films The Best Older Woman Young Men/Boy Relationship Movies  

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Ranker Video
Clément Lou Castel, Emmanuelle Bercot, Yves Verhoeven Clément is a 2001 French drama film directed by Emmanuelle Bercot. It was screened in the Un Certain Regard section at the 2001 Cannes Film Festival.

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Malèna is listed (or ranked) 2 on the list The Best Older Woman Young Men/Boy Relationship Movies
Malèna Monica Bellucci, Luciano Federico, Gaetano Aronica Malèna is a 2000 Italian romantic drama film starring Monica Bellucci and Giuseppe Sulfaro. It was directed and written by Giuseppe Tornatore from a story by Luciano Vincenzoni. It won ...more

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The Reader is listed (or ranked) 3 on the list The Best Older Woman Young Men/Boy Relationship Movies
The Reader Kate Winslet, Ralph Fiennes, Lena Olin The Reader is a 2008 German-American romantic drama film based on the 1995 German novel of the same name by Bernhard Schlink. The film was written by David Hare and directed by Stephen Daldry. ...more

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All Things Fair is listed (or ranked) 4 on the list The Best Older Woman Young Men/Boy Relationship Movies
All Things Fair Marika Lagercrantz, Björn Kjellman, Tomas von Brömsen All Things Fair is a 1995 Swedish drama film directed by Bo Widerberg, about a sexual relationship between a teacher and her 15 year old student in southern Sweden during World War II. Bo ...more

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My Tutor is listed (or ranked) 5 on the list The Best Older Woman Young Men/Boy Relationship Movies
My Tutor Crispin Glover, Kevin McCarthy, Caren Kaye My Tutor is a 1983 sex comedy film directed by George Bowers. The film focuses on high school graduates as they attempt to lose their virginity during the summer vacation before college, and ...more

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Notes on a Scandal is listed (or ranked) 6 on the list The Best Older Woman Young Men/Boy Relationship Movies
Notes on a Scandal Cate Blanchett, Judi Dench, Bill Nighy Notes on a Scandal is a 2006 British psychological thriller-drama film, adapted from the 2003 novel of the same name by Zoë Heller. The screenplay was written by Patrick Marber and the film ...more

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Malicious is listed (or ranked) 7 on the list The Best Older Woman Young Men/Boy Relationship Movies
Malicious Laura Antonelli, Tina Aumont, Turi Ferro Malicious is an Italian comedy. The original title Malizia is Italian for "malice". It was entered into the 23rd Berlin International Film Festival.

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Summer of '42 is listed (or ranked) 8 on the list The Best Older Woman Young Men/Boy Relationship Movies
Summer of '42 Jennifer O'Neill, Jerry Houser, Christopher Norris Summer of '42 is a 1971 American coming-of-age comedy-drama film based on the memoirs of screenwriter Herman Raucher. It tells the story of how Raucher, in his early teens on his 1942 summer ...more

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Y Tu Mamá También is listed (or ranked) 9 on the list The Best Older Woman Young Men/Boy Relationship Movies
Y Tu Mamá También Gael García Bernal, Diego Luna, Maribel Verdú Y Tu Mamá También is a 2001 Mexican drama film directed by Alfonso Cuarón and co-written by Cuarón and his brother Carlos. The film tells a coming-of-age story about ...more

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Murmur of the Heart is listed (or ranked) 10 on the list The Best Older Woman Young Men/Boy Relationship Movies
Murmur of the Heart Michael Lonsdale, Ave Ninchi, Daniel Gélin Murmur of the Heart is a 1971 French film by French director Louis Malle that tells a coming of age story about a 14-year-old boy growing up in bourgeois surroundings in post-World War II Dijon, ...more

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Private Teacher is listed (or ranked) 11 on the list The Best Older Woman Young Men/Boy Relationship Movies
Private Teacher Shin Seong-il, Kim Seung-ho, Um Aing-ran Private Teacher is a 1963 drama film written by Yoo Han-cheol and directed by Kim Ki-duk.

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The Rebound is listed (or ranked) 12 on the list The Best Older Woman Young Men/Boy Relationship Movies
The Rebound Catherine Zeta-Jones, Art Garfunkel, Justin Bartha The Rebound is a 2009 United States of American romantic comedy film directed by Bart Freundlich, starring Catherine Zeta-Jones and Justin Bartha. It was released in theaters in several ...more

Famous Women Who Married Much Older Men

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Ken Park is listed (or ranked) 13 on the list The Best Older Woman Young Men/Boy Relationship Movies
Ken Park Maeve Quinlan, Amanda Plummer, Richard Riehle Ken Park is a 2002 drama-erotic film written by Harmony Korine, who based it on Larry Clark's journals and stories. The film was directed by Clark and Ed Lachman. The film is an international ...more

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The Graduate is listed (or ranked) 14 on the list The Best Older Woman Young Men/Boy Relationship Movies
The Graduate Dustin Hoffman, Anne Bancroft, Richard Dreyfuss The Graduate is a 1967 American comedy-drama film directed by Mike Nichols. It is based on the 1963 novel The Graduate by Charles Webb, who wrote it shortly after graduating from Williams ...more

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Private Lessons is listed (or ranked) 15 on the list The Best Older Woman Young Men/Boy Relationship Movies
Private Lessons Ed Begley, Jr., Sylvia Kristel Private Lessons is the title of an American comedy film released in 1981. The film starred Sylvia Kristel, Howard Hesseman, Eric Brown, and Ed Begley, Jr. The screenplay was written by Dan ...more

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White Palace is listed (or ranked) 16 on the list The Best Older Woman Young Men/Boy Relationship Movies
White Palace Susan Sarandon, Kathy Bates, James Spader White Palace is a 1990 American romantic drama film directed by Luis Mandoki and starring Susan Sarandon, James Spader, Jason Alexander, Kathy Bates, Steven Hill, Jeremy Piven and Renee Taylor. ...more

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Brief Crossing is listed (or ranked) 17 on the list The Best Older Woman Young Men/Boy Relationship Movies
Brief Crossing Gilles Guillain, Nicholas Hawtrey, Sarah Pratt Brief Crossing is a French film released in 2001 and directed by Catherine Breillat. It stars Sarah Pratt and Gilles Guillain.

Canceled Shows We'd Most Like to See as Movies

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To Die For is listed (or ranked) 18 on the list The Best Older Woman Young Men/Boy Relationship Movies
To Die For Nicole Kidman, Joaquin Phoenix, Matt Dillon To Die For is a 1995 American crime comedy-drama film, made in a mockumentary format, directed by Gus Van Sant and written by Buck Henry, based on the novel of the same name by Joyce Maynard, ...more

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Love Strange Love is listed (or ranked) 19 on the list The Best Older Woman Young Men/Boy Relationship Movies
Love Strange Love Xuxa, Vera Fischer, Walter Forster Love Strange Love is a 1982 Brazilian erotic drama film directed by Walter Hugo Khouri. The film stars Vera Fischer, Tarcísio Meira and Xuxa Meneghel. Fischer won the Best Actress Award ...more

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Dreng is listed (or ranked) 20 on the list The Best Older Woman Young Men/Boy Relationship Movies
Dreng

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Senza Vergogna 1986 is listed (or ranked) 21 on the list The Best Older Woman Young Men/Boy Relationship Movies
piyush 7790 added Senza Vergogna 1986 mommy son love - physically disabled boy has only friend in his life (his mom) 

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Book of Love is listed (or ranked) 22 on the list The Best Older Woman Young Men/Boy Relationship Movies
Book of Love Bryce Dallas Howard, Simon Baker, Frances O'Connor Book of Love is a 2004 film written and directed by Alan Brown. It stars Frances O'Connor, Simon Baker, and Gregory Smith.

The Greatest Date Movies of All Time

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Harold and Maude is listed (or ranked) 23 on the list The Best Older Woman Young Men/Boy Relationship Movies
Harold and Maude Ruth Gordon, Tom Skerritt, Bud Cort Harold and Maude is a 1971 American romantic dark comedy directed by Hal Ashby and released by Paramount Pictures. It incorporates elements of dark humor and existentialist drama, with a plot ...more

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Chéri is listed (or ranked) 24 on the list The Best Older Woman Young Men/Boy Relationship Movies
Chéri Michelle Pfeiffer, Kathy Bates, Felicity Jones Chéri is a 2009 drama film directed by Stephen Frears. Starring Michelle Pfeiffer and Rupert Friend, it is an adaptation of the novel of the same name by French author Colette. The film ...more

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My Teacher's Wife is listed (or ranked) 25 on the list The Best Older Woman Young Men/Boy Relationship Movies
My Teacher's Wife Tia Carrere, Jeffrey Tambor, Christopher McDonald My Teacher's Wife is an 1995 teen sex comedy film directed by Bruce Leddy, and written by Seth Greenland. Originally titled "Bad With Numbers," the story follows the travails of ...more

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The Good Girl is listed (or ranked) 26 on the list The Best Older Woman Young Men/Boy Relationship Movies
The Good Girl Jennifer Aniston, Zooey Deschanel, Jake Gyllenhaal The Good Girl is a 2002 comedy-drama film directed by Miguel Arteta from a script by Mike White, and stars Jennifer Aniston, Jake Gyllenhaal and John C. Reilly.

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Luna is listed (or ranked) 27 on the list The Best Older Woman Young Men/Boy Relationship Movies
Luna Roberto Benigni, Fred Gwynne, Jill Clayburgh La Luna, also known as Luna, is a 1979 Italian film directed by Bernardo Bertolucci and starring Jill Clayburgh. The film concerns the troubled life of a teenage boy and his relationship with ...more

The Best Movies Roger Ebert Gave Four Stars

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Prime is listed (or ranked) 28 on the list The Best Older Woman Young Men/Boy Relationship Movies
Prime Meryl Streep, Uma Thurman, Mini Andén Prime is a 2005 American romantic comedy film starring Uma Thurman, Meryl Streep and Bryan Greenberg. It was written and directed by Ben Younger. The film grossed $67,937,503 worldwide.

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Get Out Your Handkerchiefs is listed (or ranked) 29 on the list The Best Older Woman Young Men/Boy Relationship Movies
Get Out Your Handkerchiefs Gérard Depardieu, Carole Laure, Michel Serrault Get Out Your Handkerchiefs is a 1978 French romantic comedy film directed by Bertrand Blier. The film won the Academy Award for Best Foreign Language Film at the 51st Academy Awards.

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Class is listed (or ranked) 30 on the list The Best Older Woman Young Men/Boy Relationship Movies
Class Rob Lowe, John Cusack, Jacqueline Bissett Class is a 1983 American romantic comedy-drama film, directed by Lewis John Carlino, starring Jacqueline Bisset, Rob Lowe and Cliff Robertson, and is also the film debut of Andrew McCarthy, John ...more

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Loverboy is listed (or ranked) 31 on the list The Best Older Woman Young Men/Boy Relationship Movies
Loverboy Kirstie Alley, Carrie Fisher, Patrick Dempsey Loverboy is a 1989 American comedy film starring Patrick Dempsey, Kirstie Alley, and Carrie Fisher.

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Flirting with Forty is listed (or ranked) 32 on the list The Best Older Woman Young Men/Boy Relationship Movies
Flirting with Forty Heather Locklear, Vanessa A. Williams, Robert Buckley Flirting with Forty is a 2008 Lifetime movie, starring Heather Locklear and Robert Buckley. The movie premiered on December 6, 2008. The movie focuses on a divorced mother named Jackie who goes ...more

15 Celebrities Whose Parents Were Murdered

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Private Lessons is listed (or ranked) 33 on the list The Best Older Woman Young Men/Boy Relationship Movies
Private Lessons Johan Leysen, Jonathan Zaccaï, Anne Coesens Private Lessons (French: Elève libre) is a 2008 drama film directed by Joachim Lafosse and co-written with François Pirot.

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A Good Lawyer's Wife is listed (or ranked) 34 on the list The Best Older Woman Young Men/Boy Relationship Movies
A Good Lawyer's Wife Lee Chun-hee, Hwang Jung-min, Moon So-ri A Good Lawyer's Wife is a 2003 South Korean film written and directed by Im Sang-soo. The film is about the various affairs of members of a dysfunctional South Korean family.

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Verfolgt 2006 is listed (or ranked) 35 on the list The Best Older Woman Young Men/Boy Relationship Movies
piyush 7790 added Verfolgt 2006 he felt pleasure after beaten by his seniour lover . GENUINE EXTRAORDINARY LOVE 

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The Lifeguard is listed (or ranked) 36 on the list The Best Older Woman Young Men/Boy Relationship Movies
Vignesh Waran added The Lifeguard The Lifeguard is a 2011 documentary, comedy and family film directed by Maite Alberdi and written by Sebastian Brahm and Maite Alberdi.

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A Night in Heaven is listed (or ranked) 37 on the list The Best Older Woman Young Men/Boy Relationship Movies
A Night in Heaven Lesley Ann Warren, Christopher Atkins, Carrie Snodgress A Night in Heaven is a 1983 American romance film directed by John G. Avildsen, starring Christopher Atkins as a college student and Lesley Ann Warren as his professor. The film's screenplay was ...more

Bucket List for Couples

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Green Chair is listed (or ranked) 38 on the list The Best Older Woman Young Men/Boy Relationship Movies
Green Chair Hye-ok Kim, Ji-ho Shim, Oh Yun-hong Green Chair is a South Korean film directed by Park Chul-soo, that was released in 2005. It is about an affair between an attractive thirty-two-year-old woman and a youth just short of legal ...more

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Grazie Zia 1968 is listed (or ranked) 39 on the list The Best Older Woman Young Men/Boy Relationship Movies
piyush 7790 added Grazie Zia 1968 maternal aunt-nephew love bonding

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The Girl Next Door is listed (or ranked) 40 on the list The Best Older Woman Young Men/Boy Relationship Movies
_1442432702366 added The Girl Next Door Olivia Wilde, Elisha Cuthbert, Timothy Olyphant The Girl Next Door is a 2004 American teen film about a high school senior who falls in love for the first time with the girl next door, but finds the situation becoming complicated after he ...more

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The Tit and the Moon is listed (or ranked) 41 on the list The Best Older Woman Young Men/Boy Relationship Movies
The Tit and the Moon Javier Bardem, Mathilda May, Laura Mañá The Tit and the Moon is a 1994 Spanish/French film, directed by Bigas Luna. It entered the competition at the 51st Venice International Film Festival.

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A Tiger's Tale is listed (or ranked) 42 on the list The Best Older Woman Young Men/Boy Relationship Movies
A Tiger's Tale Ann-Margret, Kelly Preston, Charles Durning A Tiger's Tale is a 1987 film written and directed by Peter Douglas, based on the novel Love and Other Natural Disasters by Allen Hannay III.

The Best Superhero Movies Ever Made

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Crush is listed (or ranked) 43 on the list The Best Older Woman Young Men/Boy Relationship Movies
Crush Andie MacDowell, Imelda Staunton, Bill Paterson Crush is a 2001 film written and directed by John McKay and starring Andie MacDowell, Imelda Staunton, Anna Chancellor, Kenny Doughty, and Bill Paterson.

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Igby Goes Down is listed (or ranked) 44 on the list The Best Older Woman Young Men/Boy Relationship Movies
Igby Goes Down Claire Danes, Susan Sarandon, Amanda Peet Igby Goes Down is a 2002 comedy-drama film that follows the life of Igby Slocumb, a rebellious and sardonic New York City teenager who attempts to break free of his familial ties and wealthy, ...more

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American Pie is listed (or ranked) 45 on the list The Best Older Woman Young Men/Boy Relationship Movies
American Pie Alyson Hannigan, Tara Reid, Shannon Elizabeth American Pie is a 1999 teen sex comedy film written by Adam Herz and directed by brothers Paul and Chris Weitz, in their directorial film debut. It is the first film in the American Pie ...more

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The Piano Teacher is listed (or ranked) 46 on the list The Best Older Woman Young Men/Boy Relationship Movies
The Piano Teacher Isabelle Huppert, Annie Girardot, Benoît Magimel The Piano Teacher is a 2001 French-Austrian erotic thriller film written and directed by Michael Haneke, starring Isabelle Huppert and Benoît Magimel. The film is based on 2004 Nobel Prize ...more

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Lovely and Amazing is listed (or ranked) 47 on the list The Best Older Woman Young Men/Boy Relationship Movies
Lovely and Amazing Jake Gyllenhaal, Emily Mortimer, Catherine Keener Lovely and Amazing is a 2001 American comedy-drama film written and directed by Nicole Holofcener.

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Cougars, Inc. is listed (or ranked) 48 on the list The Best Older Woman Young Men/Boy Relationship Movies
Cougars, Inc. Denise Richards, Sarah Hyland, Rebecca Mader Cougars, Inc., developed under the title Mother's Little Helpers and displayed in the title shot as Cougars Inc., is an American independent comedy written and directed by Asher Levin about a ...more

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P.S. is listed (or ranked) 49 on the list The Best Older Woman Young Men/Boy Relationship Movies
P.S. Paul Rudd, Topher Grace, Laura Linney p.s. is a 2004 drama film directed by Dylan Kidd. The screenplay by Kidd and Helen Schulman is based on Schulman's 2001 novel p.s. The film stars Laura Linney and Topher Grace.

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Meet Monica Velour is listed (or ranked) 50 on the list The Best Older Woman Young Men/Boy Relationship Movies
Meet Monica Velour Kim Cattrall, Brian Dennehy, Keith David "In this quirky comedy, Tobe (Dustin Ingram, perfectly cast), an awkward teenage aficionado of 1980s soft-core, sets off in his grandfather's (Brian Dennehy) used Weinermobile to see his ...more