Most Popular "May December Romance" Titles
- Movies or TV
- IMDb Rating
- Instant Watch Options
- In Theaters
- On TV
- Release Year
1. The Graduate (1967)
Approved | 106 min | Comedy, Drama, Romance
Recent college graduate Benjamin Braddock is trapped into an affair with Mrs. Robinson, who happens to be the wife of his father's business partner and then finds himself falling in love with her daughter, Elaine.
PG-13 | 115 min | Adventure, Drama, Fantasy
After the birth of Renesmee, the Cullens gather other vampire clans in order to protect the child from a false allegation that puts the family in front of the Volturi.
5. Last Vegas (2013)
PG-13 | 105 min | Comedy
Three sixty-something friends take a break from their day-to-day lives to throw a bachelor party in Las Vegas for their last remaining single pal.
6. L.A. Confidential (1997)
R | 138 min | Crime, Drama, Mystery
As corruption grows in 1950s LA, three policemen - one strait-laced, one brutal, and one sleazy - investigate a series of murders with their own brand of justice.
PG-13 | 117 min | Adventure, Drama, Fantasy
The Quileutes close in on expecting parents Edward and Bella, whose unborn child poses a threat to the Wolf Pack and the towns people of Forks.
8. Sex and the City (2008)
R | 145 min | Comedy, Drama, Romance
A New York writer on sex and love is finally getting married to her Mr. Big. But her three best girlfriends must console her after one of them inadvertently leads Mr. Big to jilt her.
10. The Twilight Saga: New Moon (2009)
PG-13 | 130 min | Adventure, Drama, Fantasy
Edward leaves Bella after an attack that nearly claimed her life, and in her depression she falls into yet another paranormal relationship- this time with werewolf Jacob Black.
11. The Twilight Saga: Eclipse (2010)
PG-13 | 124 min | Adventure, Drama, Fantasy
As a string of mysterious killings grips Seattle, Bella, whose high school graduation is fast approaching, is forced to choose between her love for vampire Edward and her friendship with werewolf Jacob.
12. Animal House (1978)
R | 109 min | Comedy
At a 1962 College, Dean Vernon Wormer is determined to expel the entire Delta Tau Chi Fraternity, but those trouble-makers have other plans for him.
14. 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.
15. 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.
16. 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.
18. Milk (I) (2008)
R | 128 min | Biography, Drama, History
The story of Harvey Milk, and his struggles as an American gay activist who fought for gay rights and became California's first openly gay elected official.
19. 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.
21. 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.
22. Manhattan (1979)
R | 96 min | Comedy, Drama, Romance
The life of a divorced television writer dating a teenage girl is further complicated when he falls in love with his best friend's mistress.
25. Guess Who's Coming to Dinner (1967)
Unrated | 108 min | Drama
Matt and Christina Drayton are a couple whose attitudes are challenged when their daughter brings home a fiancé who is black.
26. Poison Ivy (1992)
R | 90 min | Drama, Thriller
A seductive teen befriends an introverted high school student and schemes her way into the lives of her wealthy family.
28. The Human Stain (2003)
R | 106 min | Drama, Romance, Thriller
When a disgraced former college professor has a romance with a mysterious younger woman haunted by her dark twisted past, he is forced to confront a shocking secret about his own life that he has kept secret for 50 years.
30. Rising Sun (1993)
R | 129 min | Action, Crime, Drama
At the offices of a Japanese corporation, during a party, a woman, who's evidently a professional mistress, is found dead, apparently after some rough sex. A police detective, Web Smith is ... See full summary »
31. White Palace (1990)
R | 103 min | Drama, Romance
Max Baron (James Spader) is a 27-year-old high flying advertising executive still recovering from the death of his wife. One night he is in a bar when he meets Nora Baker (Susan Sarandon) a... See full summary »
32. I Could Never Be Your Woman (2007)
PG-13 | Comedy, Drama, Romance
A mother falls for a younger man while her daughter falls in love for the first time. Mother Nature messes with their fates.
33. 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.
37. 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.
38. Up Close & Personal (1996)
PG-13 | 124 min | Drama, Romance
An ambitious young woman, determined to build a career in TV journalism, gets good advice from her first boss, and they fall in love.
39. Summer of '42 (1971)
R | 103 min | Comedy, 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.
41. Love in the Afternoon (1957)
Approved | 130 min | Comedy, Romance, Drama
Director Billy Wilder salutes his idol, Ernst Lubitsch, with this comedy about a middle-aged playboy fascinated by the daughter of a private detective who has been hired to entrap him with the wife of a client.
42. The Russia House (1990)
R | 123 min | Drama, Romance, Thriller
An expatriate British publisher unexpectedly finds himself working for British intelligence to investigate people in Russia.
44. All That Heaven Allows (1955)
Not Rated | 89 min | Drama, Romance
An upper-class widow falls in love with a much younger, down-to-earth nurseryman, much to the disapproval of her children and criticism of her country club peers.
45. Bell Book and Candle (1958)
Unrated | 106 min | Comedy, Romance, Fantasy
A modern-day witch likes her neighbor but despises his fiancee, so she enchants him to love her instead... only to fall in love with him for real.
46. 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.
47. Atlantic City (1980)
R | 104 min | Crime, Drama, Romance
Lou is a small time gangster, who thinks he used to be something big. He meets up with a younger girl, Sally, who is learning to be a croupier. Her husband turns up with drugs he has stolen... See full summary »
49. Trust (1990)
R | 107 min | Comedy, Drama
When high school dropout Maria Coughlin announces her pregnancy to her parents, her father drops dead on the floor. Her mother kicks her out of the house and her boyfriend dumps her, so ... See full summary »
50. The Girl in the Café (2005 TV Movie)
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.