Sort by Popularity - Most Popular Movies and TV Shows tagged with keyword "may-december-romance"
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1. Lost in Translation (2003)
R | 102 min | Comedy, Drama
A faded movie star and a neglected young woman form an unlikely bond after crossing paths in Tokyo.
Director: Sofia Coppola | Stars: Bill Murray, Scarlett Johansson, Giovanni Ribisi, Anna Faris
Votes: 489,400 | Gross: $44.59M
2. Léon: The Professional (1994)
R | 110 min | Action, Crime, Drama
12-year-old Mathilda is reluctantly taken in by Léon, a professional assassin, after her family is murdered. An unusual relationship forms as she becomes his protégée and learns the assassin's trade.
Director: Luc Besson | Stars: Jean Reno, Gary Oldman, Natalie Portman, Danny Aiello
Votes: 1,246,540 | Gross: $19.50M
3. Lolita (1997)
R | 137 min | Drama, Romance
An English professor falls for a minor, and has to face the consequences of his actions.
Director: Adrian Lyne | Stars: Jeremy Irons, Dominique Swain, Melanie Griffith, Frank Langella
Votes: 66,588 | Gross: $1.40M
4. L.A. Confidential (1997)
R | 138 min | Crime, Drama, Mystery
As corruption grows in 1950s Los Angeles, three policemen - one strait-laced, one brutal, and one sleazy - investigate a series of murders with their own brand of justice.
Director: Curtis Hanson | Stars: Kevin Spacey, Russell Crowe, Guy Pearce, Kim Basinger
Votes: 618,113 | Gross: $64.62M
5. The Graduate (1967)
PG | 106 min | Comedy, Drama, Romance
A disillusioned college graduate finds himself torn between his older lover and her daughter.
Director: Mike Nichols | Stars: Dustin Hoffman, Anne Bancroft, Katharine Ross, William Daniels
Votes: 288,525 | Gross: $104.95M
6. National Lampoon's 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 troublemakers have other plans for him.
Director: John Landis | Stars: John Belushi, Karen Allen, Tom Hulce, Stephen Furst
Votes: 129,381
7. Sex and the City (2008)
R | 145 min | Comedy, Drama, Romance
A New York City 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.
Director: Michael Patrick King | Stars: Sarah Jessica Parker, Kim Cattrall, Cynthia Nixon, Kristin Davis
Votes: 127,312 | Gross: $152.65M
8. Vertigo (1958)
PG | 128 min | Mystery, Romance, Thriller
A former San Francisco police detective juggles wrestling with his personal demons and becoming obsessed with the hauntingly beautiful woman he has been hired to trail, who may be deeply disturbed.
Director: Alfred Hitchcock | Stars: James Stewart, Kim Novak, Barbara Bel Geddes, Tom Helmore
Votes: 427,154 | Gross: $3.20M
9. Rear Window (1954)
PG | 112 min | Mystery, Thriller
A wheelchair-bound photographer spies on his neighbors from his Greenwich Village courtyard apartment window and, despite the skepticism of his fashion-model girlfriend, becomes convinced one of them has committed murder.
Director: Alfred Hitchcock | Stars: James Stewart, Grace Kelly, Wendell Corey, Thelma Ritter
Votes: 522,325 | Gross: $36.76M
10. Network (1976)
R | 121 min | Drama
A television network cynically exploits a deranged former anchor's ravings and revelations about the news media for its own profit, but finds that his message may be difficult to control.
Director: Sidney Lumet | Stars: Faye Dunaway, William Holden, Peter Finch, Robert Duvall
Votes: 170,721
11. Lolita (1962)
Not Rated | 153 min | Crime, Drama, Romance
A middle-aged college professor becomes infatuated with a 14-year-old girl.
Director: Stanley Kubrick | Stars: James Mason, Shelley Winters, Sue Lyon, Gary Cockrell
Votes: 108,845 | Gross: $9.25M
12. Little Women (1994)
PG | 115 min | Drama, Family, Romance
The March sisters live and grow in post-Civil War America.
Director: Gillian Armstrong | Stars: Susan Sarandon, Winona Ryder, Kirsten Dunst, Claire Danes
Votes: 63,618 | Gross: $50.08M
13. 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.
Director: Nancy Meyers | Stars: Jack Nicholson, Diane Keaton, Keanu Reeves, Amanda Peet
Votes: 129,231 | Gross: $124.73M
14. The Snowtown Murders (2011)
Not Rated | 119 min | Biography, Crime, Drama
Based on true events, 16 year-old Jamie falls in with his mother's new boyfriend and his crowd of self-appointed neighborhood watchmen, a relationship that leads to a spree of torture and murder.
Director: Justin Kurzel | Stars: Lucas Pittaway, Daniel Henshall, Louise Harris, Bob Adriaens
Votes: 20,629 | Gross: $0.01M
15. The Babysitters (2007)
R | 88 min | Drama
After fooling around with one of her customers, a teenager turns her babysitting service into a call-girl service for married guys.
Director: David Ross | Stars: Lauren Birkell, Paul Borghese, Chira Cassel, Anthony Cirillo
Votes: 12,755 | Gross: $0.04M
16. 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.
Director: Woody Allen | Stars: Woody Allen, Diane Keaton, Mariel Hemingway, Michael Murphy
Votes: 147,326 | Gross: $45.70M
17. Ghost World (2001)
R | 111 min | Comedy, Drama
Two eccentric best friends graduate high school and respond to a man's romance-seeking newspaper ad as a gag, only to find their lives becoming increasingly complicated.
Director: Terry Zwigoff | Stars: Steve Buscemi, Thora Birch, Scarlett Johansson, Brad Renfro
Votes: 126,869 | Gross: $6.22M
18. Poison Ivy (1992)
R | 93 min | Drama, Thriller
A seductive teen befriends an introverted high school student and schemes her way into the lives of her wealthy family.
Director: Katt Shea | Stars: Drew Barrymore, Sara Gilbert, Tom Skerritt, Cheryl Ladd
Votes: 20,162 | Gross: $1.83M
19. Poison Ivy: The New Seduction (1997 Video)
R | 95 min | Drama, Thriller
A sinister seductress vows to destroy a suburban family.
Director: Kurt Voss | Stars: Jaime Pressly, Megan Edwards, Michael Des Barres, Greg Vaughan
Votes: 4,650
20. Sabrina (1954)
Passed | 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.
Director: Billy Wilder | Stars: Humphrey Bogart, Audrey Hepburn, William Holden, Walter Hampden
Votes: 70,380
21. A Perfect Murder (1998)
R | 107 min | Crime, Drama, Thriller
A wealthy Wall Street speculator discovers that his wife has a lover. He investigates him and uses the carrot and stick to make him murder his wife. Planned to detail, it seems like a perfect murder.
Director: Andrew Davis | Stars: Michael Douglas, Gwyneth Paltrow, Viggo Mortensen, David Suchet
Votes: 92,255 | Gross: $67.64M
22. Tender Cousins (1980)
R | 90 min | Comedy, Drama, Romance
With Adolf Hitler threatening Europe, against the backdrop of the deceptively peaceful summer of 1939, 14-year-old Julien experiences the intoxicating effects of first love, smitten with his beautiful 16-year-old cousin Julia.
Director: David Hamilton | Stars: Thierry Tevini, Anja Schüte, Valérie Dumas, Évelyne Dandry
Votes: 2,165
23. Harold and Maude (1971)
PG | 91 min | Comedy, Drama, Romance
Young, rich, and obsessed with death, Harold finds himself changed forever when he meets lively septuagenarian Maude at a funeral.
Director: Hal Ashby | Stars: Ruth Gordon, Bud Cort, Vivian Pickles, Cyril Cusack
Votes: 81,871
24. Summer of '42 (1971)
PG | 104 min | 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.
Director: Robert Mulligan | Stars: Jennifer O'Neill, Gary Grimes, Jerry Houser, Oliver Conant
Votes: 9,128 | Gross: $7.38M
25. My Cousin Rachel (2017)
PG-13 | 106 min | Drama, Mystery, Romance
A young Englishman plots revenge against his late cousin's mysterious, beautiful wife, believing her responsible for his death. But his feelings become complicated as he finds himself falling under the beguiling spell of her charms.
Director: Roger Michell | Stars: Rachel Weisz, Sam Claflin, Holliday Grainger, Iain Glen
Votes: 20,953 | Gross: $2.68M
26. Milk (I) (2008)
R | 128 min | Biography, Drama, History
The story of American gay activist Harvey Milk, who fought for gay rights and was elected as California's first openly gay official.
Director: Gus Van Sant | Stars: Sean Penn, Josh Brolin, Emile Hirsch, Diego Luna
Votes: 179,877 | Gross: $31.84M
27. Last Vegas (2013)
PG-13 | 105 min | Comedy
Billy, Paddy, Archie and Sam have been best friends since childhood. When Billy proposes to his much-younger girlfriend, they go to Vegas to relive their glory days. However, the decades have changed Sin City and tested their friendship.
Director: Jon Turteltaub | Stars: Robert De Niro, Michael Douglas, Morgan Freeman, Kevin Kline
Votes: 136,894 | Gross: $63.91M
28. Beau-père (1981)
13+ | 123 min | Comedy, Drama, Romance
After her mother dies, fourteen-year-old Marion falls in love with her stepfather, Remy.
Director: Bertrand Blier | Stars: Patrick Dewaere, Ariel Besse, Maurice Ronet, Geneviève Mnich
Votes: 3,712
29. Laura (1979)
R | 95 min | Drama, Romance
Sculptor Paul is reunited with a former great love after a long time, but is much more impressed by his 15-year-old daughter, Laura, who looks like her mother when Paul was in love with her.
Director: David Hamilton | Stars: Maud Adams, Dawn Dunlap, James Mitchell, Maureen Kerwin
Votes: 1,345
30. Trust (I) (2010)
R | 106 min | Crime, Drama, Mystery
A teenage girl is targeted by an online sexual predator.
Director: David Schwimmer | Stars: Clive Owen, Catherine Keener, Liana Liberato, Jason Clarke
Votes: 44,033 | Gross: $0.12M
31. What the Peeper Saw (1972)
R | 89 min | Crime, Drama, Horror
A wealthy author's second wife begins to suspect that her 12-year-old stepson may have murdered his mother, who mysteriously died in a bathtub accident.
Directors: James Kelley, Andrea Bianchi | Stars: Mark Lester, Britt Ekland, Hardy Krüger, Lilli Palmer
Votes: 1,695
32. 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.
Director: Robert Benton | Stars: Anthony Hopkins, Nicole Kidman, Ed Harris, Gary Sinise
Votes: 32,273 | Gross: $5.38M
33. White Palace (1990)
R | 103 min | Drama, Romance
Lust turns to love for a 40-ish working-class woman and a 20-ish yuppie adman with little in common.
Director: Luis Mandoki | Stars: Susan Sarandon, James Spader, Jason Alexander, Kathy Bates
Votes: 8,929 | Gross: $17.49M
34. 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.
Director: Louis Malle | Stars: Burt Lancaster, Susan Sarandon, Kate Reid, Michel Piccoli
Votes: 18,305
35. Rising Sun (1993)
R | 129 min | Action, Crime, Drama
When an escort girl is found dead in the offices of a Japanese company in Los Angeles, detectives Web Smith and John Connor act as liaison between the company's executives and the investigating cop Tom Graham.
Director: Philip Kaufman | Stars: Sean Connery, Wesley Snipes, Harvey Keitel, Cary-Hiroyuki Tagawa
Votes: 48,275 | Gross: $63.10M
36. A Star Is Born (1954)
Passed | 154 min | Drama, Musical, Romance
A film star helps a young singer and actress find fame, even as age and alcoholism send his own career on a downward spiral.
Director: George Cukor | Stars: Judy Garland, James Mason, Jack Carson, Charles Bickford
Votes: 19,687 | Gross: $14.93M
37. Murphy's Romance (1985)
PG-13 | 107 min | Comedy, Drama, Romance
Emma moves to a ranch with her son after a divorce and befriends the older Murphy, but things turn complicated when her ex shows up.
Director: Martin Ritt | Stars: Sally Field, James Garner, Brian Kerwin, Corey Haim
Votes: 7,062 | Gross: $30.76M
38. Stay as You Are (1978)
R | 95 min | Drama, Romance
Stuck in a dysfunctional marriage, a middle-aged architect has a chance encounter with an alluring student and they start an affair. He wants to be loved; she needs a meaningful relationship. However--could he be her missing father?
Director: Alberto Lattuada | Stars: Marcello Mastroianni, Nastassja Kinski, Francisco Rabal, Mónica Randall
Votes: 1,654
39. Breezy (1973)
R | 106 min | Drama, Romance
A young girl runs away from home and meets a grouchy older man who reluctantly takes her in. Eventually they develop a romantic and affectionate relationship.
Director: Clint Eastwood | Stars: William Holden, Kay Lenz, Roger C. Carmel, Marj Dusay
Votes: 5,753
40. The Rebound (2009)
R | 95 min | Comedy, Romance
In New York City, a single mom captivates her new neighbor, a much younger man.
Director: Bart Freundlich | Stars: Catherine Zeta-Jones, Justin Bartha, Andrew Cherry, Kelly Gould
Votes: 50,228
41. I Could Never Be Your Woman (2007)
PG-13 | 97 min | 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.
Director: Amy Heckerling | Stars: Michelle Pfeiffer, Paul Rudd, Saoirse Ronan, Tracey Ullman
Votes: 19,465
42. The Mother (2003)
R | 112 min | Drama, Romance
A woman has a passionate affair with a man half her age, who is also sleeping with her daughter.
Director: Roger Michell | Stars: Anne Reid, Daniel Craig, Anna Wilson-Jones, Peter Vaughan
Votes: 4,657 | Gross: $1.06M
43. Clement (2001)
139 min | Drama, Romance
Benoit turns 13 and develops an intense crush on his godmother, Marion. As they lie on beaches in the summer, she humors him by talking about the mysteries of women
Director: Emmanuelle Bercot | Stars: Olivier Gueritée, Emmanuelle Bercot, Kevin Goffette, Rémi Martin
Votes: 576
44. Ali: Fear Eats the Soul (1974)
Not Rated | 92 min | Drama, Romance
A lonely widow meets a much younger Moroccan worker in a bar during a rainstorm. They fall in love, to their own surprise and to the outright shock of their families, colleagues, and drinking buddies.
Director: Rainer Werner Fassbinder | Stars: Brigitte Mira, El Hedi ben Salem, Barbara Valentin, Irm Hermann
Votes: 23,874
45. 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.
Director: Anand Tucker | Stars: Steve Martin, Claire Danes, Jason Schwartzman, Bridgette Wilson-Sampras
Votes: 24,694 | Gross: $10.28M
46. The Russia House (1990)
R | 123 min | Drama, Romance, Thriller
A British publisher is sent a manuscript detailing Soviet Union nuclear missile capabilities. British Intelligence intercept it and recruit him to investigate the author's editor, a beautiful Russian woman he claims never to have met.
Director: Fred Schepisi | Stars: Sean Connery, Michelle Pfeiffer, Roy Scheider, James Fox
Votes: 17,551 | Gross: $23.00M
47. Wolfen (1981)
R | 115 min | Horror, Thriller
A New York cop investigates a series of brutal deaths that resemble animal attacks.
Director: Michael Wadleigh | Stars: Albert Finney, Diane Venora, Edward James Olmos, Gregory Hines
Votes: 11,487 | Gross: $10.63M
48. 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.
Director: Warren Beatty | Stars: Warren Beatty, Halle Berry, Kimberly Deauna Adams, Vinny Argiro
Votes: 27,307 | Gross: $26.53M
49. Prime (2005)
PG-13 | 105 min | Comedy, Drama, Romance
A career driven professional from Manhattan is wooed by a young painter, who also happens to be the son of her psychoanalyst.
Director: Ben Younger | Stars: Uma Thurman, Meryl Streep, Bryan Greenberg, Jon Abrahams
Votes: 42,093 | Gross: $22.83M
50. Autumn in New York (2000)
PG-13 | 103 min | Drama, Romance
Romantic drama about an aging playboy who falls for a sweet, but terminally ill, young woman.
Director: Joan Chen | Stars: Richard Gere, Winona Ryder, Anthony LaPaglia, Elaine Stritch
Votes: 28,307 | Gross: $37.75M