1999

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1.
The Matrix (1999)
    1 2 3 4 5 6 7 8 9 10 8.7/10 X  
A computer hacker learns from mysterious rebels about the true nature of his reality and his role in the war against its controllers. (136 mins.)
 
2.
Magnolia (1999)
    1 2 3 4 5 6 7 8 9 10 8.0/10 X  
An epic mosaic of interrelated characters in search of love, forgiveness, and meaning in the San Fernando Valley. (188 mins.)
 
3.
The Iron Giant (1999)
    1 2 3 4 5 6 7 8 9 10 8.0/10 X  
A young boy befriends a giant robot from outer space that a paranoid government agent wants to destroy. (86 mins.)
Director: Brad Bird
 
4.
Fight Club (1999)
    1 2 3 4 5 6 7 8 9 10 8.8/10 X  
An insomniac office worker, looking for a way to change his life, crosses paths with a devil-may-care soap maker, forming an underground fight club that evolves into something much, much more. (139 mins.)
Director: David Fincher
 
5.
The Sixth Sense (1999)
    1 2 3 4 5 6 7 8 9 10 8.1/10 X  
A boy who communicates with spirits that don't know they're dead seeks the help of a disheartened child psychologist. (107 mins.)
 
6.
Eyes Wide Shut (1999)
    1 2 3 4 5 6 7 8 9 10 7.3/10 X  
A New York City doctor, who is married to an art curator, pushes himself on a harrowing and dangerous night-long odyssey of sexual and moral discovery after his wife admits that she once almost cheated on him. (159 mins.)
Director: Stanley Kubrick
 
7.
Election (1999)
    1 2 3 4 5 6 7 8 9 10 7.3/10 X  
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. (103 mins.)
Director: Alexander Payne
 
8.
Toy Story 2 (1999)
    1 2 3 4 5 6 7 8 9 10 7.9/10 X  
When Woody is stolen by a toy collector, Buzz and his friends vow to rescue him, but Woody finds the idea of immortality in a museum tempting. (92 mins.)
 
9.
American Beauty (1999)
    1 2 3 4 5 6 7 8 9 10 8.4/10 X  
A sexually frustrated suburban father has a mid-life crisis after becoming infatuated with his daughter's best friend. (122 mins.)
Director: Sam Mendes
 
10.
October Sky (1999)
    1 2 3 4 5 6 7 8 9 10 7.8/10 X  
The true story of Homer Hickam, a coal miner's son who was inspired by the first Sputnik launch to take up rocketry against his father's wishes. (108 mins.)
Director: Joe Johnston
 
11.
Star Wars: Episode I - The Phantom Menace (1999)
    1 2 3 4 5 6 7 8 9 10 6.5/10 X  
Two Jedi Knights escape a hostile blockade to find allies and come across a young boy who may bring balance to the Force, but the long dormant Sith resurface to reclaim their old glory. (136 mins.)
Director: George Lucas
 
12.
Man on the Moon (1999)
    1 2 3 4 5 6 7 8 9 10 7.4/10 X  
The life and career of a legendary comedian, Andy Kaufman. (118 mins.)
Director: Milos Forman
 
13.
Payback (1999)
    1 2 3 4 5 6 7 8 9 10 7.1/10 X  
Porter is shot by his wife and best friend and is left to die. When he survives he plots revenge. (100 mins.)
Director: Brian Helgeland
 
14.
American Pie (1999)
    1 2 3 4 5 6 7 8 9 10 7.0/10 X  
Four teenage boys enter a pact to lose their virginity by prom night. (95 mins.)
Director: Paul Weitz
 
15.
Office Space (1999)
    1 2 3 4 5 6 7 8 9 10 7.8/10 X  
Three company workers who hate their jobs decide to rebel against their greedy boss. (89 mins.)
Director: Mike Judge
 
16.
Boys Don't Cry (1999)
    1 2 3 4 5 6 7 8 9 10 7.6/10 X  
Female-born Teena Brandon adopts his male identity of Brandon Teena and attempts to find himself and love in Nebraska. (118 mins.)
Director: Kimberly Peirce
 
17.
The Talented Mr. Ripley (1999)
    1 2 3 4 5 6 7 8 9 10 7.3/10 X  
In late 1950s New York, Tom Ripley, a young underachiever, is sent to Italy to retrieve Dickie Greenleaf, a rich and spoiled millionaire playboy. But when the errand fails, Ripley takes extreme measures. (139 mins.)
 
18.
The Limey (1999)
    1 2 3 4 5 6 7 8 9 10 7.1/10 X  
An extremely volatile and dangerous Englishman goes to Los Angeles to find the man he considers responsible for his daughter's death. (89 mins.)
 
19.
Go (1999)
    1 2 3 4 5 6 7 8 9 10 7.3/10 X  
Go! tells the story of the events after a drug deal, told from three different points of view. (102 mins.)
Director: Doug Liman
 
20.
Austin Powers: The Spy Who Shagged Me (1999)
    1 2 3 4 5 6 7 8 9 10 6.6/10 X  
Dr. Evil is back...and has invented a new time machine that allows him to go back to the 60s and steal Austin Powers's mojo, inadvertently leaving him "shagless". (95 mins.)
Director: Jay Roach
 
21.
Being John Malkovich (1999)
    1 2 3 4 5 6 7 8 9 10 7.8/10 X  
A puppeteer discovers a portal that leads literally into the head of movie star John Malkovich. (112 mins.)
Director: Spike Jonze
 
22.
Sleepy Hollow (1999)
    1 2 3 4 5 6 7 8 9 10 7.4/10 X  
Ichabod Crane is sent to Sleepy Hollow to investigate the decapitations of 3 people with the culprit being the legendary apparition, the Headless Horseman. (105 mins.)
Director: Tim Burton
 
23.
The Boondock Saints (1999)
    1 2 3 4 5 6 7 8 9 10 7.9/10 X  
Fraternal twins set out to rid Boston of the evil men operating there while being tracked down by an FBI agent. (108 mins.)
Director: Troy Duffy
 
24.
The Mummy (1999)
    1 2 3 4 5 6 7 8 9 10 7.0/10 X  
An American serving in the French Foreign Legion on an archaeological dig at the ancient city of Hamunaptra accidentally awakens a mummy. (125 mins.)
Director: Stephen Sommers
 
25.
Superstar (1999)
    1 2 3 4 5 6 7 8 9 10 5.0/10 X  
A nerdy Catholic schoolgirl, Mary Katherine Gallagher, dreams of superstardom. (81 mins.)
Director: Bruce McCulloch
 
26.
Bowfinger (1999)
    1 2 3 4 5 6 7 8 9 10 6.4/10 X  
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. (97 mins.)
Director: Frank Oz
 
27.
Happy, Texas (1999)
    1 2 3 4 5 6 7 8 9 10 6.3/10 X  
Two escaped convicts arrive in the town of Happy, Texas, where they are mistaken for a gay couple who... (98 mins.)
Director: Mark Illsley
 
28.
Galaxy Quest (1999)
    1 2 3 4 5 6 7 8 9 10 7.3/10 X  
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. (102 mins.)
Director: Dean Parisot
 
29.
Analyze This (1999)
    1 2 3 4 5 6 7 8 9 10 6.7/10 X  
A comedy about a psychiatrist whose number one-patient is an insecure mob boss. (103 mins.)
Director: Harold Ramis
 
30.
Stuart Little (1999)
    1 2 3 4 5 6 7 8 9 10 5.9/10 X  
The Little family adopt a charming young mouse named Stuart, but the family cat wants rid of him. (84 mins.)
Director: Rob Minkoff
 
31.
Mystery Men (1999)
    1 2 3 4 5 6 7 8 9 10 6.0/10 X  
A group of inept amateur superheroes must try to save the day when a supervillian threatens to destroy a major superhero and the city. (121 mins.)
Director: Kinka Usher
 
32.
Any Given Sunday (1999)
    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
A behind-the-scenes look at the life-and-death struggles of modern-day gladiators and those who lead them. (162 mins.)
Director: Oliver Stone
 
33.
Wild Wild West (1999)
    1 2 3 4 5 6 7 8 9 10 4.8/10 X  
The two best hired guns in the West must save President Grant from the clutches of a nineteenth-century inventor-villain. (106 mins.)