Most Popular "Older Woman Younger Man Relationship" Titles

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1. The Grand Budapest Hotel (2014)

R | 100 min | Comedy

8.2
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    1 2 3 4 5 6 7 8 9 10 8.2/10 X  
88 Metascore

The adventures of Gustave H, a legendary concierge at a famous hotel from the fictional Republic of Zubrowka between the first and second World Wars, and Zero Moustafa, the lobby boy who becomes his most trusted friend.

Writers: Stefan Zweig, Wes Anderson, Hugo Guinness | Director: Wes Anderson | Stars: Ralph Fiennes, F. Murray Abraham, Mathieu Amalric, Adrien Brody

2. Don Jon (2013)

R | 90 min | Comedy, Drama, Romance

6.7
Rate this
    1 2 3 4 5 6 7 8 9 10 6.7/10 X  
66 Metascore

A New Jersey guy dedicated to his family, friends, and church, develops unrealistic expectations from watching porn and works to find happiness and intimacy with his potential true love.

Writer: Joseph Gordon-Levitt | Director: Joseph Gordon-Levitt | Stars: Joseph Gordon-Levitt, Scarlett Johansson, Julianne Moore, Tony Danza

3. Arrested Development (2003–2013)

TV-PG | 22 min | Comedy

9.1
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    1 2 3 4 5 6 7 8 9 10 9.1/10 X  

Level-headed son Michael Bluth takes over family affairs after his father is imprisoned. But the rest of his spoiled, dysfunctional family are making his job unbearable.

Stars: Jason Bateman, Michael Cera, Portia de Rossi, Will Arnett

4. American Pie (1999)

R | 95 min | Comedy, Romance

7.0
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    1 2 3 4 5 6 7 8 9 10 7/10 X  
58 Metascore

Four teenage boys enter a pact to lose their virginity by prom night.

Writer: Adam Herz | Directors: Paul Weitz, Chris Weitz | Stars: Jason Biggs, Chris Klein, Thomas Ian Nicholas, Alyson Hannigan

5. Animal House (1978)

R | 109 min | Comedy

7.6
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    1 2 3 4 5 6 7 8 9 10 7.6/10 X  
82 Metascore

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.

Writers: Harold Ramis, Douglas Kenney, Chris Miller | Director: John Landis | Stars: John Belushi, Karen Allen, Tom Hulce, Stephen Furst

6. That's My Boy (2012)

R | 116 min | Comedy

5.6
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    1 2 3 4 5 6 7 8 9 10 5.6/10 X  
31 Metascore

While in his teens, Donny fathered a son, Todd, and raised him as a single parent up until Todd's 18th birthday. Now, after not seeing each other for years, Todd's world comes crashing down when Donny resurfaces just before Todd's wedding.

Writer: David Caspe | Director: Sean Anders | Stars: Adam Sandler, Andy Samberg, Leighton Meester, Susan Sarandon

7. Easy A (2010)

PG-13 | 92 min | Comedy, Romance

7.2
Rate this
    1 2 3 4 5 6 7 8 9 10 7.2/10 X  
72 Metascore

A clean-cut high school student relies on the school's rumor mill to advance her social and financial standing.

Writer: Bert V. Royal | Director: Will Gluck | Stars: Emma Stone, Amanda Bynes, Penn Badgley, Dan Byrd

8. Psycho (1960)

TV-14 | 109 min | Horror, Mystery, Thriller

8.6
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    1 2 3 4 5 6 7 8 9 10 8.6/10 X  

A Phoenix secretary steals $40,000 from her employer's client, goes on the run and checks into a remote motel run by a young man under the domination of his mother.

Writers: Joseph Stefano, Robert Bloch | Director: Alfred Hitchcock | Stars: Anthony Perkins, Janet Leigh, Vera Miles, John Gavin

9. 8 Mile (2002)

R | 110 min | Drama, Music

6.9
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    1 2 3 4 5 6 7 8 9 10 6.9/10 X  
77 Metascore

A young rapper, struggling with every aspect of his life, wants to make the most of what could be his final opportunity but his problems around gives him doubts.

Writer: Scott Silver | Director: Curtis Hanson | Stars: Eminem, Brittany Murphy, Kim Basinger, Mekhi Phifer

10. The Curious Case of Benjamin Button (2008)

PG-13 | 166 min | Drama, Fantasy, Romance

7.8
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    1 2 3 4 5 6 7 8 9 10 7.8/10 X  
70 Metascore

Tells the story of Benjamin Button, a man who starts aging backwards with bizarre consequences.

Writers: Eric Roth, Robin Swicord, F. Scott Fitzgerald | Director: David Fincher | Stars: Brad Pitt, Cate Blanchett, Tilda Swinton, Julia Ormond

11. Hall Pass (2011)

R | 105 min | Comedy, Romance

5.9
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    1 2 3 4 5 6 7 8 9 10 5.9/10 X  
45 Metascore

Rick and Fred, two husbands who are having difficulty in their marriages, are given a Hall Pass by their wives: for one week, they can do whatever they want.

Writers: Pete Jones, Peter Farrelly, Kevin Barnett, Bobby Farrelly | Directors: Bobby Farrelly, Peter Farrelly | Stars: Owen Wilson, Jason Sudeikis, Christina Applegate, Jenna Fischer

12. The Girl Next Door (2004)

R | 108 min | Comedy, Drama, Romance

6.8
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    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
47 Metascore

A teenager's dreams come true when a former porn star moves in next door and they fall in love.

Writers: David Wagner, Brent Goldberg, Stuart Blumberg | Director: Luke Greenfield | Stars: Emile Hirsch, Nicholas Downs, Elisha Cuthbert, Timothy Olyphant

13. The L Word (2004–2009)

TV-MA | 50 min | Drama, Romance

7.6
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    1 2 3 4 5 6 7 8 9 10 7.6/10 X  

Follows the lives and loves of a small, close-knit group of lesbians living in Los Angeles as well as the friends and family members that either support or loath them.

Creators: Michele Abbott, Ilene Chaiken, Kathy Greenberg | Stars: Jennifer Beals, Leisha Hailey, Laurel Holloman, Mia Kirshner

14. Behaving Badly (2014)

R | 97 min | Comedy

4.3
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    1 2 3 4 5 6 7 8 9 10 4.3/10 X  
18 Metascore

Teenager Rick Stevens, has a crush on Nina Pennington, they form a friendship and embark on a rock n' roll journey together while Nina deals with her overbearing boyfriend, Kevin.

Writers: Tim Garrick, Scott Russell, Ric Browde | Director: Tim Garrick | Stars: Nat Wolff, Selena Gomez, Mary-Louise Parker, Elisabeth Shue

15. Wedding Crashers (2005)

R | 119 min | Comedy, Romance

7.0
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    1 2 3 4 5 6 7 8 9 10 7/10 X  
64 Metascore

John Beckwith and Jeremy Grey, a pair of committed womanizers who sneak into weddings to take advantage of the romantic tinge in the air, find themselves at odds with one another when John meets and falls for Claire Cleary.

Writers: Steve Faber, Bob Fisher | Director: David Dobkin | Stars: Owen Wilson, Vince Vaughn, Rachel McAdams, Christopher Walken

16. The Graduate (1967)

Approved | 106 min | Comedy, Drama, Romance

8.1
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    1 2 3 4 5 6 7 8 9 10 8.1/10 X  
77 Metascore

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.

Writers: Calder Willingham, Buck Henry, Charles Webb | Director: Mike Nichols | Stars: Dustin Hoffman, Anne Bancroft, Katharine Ross, William Daniels

17. Sex and the City (2008)

R | 145 min | Comedy, Drama, Romance

5.4
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    1 2 3 4 5 6 7 8 9 10 5.4/10 X  
53 Metascore

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.

Writers: Michael Patrick King, Candace Bushnell, Darren Star | Director: Michael Patrick King | Stars: Sarah Jessica Parker, Kim Cattrall, Cynthia Nixon, Kristin Davis

18. Mamma Mia! (2008)

PG-13 | 108 min | Comedy, Musical, Romance

6.4
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    1 2 3 4 5 6 7 8 9 10 6.4/10 X  
51 Metascore

The story of a bride-to-be trying to find her real father told using hit songs by the popular '70s group ABBA.

Writer: Catherine Johnson | Director: Phyllida Lloyd | Stars: Meryl Streep, Pierce Brosnan, Amanda Seyfried, Stellan Skarsgård

19. L.A. Confidential (1997)

R | 138 min | Crime, Drama, Mystery

8.3
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    1 2 3 4 5 6 7 8 9 10 8.3/10 X  
90 Metascore

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.

Writers: James Ellroy, Brian Helgeland, Curtis Hanson | Director: Curtis Hanson | Stars: Kevin Spacey, Russell Crowe, Guy Pearce, Kim Basinger

20. What's Eating Gilbert Grape (1993)

PG-13 | 118 min | Drama

7.8
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    1 2 3 4 5 6 7 8 9 10 7.8/10 X  

Gilbert has to care for his brother Arnie and his obese mother, which gets in the way when love walks into his life.

Writer: Peter Hedges | Director: Lasse Hallström | Stars: Johnny Depp, Leonardo DiCaprio, Juliette Lewis, Mary Steenburgen

21. You Don't Mess with the Zohan (2008)

PG-13 | 113 min | Action, Comedy

5.5
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    1 2 3 4 5 6 7 8 9 10 5.5/10 X  
54 Metascore

An Israeli Special Forces Soldier fakes his death so he can re-emerge in New York City as a hair stylist.

Writers: Adam Sandler, Robert Smigel, Judd Apatow | Director: Dennis Dugan | Stars: Adam Sandler, John Turturro, Emmanuelle Chriqui, Nick Swardson

22. Adore (2013)

R | 112 min | Drama, Romance

6.2
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    1 2 3 4 5 6 7 8 9 10 6.2/10 X  
37 Metascore

A pair of childhood friends and neighbors fall for each other's sons.

Writers: Anne Fontaine, Christopher Hampton, Doris Lessing | Director: Anne Fontaine | Stars: Naomi Watts, Robin Wright, Xavier Samuel, James Frecheville

23. Unfaithful (2002)

R | 124 min | Drama, Romance, Thriller

6.7
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    1 2 3 4 5 6 7 8 9 10 6.7/10 X  
63 Metascore

A New York suburban couple's marriage goes dangerously awry when the wife indulges in an adulterous fling.

Writers: Claude Chabrol, Alvin Sargent, William Broyles Jr. | Director: Adrian Lyne | Stars: Richard Gere, Diane Lane, Olivier Martinez, Erik Per Sullivan

24. American Pie 2 (2001)

R | 108 min | Comedy, Romance

6.4
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    1 2 3 4 5 6 7 8 9 10 6.4/10 X  
43 Metascore

The continuing bawdy adventures of a group of friends reuniting after their first year of college.

Writers: Adam Herz, David H. Steinberg | Director: J.B. Rogers | Stars: Jason Biggs, Seann William Scott, Shannon Elizabeth, Alyson Hannigan

25. Thelma & Louise (1991)

R | 130 min | Adventure, Crime, Drama

7.4
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    1 2 3 4 5 6 7 8 9 10 7.4/10 X  
88 Metascore

An Arkansas waitress and a housewife shoot a rapist and take off in a '66 Thunderbird.

Writer: Callie Khouri | Director: Ridley Scott | Stars: Susan Sarandon, Geena Davis, Harvey Keitel, Michael Madsen

26. The Reader (2008)

R | 124 min | Drama, Romance

7.6
Rate this
    1 2 3 4 5 6 7 8 9 10 7.6/10 X  
58 Metascore

Post-WWII Germany: Nearly a decade after his affair with an older woman came to a mysterious end, law student Michael Berg re-encounters his former lover as she defends herself in a war-crime trial.

Writers: David Hare, Bernhard Schlink | Director: Stephen Daldry | Stars: Kate Winslet, Ralph Fiennes, Bruno Ganz, Jeanette Hain

27. Something's Gotta Give (2003)

PG-13 | 128 min | Comedy, Drama, Romance

6.8
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    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
66 Metascore

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.

Writer: Nancy Meyers | Director: Nancy Meyers | Stars: Jack Nicholson, Diane Keaton, Keanu Reeves, Amanda Peet

28. The Paperboy (2012)

R | 107 min | Drama, Thriller

5.8
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    1 2 3 4 5 6 7 8 9 10 5.8/10 X  
45 Metascore

A reporter returns to his Florida home-town to investigate a case involving a death row inmate.

Writers: Peter Dexter, Lee Daniels | Director: Lee Daniels | Stars: Matthew McConaughey, Nicole Kidman, John Cusack, Zac Efron

29. Grandma's Boy (2006)

R | 94 min | Comedy

7.1
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    1 2 3 4 5 6 7 8 9 10 7.1/10 X  
33 Metascore

A 35 year old video game tester has to move in with his grandma and her two old lady roommates.

Writers: Barry Wernick, Allen Covert, Nick Swardson | Director: Nicholaus Goossen | Stars: Allen Covert, Linda Cardellini, Shirley Jones, Peter Dante

30. Bernie (2011)

PG-13 | 104 min | Comedy, Crime, Drama

6.8
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    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
75 Metascore

In small-town Texas, an affable mortician strikes up a friendship with a wealthy widow, though when she starts to become controlling, he goes to great lengths to separate himself from her grasp.

Writers: Skip Hollandsworth, Richard Linklater | Director: Richard Linklater | Stars: Jack Black, Shirley MacLaine, Matthew McConaughey, Brady Coleman

31. The Producers (2005)

PG-13 | 134 min | Comedy, Musical

6.4
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    1 2 3 4 5 6 7 8 9 10 6.4/10 X  
52 Metascore

After putting together another Broadway flop, down-on-his-luck producer Max Bialystock teams up with timid accountant Leo Bloom in a get-rich-quick scheme to put on the world's worst show.

Writers: Mel Brooks, Thomas Meehan | Director: Susan Stroman | Stars: Nathan Lane, Matthew Broderick, Uma Thurman, Will Ferrell

32. Water for Elephants (2011)

PG-13 | 120 min | Drama, Romance

7.0
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    1 2 3 4 5 6 7 8 9 10 7/10 X  
52 Metascore

A veterinary student abandons his studies after his parents are killed and joins a traveling circus as their vet.

Writers: Richard LaGravenese, Sara Gruen | Director: Francis Lawrence | Stars: Robert Pattinson, Reese Witherspoon, Christoph Waltz, Paul Schneider

33. Girl Most Likely (2012)

PG-13 | 103 min | Comedy

5.7
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    1 2 3 4 5 6 7 8 9 10 5.7/10 X  
38 Metascore

A failed New York playwright awkwardly navigates the transition from Next Big Thing to Last Year's News.

Writer: Michelle Morgan | Directors: Shari Springer Berman, Robert Pulcini | Stars: Kristen Wiig, Annette Bening, Matt Dillon, Darren Criss

34. American Wedding (2003)

R | 96 min | Comedy, Romance

6.3
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    1 2 3 4 5 6 7 8 9 10 6.3/10 X  
43 Metascore

It's the wedding of Jim and Michelle and the gathering of their families and friends, including Jim's old friends from high school and Michelle's little sister.

Writer: Adam Herz | Director: Jesse Dylan | Stars: Jason Biggs, Alyson Hannigan, Seann William Scott, Eugene Levy

35. Midnight Cowboy (1969)

X | 113 min | Drama

8.0
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    1 2 3 4 5 6 7 8 9 10 8/10 X  

A naive male prostitute and his sickly friend struggle to survive on the streets of New York City.

Writers: Waldo Salt, James Leo Herlihy | Director: John Schlesinger | Stars: Dustin Hoffman, Jon Voight, Sylvia Miles, John McGiver

36. And Your Mama Too (2001)

R | 106 min | Drama

7.7
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    1 2 3 4 5 6 7 8 9 10 7.7/10 X  
88 Metascore

In Mexico, two teenage boys and an attractive older woman embark on a road trip and learn a thing or two about life, friendship, sex, and each other.

Writers: Alfonso Cuarón, Carlos Cuarón | Director: Alfonso Cuarón | Stars: Maribel Verdú, Gael García Bernal, Daniel Giménez Cacho, Ana López Mercado

37. At Any Price (2012)

R | 105 min | Drama, Thriller

5.7
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    1 2 3 4 5 6 7 8 9 10 5.7/10 X  
60 Metascore

A farming family's business is threatened by an unexpected crisis, further testing the relationship between a father and his rebellious son.

Writers: Ramin Bahrani, Hallie Elizabeth Newton | Director: Ramin Bahrani | Stars: Dennis Quaid, Zac Efron, Kim Dickens, Heather Graham

38. Enter the Void (2009)

Not Rated | 161 min | Drama, Fantasy

7.3
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    1 2 3 4 5 6 7 8 9 10 7.3/10 X  
69 Metascore

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.

Writers: Gaspar Noé, Lucile Hadzihalilovic | Director: Gaspar Noé | Stars: Nathaniel Brown, Paz de la Huerta, Cyril Roy, Olly Alexander

39. Spread (2009)

R | 97 min | Comedy, Drama, Romance

5.9
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    1 2 3 4 5 6 7 8 9 10 5.9/10 X  
43 Metascore

A sex comedy centered on a serial womanizer and his jilted lover.

Writers: Jason Dean Hall, Paul Kolsby | Director: David Mackenzie | Stars: Ashton Kutcher, Anne Heche, Margarita Levieva, Sebastian Stan

40. Prime (2005)

PG-13 | 105 min | Comedy, Drama, Romance

6.3
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    1 2 3 4 5 6 7 8 9 10 6.3/10 X  
58 Metascore

A career driven professional from Manhattan is wooed by a young painter, who also happens to be the son of her psychoanalyst.

Writer: Ben Younger | Director: Ben Younger | Stars: Uma Thurman, Meryl Streep, Bryan Greenberg, Jon Abrahams

41. Sunset Blvd. (1950)

Not Rated | 110 min | Drama, Film-Noir

8.6
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    1 2 3 4 5 6 7 8 9 10 8.6/10 X  

A hack screenwriter writes a screenplay for a former silent-film star who has faded into Hollywood obscurity.

Writers: Charles Brackett, Billy Wilder, D.M. Marshman Jr. | Director: Billy Wilder | Stars: William Holden, Gloria Swanson, Erich von Stroheim, Nancy Olson

42. Harold and Maude (1971)

GP | 91 min | Comedy, Romance

8.1
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    1 2 3 4 5 6 7 8 9 10 8.1/10 X  

Young, rich, and obsessed with death, Harold finds himself changed forever when he meets lively septuagenarian Maude at a funeral.

Writer: Colin Higgins | Director: Hal Ashby | Stars: Ruth Gordon, Bud Cort, Vivian Pickles, Cyril Cusack

43. What Maisie Knew (2012)

R | 99 min | Drama

7.5
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    1 2 3 4 5 6 7 8 9 10 7.5/10 X  
74 Metascore

In New York City, a young girl is caught in the middle of her parents' bitter custody battle.

Writers: Nancy Doyne, Carroll Cartwright, Henry James | Directors: Scott McGehee, David Siegel | Stars: Julianne Moore, Alexander Skarsgård, Steve Coogan, Joanna Vanderham

44. Fun Size (2012)

PG-13 | 86 min | Comedy

5.4
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    1 2 3 4 5 6 7 8 9 10 5.4/10 X  
37 Metascore

Wren's Halloween plans go awry when she's made to babysit her brother, who disappears into a sea of trick-or-treaters. With her best friend and two nerds at her side, she needs to find her brother before her mom finds out he's missing.

Writer: Max Werner | Director: Josh Schwartz | Stars: Victoria Justice, Johnny Knoxville, Chelsea Handler, Ana Gasteyer

45. Kelly & Cal (2014)

107 min | Comedy, Drama, Family

5.6
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    1 2 3 4 5 6 7 8 9 10 5.6/10 X  
64 Metascore

Kelly, a punk-rocker turned suburban mom, is nostalgic for a life she can no longer have and uncertain of a future she doesn't yet fit in. Seventeen-year-old Cal is frustrated at his lack ... See full summary »

Writer: Amy Lowe Starbin | Director: Jen McGowan | Stars: Juliette Lewis, Jonny Weston, Josh Hopkins, Cybill Shepherd

46. Ken Park (2002)

Not Rated | 96 min | Drama

5.9
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    1 2 3 4 5 6 7 8 9 10 5.9/10 X  

Ken Park is about several Californian skateboarders' lives and relationships with and without their parents.

Writers: Harmony Korine, Larry Clark | Directors: Larry Clark, Edward Lachman | Stars: Adam Chubbuck, James Bullard, Seth Gray, Eddie Daniels

47. Old Acquaintance (1943)

Approved | 110 min | Drama

7.6
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    1 2 3 4 5 6 7 8 9 10 7.6/10 X  

Old friends Kit Marlowe and Millie Drake adopt contrasting lifestyles: Kit is a single, critically acclaimed author while married Millie writes popular pulp novels.

Writers: John Van Druten, Lenore J. Coffee | Director: Vincent Sherman | Stars: Bette Davis, Miriam Hopkins, Gig Young, John Loder

48. All About Eve (1950)

TV-PG | 138 min | Drama

8.4
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    1 2 3 4 5 6 7 8 9 10 8.4/10 X  

An ingenue insinuates herself in to the company of an established but aging stage actress and her circle of theater friends.

Writer: Joseph L. Mankiewicz | Director: Joseph L. Mankiewicz | Stars: Bette Davis, Anne Baxter, George Sanders, Celeste Holm

49. The World According to Garp (1982)

R | 136 min | Comedy, Drama

7.2
Rate this
    1 2 3 4 5 6 7 8 9 10 7.2/10 X  

Based on the John Irving novel, this film chronicles the life of T S Garp, and his mother, Jenny. Whilst Garp sees himself as a "serious" writer, Jenny writes a feminist manifesto at an ... See full summary »

Writers: John Irving, Steve Tesich | Director: George Roy Hill | Stars: Robin Williams, Mary Beth Hurt, Glenn Close, John Lithgow

50. Rabbit Hole (2010)

PG-13 | 91 min | Drama

7.0
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    1 2 3 4 5 6 7 8 9 10 7/10 X  
76 Metascore

Life for a happy couple is turned upside down after their young son dies in an accident.

Writer: David Lindsay-Abaire | Director: John Cameron Mitchell | Stars: Nicole Kidman, Aaron Eckhart, Dianne Wiest, Miles Teller