Best Comedy Movies of 1999

1.

Man on the Moon

5.4
7.4/10 IMDB

The story of the life and career of eccentric avant-garde comedian, Andy Kaufman.

Starring: Jim Carrey, Courtney Love, Bob Zmuda, Danny DeVito, Gerry Becker, Leslie Lyles, Greyson Erik Pendry, George Shapiro, Vincent Schiavelli, Paul Giamatti ..
Directed by: Miloš Forman
Release date: 1999-12-22
2.

Deuce Bigalow: Male Gigolo

4.1
5.7/10 IMDB

Deuce Bigalow is a less than attractive, down on his luck aquarium cleaner. One day he wrecks the house of a gigolo and needs quick money to repair it. The only way he can make it is to become a gigolo himself, taking on an unusual mix of female clients. He encounters a couple of problems, though. He falls in love with one of his unusual clients, and a sleazy police officer is hot on his trail.

Starring: Rob Schneider, William Forsythe, Eddie Griffin, Arija Bareikis, Oded Fehr, Gail O'Grady, Richard Riehle, Jacqueline Obradors, Big Boy, Amy Poehler ..
Directed by: Mike Mitchell
Release date: 1999-12-10
Best Comedy Movies of 1999 : Smiling Fish & Goat On Fire
3.

Smiling Fish & Goat On Fire

3.8
7.7/10 IMDB

Two brothers share a house in LA's Fairfax district: Tony's a feckless actor, Chris is an accountant. Both are in relationships on rocky ground. As these emotions swirl, Tony meets his US Postal Service letter carrier, a single mom named Kathy who's come to LA from Wyoming with her daughter, a budding actress. Chris meets Anna, an Italian beauty working in the States for a few months wrangling animals on movie sets. Chris also befriends Clive, an aging and crusty man whose longing for his recently-deceased wife is a portrait of true love. Can Clive's example help Chris sort out his love life, and can Tony grow up enough to see the possibilities with Kathy and her daughter?

Starring: Derick Martini, Amy Hathaway, Steven Martini, Wilda Taylor ..
Directed by: Kevin Jordan
Release date: 1999-09-16
Best Comedy Movies of 1999 : Rhapsody in Blue
4.

Rhapsody in Blue

3.5
8.2/10 IMDB

New York City in the 1930s. Through George Gershwin's famous tune, "Rhapsody in Blue," a story is told about a day in the life of four random people who are longing for something more: a construction worker, who would rather play drums at a jazz club, an unemployed man looking for a job, a girl who wants to spend more time with her parents but must instead be dragged around the city by her governess, and a rich man with a bossy wife who would just like to have some fun.

Directed by: Eric Goldberg
Release date: 1999-12-17
Best Comedy Movies of 1999 : Jack and the Beanstalk
5.

Jack and the Beanstalk

3.2
5.2/10 IMDB

In this spell-binding story brave Jack climbs the Beanstalk to the magical world of Beanland. He and his new friends Dilly (the small but fearless Bean girl) and Ambrose (the nervous donkey) are drawn into all sorts of exciting adventures as they attempt to rid the Beanland of the wicked Giant. This exciting and beautifully animated re-telling of the classic tale is filled with fun, humour and wonderful music to delight children of all ages time and time again.

Starring: Paul Panting, Imelda Staunton, Melvyn Hayes, Gary Martin, Alison Steadman, Julia McKenzie, Peter Bayliss, Tim Healy, Colin Marsh, Peter Straker ..
Directed by: Martin Gates
Release date: 1999-10-11
6.

Whoopi Goldberg Presents Billy Connolly

3.2
8.6/10 IMDB

HBO stand up comedy presents Whoopi Goldberg and Billy Connolly

Starring: Whoopi Goldberg, Billy Connolly, Robin Williams ..
Directed by: Ellen Brown
Release date: 1999-09-10
Best Comedy Movies of 1999 : Das Clown
7.

Das Clown

3.1
6.7/10 IMDB

The tale of an old man and the clown doll he brings to life. Told like an old-fashioned educational slide show.

Directed by: Tom E. Brown
Release date: 1999-06-19
Best Comedy Movies of 1999 : Boo Boo Runs Wild
8.

Boo Boo Runs Wild

3.1
6.6/10 IMDB

Boo-Boo gets fed up with the rules imposed on bears by humans and decides to return to his “wild” roots.

Starring: Corey Burton, Stephen Worth, John Kricfalusi, Mary Ellen Thomas, Michael Pataki ..
Directed by: John Kricfalusi
Release date: 1999-09-24
Best Comedy Movies of 1999 : The Annihilation of Fish
9.

The Annihilation of Fish

3.1
5.9/10 IMDB

A woman (Lynn Redgrave) who believes a dead composer is in love with her falls in love with a man (James Earl Jones) who constantly fights an imaginary man named Hank

Starring: James Earl Jones, Lynn Redgrave, Margot Kidder, Sarah Benoit, Andy Garza, Tommy Redmond Hicks, Ronald F. Hoiseck, Shannon Wilcox, Victoria Prismantas ..
Directed by: Charles Burnett
Release date: 1999-01-01
Best Comedy Movies of 1999 : Voodoo
10.

Voodoo

3.0
7.4/10 IMDB

VooDoo is a dark comedy about a little girl who uses a voodoo doll to get rid of her mother's date.

Directed by: Gregg Bishop
Release date: 1999-08-31

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