1999
by saudikhb | created - 26 Oct 2019 | updated - 5 months ago | Public- Instant Watch Options
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1. 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: 180,393 | Gross: $60.65M
2. American Pie (1999)
R | 95 min | Comedy
Four teenage boys enter a pact to lose their virginity by prom night.
Directors: Paul Weitz, Chris Weitz | Stars: Jason Biggs, Chris Klein, Thomas Ian Nicholas, Jennifer Coolidge
Votes: 433,509 | Gross: $102.56M
3. Pushing Tin (1999)
R | 124 min | Comedy, Drama, Romance
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: 30,450 | Gross: $8.41M
4. The Matrix (1999)
R | 136 min | Action, Sci-Fi
When a beautiful stranger leads computer hacker Neo to a forbidding underworld, he discovers the shocking truth--the life he knows is the elaborate deception of an evil cyber-intelligence.
Directors: Lana Wachowski, Lilly Wachowski | Stars: Keanu Reeves, Laurence Fishburne, Carrie-Anne Moss, Hugo Weaving
Votes: 2,051,456 | Gross: $171.48M
5. 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: 1,050,679 | Gross: $293.51M
6. 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: 180,131 | Gross: $28.97M
7. Deep Blue Sea (1999)
R | 105 min | Action, Adventure, Sci-Fi
Searching for a cure to Alzheimer's disease, a group of scientists on an isolated research facility become the prey, as a trio of intelligent sharks fight back.
Director: Renny Harlin | Stars: Thomas Jane, Saffron Burrows, Samuel L. Jackson, Jacqueline McKenzie
Votes: 142,513 | Gross: $73.65M
8. Double Jeopardy (1999)
R | 105 min | Crime, Drama, Mystery
A woman framed for her husband's murder suspects he is still alive; as she has already been tried for the crime, she can't be re-prosecuted if she finds and kills him.
Director: Bruce Beresford | Stars: Ashley Judd, Tommy Lee Jones, Bruce Greenwood, Benjamin Weir
Votes: 95,818 | Gross: $116.74M
9. Analyze This (1999)
R | 103 min | Comedy, Crime
A comedy about a psychiatrist whose number-one patient is an insecure mob boss.
Director: Harold Ramis | Stars: Robert De Niro, Billy Crystal, Lisa Kudrow, Chazz Palminteri
Votes: 161,621 | Gross: $106.89M
10. Sleepy Hollow (1999)
R | 105 min | Fantasy, Horror, Mystery
Ichabod Crane is sent to Sleepy Hollow to investigate the decapitations of three people; the culprit is legendary apparition The Headless Horseman.
Director: Tim Burton | Stars: Johnny Depp, Christina Ricci, Miranda Richardson, Michael Gambon
Votes: 383,739 | Gross: $101.07M
11. End of Days (1999)
R | 122 min | Action, Fantasy, Horror
At the end of the century, Satan visits New York in search of a bride. It's up to an ex-cop who now runs an elite security outfit to stop him.
Director: Peter Hyams | Stars: Arnold Schwarzenegger, Gabriel Byrne, Robin Tunney, Kevin Pollak
Votes: 116,692 | Gross: $66.89M
12. The Hurricane (1999)
R | 146 min | Biography, Drama, Sport
The story of Rubin 'Hurricane' Carter, a boxer wrongly imprisoned for murder, and the people who aided in his fight to prove his innocence.
Director: Norman Jewison | Stars: Denzel Washington, Vicellous Shannon, Deborah Kara Unger, Liev Schreiber
Votes: 102,397 | Gross: $50.67M
13. Notting Hill (1999)
PG-13 | 124 min | Comedy, Drama, Romance
A set of circumstances makes Anna Scott, a famous actress, fall in love with William Thacker, owner of a bookstore in Notting Hill. But the paparazzi's fascination with her complicates their bond.
Director: Roger Michell | Stars: Hugh Grant, Julia Roberts, Richard McCabe, Rhys Ifans
Votes: 342,032 | Gross: $116.09M
14. Fight Club (1999)
R | 139 min | Drama
An insomniac office worker and a devil-may-care soap maker form an underground fight club that evolves into much more.
Director: David Fincher | Stars: Brad Pitt, Edward Norton, Meat Loaf, Zach Grenier
Votes: 2,321,559 | Gross: $37.03M
15. Arlington Road (1999)
R | 117 min | Action, Crime, Drama
A man begins to suspect his neighbors are not what they appear to be and their secrets could be deadly.
Director: Mark Pellington | Stars: Jeff Bridges, Tim Robbins, Joan Cusack, Hope Davis
Votes: 91,837 | Gross: $24.36M
16. Lake Placid (1999)
R | 82 min | Action, Comedy, Horror
Four people attempt to stop a gigantic crocodile, who is terrorizing residents in Black Lake, Maine.
Director: Steve Miner | Stars: Bridget Fonda, Bill Pullman, Oliver Platt, Brendan Gleeson
Votes: 65,521 | Gross: $31.77M
17. Any Given Sunday (1999)
R | 162 min | Drama, Sport
A behind-the-scenes look at the life-and-death struggles of modern-day gladiators and those who lead them.
Director: Oliver Stone | Stars: Al Pacino, Dennis Quaid, Cameron Diaz, James Woods
Votes: 125,862 | Gross: $75.53M
18. The Ninth Gate (1999)
R | 133 min | Mystery, Thriller
A book broker discovers his latest find may summon Satan.
Director: Roman Polanski | Stars: Johnny Depp, Frank Langella, Lena Olin, Emmanuelle Seigner
Votes: 197,377 | Gross: $18.66M
19. Blue Streak (1999)
PG-13 | 93 min | Action, Comedy, Crime
A former convict poses as a cop to retrieve a diamond he stole years ago.
Director: Les Mayfield | Stars: Martin Lawrence, Luke Wilson, Peter Greene, Dave Chappelle
Votes: 88,731 | Gross: $68.52M
20. 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: 167,237 | Gross: $113.81M
21. Universal Soldier: The Return (1999)
R | 83 min | Action, Sci-Fi
The "universal soldiers" must fight the whole army, when the military's supercomputer S.E.T.H gets out of control.
Director: Mic Rodgers | Stars: Jean-Claude Van Damme, Bill Goldberg, Heidi Schanz, Michael Jai White
Votes: 30,764 | Gross: $10.43M
22. 8MM (1999)
R | 123 min | Crime, Drama, Mystery
A private investigator is hired to discover if a "snuff film" is authentic or not.
Director: Joel Schumacher | Stars: Nicolas Cage, Joaquin Phoenix, James Gandolfini, Peter Stormare
Votes: 142,675 | Gross: $36.66M
23. The General's Daughter (1999)
R | 116 min | Crime, Drama, Mystery
When the daughter of a well-known and well-respected base commander is murdered, an undercover detective is summoned to look into the matter and finds a slew of cover-ups at West Point.
Director: Simon West | Stars: John Travolta, Madeleine Stowe, James Cromwell, Timothy Hutton
Votes: 63,800 | Gross: $102.71M
24. Runaway Bride (1999)
PG | 116 min | Comedy, Romance
A reporter is assigned to write a story about a woman who has left a string of fiancés at the altar.
Director: Garry Marshall | Stars: Julia Roberts, Richard Gere, Joan Cusack, Hector Elizondo
Votes: 104,449 | Gross: $152.26M
25. True Crime (1999)
R | 127 min | Crime, Drama, Mystery
Can an over-the-hill journalist uncover the evidence that can prove a death row inmate's innocence just hours before his execution?
Director: Clint Eastwood | Stars: Clint Eastwood, Isaiah Washington, LisaGay Hamilton, James Woods
Votes: 38,504 | Gross: $16.64M
26. The Mummy (1999)
PG-13 | 124 min | Action, Adventure, Fantasy
At an archaeological dig in the ancient city of Hamunaptra, an American serving in the French Foreign Legion accidentally awakens a mummy who begins to wreak havoc as he searches for the reincarnation of his long-lost love.
Director: Stephen Sommers | Stars: Brendan Fraser, Rachel Weisz, John Hannah, Arnold Vosloo
Votes: 460,495 | Gross: $155.25M
27. The Astronaut's Wife (1999)
R | 109 min | Drama, Sci-Fi, Thriller
After an explosion in space and subsequent two-minute radio-out period, two astronauts return home to their wives. Slightly it's revealed that they're not the same as they were.
Director: Rand Ravich | Stars: Charlize Theron, Johnny Depp, Joe Morton, Clea DuVall
Votes: 57,424 | Gross: $10.67M
28. 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: 374,838 | Gross: $55.69M
29. Austin Powers: The Spy Who Shagged Me (1999)
PG-13 | 95 min | Action, Adventure, Comedy
Dr. Evil is back and has invented a new time machine that allows him to go back to the 1960s and steal Austin Powers' mojo, inadvertently leaving him "shagless".
Director: Jay Roach | Stars: Mike Myers, Heather Graham, Michael York, Robert Wagner
Votes: 248,697 | Gross: $206.04M
30. The Trench (1999)
Not Rated | 98 min | Drama, History, War
June 1916. The British Army is planning a big offensive in the Somme region in France. We follow a platoon of British soldiers as they sit in a forward trench, anxiously awaiting the order to go over the top.
Director: William Boyd | Stars: Paul Nicholls, Daniel Craig, Julian Rhind-Tutt, Danny Dyer
Votes: 4,156
31. Forces of Nature (1999)
PG-13 | 105 min | Comedy, Romance
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: 35,945 | Gross: $52.89M
32. Mystery Men (1999)
PG-13 | 121 min | Action, Comedy, Fantasy
A group of inept amateur superheroes must try to save the day when a supervillain threatens to destroy a major superhero and the city.
Director: Kinka Usher | Stars: Ben Stiller, Janeane Garofalo, William H. Macy, Hank Azaria
Votes: 70,610 | Gross: $29.76M
33. Titus (1999)
R | 162 min | Drama, History, Thriller
Titus returns victorious from war, only to plant the seeds of future turmoil for himself and his family.
Director: Julie Taymor | Stars: Anthony Hopkins, Jessica Lange, Osheen Jones, Dario D'Ambrosi
Votes: 21,458 | Gross: $1.92M
34. Desert Heat (1999)
R | 95 min | Action, Comedy, Drama
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: 10,669
35. Flawless (1999)
R | 112 min | Crime, Drama
An ultraconservative security guard suffers a debilitating stroke and is assigned to a rehabilitative program that includes singing lessons with the drag queen next door.
Director: Joel Schumacher | Stars: Robert De Niro, Philip Seymour Hoffman, Barry Miller, Chris Bauer
Votes: 19,988 | Gross: $4.49M
36. Payback (I) (1999)
R | 100 min | Action, Crime, Drama
After a successful heist, Porter is left for dead. Once he recovers, he seeks vengeance and wants his share of the money.
Director: Brian Helgeland | Stars: Mel Gibson, Gregg Henry, Maria Bello, David Paymer
Votes: 145,624 | Gross: $81.53M
37. The Bone Collector (1999)
R | 118 min | Crime, Drama, Mystery
A quadriplegic ex-homicide detective and his partner try to track down a serial killer who is terrorizing New York City.
Director: Phillip Noyce | Stars: Denzel Washington, Angelina Jolie, Queen Latifah, Michael Rooker
Votes: 184,824 | Gross: $66.52M
38. 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: 228,550 | Gross: $30.65M
39. 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: 241,740 | Gross: $81.30M
40. 10 Things I Hate About You (1999)
PG-13 | 97 min | Comedy, Drama, Romance
A high-school boy, Cameron, cannot date Bianca until her anti-social older sister, Kat, has a boyfriend. So, Cameron pays a mysterious boy, Patrick, to charm Kat.
Director: Gil Junger | Stars: Heath Ledger, Julia Stiles, Joseph Gordon-Levitt, Larisa Oleynik
Votes: 384,801 | Gross: $38.18M
41. 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: 1,210,195 | Gross: $130.10M
42. Entrapment (1999)
PG-13 | 113 min | Action, Crime, Romance
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: 123,875 | Gross: $87.70M
43. 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: 169,082 | Gross: $4.86M
44. Toy Story 2 (1999)
G | 92 min | Animation, Adventure, Comedy
When Woody is stolen by a toy collector, Buzz and his friends set out on a rescue mission to save Woody before he becomes a museum toy property with his roundup gang Jessie, Prospector, and Bullseye.
Directors: John Lasseter, Ash Brannon, Lee Unkrich | Stars: Tom Hanks, Tim Allen, Joan Cusack, Kelsey Grammer
Votes: 619,297 | Gross: $245.85M
45. 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: 137,424 | Gross: $34.58M
46. Instinct (1999)
R | 126 min | Drama, Thriller
When noted anthropologist Dr. Ethan Powell, who left society to live in the jungle, is imprisoned for murder, it's up to young psychiatrist Theo Caulder to get through to him.
Director: Jon Turteltaub | Stars: Anthony Hopkins, Cuba Gooding Jr., Donald Sutherland, Maura Tierney
Votes: 34,277 | Gross: $34.10M
47. 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: 353,233 | Gross: $22.86M
48. The Big Kahuna (1999)
R | 90 min | Drama, Comedy
Two veteran salesmen dissect a sales pitch to a particular client, through their young protégé.
Director: John Swanbeck | Stars: Kevin Spacey, Danny DeVito, Peter Facinelli, Paul Dawson
Votes: 15,032 | Gross: $3.15M
49. 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: 250,559 | Gross: $0.03M
50. 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: 107,142 | Gross: $2.84M
51. 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: 209,920 | Gross: $126.94M
52. For Love of the Game (1999)
PG-13 | 137 min | Drama, Romance, Sport
After 19 years of playing the game he's loved his whole life, Detroit Tigers pitcher Billy Chapel has to decide if he's going to risk everything and put everything out there.
Director: Sam Raimi | Stars: Kevin Costner, Kelly Preston, John C. Reilly, Jena Malone
Votes: 37,447 | Gross: $35.17M
53. Message in a Bottle (1999)
PG-13 | 126 min | Drama, Romance
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: 40,346 | Gross: $52.88M
54. 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: 76,013 | Gross: $16.64M
55. 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: 287,410 | Gross: $10.82M
56. Holy Smoke (1999)
R | 115 min | Comedy, Drama
Ruth's been brainwashed by a guru in Delhi, India. Her parents in Sydney hire a specialist in reversing this. Ruth is tricked to return to Australia and is isolated in an outback cabin with the specialist. It gets messy.
Director: Jane Campion | Stars: Kate Winslet, Harvey Keitel, Julie Hamilton, Sophie Lee
Votes: 15,640 | Gross: $1.76M
57. The Blair Witch Project (1999)
R | 81 min | Horror, Mystery
Three film students vanish after traveling into a Maryland forest to film a documentary on the local Blair Witch legend, leaving only their footage behind.
Directors: Daniel Myrick, Eduardo Sánchez | Stars: Heather Donahue, Michael C. Williams, Joshua Leonard, Bob Griffin
Votes: 285,277 | Gross: $140.54M
58. The Cider House Rules (1999)
PG-13 | 126 min | Drama, Romance
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: 104,761 | Gross: $57.55M
59. Rogue Trader (1999)
R | 101 min | Crime, Drama, History
The story of Nick Leeson, an ambitious investment broker who singlehandedly bankrupted one of the oldest and most important banks in Britain.
Director: James Dearden | Stars: Ewan McGregor, Anna Friel, Cristian Solimeno, Lorna Pegler
Votes: 10,661
60. Edtv (1999)
PG-13 | 122 min | Comedy, Drama
A video store clerk agrees to have his life filmed by a camera crew for a television show.
Director: Ron Howard | Stars: Matthew McConaughey, Jenna Elfman, Geoffrey Blake, Gail Boggs
Votes: 45,011 | Gross: $22.36M
61. 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: 104,461 | Gross: $14.88M
62. 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: 205,043 | Gross: $38.77M
63. A Midsummer Night's Dream (1999)
PG-13 | 116 min | Comedy, Fantasy, Romance
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: 26,953 | Gross: $16.07M
64. The Thirteenth Floor (1999)
R | 100 min | Mystery, Sci-Fi, Thriller
A computer scientist running a virtual reality simulation of 1937 becomes the primary suspect when his colleague and mentor is murdered.
Director: Josef Rusnak | Stars: Craig Bierko, Gretchen Mol, Armin Mueller-Stahl, Vincent D'Onofrio
Votes: 77,238 | Gross: $15.50M
65. The Corruptor (1999)
R | 110 min | Action, Crime, Thriller
With the aid from a New York City policeman, a top immigrant cop tries to stop drug-trafficking and corruption by immigrant Chinese Triads, but things get complicated when the Triads try to bribe the policeman.
Director: James Foley | Stars: Chow Yun-Fat, Mark Wahlberg, Ric Young, Paul Ben-Victor
Votes: 19,136 | Gross: $15.16M
66. Galaxy Quest (1999)
PG | 102 min | Adventure, Comedy, Sci-Fi
The alumni cast of a space opera television series have to play their roles as the real thing when an alien race needs their help. However, they also have to defend both Earth and the alien race from a reptilian warlord.
Director: Dean Parisot | Stars: Tim Allen, Sigourney Weaver, Alan Rickman, Tony Shalhoub
Votes: 178,019 | Gross: $71.58M
67. Bowfinger (1999)
PG-13 | 97 min | Comedy
When a desperate movie producer fails to get a major star for his bargain-basement film, he decides to shoot the film secretly around him.
Director: Frank Oz | Stars: Steve Martin, Eddie Murphy, Heather Graham, Christine Baranski
Votes: 73,902 | Gross: $66.38M
68. Never Been Kissed (1999)
PG-13 | 107 min | Comedy, Drama, Romance
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: 97,516 | Gross: $55.47M
69. 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: 328,327 | Gross: $22.46M
70. A Walk on the Moon (1999)
R | 107 min | Drama, Romance
The world of a young housewife is turned upside down when she has an affair with a free-spirited blouse salesman.
Director: Tony Goldwyn | Stars: Diane Lane, Viggo Mortensen, Bobby Boriello, Anna Paquin
Votes: 9,206 | Gross: $4.74M
71. The Thomas Crown Affair (1999)
R | 113 min | Crime, Romance, Thriller
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: 100,454 | Gross: $69.30M
72. But I'm a Cheerleader (1999)
R | 85 min | Comedy, Drama, Romance
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: 41,175 | Gross: $2.21M
73. The End of the Affair (1999)
R | 102 min | Drama, Romance
A desperate man tries to find out why his beloved left him years ago.
Director: Neil Jordan | Stars: Ralph Fiennes, Julianne Moore, Stephen Rea, Heather-Jay Jones
Votes: 23,925 | Gross: $10.66M
74. Varsity Blues (1999)
R | 106 min | Comedy, Drama, Romance
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: 49,035 | Gross: $52.89M
75. Ravenous (1999)
R | 101 min | Adventure, Drama, Horror
In a remote military outpost in the 19th century, Captain John Boyd and his regiment embark on a rescue mission which takes a dark turn when they are ambushed by a sadistic cannibal.
Director: Antonia Bird | Stars: Guy Pearce, Robert Carlyle, David Arquette, Jeremy Davies
Votes: 43,224 | Gross: $2.06M
76. 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: 103,260 | Gross: $11.53M
77. Shiri (1999)
R | 125 min | Action, Thriller
South Korean agents Ryu and Lee are tracking a female assassin from North Korea who has mysteriously disappeared. With new killings and the theft of a deadly bomb, time is running out to catch her.
Director: Kang Je-kyu | Stars: Han Suk-kyu, Choi Min-sik, Yunjin Kim, Song Kang-ho
Votes: 8,574 | Gross: $0.10M
78. Anna and the King (1999)
PG-13 | 148 min | Drama, History, Romance
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, Chow Yun-Fat, Bai Ling, Tom Felton
Votes: 38,968 | Gross: $39.26M
79. Big Daddy (1999)
PG-13 | 93 min | Comedy, Drama
A lazy law school graduate adopts a kid to impress his girlfriend, but everything doesn't go as planned.
Director: Dennis Dugan | Stars: Adam Sandler, Joey Lauren Adams, Jon Stewart, Cole Sprouse
Votes: 234,037 | Gross: $163.48M
80. Gorgeous (1999)
PG-13 | 121 min | Action, Comedy, Romance
A romantic girl travels to Hong Kong in search of certain love but instead meets a kind-hearted professional fighter for whom she begins to fall instead.
Director: Vincent Kok | Stars: Jackie Chan, Shu Qi, Tony Leung Chiu-wai, Emil Chau
Votes: 13,768
81. 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: 102,830 | Gross: $8.26M
82. Stir of Echoes (1999)
R | 99 min | Horror, Mystery, Thriller
After being hypnotized by his sister-in-law, a man begins seeing haunting visions of a girl's ghost and a mystery begins to unfold around him.
Director: David Koepp | Stars: Kevin Bacon, Zachary David Cope, Kathryn Erbe, Illeana Douglas
Votes: 87,445 | Gross: $21.13M
83. Girl, Interrupted (1999)
R | 127 min | Biography, Drama
A directionless teenager, Susanna, is rushed to Claymoore, a mental institution, after a supposed suicide attempt. There, she befriends a group of troubled women who deeply influence her life.
Director: James Mangold | Stars: Winona Ryder, Angelina Jolie, Clea DuVall, Brittany Murphy
Votes: 211,130 | Gross: $28.87M
84. Ghost Dog: The Way of the Samurai (1999)
R | 116 min | Crime, Drama
An African-American Mafia hit man who models himself after the samurai of old finds himself targeted for death by the mob.
Director: Jim Jarmusch | Stars: Forest Whitaker, Henry Silva, John Tormey, Cliff Gorman
Votes: 96,912 | Gross: $3.31M
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