Most Voted Romance Feature Films Released 1999-01-01 to 1999-12-31


1. 10 Things I Hate About You (1999)

PG-13 | 97 min | Comedy, Drama, Romance

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

A pretty, popular teenager can't go out on a date until her ill-tempered older sister does.

Director: Gil Junger | Stars: Heath Ledger, Julia Stiles, Joseph Gordon-Levitt, Larisa Oleynik

Votes: 258,488 | Gross: $38.18M

2. Notting Hill (1999)

PG-13 | 124 min | Comedy, Drama, Romance

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

The life of a simple bookshop owner changes when he meets the most famous film star in the world.

Director: Roger Michell | Stars: Hugh Grant, Julia Roberts, Richard McCabe, Rhys Ifans

Votes: 233,735 | Gross: $116.09M

3. Tarzan (1999)

G | 88 min | Animation, Adventure, Family

7.2
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    1 2 3 4 5 6 7 8 9 10 7.2/10 X  
79 Metascore

A man raised by gorillas must decide where he really belongs when he discovers he is a human.

Directors: Chris Buck, Kevin Lima | Stars: Tony Goldwyn, Minnie Driver, Brian Blessed, Glenn Close

Votes: 172,100 | Gross: $171.09M

4. Cruel Intentions (1999)

R | 97 min | Drama, Romance

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

Two vicious step-siblings of an elite Manhattan prep school make a wager: to deflower the new headmaster's daughter before the start of term.

Director: Roger Kumble | Stars: Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon, Selma Blair

Votes: 163,641 | Gross: $38.33M

5. The Virgin Suicides (1999)

R | 97 min | Drama, Romance

7.2
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    1 2 3 4 5 6 7 8 9 10 7.2/10 X  
76 Metascore

A group of male friends become obsessed with five mysterious sisters who are sheltered by their strict, religious parents in suburban Detroit in the mid 1970s.

Director: Sofia Coppola | Stars: Kirsten Dunst, Josh Hartnett, James Woods, Kathleen Turner

Votes: 130,573 | Gross: $4.86M

6. Entrapment (1999)

PG-13 | 113 min | Action, Crime, Romance

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

An insurance agent is sent by her employer to track down and help capture an art thief.

Director: Jon Amiel | Stars: Sean Connery, Catherine Zeta-Jones, Ving Rhames, Will Patton

Votes: 97,616 | Gross: $87.70M

7. The Cider House Rules (1999)

PG-13 | 126 min | Drama, Romance

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

A compassionate young man, raised in an orphanage and trained to be a doctor there, decides to leave to see the world.

Director: Lasse Hallström | Stars: Tobey Maguire, Charlize Theron, Michael Caine, Delroy Lindo

Votes: 85,894 | Gross: $57.55M

8. Boys Don't Cry (1999)

R | 118 min | Biography, Crime, Drama

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

Female-born Teena Brandon adopts his male identity of Brandon Teena and attempts to find himself and love in Nebraska.

Director: Kimberly Peirce | Stars: Hilary Swank, Chloë Sevigny, Peter Sarsgaard, Brendan Sexton III

Votes: 84,953 | Gross: $11.53M

9. Runaway Bride (1999)

PG | 116 min | Comedy, Romance

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

A reporter is assigned to write a story about a woman who has left a string of fiances at the altar.

Director: Garry Marshall | Stars: Julia Roberts, Richard Gere, Joan Cusack, Hector Elizondo

Votes: 83,701 | Gross: $152.26M

10. Election (1999)

R | 103 min | Comedy, Drama, Romance

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

A high school teacher's personal life becomes complicated as he works with students during the school elections, particularly with an obsessive overachiever determined to become student body president.

Director: Alexander Payne | Stars: Matthew Broderick, Reese Witherspoon, Chris Klein, Jessica Campbell

Votes: 81,066 | Gross: $14.88M

11. The Thomas Crown Affair (1999)

R | 113 min | Crime, Romance, Thriller

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

A very rich and successful playboy amuses himself by stealing artwork, but may have met his match in a seductive detective.

Director: John McTiernan | Stars: Pierce Brosnan, Rene Russo, Denis Leary, Ben Gazzara

Votes: 79,570 | Gross: $69.30M

12. She's All That (1999)

PG-13 | 95 min | Comedy, Romance

5.8
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51 Metascore

A high school jock makes a bet that he can turn an unattractive girl into the school's prom queen.

Director: Robert Iscove | Stars: Freddie Prinze Jr., Rachael Leigh Cook, Matthew Lillard, Paul Walker

Votes: 75,641 | Gross: $63.37M

13. Never Been Kissed (1999)

PG-13 | 107 min | Comedy, Drama, Romance

6.0
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    1 2 3 4 5 6 7 8 9 10 6/10 X  
60 Metascore

A newspaper reporter enrolls in high school as part of research for a story.

Director: Raja Gosnell | Stars: Drew Barrymore, David Arquette, Michael Vartan, Molly Shannon

Votes: 75,183 | Gross: $55.47M

14. Deuce Bigalow: Male Gigolo (1999)

R | 88 min | Comedy, Romance

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

An average aquarium cleaner house-sits for a gigolo, only to be forced to become one himself.

Director: Mike Mitchell | Stars: Rob Schneider, William Forsythe, Eddie Griffin, Arija Bareikis

Votes: 64,894 | Gross: $65.54M

15. Blast from the Past (1999)

PG-13 | 112 min | Comedy, Drama, Romance

6.6
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    1 2 3 4 5 6 7 8 9 10 6.6/10 X  
48 Metascore

A naive man comes out into the world after spending 35 years in a nuclear fallout shelter.

Director: Hugh Wilson | Stars: Brendan Fraser, Alicia Silverstone, Christopher Walken, Sissy Spacek

Votes: 54,141 | Gross: $26.49M

16. Varsity Blues (1999)

R | 106 min | Comedy, Drama, Romance

6.5
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    1 2 3 4 5 6 7 8 9 10 6.5/10 X  
50 Metascore

A back-up quarterback is chosen to lead a Texas football team to victory after the star quarterback is injured.

Director: Brian Robbins | Stars: James Van Der Beek, Jon Voight, Paul Walker, Ron Lester

Votes: 38,167 | Gross: $52.89M

17. Anna and the King (1999)

PG-13 | 148 min | Drama, History, Romance

6.7
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56 Metascore

The story of the romance between the King of Siam and widowed British schoolteacher, Anna Leonowens, during the 1860s.

Director: Andy Tennant | Stars: Jodie Foster, Yun-Fat Chow, Bai Ling, Tom Felton

Votes: 33,453 | Gross: $39.26M

18. Summer of Sam (1999)

R | 142 min | Crime, Drama, Romance

6.6
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    1 2 3 4 5 6 7 8 9 10 6.6/10 X  
67 Metascore

Spike Lee's take on the "Son of Sam" murders in New York City during the summer of 1977 centering on the residents of an Italian-American Northeast Bronx neighborhood who live in fear and distrust of one another.

Director: Spike Lee | Stars: John Leguizamo, Adrien Brody, Mira Sorvino, Jennifer Esposito

Votes: 33,339 | Gross: $19.28M

19. Message in a Bottle (1999)

PG-13 | 126 min | Drama, Romance

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

A woman discovers a tragic love letter in a bottle on a beach, and is determined to track down its author.

Director: Luis Mandoki | Stars: Kevin Costner, Robin Wright, Paul Newman, John Savage

Votes: 32,380 | Gross: $52.88M

20. Mickey Blue Eyes (1999)

PG-13 | 102 min | Comedy, Crime, Romance

5.8
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49 Metascore

An English auctioneer proposes to the daughter of a Mafia kingpin, only to realize that certain "favors" would be asked of him.

Director: Kelly Makin | Stars: Hugh Grant, Jeanne Tripplehorn, James Caan, Burt Young

Votes: 32,159 | Gross: $33.86M

21. Forces of Nature (1999)

PG-13 | 105 min | Comedy, Romance

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

A soon-to-be-married man encounters an exciting stranger after his plane suffers an accident on takeoff.

Director: Bronwen Hughes | Stars: Sandra Bullock, Ben Affleck, Maura Tierney, Steve Zahn

Votes: 29,395 | Gross: $52.89M

22. Drop Dead Gorgeous (1999)

PG-13 | 97 min | Comedy, Romance, Thriller

6.6
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    1 2 3 4 5 6 7 8 9 10 6.6/10 X  
28 Metascore

A small-town beauty pageant turns deadly as it becomes clear that someone will go to any lengths to win.

Director: Michael Patrick Jann | Stars: Kirsten Dunst, Denise Richards, Ellen Barkin, Allison Janney

Votes: 29,315 | Gross: $10.56M

23. For Love of the Game (1999)

PG-13 | 137 min | Drama, Romance, Sport

6.6
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    1 2 3 4 5 6 7 8 9 10 6.6/10 X  
43 Metascore

A washed up pitcher flashes through his career.

Director: Sam Raimi | Stars: Kevin Costner, Kelly Preston, John C. Reilly, Jena Malone

Votes: 28,652 | Gross: $35.17M

24. Pushing Tin (1999)

R | 124 min | Comedy, Drama, Romance

6.0
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    1 2 3 4 5 6 7 8 9 10 6/10 X  
47 Metascore

A feud develops between two air traffic controllers: one cocky and determined while the other is restrained and laidback, which inevitably affects their lives.

Director: Mike Newell | Stars: John Cusack, Billy Bob Thornton, Cate Blanchett, Angelina Jolie

Votes: 26,454 | Gross: $8.41M

25. A Midsummer Night's Dream (1999)

PG-13 | 116 min | Comedy, Fantasy, Romance

6.5
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    1 2 3 4 5 6 7 8 9 10 6.5/10 X  
61 Metascore

Lovers' lives are complicated by city law, feuding faerie royalty, and... love.

Director: Michael Hoffman | Stars: Kevin Kline, Michelle Pfeiffer, Rupert Everett, Stanley Tucci

Votes: 22,774 | Gross: $16.07M

26. But I'm a Cheerleader (1999)

R | 85 min | Comedy, Drama, Romance

6.6
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    1 2 3 4 5 6 7 8 9 10 6.6/10 X  
39 Metascore

A naive teenager is sent to rehab camp when her straitlaced parents and friends suspect her of being a lesbian.

Director: Jamie Babbit | Stars: Natasha Lyonne, Clea DuVall, Michelle Williams, Brandt Wille

Votes: 22,479 | Gross: $2.21M

27. The Story of Us (1999)

R | 95 min | Comedy, Drama, Romance

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

Ben and Katie Jordan are a married couple who go through hard times in fifteen years of marriage.

Director: Rob Reiner | Stars: Bruce Willis, Michelle Pfeiffer, Colleen Rennison, Jake Sandvig

Votes: 19,817 | Gross: $27.07M

28. The End of the Affair (1999)

R | 102 min | Drama, Romance

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

On a rainy London night in 1946, novelist Maurice Bendrix has a chance meeting with Henry Miles, husband of his ex-mistress Sarah, who abruptly ended their affair two years before. ... See full summary »

Director: Neil Jordan | Stars: Ralph Fiennes, Julianne Moore, Stephen Rea, Heather-Jay Jones

Votes: 19,482 | Gross: $10.66M

29. Mansfield Park (1999)

PG-13 | 112 min | Comedy, Drama, Romance

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

At 10, Fanny Price, a poor relation, goes to live at Mansfield Park, the estate of her aunt's husband, Sir Thomas. Clever, studious, and a writer with an ironic imagination and fine moral ... See full summary »

Director: Patricia Rozema | Stars: Frances O'Connor, Jonny Lee Miller, Alessandro Nivola, Hannah Taylor Gordon

Votes: 19,184 | Gross: $4.76M

30. Random Hearts (1999)

R | 133 min | Drama, Mystery, Romance

5.1
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    1 2 3 4 5 6 7 8 9 10 5.1/10 X  
38 Metascore

A police sergeant and a congresswoman both lose their spouses in a plane crash, and they soon discover that their spouses were having an affair with each other.

Director: Sydney Pollack | Stars: Harrison Ford, Kristin Scott Thomas, Charles S. Dutton, Bonnie Hunt

Votes: 18,408 | Gross: $31.05M

31. Three to Tango (1999)

PG-13 | 98 min | Comedy, Romance

6.1
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    1 2 3 4 5 6 7 8 9 10 6.1/10 X  
36 Metascore

A rich businessman's assumption that his new colleague is gay leads him to ask the man to keep an eye on his mistress. However, the man is not gay, and begins to fall for the woman himself.

Director: Damon Santostefano | Stars: Neve Campbell, Matthew Perry, Dylan McDermott, Oliver Platt

Votes: 17,290 | Gross: $10.54M

32. Drive Me Crazy (1999)

PG-13 | 91 min | Comedy, Drama, Romance

5.7
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42 Metascore

Nicole (Melissa Joan Hart) and Chase (Adrian Grenier) are neighbors but are from two very different worlds. Despite their differences their love lives have a common theme. Their most recent... See full summary »

Director: John Schultz | Stars: Melissa Joan Hart, Adrian Grenier, Stephen Collins, Mark Metcalf

Votes: 16,472 | Gross: $17.85M

33. Superstar (1999)

PG-13 | 81 min | Comedy, Romance

5.1
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42 Metascore

A nerdy Catholic schoolgirl, Mary Katherine Gallagher, dreams of superstardom.

Director: Bruce McCulloch | Stars: Molly Shannon, Will Ferrell, Elaine Hendrix, Harland Williams

Votes: 16,333 | Gross: $30.63M

34. I Have Given My Heart Away, Darling (1999)

Not Rated | 188 min | Comedy, Drama, Musical

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

Nandini has to choose between Sameer, the man who taught her to fall in love; and Vanraj, the man from whom she learnt how to abide and fulfill promises of love.

Director: Sanjay Leela Bhansali | Stars: Aishwarya Rai Bachchan, Salman Khan, Ajay Devgn, Zohra Sehgal

Votes: 14,551

35. An Ideal Husband (I) (1999)

PG-13 | 97 min | Comedy, Romance

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

Sir Robert Chiltern is a successful Government minister, well-off and with a loving wife. All this is threatened when Mrs Cheveley appears in London with damning evidence of a past misdeed.... See full summary »

Director: Oliver Parker | Stars: Rupert Everett, Julianne Moore, Peter Vaughan, Minnie Driver

Votes: 14,044 | Gross: $18.54M

36. 200 Cigarettes (1999)

R | 101 min | Comedy, Drama, Romance

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

A collection of twentysomethings try to cope with relationships, loneliness, desire and their individual neuroses.

Director: Risa Bramon Garcia | Stars: Ben Affleck, Casey Affleck, Dave Chappelle, Guillermo Díaz

Votes: 13,807 | Gross: $6.85M

37. Snow Falling on Cedars (1999)

PG-13 | 127 min | Drama, Mystery, Romance

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

A Japanese-American fisherman is accused of killing his neighbor at sea. In the 1950s, race figures into the trial. So does reporter Ishmael.

Director: Scott Hicks | Stars: Ethan Hawke, Max von Sydow, Yûki Kudô, Reeve Carney

Votes: 13,013 | Gross: $14.38M

38. Simply Irresistible (1999)

PG-13 | 96 min | Comedy, Drama, Fantasy

5.3
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    1 2 3 4 5 6 7 8 9 10 5.3/10 X  
27 Metascore

A magical crab works wonders for a terrible chef's culinary skills, leading her towards the man of her dreams.

Director: Mark Tarlov | Stars: Sarah Michelle Gellar, Sean Patrick Flanery, Patricia Clarkson, Dylan Baker

Votes: 12,366 | Gross: $4.39M

39. At First Sight (1999)

PG-13 | 128 min | Drama, Romance

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

A blind man has an operation to regain his sight at the urging of his girlfriend and must deal with the changes to his life.

Director: Irwin Winkler | Stars: Val Kilmer, Mira Sorvino, Kelly McGillis, Steven Weber

Votes: 12,174 | Gross: $22.37M

40. Sunshine (1999)

R | 181 min | Drama, History, Romance

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

The fate of a Hungarian Jewish family throughout the 20th century.

Director: István Szabó | Stars: Ralph Fiennes, Rosemary Harris, Rachel Weisz, Jennifer Ehle

Votes: 12,077 | Gross: $5.10M

41. La fille sur le pont (1999)

R | 90 min | Comedy, Drama, Romance

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

One night, a fading entertainer intervenes when a woman contemplates suicide, beginning a strange, unpredictable relationship.

Director: Patrice Leconte | Stars: Vanessa Paradis, Daniel Auteuil, Frédéric Pfluger, Demetre Georgalas

Votes: 12,000 | Gross: $1.71M

42. Ride with the Devil (I) (1999)

R | 138 min | Drama, Romance, War

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

During the American Civil War, two friends join the Bushwhackers, a militant group loyal to the Confederacy.

Director: Ang Lee | Stars: Tobey Maguire, Skeet Ulrich, Jewel Kilcher, Jeremy W. Auman

Votes: 11,985 | Gross: $0.63M

43. Wo de fu qin mu qin (1999)

G | 89 min | Drama, History, Romance

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

Prompted by the death of his father and the grief of his mother, a man recalls the story of how they met in flashback.

Director: Yimou Zhang | Stars: Ziyi Zhang, Honglei Sun, Hao Zheng, Yulian Zhao

Votes: 11,424 | Gross: $1.28M

44. The Other Sister (1999)

PG-13 | 129 min | Comedy, Drama, Romance

6.5
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    1 2 3 4 5 6 7 8 9 10 6.5/10 X  
28 Metascore

A mentally challenged young woman seeks independence by obtaining her own apartment and attending college while her family plans her sister's wedding.

Director: Garry Marshall | Stars: Juliette Lewis, Diane Keaton, Giovanni Ribisi, Tom Skerritt

Votes: 11,151 | Gross: $27.80M

45. Boh lei chun (1999)

PG-13 | 121 min | Action, Comedy, Romance

6.1
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    1 2 3 4 5 6 7 8 9 10 6.1/10 X  

A romantic girl travels to Hong Kong in search of certain love but instead meets a kind-hearted professional fighter with whom she begins to fall for instead.

Director: Vincent Kok | Stars: Jackie Chan, Qi Shu, Tony Chiu-Wai Leung, Emil Chau

Votes: 10,002

46. Happy, Texas (1999)

PG-13 | 98 min | Comedy, Crime, Romance

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

Two escaped convicts arrive in the town of Happy, Texas, where they are mistaken for a gay couple who is to host the town's Little Miss Fresh Squeezed beauty pageant. Enjoying the celebrity... See full summary »

Director: Mark Illsley | Stars: Jeremy Northam, Steve Zahn, William H. Macy, Ally Walker

Votes: 9,118 | Gross: $1.94M

47. Dudley Do-Right (1999)

PG | 77 min | Comedy, Family, Romance

3.9
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    1 2 3 4 5 6 7 8 9 10 3.9/10 X  
44 Metascore

Inept Canadian mountie Dudley Do-Right chases after villian Snidely Whiplash and woos girlfriend Nell Fenwick.

Director: Hugh Wilson | Stars: Brendan Fraser, Sarah Jessica Parker, Alfred Molina, Eric Idle

Votes: 8,932 | Gross: $9.69M

48. Outside Providence (1999)

R | 96 min | Comedy, Drama, Romance

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

After one too many run ins with the law, a punk teenager from a working class background is sent to prep school by his frustrated dad, and learns a thing or two.

Director: Michael Corrente | Stars: Shawn Hatosy, Amy Smart, Alec Baldwin, Tommy Bone

Votes: 8,099 | Gross: $7.29M

49. Desert Heat (II) (1999)

R | 95 min | Action, Comedy, Drama

5.2
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    1 2 3 4 5 6 7 8 9 10 5.2/10 X  

A man (JCVD) drives out in the desert where some men steal his motorcycle and leave him for dead. He survives and no longer thinks of suicide as he now has a purpose in life: revenge and getting his bike back.

Director: John G. Avildsen | Stars: Jean-Claude Van Damme, Pat Morita, Danny Trejo, Gabrielle Fitzpatrick

Votes: 7,953

50. Trick (1999)

R | 89 min | Comedy, Music, Romance

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

The misadventures of two young gay men, trying to find a place to be alone, one night in Manhattan.

Director: Jim Fall | Stars: Christian Campbell, John Paul Pitoc, Tori Spelling, Brad Beyer

Votes: 7,563 | Gross: $2.05M



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