG-13 | 96 min | Comedy, Drama, Romance
In the 1930s, a young Bronx native moves to Hollywood where he falls in love with the secretary of his powerful uncle, an agent to the stars. After returning to New York, he is swept up in ... See full summary »
Votes: 2,825 | Gross: $0.36M
4. Focus (II) (2015)
R | 105 min | Comedy, Crime, Drama
In the midst of veteran con man Nicky's latest scheme, a woman from his past - now an accomplished femme fatale - shows up and throws his plans for a loop.
Votes: 148,132 | Gross: $53.85M
6. Eternal Sunshine of the Spotless Mind (2004)
R | 108 min | Drama, Fantasy, Romance
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.
Votes: 664,795 | Gross: $34.13M
7. 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.
Votes: 535,572 | Gross: $17.44M
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.
Votes: 329,379 | Gross: $102.52M
9. 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.
Votes: 655,176 | Gross: $74.10M
10. I Saw the Light (2015)
R | 123 min | Biography, Drama, Music
The story of the country-western singer Hank Williams, who in his brief life created one of the greatest bodies of work in American music. The film chronicles his rise to fame and its tragic effect on his health and personal life.
Votes: 1,879 | Gross: $1.65M
12. 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.
Votes: 458,293 | Gross: $127.49M
14. We Are Your Friends (2015)
R | 96 min | Drama, Music, Romance
Caught between a forbidden romance and the expectations of his friends, aspiring DJ Cole Carter attempts to find the path in life that leads to fame and fortune.
Votes: 20,525 | Gross: $3.59M
15. 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.
Votes: 354,826 | Gross: $2.18M
17. Almost Famous (2000)
R | 122 min | Adventure, Comedy, Drama
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.
Votes: 206,840 | Gross: $32.52M
18. Atonement (2007)
R | 123 min | Drama, Mystery, Romance
Fledgling writer Briony Tallis, as a thirteen-year-old, irrevocably changes the course of several lives when she accuses her older sister's lover of a crime he did not commit.
Votes: 192,485 | Gross: $50.92M
19. Gone with the Wind (1939)
G | 238 min | Drama, History, Romance
A manipulative Southern belle carries on a turbulent affair with a blockade runner during the American Civil War.
Votes: 214,723 | Gross: $198.66M
20. 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.
Votes: 58,708 | Gross: $0.33M
21. 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.
Votes: 104,107 | Gross: $83.91M
22. No Strings Attached (I) (2011)
R | 108 min | Comedy, Romance
A guy and girl try to keep their relationship strictly physical, but it's not long before they learn that they want something more.
Votes: 168,269 | Gross: $70.63M
23. Far from the Madding Crowd (2015)
PG-13 | 119 min | Drama, Romance
In Victorian England, the independent and headstrong Bathsheba Everdene attracts three very different suitors: Gabriel Oak, a sheep farmer; Frank Troy, a reckless Sergeant; and William Boldwood, a prosperous and mature bachelor.
Votes: 29,152 | Gross: $12.23M
25. 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.
Votes: 172,378 | Gross: $103.03M
26. Rio Bravo (1959)
Not Rated | 141 min | Action, Drama, Western
A small-town sheriff in the American West enlists the help of a cripple, a drunk, and a young gunfighter in his efforts to hold in jail the brother of the local bad guy.
Votes: 42,683 | Gross: $5.75M
27. Insomnia (2002)
R | 118 min | Drama, 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.
Votes: 218,173 | Gross: $67.26M
28. 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.
Votes: 130,771 | Gross: $16.03M
29. Rumor Has It... (2005)
PG-13 | 97 min | Comedy, Drama, Romance
Sarah Huttinger is a woman who learns that her family was the inspiration for the book and film "The Graduate" -- and that she just might be the offspring of the well-documented event.
Votes: 40,946 | Gross: $43.00M
31. 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.
Votes: 269,794 | Gross: $83.81M
34. Jackie Brown (1997)
R | 154 min | Crime, Thriller
A middle-aged woman finds herself in the middle of a huge conflict that will either make her a profit or cost her life.
Votes: 238,929 | Gross: $39.65M
35. The Best Offer (2013)
R | 131 min | Crime, Drama, Mystery
In the world of high-end art auctions and antiques, Virgil Oldman is an elderly and esteemed but eccentric genius art-expert, known and appreciated by the world. Oldman is hired by a ... See full summary »
Votes: 69,360 | Gross: $0.09M
36. Vertigo (1958)
PG | 128 min | Mystery, Romance, Thriller
A San Francisco detective suffering from acrophobia investigates the strange activities of an old friend's wife, all the while becoming dangerously obsessed with her.
Votes: 248,032 | Gross: $3.20M
38. 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 assaulted in a robbery.
Votes: 224,287 | Gross: $147.64M
39. 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.
Votes: 174,480 | Gross: $10.10M
40. 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.
Votes: 67,851 | Gross: $4.05M
41. 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.
Votes: 315,110 | Gross: $24.50M
42. 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.
Votes: 138,705 | Gross: $39.00M
43. 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.
Votes: 165,526 | Gross: $26.59M
44. 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.
Votes: 21,847 | Gross: $0.05M
46. 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.
Votes: 45,218 | Gross: $0.34M
47. 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.
Votes: 78,200 | Gross: $42.70M
50. 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.
Votes: 243,420 | Gross: $34.30M