The Movies That Made You Laugh Throughout The Nineties

There’s something about the nineties and its nostalgia. It feels like it’s relevant today, despite being nearly 30 years old! Sometimes, it would be great to go back in time to enjoy some unforgettable comedies during that time. Adam Sandler and Jim Carrey dominated the big screen throughout the nineties, while Cameron Diaz emerged in the limelight too.

But nobody could forget about the International Man of Mystery or the group of high schoolers who wanted to seal the deal before graduation. Those were some unforgettable moments from the funniest movies of the nineties.

Groundhog Day


Photo Credit: Colombia Pictures/MovieStillsDb

Harold Ramis’ warm-hearted film was a mix of Caddyshack meets A Christmas Carol. Bill Murray’s self-important TV weatherman gets to relive the same thing over and over again until he gets it right.

Then, he bottoms out and realizes he’s better off becoming a stand-up guy. Andie MacDowell is the woman who wins his heart.

Office Space


Photo Credit: 20th Century Fox/MovieStillsDb

The cult comedy classic has earned the honor of being a movie that spread largely because of word of mouth.

It was a movie that managed to show what so many sad and depressed people hate about working in an office. All jokes aside, working in a cubicle can get the best of you just like a case of the Monday’s.

Happy Gilmore


Photo Credit: Universal Pictures/MovieStillsDb

Nobody ever says no to watching Happy Gilmore. Adam Sandler’s comedic prowess on Saturday Night Live was on display in this 18-hole golf comedy.

The jokes are delightfully dumb, but nobody could forget the best scene of all — the fight between Happy and Bob Barker. Just ahead, a man who disguised himself as a nanny turned out to be one of the finest examples of ’90s comedies.

Dumb And Dumber


Photo Credit: New Line Cinema/MovieStillsDb

Jim Carrey and a straw-haired Jeff Daniels were the dynamic duo in Bobby and Peter Farrelly’s classic.

Two moronic friends take a road trip across the States in a dog-shaped van to return a briefcase full of money. Today, the movie’s double doofus act is still relevant by millions of fans.

Wayne’s World


Photo Credit: Paramount Pictures/MovieStillsDb

Mike Myers and Dana Carvey were two of the most enjoyable people to watch on TV. From the joys of Queen’s “Bohemian Rhapsody” to Garth accidentally intercepting Ben’s day planner, this movie was outstanding.

And to think, some writer named Conan O’Brien brushed off Myers idea for this sketch on Saturday Night Live.

Mrs. Doubtfire


Photo Credit: 20th Century Fox/MovieStillsDb

This movie is one of the finest examples of comedy in the nineties. From the on-the-nose needle drops like the scene where Robin Williams dances to ‘Dude Looks Like A Lady’ by Aerosmith, to the fashion, Williams was unforgettable in this one.

The most surprising was the perfect little bow at the end of the movie. What was the Farrelly brothers movie that made Cameron Diaz a star? More on that later.

Home Alone


Photo Credit: 20th Century Fox/MovieStillsDb

One of the biggest box office successes of the nineties made Macaulay Culkin a household name.

Kevin McCallister is left home alone after his family forgets him for the Christmas family vacation to Paris. Of course, Kevin has his encounters with the Wet Bandits, but little do they know he’s some sort of whiz kid.

There’s Something About Mary


Photo Credit: 20th Century Fox/MovieStillsDb

Cameron Diaz had a career-defining role thanks to another Farrelly brothers classic hit. Ben Stiller’s sweet-natured personality was a tough match for the other males trying to win Mary’s heart.

Outside of the profanity and a cameo of Brett Favre, nobody could forget Stiller’s zipper genitalia scene or Diaz’s bangs. Still on the way, the film that borrowed a popular song by Don McLean.

Austin Powers


Photo Credit: New Line Cinema/MovieStillsDb

The International Man of Mystery provided wit and satire to back up Mike Myers hilarious antics.

The amount of James Bond references is considered an ode to the iconic film. But, there’s also smart, insightful comedy that’s worth the watch any day of the week.

Ace Ventura: Pet Detective


Photo Credit: Warner Bros./MovieStillsDb

The nineties were full of Jim Carrey playing loveable-goofy roles. The catchphrases from all three films were inescapable around your group of friends.

It’s no surprise that Carrey would go on to become the face of mainstream comedy for the rest of the decade and into the new millenium.

American Pie


Photo Credit: Universal Pictures/MovieStillsDb

Paul and Chris Weitz made their directorial debut in the first film of the American Pie series.

The film focuses on five friends who attend high school, and they make a pact to lose their virginities before their graduation. The title is borrowed from the song of the same name by Don McLean. The next movie ahead had a lot of success, all thanks to its ensemble cast and some girl named Marissa Tomei.

Tommy Boy


Photo Credit: Paramount Pictures/MovieStilsDb

The comedic set pieces of Tommy Boy are worn out. But, the joy of Chris Farley’s charm and constant screw-ups imake this film a timeless classic.

It has a lot of the qualities of some of the comedies that are being released today. Farley succeeds where Sandler wouldn’t have excelled.

Big Daddy


Photo Credit: Columbia Pictures/MovieStilsDb

Sandler plays an immature mid-thirties guy who refuses to take on adult responsibility.

His life suddenly changes when a five-year-old boy named Julian shows up at his apartment unexpectedly. This was Sandler’s last film before starting his production company Happy Madison Productions.

My Cousin Vinny


Photo Credit: 20th Century Fox/MovieStillsDb

My Cousin Vinny takes its plot seriously but managed to be a hilarious flick. The film’s success lies in the cast.

Joe Pesci was coming off an Oscar for his Goodfellas role, and he certainly didn’t disappoint as Vinny Gambini. He’s perfectly matched up with his on-screen girlfriend, Mariss Tomei. Coming up, the first full-length computer-animated movie with all the toys in the world.

The Big Lebowski


Photo Credit: Gramercy Pictures/MovieStillsDb

The Coen Brothers quotable cult crime-comedy is a tribute to Raymond Chandler.

It’s a loopy, shaggy-dog story in the world of big league bowling. Jeff Bridges gave a delightful performance as the Dude. The Big Lebowski is one of those films that gets better and better after each watch.



Photo Credit: Paramount Pictures/MovieStillsDb

After the eighties had Fast Times At Ridgemont High, director Amy Heckerling did the nineties a favor.

Alicia Silverstone stars as Cher Horowitz, shopping her way through L.A. while attending high school. The late Brittany Murphy prevailed as Tai Fraiser and a young Paul Rudd made his film debut as Josh, Cher’s ex-stepbrother.

Toy Story


Photo Credit: Walt Disney Pictures/MovieStillsDb

Nothing like a good old tale about having a friend. Pixar’s tale of action figures and the boy who loves them was the first full-length computer-animated movie.

It was destined to become a historical achievement in the film industry. Woddy, Buzz and the rest of the gang’s friendship and adventure feels as good as childhood.

Men In Black


Photo Credit: Columbia Pictures/MovieStillsDb

Will Smith and Tommy Lee Jones supervise extraterrestrial lifeforms who live on Earth and hide their existence.

It received worldwide acclaim with two more sequels which were released. However, that wouldn’t have happened without the visual effects from Speilberg & Lucas company Industrial Light & Magic.

The Sandlot


Photo Credit: 20th Century Fox/MovieStillsDb

There are certain moments in your childhood you’ll cherish. The Sandlot emphasized that by transporting audience members back to the sixties in the San Fernando Valley.

The movie achieves its cult status thanks to the young actors and the classic quote “You’re killing me, Smalls.”

The Mask


Photo Credit: New Line Cinema/MovieStillsDb

The dark fantasy superhero comedy film turned out to be a critical and commercial success.

This was the movie that would cement Jim Carrey’s career as a dominant actor in the nineties. Carrey earned a Golden Globe nomination while Cameron Diaz made her film debut.