1999 Comedy Movies

Toy Story 2 (1999)

Toy Story 2

  • 100%
  • G
  • 92 min
  • Animation

Toys will be toys - except when their owners aren't around - and now the gang from Andy's room is all wound up and ready to play once again in "Toy Story 2," the exciting all-new sequel to the landmark 1995 blockbuster from Disney and Pixar. Buzz Lightyear, Woody and a colorful cast of toys are joined by a delightful group of new characters for an incredible action-filled comedy-adventure that is loaded with laughs, emotion and surprises. Tom Hanks, Tim Allen and all the terrific voice talents...

Office Space (1999)

Office Space

  • 79%
  • R
  • 89 min
  • Comedy

Peter Gibbons (Ron Livingston) simply cannot endure another moment of the mind-numbing, soul-sucking routine and petty annoyances that assault him day after day at INITECH Corporation. When Peter finds a kindred spirit in a waitress, Joanna (Jennifer Aniston), who's suffering in her own employment purgatory, he realizes that life would be a lot more fun if he just got himself fired. So he hatches a scheme that surely will get him booted from his cursed cubicle and free him from the clutches of...

American Pie (1999)

American Pie

  • 61%
  • R
  • 95 min
  • Comedy

In this coming-of-age comedy, a group of friends at the end of their senior year make a pact to lose their virginity by prom night. In their outrageous attempts to fulfill this mission, they come to some surprising, hilarious and often touching realizations about themselves, their friendships, their notions of love, romance and their relations with the opposite sex.

10 Things I Hate About You (1999)

10 Things I Hate About You

  • 61%
  • NONE
  • 97 min
  • Comedy

Meet the Stratford sisters: pretty and popular Bianca (LARISA OLEYNIK), who has never had a date; and Kat (JULIA STILES), her older sibling, an ill-tempered harridan whose acerbic wit is matched only by her steadfast determination to alienate any guy who might be remotely interested in her.

Unfortunately, strict rules in the Stratford household forbid Bianca from having a boyfriend until her odious sister has one of her own -- a situation that seems highly improbable considering Kat is a...

Notting Hill (1999)

Notting Hill

  • 83%
  • PG-13
  • 124 min
  • Comedy

Anna Scott (Julia Roberts) is the world's most famous movie star. Her picture has been plastered on the cover of every magazine, and every time she makes a move, the entire world knows about it. William Thacker (Hugh Grant) owns a travel bookstore. His business is stagnant, he has the roommate from hell, and since his divorce, his love life is completely non-existent.

For both, something or someone seems to be missing. And when Anna and William's paths unexpectedly cross in the eclectic...

Never Been Kissed (1999)

Never Been Kissed

  • 57%
  • PG-13
  • 107 min
  • Comedy

Josie Geller (Drew Barrymore) wants more out of life. As a bright twenty-five-year-old copy editor at Chicago's revered newspaper, the Chicago Sun-Times, she yearns to be a reporter. Josie is skilled at her profession, but completely clueless in her personal life. She was a brainy nerd in high school, a geek to the core - kids called her "Josie Grossie" - and she has never had a serious relationship with a man. Josie has never, she laments, been really kissed.

But things are about to change...

Big Daddy (1999)

Big Daddy

  • 40%
  • PG-13
  • 93 min
  • Comedy

32-year-old Sonny Koufax (Adam Sandler) is a law school graduate who is steadfastly avoiding the pressures of adult responsibilities. As the lone holdout among his group of law school buddies, he eschews the career and marriage fast track for a part-time job, the neighborhood sports bar and endless take-out meals.

Even his roommate and old law school buddy, Kevin (Jon Stewart), is joining the ranks of the grown-ups by proposing to his longtime girlfriend, Corinne (Leslie Mann), who's...

She's All That (1999)

She's All That

  • 38%
  • PG-13
  • 95 min
  • Comedy

In a trendy Los Angeles high school, amidst the designer ensembles, the lavish parties, the hilarious high school pranks, the day-to-day rivalries and the peer pressure cooker of the senior prom, the social order is about to unravel. Senior class power hunk, Zack (Freddie Prinze Jr.) has taken an interest in social zero, Laney Boggs (Rachael Leigh Cook). His interest is in the form of a bet... that he can turn her into the prom queen. In the process of elevating her social status, Zack falls...

Austin Powers: The Spy Who Shagged Me (1999)

Austin Powers: The Spy Who Shagged Me

  • 51%
  • PG-13
  • 95 min
  • Action

In this, his second big screen adventure, Austin Powers the swinging british super spy from the sixties must once again battle his arch nemesis Dr. Evil. The twisted mad mans latest evil scheme involves a giant laser, the theft of austin mojo, time travel, a very fat scotish man, oh and a midget clone.

Galaxy Quest (1999)

Galaxy Quest

  • 89%
  • PG
  • 102 min
  • Adventure

They're not astronauts they only played them on TV. For four seasons, from 1979 to 1982, the crew of the NSEA Protector donned their uniforms and set out on thrilling and often dangerous missions in space - then their series was canceled.

The Thermians, a race of aliens, have mistaken intercepted television transmissions of the show for "historical documents." Arriving on earth, they whisk "Commander Peter Quincy Taggart" and his crew into space to help them defeat an all-too-real and very...

Dogma (1999)

Dogma

  • 67%
  • R
  • 130 min
  • Adventure

Two renegade fallen angels attempt to jerry-rig the entire cosmological system -- unless a rag-tag group of humans can stop them. Loki (Matt Damon) and Bartleby (Ben Affleck) are searching for a way out of everlasting exile in Wisconsin when they stumble upon the perfect return-to-paradise plan: a loophole in church dogma that will allow them to re-enter Heaven if they pass under the blessed arch of a New Jersey cathedral. There's only one minor drawback: should they succeed, they'll also...

Stuart Little (1999)

Stuart Little

  • 66%
  • PG
  • 84 min
  • Animation

A little guy with a big heart (not to mention whiskers, a little pink nose and a really dapper wardrobe), Stuart (voiced by Michael J. Fox) searches for a sense of belonging and a place to call home in a decidedly supersized world. When he's adopted by the Littles, a human family (Geena Davis, Jonathan Lipnicki and Hugh Laurie), he embarks on adventures with a variety of characters - including his nemesis, family cat Snowbell (voiced by Nathan Lane) - and learns the true meaning of family,...

Go (1999)

Go

    • R
    • 98 min
    • Comedy

    This unconventionally structured comedy is told from the decidedly off-center perspectives of three parties involved in the outrageous events that surround a botched drug deal: a duo of down-on-their-luck supermarket checkout girls, a pair of soap opera actors and an impetuous British expatriate-all of whom discover they are in way over their heads.

    Being John Malkovich (1999)

    Being John Malkovich

    • 93%
    • R
    • 112 min
    • Comedy

    Craig Schwartz (John Cusack) is nearing the end of his string. A gifted street puppeteer, Craig nonetheless is coming up empty-cupped: New York City has little use, or tolerance, for his special talents. His ten-year marriage to Lotte (Cameron Diaz), a workaholic pet store employee who literally brings her work home with her, has become habitual at best. They have no money, no passion, no escape.

    With no other prospects, the nimble-fingered Craig takes a job as an entry-level filing clerk at...

    Wild Wild West (1999)

    Wild Wild West

    • 17%
    • PG-13
    • 106 min
    • Action

    Special government agent James West (Smith), long on charm and wit, and special government agent Artemus Gordon (Kline), a master of disguises and a brilliant inventor of gadgets large and small, are each sent to track down the diabolical genius Dr. Arliss Loveless (Branagh). Loveless is plotting to assassinate the President of the United States with the aid of his monstrously huge walking weapon-transport vehicle called The Tarantula.

    Mystery, Alaska (1999)

    Mystery, Alaska

    • 38%
    • R
    • 119 min
    • Comedy

    The legendary hockey players of Mystery are born on skates. And the weekly hockey game on the local "pond of dreams" is much more than a sport -- it's a ritual celebration attended with religious devotion, the only thing that holds the players together. But then an article in a sports magazine prompts the National Hockey League to send the New York Rangers to challenge these local heroes in a "Rocky"-like, back-to-the-roots-of-hockey exhibition game. The publicity stunt thrusts this tiny town...

    Lake Placid (1999)

    Lake Placid

    • 39%
    • R
    • 82 min
    • Action

    Welcome to Black Lake. Its placid waters complement the pristine Maine wilderness it borders. This tranquil setting is probably the last place you'd expect a gruesome fatality. But then it's also the last place you'd expect to find a 30-foot, narrow--snouted, multi-toothed, reptilian of the species Crocodylus.

    Deuce Bigalow: Male Gigolo (1999)

    Deuce Bigalow: Male Gigolo

    • 23%
    • R
    • 88 min
    • Comedy

    When Deuce Bigalow (Rob Schneider), a naive, good-hearted fish tank cleaner, loses his job at the Los Angeles Aquarium, his life changes dramatically when he is hired to clean the Koi pond at a luxury Malibu apartment complex. He crosses paths with the debonair Antoine Laconte (Oded Fehr), world class gigolo who asks Duece to house-sit to care for a sick exotic fish while he is away on business.

    As Deuce gets comfortable at Antoine's place, he sets off a chain of events that virtually destroys...

    Drop Dead Gorgeous (1999)

    Drop Dead Gorgeous

    • 45%
    • PG-13
    • 98 min
    • Comedy

    A wickedly colorful, twisted comedy, Drop Dead Gorgeous probes the heart of a small Minnesota town where a fictional teen beauty pageant has unleashed a fury of very unladylike behavior. Here in the hallowed American heartland -- amidst the cow fields, pork sausage factories and Lutheran churches, going after the tiara is not just a fairy-tale dream: it's all-out war. Everyone involved in the contest -- mothers, daughters, boyfriends -- knows only one thing counts and it isn't talent, physical...

    Varsity Blues (1999)

    Varsity Blues

    • 40%
    • R
    • 106 min
    • Comedy

    In his 35th year as head coach, Bud Kilmer (Jon Voight) is trying to lead his West Canaan Coyotes to their 23rd division title. Uncompromising and omnipotent, Kilmer is deified in the small Texas town, as long as the team is winning.

    But when star quarterback Lance Harbor (Paul Walker) suffers a season-ending injury, the Coyotes are forced to regroup under the questionable leadership of second-string quarterback Jonathan Moxon (James Van Der Beek). His irreverent attitude and approach to...