Older Male/Younger Female Relationshipby AwAiSThEPhEnOm | created - 11 Aug 2012 | updated - 20 Dec 2013 | Public
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1. 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.
Votes: 117,879 | Gross: $12.57M
5. Trees Lounge (1996)
R | 95 min | Comedy, Drama
Tommy is an unemployed mechanic who spends most of his time in a bar (Trees Lounge) in a small blue collar town. He seems to always be thinking, "If only X then I could stop drinking".
Votes: 12,005 | Gross: $0.70M
7. Shopgirl (2005)
R | 106 min | Drama, Romance
A film adaptation of Steve Martin's novel about a complex love triangle between a bored salesgirl, a wealthy businessman and an aimless young man.
Votes: 21,936 | Gross: $10.28M
10. Suburban Girl (2007)
PG-13 | 97 min | Comedy, Drama, Romance
A Manhattanite book editor finds her take on the game of romance changed after she lures the attention of an influential older man.
11. Elegy (I) (2008)
R | 112 min | Drama, Romance
Cultural critic David Kepesh finds his life -- which he indicates is a state of "emancipated manhood" -- thrown into tragic disarray by Consuela Castillo, a well-mannered student who awakens a sense of sexual possessiveness in her teacher.
Votes: 20,345 | Gross: $3.58M
12. Léon: The Professional (1994)
R | 110 min | Crime, Drama, Thriller
Mathilda, a 12-year-old girl, is reluctantly taken in by Léon, a professional assassin, after her family is murdered. Léon and Mathilda form an unusual relationship, as she becomes his protégée and learns the assassin's trade.
Votes: 819,052 | Gross: $19.50M
13. Chloe (2009)
R | 96 min | Drama, Mystery, Romance
A doctor hires an escort to seduce her husband, whom she suspects of cheating, though unforeseen events put the marriage in danger.
Votes: 61,050 | Gross: $3.07M
16. Stealing Beauty (1996)
R | 118 min | Drama, Mystery, Romance
After her mother commits suicide, nineteen year old Lucy Harmon travels to Italy to have her picture painted. However, she has other reasons for wanting to go. She wants to renew her ... See full summary »
Votes: 21,973 | Gross: $4.57M
17. 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.
Votes: 64,495 | Gross: $11.63M
19. 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.
Votes: 102,309 | Gross: $6.22M
22. Albatross (2011)
Not Rated | 90 min | Drama
Beth, a bookish teenager, befriends Emilia, an aspiring novelist who has just arrived in town. Emilia soon begins an affair with Beth's father that threatens to have devastating consequences.
American Masters (1985– )
Alfred Stieglitz: The Eloquent Eye
Not Rated | 88 min | Documentary, Biography
Biography of Alfred Stieglitz and his role in the early 20th century American art world.
24. An American in Paris (1951)
Passed | 114 min | Drama, Musical, Romance
Three friends struggle to find work in Paris. Things become more complicated when two of them fall in love with the same woman.
Votes: 24,687 | Gross: $4.50M
25. An Awfully Big Adventure (1995)
R | 112 min | Comedy, Drama, Romance
Set right after World War II, a naive teenage girl joins a shabby theatre troupe in Liverpool. During a winter production of Peter Pan, the play quickly turns into a dark metaphor for youth... See full summary »
Votes: 2,282 | Gross: $0.26M
26. 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.
Votes: 79,970 | Gross: $1.32M
27. As Good as It Gets (1997)
PG-13 | 139 min | Comedy, Drama, Romance
A single mother and waitress, a misanthropic author, and a gay artist form an unlikely friendship after the artist is assaulted in a robbery.
Votes: 239,915 | Gross: $148.48M
28. Atlantic City (1980)
R | 104 min | Crime, Drama, Romance
In a corrupt city, a small-time gangster and the estranged wife of a pot dealer find themselves thrown together in an escapade of love, money, drugs, and danger.
29. Jane Eyre (1996)
PG | 112 min | Drama, Romance
Jane Eyre is an orphan cast out as a young girl by her aunt, Mrs. Reed, and sent to be raised in a harsh charity school for girls. There she learns to become a teacher and eventually seeks ... See full summary »
Votes: 8,057 | Gross: $5.20M
30. Jane Eyre (1943)
Approved | 97 min | Drama, Romance
After a harsh childhood, orphan Jane Eyre is hired by Edward Rochester, the brooding lord of a mysterious manor house, to care for his young daughter.
Votes: 6,633 | Gross: $3.82M
32. Austin Powers in Goldmember (2002)
PG-13 | 94 min | Action, Adventure, Comedy
Upon learning that his father has been kidnapped, Austin Powers must travel to 1975 and defeat the aptly named villain Goldmember, who is working with Dr. Evil.
Votes: 173,479 | Gross: $213.31M
33. A View to a Kill (1985)
PG | 131 min | Action, Adventure, Thriller
An investigation of a horse-racing scam leads 007 to a mad industrialist who plans to create a worldwide microchip monopoly by destroying California's Silicon Valley.
Votes: 74,414 | Gross: $50.33M
35. The Ballad of Jack and Rose (2005)
R | 112 min | Drama
A father and daughter isolated on an island off the East Coast and living on a once-thriving commune grapple with the limits of family and sexuality.
Votes: 9,932 | Gross: $0.71M
37. Big Daddy (1999)
PG-13 | 93 min | Comedy, Drama
A lazy law school grad adopts a kid to impress his girlfriend, but everything doesn't go as planned and he becomes the unlikely foster father.
Votes: 173,637 | Gross: $163.48M
38. The Big Sleep (1946)
Not Rated | 114 min | Crime, Film-Noir, Mystery
Private detective Philip Marlowe is hired by a rich family. Before the complex case is over, he's seen murder, blackmail, and what might be love.
39. Bitter Moon (1992)
R | 139 min | Drama, Romance, Thriller
After hearing stories of her, a passenger on a cruise ship develops an irresistible infatuation with an eccentric paraplegic's wife.
Votes: 28,413 | Gross: $1.86M
42. Breezy (1973)
R | 106 min | Drama, Romance
Breezy is a teen-aged hippy with a big heart. After taking a ride with a man who only wants her for sex, Breezy manages to escape. She runs to hide on a secluded property where stands the ... See full summary »
43. Bulworth (1998)
R | 108 min | Comedy, Drama, Romance
A suicidally disillusioned liberal politician puts a contract out on himself and takes the opportunity to be bluntly honest with his voters by affecting the rhythms and speech of hip-hop music and culture.
Votes: 22,993 | Gross: $26.53M
44. Casablanca (1942)
PG | 102 min | Drama, Romance, War
In Casablanca in December 1941, a cynical American expatriate encounters a former lover, with unforeseen complications.
Votes: 429,654 | Gross: $1.02M
45. The Cat's Meow (2001)
PG-13 | 114 min | Drama, Romance
Semi-true story of the Hollywood murder that occurred at a star-studded gathering aboard William Randolph Hearst's yacht in 1924.
Votes: 7,115 | Gross: $3.21M
47. Charade (1963)
Not Rated | 113 min | Comedy, Mystery, Romance
Romance and suspense ensue in Paris as a woman is pursued by several men who want a fortune her murdered husband had stolen. Who can she trust?
Votes: 54,591 | Gross: $13.47M
51. Crazy Heart (2009)
R | 112 min | Drama, Music, Romance
A faded country music musician is forced to reassess his dysfunctional life during a doomed romance that also inspires him.
Votes: 73,921 | Gross: $39.46M
52. The Crush (1993)
R | 89 min | Drama, Thriller
A journalist becomes the unwanted center of attention for a 14-year-old girl, who proceeds to sabotage his life after he refuses her sexual advances.
Votes: 13,053 | Gross: $13.61M
53. La cucina (2007)
Not Rated | 90 min | Drama
Set between three interweaving stories, the film explores the different facets of new relationships, pregnancy and infidelity, ultimately making the kitchen the centerpiece of their lives.
54. Daddy Long Legs (1955)
Approved | 126 min | Musical, Romance
On a trip to France, millionaire Jervis Pendleton sees an 18 year old girl in an orphanage. Enchanted with her, but mindful of the difference in their ages, he sponsors her to college in ... See full summary »
57. Dr. T & the Women (2000)
R | 122 min | Comedy, Drama, Romance
A wealthy gynecologist's ideal life is thrown into turmoil when the women closest to him begin to affect his life in unexpecting ways.
Votes: 16,251 | Gross: $13.11M
58. The Edge (1997)
R | 117 min | Action, Adventure, Drama
An intellectual billionaire and two lesser men struggle to band together and survive after getting stranded in the Alaskan wilderness with a blood-thirsty Kodiak Bear hunting them down.
Votes: 59,982 | Gross: $27.78M
59. Election (1999)
R | 103 min | Comedy, Drama, Romance
A high school teacher's personal life becomes complicated as he works with students during the school elections, particularly with an obsessive overachiever determined to become student body president.
Votes: 78,279 | Gross: $14.88M
60. The Fighting Temptations (2003)
PG-13 | 123 min | Comedy, Drama, Music
A New York advertising executive travels to a small Southern town to collect an inheritance but finds he must create a gospel choir and lead it to success before he can collect.
Votes: 6,084 | Gross: $30.24M
63. 40 Carats (1973)
PG | 110 min | Comedy, Romance
Forty year old Norwegian-American divorcée Ann Stanley owns her own Manhattan based real estate agency specializing in upscale Manhattan apartments. She lives with her seventeen year old ... See full summary »
64. For Your Eyes Only (1981)
PG | 127 min | Action, Adventure, Thriller
Agent 007 is assigned to hunt for a lost British encryption device and prevent it from falling into enemy hands.
Votes: 77,918 | Gross: $62.30M
66. Fresh Horses (1988)
PG-13 | 105 min | Drama
A Cincinnati college student breaks off his engagement to his wealthy fiancée after he falls in love with a backwoods Kentucky girl he meets at a party. She claims to be 20 years old, but ... See full summary »
Votes: 1,458 | Gross: $6.64M
67. Get Smart (2008)
PG-13 | 110 min | Action, Adventure, Comedy
A highly intellectual but socially awkward spy is tasked with preventing a terrorist attack from a Russian spy agency.
Votes: 178,107 | Gross: $130.32M
69. Gigi (1958)
Approved | 115 min | Comedy, Musical, Romance
Weary of the conventions of Parisian society, a rich playboy and a youthful courtesan-in-training enjoy a platonic friendship, but it may not stay platonic for long.
70. The Girl in the Café (2005 TV Movie)
TV-14 | 94 min | Drama, Romance
Lawrence, an aging, lonely civil servant falls for Gina, an enigmatic young woman. When he takes her to the G8 Summit in Reykjavik, however, their bond is tested by Lawrence's professional obligations.
72. The Girl with the Dragon Tattoo (2009)
R | 152 min | Drama, Mystery, Thriller
A journalist is aided by a young female hacker in his search for the killer of a woman who has been dead for forty years.
Votes: 186,624 | Gross: $10.10M
74. The Governess (1998)
R | 115 min | Drama, Romance
When the father of privileged Rosina da Silva violently dies, she decides to pass herself off as a gentile and finds employment with a family in faraway Scotland. Soon she and the family ... See full summary »
Votes: 2,673 | Gross: $3.90M
75. Gregory's Two Girls (1999)
116 min | Comedy
Bill Forsyth returns to the romantic comedy of Gregory's Girl. Twenty years after his teenage crush on a football-mad schoolgirl, Gregory is back at his old school, teaching English. When ... See full summary »
77. Happy Endings (2005)
R | 128 min | Comedy, Drama, Music
Happy Endings weaves multiple stories to create a witty look at love, family and the sheer unpredictablity of life itself.
Votes: 8,413 | Gross: $1.31M
78. Hatari! (1962)
Approved | 157 min | Action, Adventure, Drama
A group of men trap wild animals in Africa and sell them to zoos before the arrival of a female wildlife photographer threatens to change their ways.
Votes: 9,923 | Gross: $14.00M
79. To Have and Have Not (1944)
Not Rated | 100 min | Adventure, Comedy, Romance
During World War II, American expatriate Harry Morgan helps transport a French Resistance leader and his beautiful wife to Martinique while romancing a sensuous lounge singer.
80. Soon-jeong-man-hwa (2008)
113 min | Comedy, Romance
Thirty-year-old Yun-woo bumps into a high school student in the elevator while on his way to work. His heart starts pounding at this teenager's boldness. At a subway station, KANG Sook ... See full summary »
81. High Society (1956)
Approved | 111 min | Comedy, Musical, Romance
A spoiled heiress must choose between three suitors: her jazz musician ex-husband, a stuffy businessman, and an undercover tabloid reporter.
Votes: 11,406 | Gross: $13.00M
82. Voyager (1991)
PG-13 | 117 min | Drama, Romance
Walter Faber has survived a crash with an airplane. His next trip is by ship. On board this ship he meets the enchanting Sabeth and they have a passionate love affair. Together they travel ... See full summary »
Votes: 2,529 | Gross: $0.52M
83. The Horse Whisperer (1998)
PG-13 | 170 min | Drama, Romance, Western
The mother of a severely traumatized daughter enlists the aid of a unique horse trainer to help the girl's equally injured horse.
Votes: 34,530 | Gross: $75.38M
84. The Human Stain (2003)
R | 106 min | Drama, Romance, Thriller
When a disgraced former college dean has a romance with a mysterious younger woman haunted by her dark, twisted past, he is forced to confront a shocking fact about his own life that he has kept secret for fifty years.
Votes: 26,747 | Gross: $5.38M
85. Husbands and Wives (1992)
R | 103 min | Comedy, Drama, Romance
When their best friends announce that they're separating, a professor and his wife discover the faults in their own marriage.
Votes: 23,335 | Gross: $10.56M
91. The January Man (1989)
R | 97 min | Action, Crime, Mystery
Nick and Frank Starkey were both policemen. A scandal forced Nick to leave the force, now a serial killer has driven the police to take him back. A web that includes Frank's wife, bribery, ... See full summary »
Votes: 5,451 | Gross: $4.61M
92. Knickerbocker Holiday (1944)
85 min | Comedy, History, Musical
It's 1650 in New Amsterdam, and Brom Broeck, a young outspoken newspaper publisher is arrested for printing advanced opinions on the undemocratic rule of Govenor "Peg-Leg" Stuyvesant. While... See full summary »
93. L.A. Story (1991)
PG-13 | 95 min | Comedy, Drama, Fantasy
With the help of a talking freeway billboard, a wacky weatherman tries to win the heart of an English newspaper reporter, who is struggling to make sense of the strange world of early 1990s Los Angeles.
Votes: 26,502 | Gross: $28.86M
96. Last Tango in Paris (1972)
NC-17 | 129 min | Drama, Romance
A young Parisian woman meets a middle-aged American businessman who demands their clandestine relationship be based only on sex.
Votes: 40,723 | Gross: $36.14M
97. Labyrinth (1986)
PG | 101 min | Adventure, Family, Fantasy
A 16-year-old girl is given 13 hours to solve a labyrinth and rescue her baby brother when her wish for him to be taken away is granted by the Goblin King.
Votes: 104,004 | Gross: $12.73M
98. The Last Time (2006)
R | 96 min | Comedy, Drama, Thriller
A salesman (Keaton) rediscovers a lust for life after falling for the fiancée of his new business partner (Fraser), a Midwest transplant finding his footing in New York City.
Votes: 3,208 | Gross: $7.00M
99. Last Love (2013)
Not Rated | 111 min | Comedy, Drama, Romance
He's a widower in Paris who speaks no French; she's a dance instructor less than half his age. Can they become a family, or will his estranged adult children halt the friendship?
100. Lisa (1989)
PG-13 | 95 min | Drama, Horror, Thriller
14-year-old Lisa is raised by her unmarried mother Katherine who overprotects her by forbidding her to date until she's 16. In despair, Lisa and schoolmate Wendy make up a game that ... See full summary »
Votes: 1,113 | Gross: $4.35M