Best Break-Up Movies
by twilight-arctic-fox101 | created - 29 Sep 2013 | updated - 29 Sep 2013 | PublicIf you've been dumped, these movies will get you through it
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1. He's Just Not That Into You (2009)
PG-13 | 129 min | Comedy, Drama, Romance
This Baltimore-set movie of interconnecting story arcs deals with the challenges of reading or misreading human behavior.
Director: Ken Kwapis | Stars: Ginnifer Goodwin, Jennifer Aniston, Jennifer Connelly, Morgan Lily
Votes: 182,222 | Gross: $93.95M
2. 500 Days of Summer (2009)
PG-13 | 95 min | Comedy, Drama, Romance
After being dumped by the girl he believes to be his soulmate, hopeless romantic Tom Hansen reflects on their relationship to try and figure out where things went wrong and how he can win her back.
Director: Marc Webb | Stars: Zooey Deschanel, Joseph Gordon-Levitt, Geoffrey Arend, Chloë Grace Moretz
Votes: 557,891 | Gross: $32.39M
3. Easy A (2010)
PG-13 | 92 min | Comedy, Drama, Romance
When Olive lies to her best friend about losing her virginity to one of the college boys, a girl overhears their conversation. Soon, her story spreads across the entire school like wildfire.
Director: Will Gluck | Stars: Emma Stone, Amanda Bynes, Penn Badgley, Dan Byrd
Votes: 417,927 | Gross: $58.40M
4. Friends with Benefits (2011)
R | 109 min | Comedy, Romance
A young man and woman decide to take their friendship to the next level without becoming a couple, but soon discover that adding sex only leads to complications.
Director: Will Gluck | Stars: Mila Kunis, Justin Timberlake, Patricia Clarkson, Jenna Elfman
Votes: 394,506 | Gross: $55.80M
5. High Fidelity (2000)
R | 113 min | Comedy, Drama, Music
Rob, a record store owner and compulsive list maker, recounts his top five breakups, including the one in progress.
Director: Stephen Frears | Stars: John Cusack, Iben Hjejle, Todd Louiso, Jack Black
Votes: 189,761 | Gross: $27.29M
6. Forgetting Sarah Marshall (2008)
R | 111 min | Comedy, Drama, Romance
Devastated Peter takes a Hawaiian vacation in order to deal with the recent break-up with his TV star girlfriend, Sarah. Little does he know, Sarah's traveling to the same resort as her ex - and she's bringing along her new boyfriend.
Director: Nicholas Stoller | Stars: Kristen Bell, Jason Segel, Paul Rudd, Mila Kunis
Votes: 302,440 | Gross: $63.17M
7. The Break-Up (2006)
PG-13 | 106 min | Comedy, Drama, Romance
A couple's break-up proceeds to get uglier and nastier by the moment as each tries to keep their luxurious condo from the other.
Director: Peyton Reed | Stars: Jennifer Aniston, Vince Vaughn, Jon Favreau, Joey Lauren Adams
Votes: 138,978 | Gross: $118.70M
8. Bridget Jones's Diary (2001)
R | 97 min | Comedy, Drama, Romance
Bridget Jones is determined to improve herself while she looks for love in a year in which she keeps a personal diary.
Director: Sharon Maguire | Stars: Renée Zellweger, Colin Firth, Hugh Grant, Gemma Jones
Votes: 263,459 | Gross: $71.54M
9. Blue Valentine (2010)
R | 112 min | Drama, Romance
The relationship of a contemporary married couple, charting their evolution over a span of years by cross-cutting between time periods.
Director: Derek Cianfrance | Stars: Ryan Gosling, Michelle Williams, John Doman, Faith Wladyka
Votes: 211,335 | Gross: $9.74M
10. Gone with the Wind (1939)
Passed | 238 min | Drama, Romance, War
A sheltered and manipulative Southern belle and a roguish profiteer face off in a turbulent romance as the society around them crumbles with the end of slavery and is rebuilt during the Civil War and Reconstruction periods.
Directors: Victor Fleming, George Cukor, Sam Wood | Stars: Clark Gable, Vivien Leigh, Thomas Mitchell, Barbara O'Neil
Votes: 334,248 | Gross: $198.68M
11. Wuthering Heights (1939)
Passed | 104 min | Drama, Romance
A servant in the house of Wuthering Heights tells a traveler the unfortunate tale of lovers Cathy and Heathcliff.
Director: William Wyler | Stars: Merle Oberon, Laurence Olivier, David Niven, Flora Robson
Votes: 19,767 | Gross: $0.76M
12. Almost Famous (2000)
R | 122 min | Adventure, Comedy, Drama
A high-school boy in the early 1970s is given the chance to write a story for Rolling Stone magazine about an up-and-coming rock band as he accompanies them on their concert tour.
Director: Cameron Crowe | Stars: Billy Crudup, Patrick Fugit, Kate Hudson, Frances McDormand
Votes: 293,365 | Gross: $32.53M
13. Closer (I) (2004)
R | 104 min | Drama, Romance
The relationships of two couples become complicated and deceitful when the man from one couple meets the woman of the other.
Director: Mike Nichols | Stars: Natalie Portman, Jude Law, Clive Owen, Julia Roberts
Votes: 236,041 | Gross: $33.99M
14. Legally Blonde (2001)
PG-13 | 96 min | Comedy, Romance
Elle Woods, a fashionable sorority queen, is dumped by her boyfriend. She decides to follow him to law school. While she is there, she figures out that there is more to her than just looks.
Director: Robert Luketic | Stars: Reese Witherspoon, Luke Wilson, Selma Blair, Matthew Davis
Votes: 248,090 | Gross: $96.52M
15. When Harry Met Sally... (1989)
R | 95 min | Comedy, Drama, Romance
Harry and Sally have known each other for years, and are very good friends, but they fear sex would ruin the friendship.
Director: Rob Reiner | Stars: Billy Crystal, Meg Ryan, Carrie Fisher, Bruno Kirby
Votes: 242,679 | Gross: $92.82M
16. The War of the Roses (1989)
R | 116 min | Comedy, Romance
A married couple tries everything to drive each other out of the house in a vicious divorce battle.
Director: Danny DeVito | Stars: Michael Douglas, Kathleen Turner, Danny DeVito, Marianne Sägebrecht
Votes: 57,370 | Gross: $86.89M
17. The Wedding Singer (1998)
PG-13 | 97 min | Comedy, Music, Romance
Robbie, a singer, and Julia, a waitress, are both engaged, but to the wrong people. Fortune intervenes to help them discover each other.
Director: Frank Coraci | Stars: Adam Sandler, Drew Barrymore, Christine Taylor, Allen Covert
Votes: 162,288 | Gross: $80.25M
18. Annie Hall (1977)
PG | 93 min | Comedy, Romance
Alvy Singer, a divorced Jewish comedian, reflects on his relationship with ex-lover Annie Hall, an aspiring nightclub singer, which ended abruptly just like his previous marriages.
Director: Woody Allen | Stars: Woody Allen, Diane Keaton, Tony Roberts, Carol Kane
Votes: 278,387 | Gross: $39.20M
19. Swingers (1996)
R | 96 min | Comedy, Drama
A wannabe actor has a hard time moving on from a break-up, but he is lucky to have supportive friends.
Director: Doug Liman | Stars: Vince Vaughn, Heather Graham, Jon Favreau, Ron Livingston
Votes: 88,130 | Gross: $4.51M
20. Celeste & Jesse Forever (2012)
R | 92 min | Comedy, Drama, Romance
A divorcing couple tries to maintain their friendship while they both pursue other people.
Director: Lee Toland Krieger | Stars: Rashida Jones, Andy Samberg, Elijah Wood, Emma Roberts
Votes: 33,811 | Gross: $3.09M
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