1999
by gigienna | created - 2 weeks ago | updated - 2 weeks ago | Public- Instant Watch Options
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1. Election (1999)
R | 103 min | Comedy, Romance
A high school teacher meets his match in an over-achieving student politician.
Director: Alexander Payne | Stars: Matthew Broderick, Reese Witherspoon, Loren Nelson, Chris Klein
Votes: 104,600 | Gross: $14.88M
2. Being John Malkovich (1999)
R | 113 min | Comedy, Drama, Fantasy
A puppeteer discovers a portal that leads literally into the head of movie star John Malkovich.
Director: Spike Jonze | Stars: John Cusack, Cameron Diaz, Catherine Keener, John Malkovich
Votes: 353,519 | Gross: $22.86M
3. American Beauty (1999)
R | 122 min | Drama
A sexually frustrated suburban father has a mid-life crisis after becoming infatuated with his daughter's best friend.
Director: Sam Mendes | Stars: Kevin Spacey, Annette Bening, Thora Birch, Wes Bentley
Votes: 1,211,686 | Gross: $130.10M
4. The Sixth Sense (1999)
PG-13 | 107 min | Drama, Mystery, Thriller
Malcolm Crowe, a child psychologist, starts treating a young boy, Cole, who encounters dead people and convinces him to help them. In turn, Cole helps Malcolm reconcile with his estranged wife.
Director: M. Night Shyamalan | Stars: Bruce Willis, Haley Joel Osment, Toni Collette, Olivia Williams
Votes: 1,052,194 | Gross: $293.51M
5. Dogma (1999)
R | 130 min | Adventure, Comedy, Drama
An abortion clinic worker with a special heritage is called upon to save the existence of humanity from being negated by two renegade angels trying to exploit a loop-hole and reenter Heaven.
Director: Kevin Smith | Stars: Ben Affleck, Matt Damon, Linda Fiorentino, Bud Cort
Votes: 228,749 | Gross: $30.65M
6. The World Is Not Enough (1999)
PG-13 | 128 min | Action, Adventure, Thriller
James Bond uncovers a nuclear plot while protecting an oil heiress from her former kidnapper, an international terrorist who can't feel pain.
Director: Michael Apted | Stars: Pierce Brosnan, Sophie Marceau, Robert Carlyle, Denise Richards
Votes: 210,048 | Gross: $126.94M
7. Magnolia (1999)
R | 188 min | Drama
An epic mosaic of interrelated characters in search of love, forgiveness and meaning in the San Fernando Valley.
Director: Paul Thomas Anderson | Stars: Tom Cruise, Jason Robards, Julianne Moore, Philip Seymour Hoffman
Votes: 328,699 | Gross: $22.46M
8. Run Lola Run (1998)
R | 80 min | Action, Crime, Thriller
After a botched money delivery, Lola has 20 minutes to come up with 100,000 Deutschmarks.
Director: Tom Tykwer | Stars: Franka Potente, Moritz Bleibtreu, Herbert Knaup, Nina Petri
Votes: 207,129 | Gross: $7.27M
9. Boys Don't Cry (1999)
R | 118 min | Biography, Crime, Drama
A young man named Brandon Teena navigates love, life, and being transgender in rural Nebraska.
Director: Kimberly Peirce | Stars: Hilary Swank, Chloë Sevigny, Peter Sarsgaard, Brendan Sexton III
Votes: 103,332 | Gross: $11.53M
10. Man on the Moon (1999)
R | 118 min | Biography, Comedy, Drama
The life and career of legendary comedian Andy Kaufman.
Director: Milos Forman | Stars: Jim Carrey, Danny DeVito, Gerry Becker, Greyson Erik Pendry
Votes: 137,552 | Gross: $34.58M
11. The Talented Mr. Ripley (1999)
R | 139 min | Crime, Drama, Thriller
In late 1950s New York, a young underachiever named Tom Ripley is sent to Italy to retrieve Dickie Greenleaf, a rich and spoiled millionaire playboy. But when the errand fails, Ripley takes extreme measures.
Director: Anthony Minghella | Stars: Matt Damon, Gwyneth Paltrow, Jude Law, Cate Blanchett
Votes: 243,973 | Gross: $81.30M
12. The Virgin Suicides (1999)
R | 97 min | Drama, Romance
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: 169,380 | Gross: $4.86M
13. The Thin Red Line (1998)
R | 170 min | Drama, History, War
Adaptation of James Jones' autobiographical 1962 novel, focusing on the conflict at Guadalcanal during the second World War.
Director: Terrence Malick | Stars: Jim Caviezel, Sean Penn, Nick Nolte, Kirk Acevedo
Votes: 199,712 | Gross: $36.40M
14. The Straight Story (1999)
G | 112 min | Biography, Drama
An old man makes a long journey by lawnmower to mend his relationship with an ill brother.
Director: David Lynch | Stars: Richard Farnsworth, Sissy Spacek, Jane Galloway Heitz, Joseph A. Carpenter
Votes: 97,553 | Gross: $6.20M
15. Eyes Wide Shut (1999)
R | 159 min | Drama, Mystery, Thriller
A Manhattan doctor embarks on a bizarre, night-long odyssey after his wife's admission of unfulfilled longing.
Director: Stanley Kubrick | Stars: Tom Cruise, Nicole Kidman, Todd Field, Sydney Pollack
Votes: 375,474 | Gross: $55.69M
16. The Insider (1999)
R | 157 min | Biography, Drama, Thriller
A research chemist comes under personal and professional attack when he decides to appear in a 60 Minutes exposé on Big Tobacco.
Director: Michael Mann | Stars: Russell Crowe, Al Pacino, Christopher Plummer, Diane Venora
Votes: 180,344 | Gross: $28.97M
17. Office Space (1999)
R | 89 min | Comedy
Three company workers who hate their jobs decide to rebel against their greedy boss.
Director: Mike Judge | Stars: Ron Livingston, Jennifer Aniston, David Herman, Ajay Naidu
Votes: 287,813 | Gross: $10.82M
18. Cruel Intentions (1999)
R | 97 min | Drama, Romance
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: 205,317 | Gross: $38.77M
19. The Limey (1999)
R | 89 min | Crime, Drama, Mystery
An extremely volatile and dangerous Englishman goes to Los Angeles to find the man he considers responsible for his daughter's death.
Director: Steven Soderbergh | Stars: Terence Stamp, Peter Fonda, Lesley Ann Warren, Luis Guzmán
Votes: 34,868 | Gross: $3.19M
20. eXistenZ (1999)
R | 97 min | Horror, Mystery, Sci-Fi
A game designer on the run from assassins must play her latest virtual reality creation with a marketing trainee to determine if the game has been damaged.
Director: David Cronenberg | Stars: Jude Law, Jennifer Jason Leigh, Ian Holm, Willem Dafoe
Votes: 107,275 | Gross: $2.84M
21. Sweet and Lowdown (1999)
PG-13 | 95 min | Comedy, Drama, Music
In the 1930s, jazz guitarist Emmet Ray idolizes Django Reinhardt, faces gangsters and falls in love with a mute woman.
Director: Woody Allen | Stars: Sean Penn, Samantha Morton, Woody Allen, Ben Duncan
Votes: 36,700 | Gross: $4.20M
22. Bringing Out the Dead (1999)
R | 121 min | Drama, Thriller
Haunted by the patients he failed to save, a monumentally burned-out Manhattan ambulance paramedic fights to maintain his sanity over three increasingly turbulent nights.
Director: Martin Scorsese | Stars: Nicolas Cage, Patricia Arquette, John Goodman, Ving Rhames
Votes: 76,114 | Gross: $16.64M
23. The Boondock Saints (1999)
R | 108 min | Action, Crime, Thriller
Two Irish Catholic brothers become vigilantes and wipe out Boston's criminal underworld in the name of God.
Director: Troy Duffy | Stars: Willem Dafoe, Sean Patrick Flanery, Norman Reedus, David Della Rocco
Votes: 250,807 | Gross: $0.03M
24. The Talented Mr. Ripley (1999)
R | 139 min | Crime, Drama, Thriller
In late 1950s New York, a young underachiever named Tom Ripley is sent to Italy to retrieve Dickie Greenleaf, a rich and spoiled millionaire playboy. But when the errand fails, Ripley takes extreme measures.
Director: Anthony Minghella | Stars: Matt Damon, Gwyneth Paltrow, Jude Law, Cate Blanchett
Votes: 243,973 | Gross: $81.30M
25. Peppermint Candy (1999)
Not Rated | 129 min | Drama
Following a man's suicide, time traverses back to reveal six chapters of his life on why he committed suicide.
Director: Lee Chang-dong | Stars: Sol Kyung-gu, Kim Yeo-jin, Moon So-ri, Se-beom Park
Votes: 10,847
26. The Wind Will Carry Us (1999)
Not Rated | 118 min | Drama
Irreverent city engineer Behzad comes to a rural village in Iran to keep vigil for a dying relative. In the meanwhile the film follows his efforts to fit in with the local community and how he changes his own attitudes as a result.
Director: Abbas Kiarostami | Stars: Behzad Dorani, Noghre Asadi, Roushan Karam Elmi, Bahman Ghobadi
Votes: 12,338 | Gross: $0.21M
27. Humanity (1999)
Not Rated | 141 min | Drama, Mystery
When an 11-year-old girl is brutally raped and murdered in a quiet French village, a police detective who has forgotten how to feel emotions--because of the death of his own family in some kind of accident--investigates the crime, which turns out to ask more questions
Director: Bruno Dumont | Stars: Emmanuel Schotté, Séverine Caneele, Philippe Tullier, Ghislain Ghesquère
Votes: 5,102 | Gross: $0.11M
28. Kikujiro (1999)
PG-13 | 122 min | Drama, Comedy
A young, naive boy sets out alone on the road to find his wayward mother. Soon he finds an unlikely protector in a crotchety man and the two have a series of unexpected adventures along the way.
Director: Takeshi Kitano | Stars: Takeshi Kitano, Yusuke Sekiguchi, Kayoko Kishimoto, The Great Gidayû
Votes: 22,185 | Gross: $0.20M
29. Sex, Lies, and Videotape (1989)
R | 100 min | Drama
A sexually repressed woman's husband is having an affair with her sister. The arrival of a visitor with a rather unusual fetish changes everything.
Director: Steven Soderbergh | Stars: James Spader, Andie MacDowell, Peter Gallagher, Laura San Giacomo
Votes: 59,489 | Gross: $24.74M
30. Wild Wild West (1999)
PG-13 | 106 min | Action, Comedy, Sci-Fi
The two best special agents in the Wild West must save President Grant from the clutches of a diabolical, wheelchair-bound, steampunk-savvy, Confederate scientist bent on revenge for losing the Civil War.
Director: Barry Sonnenfeld | Stars: Will Smith, Kevin Kline, Kenneth Branagh, Salma Hayek
Votes: 167,344 | Gross: $113.81M
31. Three Kings (1999)
R | 114 min | Action, Adventure, Comedy
In the aftermath of the Persian Gulf War, four soldiers set out to steal gold that was stolen from Kuwait, but they discover people who desperately need their help.
Director: David O. Russell | Stars: George Clooney, Mark Wahlberg, Ice Cube, Spike Jonze
Votes: 180,547 | Gross: $60.65M
32. All About My Mother (1999)
R | 101 min | Comedy, Drama, Romance
A comedy-drama about a bereaved mother, and overwrought actress, her jealous lover, and a pregnant nun.
Director: Pedro Almodóvar | Stars: Cecilia Roth, Marisa Paredes, Candela Peña, Antonia San Juan
Votes: 102,951 | Gross: $8.26M
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