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American Pie (1999)

Summary: Four teenage boys enter a pact to lose their virginity by prom night.

Release Date: July 09, 1999

Genre: Comedy

Directors: Paul Weitz

, Chris Weitz

Writer: Adam Herz

Runtime: 1 h 35 min

MPAA: 18A

Production: Universal Pictures, Zide-Perry Productions, Newmarket Capital Group

Distributor: Fox Network, HBO Max, Peacock, Universal Studios Home Video

Country: United States

Language: English

Franchise: American Pie

Movie budget: $ 11,000,000

Domestic: $ 102,561,004

International: $ 132,922,000

The Matrix (1999)

Summary: 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.

Release Date: March 31, 1999

Genres: Action, Sci-Fi

Directors: Lana Wachowski

, Lilly Wachowski

Writers: Lilly Wachowski

, Lana Wachowski

Runtime: 2 h 16 min

MPAA: R

Production: Warner Bros., Village Roadshow Pictures, Groucho Film Partnership, Village Roadshow Pictures, Silver Pictures, 3 Arts Entertainment

Distributor: Warner Bros., Fox Network, HBO Max, Peacock, Studio Distribution Services (SDS), Warner Bros. Home Entertainment

Countries: United States, Australia

Language: English

Franchise: The Matrix

Movie budget: $ 63,000,000

Domestic: $ 172,076,928

International: $ 295,763,521

Fight Club (1999)

Summary: An insomniac office worker and a devil-may-care soap maker form an underground fight club that evolves into much more.

Release Date: October 15, 1999

Genre: Drama

Director: David Fincher

Writers: Chuck Palahniuk

, Jim Uhls

Runtime: 2 h 19 min

MPAA: R

Production: Fox 2000 Pictures, New Regency Productions, Linson Films, Atman Entertainment, Knickerbocker Films, Taurus Film

Distributor: Twentieth Century Fox, 20th Century Fox Home Entertainment, Tubi TV

Countries: Germany, United States

Language: English

Movie budget: $ 63,000,000

Domestic: $ 37,030,102

International: $ 64,290,907

Big Daddy (1999)

Summary: A lazy law school graduate adopts a kid to impress his girlfriend, but everything doesn't go as planned.

Release Date: June 25, 1999

Genres: Comedy, Drama

Director: Dennis Dugan

Writers: Steve Franks

, Tim Herlihy

, Adam Sandler

Runtime: 1 h 33 min

MPAA: PG

Production: Jack Giarraputo Productions, Out of the Blue... Entertainment

Distributor: Sony Pictures Entertainment (SPE), Columbia Pictures, AMC Theatres, ABC Family, Columbia TriStar Home Entertainment, Fox Network, Freeform, Sony Pictures Home Entertainment

Country: United States

Language: English

Movie budget: $ 34,200,000

Domestic: $ 163,479,795

International: $ 71,322,100

Toy Story 2 (1999)

Summary: 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.

Release Date: November 24, 1999

Genres: Adventure, Comedy, Animation

Directors: John Lasseter

, Ash Brannon

, Lee Unkrich

Writers: John Lasseter

, Pete Docter

, Ash Brannon

Runtime: 1 h 32 min

MPAA: G

Production: Pixar Animation Studios, Walt Disney Pictures

Distributor: Buena Vista Home Entertainment, American Broadcasting Company (ABC), Disney Channel, Toon Disney, Disney Digital 3-D, Walt Disney Studios Motion Pictures, ABC Family, Disney XD

Country: United States

Language: English

Franchise: Toy Story

Movie budget: $ 90,000,000

Domestic: $ 245,852,179

International: $ 251,523,202

Austin Powers: The Spy Who Shagged Me (1999)

Summary: 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".

Release Date: June 11, 1999

Genres: Action, Adventure, Comedy

Director: Jay Roach

Writers: Mike Myers

, Michael McCullers

Runtime: 1 h 35 min

MPAA: PG-13

Production: New Line Cinema, Gratitude, Moving Pictures (I)

Distributor: Fox Network, HBO Max, MGM Worldwide Television, New Line Home Video, Screen Media Ventures

Country: United States

Language: English

Franchise: Austin Powers

Movie budget: $ 33,000,000

Domestic: $ 206,040,086

International: $ 107,661,208

The Green Mile (1999)

Summary: Paul Edgecomb, the head guard of a prison, meets an inmate, John Coffey, a black man who is accused of murdering two girls. His life changes drastically when he discovers that John has a special gift.

Release Date: December 10, 1999

Genres: Drama, Fantasy, Crime

Director: Frank Darabont

Writers: Stephen King

, Frank Darabont

Runtime: 3 h 09 min

MPAA: R

Production: Castle Rock Entertainment, Darkwoods Productions, Warner Bros.

Distributor: American Broadcasting Company (ABC), HBO Max, Studio Distribution Services (SDS), Warner Bros. Home Entertainment, Warner Home Video

Country: United States

Language: English

Movie budget: $ 60,000,000

Domestic: $ 136,801,374

International: $ 150,000,000

American Beauty (1999)

Summary: A sexually frustrated suburban father has a mid-life crisis after becoming infatuated with his daughter's best friend.

Release Date: October 01, 1999

Genre: Drama

Director: Sam Mendes

Writer: Alan Ball

Runtime: 2 h 02 min

MPAA: R

Production: Dreamworks Pictures, Jinks/Cohen Company

Distributor: DreamWorks Distribution, DreamWorks Home Entertainment, American Broadcasting Company (ABC)

Country: United States

Language: English

Movie budget: $ 15,000,000

Domestic: $ 130,096,601

International: $ 226,200,000

Notting Hill (1999)

Summary: 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.

Release Date: December 09, 1999

Genres: Comedy, Drama, Romance

Director: Roger Michell

Writer: Richard Curtis

Runtime: 2 h 04 min

MPAA: PG

Production: Polygram Filmed Entertainment, Working Title Films, Notting Hill Pictures, Bookshop Productions

Distributor: Universal Pictures, American Broadcasting Company (ABC), HBO Max

Countries: United Kingdom, United States

Language: English

Movie budget: $ 42,000,000

Domestic: $ 116,089,678

International: $ 247,902,630

Stuart Little (1999)

Summary: When the Littles adopt Stuart, the mouse, George is initially unwelcoming to his new brother, the family cat, Snowbell, is even less enthusiastic. Stuart resolves to face these difficulties with as much pluck and courage as he can...

Release Date: December 17, 1999

Genres: Adventure, Comedy, Family

Director: Rob Minkoff

Writers: E.B. White

, M. Night Shyamalan

, Greg Brooker

Runtime: 1 h 24 min

MPAA: PG

Production: Columbia Pictures, Franklin/Waterman Productions, Global Medien KG

Distributor: Sony Pictures Releasing, American Broadcasting Company (ABC), BYUtv, Cartoon Network, Columbia TriStar Home Entertainment, Columbia TriStar Home Video, Discovery Family Channel, Disney Channel, HBO Max, Hub Television Network, Nickelodeon Network, PBS Kids Sprout

Countries: Germany, United States

Language: English

Movie budget: $ 133,000,000

Domestic: $ 140,035,367

International: $ 160,100,000

Wild Wild West (1999)

Summary: 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.

Release Date: June 30, 1999

Genres: Action, Comedy, Sci-Fi

Director: Barry Sonnenfeld

Writers: Jim Thomas

, John Thomas

, S.S. Wilson

Runtime: 1 h 46 min

MPAA: PG

Production: Peters Entertainment, Sonnenfeld Josephson Worldwide Entertainment, Todman, Simon, LeMasters Productions, Warner Bros.

Distributor: Warner Bros., Warner Home Video, CBS, HBO Max

Country: United States

Language: English

Movie budget: $ 170,000,000

Domestic: $ 113,804,681

International: $ 108,300,000

Never Been Kissed (1999)

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

Release Date: April 09, 1999

Genres: Comedy, Drama, Romance

Director: Raja Gosnell

Writers: Abby Kohn

, Marc Silverstein

Runtime: 1 h 47 min

MPAA: PG-13

Production: Fox 2000 Pictures, Bushwood Pictures, Flower Films (II)

Distributor: 20th Century Fox Home Entertainment, The WB Television Network, ABC Family, Noggin, Disney+

Country: United States

Language: English

Movie budget: $ 25,000,000

Domestic: $ 55,474,756

International: $ 29,090,474

Runaway Bride (1999)

Summary: For his latest column in USA Today, Ike Graham writes about Maggie, who always leaves all her fiances standing at the altar. He is fired as she complains to the newspaper for inaccuracies in her story.

Release Date: July 30, 1999

Genres: Comedy, Romance

Director: Garry Marshall

Writers: Josann McGibbon

, Sara Parriott

Runtime: 1 h 56 min

MPAA: PG

Production: Paramount Pictures, Touchstone Pictures, Interscope Communications, Lakeshore Entertainment

Distributor: Paramount Pictures, Paramount Home Entertainment, National Broadcasting Company (NBC), Warner Home Video, Peacock

Country: United States

Language: English

Movie budget: $ 70,000,000

Domestic: $ 152,257,509

International: $ 157,202,783

Cruel Intentions (1999)

Summary: 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.

Release Date: March 05, 1999

Genres: Drama, Romance

Director: Roger Kumble

Writers: Choderlos de Laclos

, Roger Kumble

Runtime: 1 h 37 min

MPAA: R

Production: Columbia Pictures, Original Film, Newmarket Capital Group, Cruel Productions LLC

Distributor: Columbia Pictures, Columbia TriStar Home Video, HBO Max, Sony Pictures Home Entertainment

Country: United States

Language: English

Movie budget: $ 10,500,000

Domestic: $ 38,773,785

International: $ 37,573,641

The Blair Witch Project (1999)

Summary: 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.

Release Date: July 30, 1999

Genres: Horror, Mystery

Directors: Daniel Myrick

, Eduardo Sánchez

Writers: Daniel Myrick

, Eduardo Sánchez

, Heather Donahue

Runtime: 1 h 21 min

MPAA: R

Production: Haxan Films

Distributor: Artisan Entertainment, Artisan Home Entertainment, HBO Max, Lions Gate Films Home Entertainment, Lionsgate Home Entertainment

Country: United States

Language: English

Franchise: Blair Witch

Movie budget: $ 60,000

Domestic: $ 140,539,099

International: $ 108,100,000

She's All That (1999)

Summary: When Zack's famous girlfriend, Taylor, cheats on him with another boy and parts ways with him, he makes a bet with his friends to turn a socially inept Laney into their high school's next prom queen.

Release Date: January 29, 1999

Genres: Comedy, Romance

Director: Robert Iscove

Writer: R. Lee Fleming Jr.

Runtime: 1 h 35 min

MPAA: PG-13

Production: Miramax, Tapestry Films, FilmColony

Distributor: Miramax Home Entertainment, Walt Disney Home Video, HBO Max, The WB Television Network

Country: United States

Language: English

Movie budget: $ 10,000,000

Domestic: $ 63,366,989

International: $ 39,800,000

Deuce Bigalow: Male Gigolo (1999)

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

Release Date: December 10, 1999

Genres: Comedy, Romance

Director: Mike Mitchell

Writers: Harris Goldberg

, Rob Schneider

Runtime: 1 h 28 min

MPAA: R

Production: Touchstone Pictures, Happy Madison Productions, Out of the Blue... Entertainment

Distributor: Fox Network, Touchstone Home Video

Country: United States

Language: English

Movie budget: $ 17,000,000

Domestic: $ 65,538,755

International: $ 27,400,000

Deep Blue Sea (1999)

Summary: 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.

Release Date: July 28, 1999

Genres: Action, Adventure, Sci-Fi

Director: Renny Harlin

Writers: Duncan Kennedy

, Donna Powers

, Wayne Powers

Runtime: 1 h 45 min

MPAA: R

Production: Warner Bros., Village Roadshow Pictures, Groucho III Film Partnership, Village Roadshow Pictures, Riche-Ludwig Productions, Baja Studios

Distributor: Warner Bros., HBO Max, TBS Superstation, TNT, Warner Home Video

Countries: United States, Mexico

Language: English

Movie budget: $ 60,000,000

Domestic: $ 73,648,142

International: $ 91,000,089

Dogma (1999)

Summary: 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.

Release Date: November 12, 1999

Genres: Adventure, Comedy, Drama

Director: Kevin Smith

Writer: Kevin Smith

Runtime: 2 h 10 min

MPAA: R

Production: View Askew Productions, STK

Distributor: Lions Gate Films, Columbia TriStar Home Entertainment, Columbia TriStar Home Video, Comedy Central, Sony Pictures Entertainment (SPE)

Country: United States

Language: English

Franchise: View Askewniverse

Movie budget: $ 10,000,000

Domestic: $ 30,652,890

International: $ 778,006

Bicentennial Man (1999)

Summary: The life and times of Andrew, a robot purchased as a household appliance programmed to perform menial tasks. As Andrew begins to experience emotions and creative thought, the Martin family soon discovers they don't have an ordinar...

Release Date: December 17, 1999

Genres: Comedy, Drama, Sci-Fi

Director: Chris Columbus