Best Adult Comedy movies of 1999

American Pie(1999)

Actors : Jason Biggs, Alyson Hannigan, Chris Klein, Thomas Ian Nicholas,

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

Holy Smoke(1999)

Actors : Kate Winslet, Harvey Keitel, Sophie Lee, Julie Hamilton,
Directors : Jane Campion,

While on a journey of discovery in exotic India, beautiful young Ruth Barron falls under the influence of a charismatic religious guru. Her desperate parents then hire PJ Waters, a macho ...

But I'm a Cheerleader(1999)

Actors : Michelle Williams, Clea DuVall, Brandt Wille, Natasha Lyonne,
Directors : Jamie Babbit,

A naive teenager is sent to rehab camp when her straitlaced parents and friends suspect her of being a lesbian.

Flawless(1999)

Actors : Philip Seymour Hoffman, Barry Miller, Chris Bauer, Robert De Niro,
Directors : Joel Schumacher,

An ultraconservative police officer suffers a debilitating stroke and is assigned to a rehabilitative program that includes singing lessons - with the drag queen next door.

Happy, Texas(1999)

Actors : Steve Zahn, Ally Walker, William H. Macy, Jeremy Northam,
Directors : Mark Illsley,

Two escaped convicts arrive in the town of Happy, Texas, where they are mistaken for a gay couple who is to host the town's Little Miss Fresh Squeezed beauty pageant. Enjoying the celebrity...

Three to Tango(1999)

Actors : Matthew Perry, Neve Campbell, Dylan McDermott, Oliver Platt,
Directors : Damon Santostefano,

A rich businessman's assumption that his new colleague is gay leads him to ask the man to keep an eye on his mistress. However, the man is not gay, and begins to fall for the woman himself.

Jawbreaker(1999)

Actors : Julie Benz, Rebecca Gayheart, Rose McGowan, Judy Greer,
Directors : Darren Stein,

Three of the most popular girls at Reagan High accidentally kill the prom queen with a jawbreaker when a kidnapping goes horribly wrong.

Dick(1999)

Actors : Michelle Williams, Kirsten Dunst, Dan Hedaya, Will Ferrell,
Directors : Andrew Fleming,

Two girls wander away from a White House tour and meet President Nixon.

Hit and Runway(1999)

Actors : Michael Parducci, Peter Jacobson, Kerr Smith, Judy Prescott,
Directors : Christopher Livingston,

Alex and Elliot an unlikely pair connect to write a film about a New York cop working undercover as a fashion model.

Chutney Popcorn(1999)

Actors : Jill Hennessy, Nisha Ganatra, Sakina Jaffrey, Madhur Jaffrey,
Directors : Nisha Ganatra,

Reena is a young Indian American lesbian who lives and works in New York. Her sister Sarita, who is happily married, discovers that she is infertile. Reena offers to be a surrogate mother ...

Just Looking(1999)

Actors : Patti LuPone, Marcell Rosenblatt, Richard V. Licata, Ryan Merriman,
Directors : Jason Alexander,

It's 1955 and curious 14-year-old Bronx kid Lenny has a mission for his summer: to witness two adults in the midst of an "act of love." When his mother sends him to Queens to stay with his ...

Trick(1999)

Actors : Brad Beyer, John Paul Pitoc, Christian Campbell, Tori Spelling,
Directors : Jim Fall,

The misadventures of two young gay men, trying to find a place to be alone, one night in Manhattan.

Better Than Chocolate(1999)

Actors : Ann-Marie MacDonald, Karyn Dwyer, Christina Cox, Wendy Crewson,
Directors : Anne Wheeler,

Two attractive young lesbians, Maggie and Kim, meet in Vancouver, develop a passionate romance, and move in together. Meanwhile, Maggie's well-meaning but naive mother Lila gets divorced ...

La nouvelle Ève(1999)

Actors : Karin Viard, Pierre-Loup Rajot, Catherine Frot, Sergi López,
Directors : Catherine Corsini,

Camille is having the time of her life, enjoying all that Pari's decadent nightlife has to offer a young single woman. She parties all night with sexual abandon, then stumbles home at dawn,...

8 ½ Women(1999)

Actors : Matthew Delamere, Toni Collette, John Standing, Vivian Wu,
Directors : Peter Greenaway,

Following the death of a mother, a father and son open up a brothel in their Genevan estate after watching 8½ (1963).

Just One Time(1999)

Actors : Guillermo Díaz, Jennifer Esposito, Joelle Carter, Lane Janger,
Directors : Lane Janger,

When the fiancee of a fireman reluctantly agrees to participate in a menage a trois with another woman, she does so on the condition that he reciprocate the favor with another man, which ...

Coming Soon(1999)

Actors : Gaby Hoffmann, Bonnie Root, James Roday, Tricia Vessey,
Directors : Colette Burson,

The trials and tribulations of wealthy young Manhattanites and their sexual coming of age, a romantic comedy set at an Upper East Side prep school.

Strange Fits of Passion(1999)

Actors : Anni Finsterer, Michela Noonan, Samuel Johnson, Mitchell Butel,
Directors : Elise McCredie,

"Strange Fits of Passion" is the hilarious tale of a sexually-curious, romantically-frustrated bookstore clerk on a mission to lose her virginity. In between encounters with other people, ...

American Virgin(1999)

Actors : Mark Adair-Rios, Brian Bloom, Michael Cudlitz, Jason Bercy,
Directors : Jean-Pierre Marois,

A woman, fed up with her father's double standards, decides to lose her virginity.

Wirey Spindell(1999)

Actors : Eric Mabius, Devin Matthews, Zane Adlum, Eric Schaeffer,
Directors : Eric Schaeffer,

A whimsical look back at the life of a man who is nervous about his upcoming wedding.