Top 40 Best Comedy Films of the Decade
Tops - Tops Though I grew up in the 80s, and my first movie memories are from that decade it wasn't until the 90s that I started to earn my own money, and attend the movies on a regular basis. It also wasn't until that decade that I was finally old enough to attend movies that were rated R, and once I crossed that barrier movie viewing got a whole lot more interesting. Many of the movies of this list of the top 40 best comedy movies of the 90s earned that restricted rating, and though Bill Cosby might disagree those movies in many cases seem to elicit more laughter than their more family-friendly brethren.
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That's not to say there are a fair number of family friendly movies on the list. A film doesn't have to be filled with profanity or crude sex jokes to get laughs. However, if it doesn't rely on those cheap and easy laughs the writing has to be top notch to get increasingly desensitized audiences laughing. When I made this list I tried to strike a balance of raunchy comedy and good clean laughs. Please feel free to let loose in comments and let me know if I've succeeded. Here are my picks for the funniest movies of the 90s. 40 - Four Weddings and a Funeral - Though romantic comedies are far from my favorite brand of movie I have to admit that as far as "chick flicks" go this Hugh Grant / Andie MacDowell collaboration isn't bad. With witty dialogue throughout and some dark humor this film manages to keep guys and girls alike entertained throughout. 39 - Rush Hour - Though Jackie Chan's best comedy work came in the western movie Shanghai Noon, co-starring Owen Wilson, he also had some pretty good chemistry with the abrasive comedian Chris Tucker. A hybrid action/comedy film Rush Hour has something to satisfy both types of movie fans. Rush Hour also turned out to be a great commercial success, spawning two sequels, and turning Jackie Chan into an international comedy star. 38 - Chasing Amy - Director Kevin Smith burst on the scene back in 1994 with the low budget, black and white cult comedy classic Clerks. Smith quickly proved he was no one hit wonder, reeling off several more comedies in the 90s. As with all Kevin Smith movies the dialogue is absolutely hilarious, and though this movie might seem a bit mainstream compared to Smith's other works it is still very far from the usual Hollywood romantic comedy. 37 - Billy Madison - As soon as you see Adam Sandler's name attached to a 90s comedy movie you can be pretty sure you're probably not going to be very intellectually stimulated. However, the beauty of a comedy movie is that it doesn't have to make you think; it just needs to make you laugh. Sure Billy Madison has more than its fair share of dumb humor, but you can't help but laugh at the goofball humor and the ludicrous plot. Not Sandler's best work, but good enough to squeak onto this list. 36 - Liar Liar - There was arguably no bigger comedy star in the 90s than Canadian funnyman Jim Carrey. Though his recent work has been more subdued, and he has even taken some dramatic turns, back in the prime of his popularity he was an over-the-top outrageous ham who could get even the most jaded viewer to burst out in laughter. In this film Carrey is perfectly cast as a lawyer who is cursed (or blessed) by the sudden inability to tell a lie. Carrey finds himself spilling his guts in all sorts of awkward situations (one particularly amusing scene takes place in an elevator). Not only is it funny, but Liar Liar manages to be a little touching as well, and even manages to slip a life lesson in there somewhere. One of Carrey's most underrated films in my opinion. 35 - The Nutty Professor - I'm normally not a fan of remakes of classic movies, but this one was so different from the original as to seem like a completely different movies. One of the biggest comedy stars of the 80s Eddie Murphy had been in a career slump until he landed this role as Sherman Klump (and about 10 other people). Again, not much intellectual comedy here, but plenty of cheap laughs to be had. 34 - Romy and Michelle's High School Reunion - Like blonde jokes? Love the 80s? Then Romy and Michelle's High School Reunion should be right up your alley. It is a bit of a talent mismatch with Oscar winner Mia Sorvino pairing up with Lisa Kudrow (Phoebe from Friends) in the lead roles. Still, the two manage to generate pretty good chemistry together. 33 - The Birdcage - This is a film that always seems to get overlooked on these lists, so I wanted to give it the kudos it deserves. Robin Williams and Nathan Lane star, so you know right off the bat the comedy will be outrageous and flamboyant. As Armand (gay cabaret owner) and Albert (his drag queen lover) they certainly deliver on both parts. Gene Hackman is equally good as a straight-laced senator whose daughter is engaged to Armand and Albert's son. At their son's request Albert and Armand must put up a front as a normal, conservative family. Not an easy task to say the least. 32 - Men in Black - This is another movie I never see on lists of best comedy movies. Whether it is simply overlooked or the authors simply don't find it funny I don't know. Personally I think it is a fantastic blend of sci-fi and comedy. Will Smith is great in his role as N.Y.P.D. police officer turned interstellar agent Jay, but it is straight man Tommy Lee Jones as Kay who really steals the show. This one is definitely worth another viewing if you haven't seen it in the last decade or so. 31 - City Slickers - Any guys out there currently in the midst of a midlife crisis? Then this is the movie for you. Billy Crystal, Daniel Stern, and Bruno Kirby all star as three city boys who decide to shake up life a little by taking part in a real life cattle drive. Crystal's sarcastic character Mitch Robbins immediately finds an enemy in ranch hand Curly Washburn, played to perfection by Jack Palance, and the funniest parts of the movie revolve around the conflict between the two. 30 - Hot Shots! - This isn't a film that will appeal to everyone reading this list. However, if you like parody films like Airplane! and The Naked Gun then you will no doubt appreciate this spoof of Tom Cruise's 80s hit film Top Gun. Charlie Sheen shows he had talent for comedy long before his hit sitcom Two and a Half Men, starring in the lead role as Topper Harley, a pilot with a haunted past who must get back into the cockpit to save the day. Sheen's Two and a Half Men co-star Jon Cryer also appears in the film, along with Cary Elwes, Valeria Golino, and the always brilliant Lloyd Bridges, who steals many scenes in the film. 29 - Tommy Boy - Saturday night live alum David Spade and the late Chris Farley team up in this side-splitting comedy about a goof-off son who must grow up in a hurry in order to save the family auto business. Farley once again delivers his signature boisterous but charming, physical brand of comedy, and Spade as always shows his talent for delivering sarcastic quips. Though most of Farley's film career was pretty forgettable compared to his SNL skits, this film is definitely the exception.
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28 - My Cousin Vinny - Not many of the films on this list of the funniest movies of the 90s can boast an Oscar nomination, let alone a win, but this 1992 movie bucks that trend. Marissa Tomei, who was recently so good in The Wrestler landed a Best Supporting Actress statue for her work on the film. Joe Pesci is hilarious as Vinny, an inexperienced lawyer who comes to the rescue of a pair of his family members who've been mistakenly accused of murder and now face the death penalty. Vinny's methods are unorthodox to say the least, but he gets the job done. 27 - Jerry Maguire - Though the signature line from this movie has been absolutely beaten to death in popular culture in the intervening years since its release it is hard to deny the popularity and the impact of this film when it was first released. This one, like My Cousin Vinny also landed an Oscar, with Cuba Gooding Jr. getting the nod as Best Supporting Actor. Tom Cruise, Renee Zellweger and Jay Mohr also deliver great performances, though much of Maguire's over-the-top behavior in hindsight seems annoyingly close to his recent real life antics. 26 - Uncle Buck - It was a sad day for fans of comedy movies when legendary Canadian comic John Candy passed away. However, before Candy's untimely death he created a number of comedy classics including Planes, Trains and Automobiles, The Great Outdoors, Home Alone and Spaceballs. However, his best character might have been the lazy but loveable Uncle Buck, who must grow up in a hurry when he is left in charge of his niece and nephew. Hilarious and touching at the same time, this movie is a classic that can be enjoyed by the whole family. 25 - The Cable Guy - No surprise to see Jim Carrey again on the list. Once again he is hilariously over the top as a cable repairman
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5 - Ace Ventura: Pet Detective - Though he'd appeared in several feature films and had been making people laugh for years on the popular comedy television show In Living Color it was this 1994 film that turned Jim Carrey into a household name. The role of Ace Ventura was the perfect vehicle for a ham like Carrey and he showed off his incredible physical comedic talent as an animal investigator. He would use the success of the film to springboard into the lead roles in such films as The Mask, Dumb & Dumber, The Truman Show and the Ace Ventura sequel When Nature Calls. 4 - Kingpin - The Farrelly brothers make another appearance in the top 10 with this classic bowling movie. When Roy Munson's dreams of becoming a bowling star are abruptly "cut off" he is forced to live vicariously through a young Amish man to gain revenge on his nemesis Ernie McCracken (Bill Murray). Like most Farrelly brothers movies there are a couple moments in this film that will make you squirm, but if you can get through those you'll be laughing the rest of the way. 3 - Swingers - Another cult classic this film stars a pair of young and up and coming comedy stars in Jon Favreau and Vince Vaughn. Vaughn's character Trent becomes something of a Mr. Miyagi to Favreau's Mike, showing him the ropes of the club scene. When it comes to classic comedy movie quotes this film stacks up against the best of them, and is a movie that should be in every self-respecting comedy movie fan's DVD library. 2 - There's Something About Mary - As you can tell, I am a fan of the Farrelly brothers. However, I don't think personal bias weighed into the decision to have this movie at the number 2 spot on the list. Ben Stiller stars in the lead role as Ted, a man who has been obsessed with Mary (Cameron Diaz) ever since he missed out on the opportunity of a lifetime to take Mary to prom in high school (due to a very unusual and painful accident). However, he is not alone. Mary has a long list of suitors, including Matt Dillon's Healy, Lee Evans' Tucker, Chris Elliott's Dom and Brett Favre's Brett Favre. You won't be able to resist laughing at this one at the same time as you are grossed out. Hair gel scene anyone? 1 - The Big Lebowski - Okay, so maybe personal bias can be blamed on my selection for the #1 spot on my list of the top 40 best comedy movies of the 90s. However, just because I have an unabashed love of this film doesn't mean it shouldn't qualify for top spot. The dialog between the Dude (Jeff Bridges), Walter (John Goodman), Donny (Steve Buscemi), Jesus Quintana (John Turturro), and the rest of the brilliant cast of actors is absolutely hilarious, and that more than anything is what makes this movie so funny. The plot may seem convoluted after the first viewing, but watch the film a couple more times and you will get it sorted out, and you will appreciate the brilliance of the Coen brothers. I can't recommend this film highly enough. It is a cult classic that grows more popular with each passing year, and there is a good reason for that. It is, quite simply, one of the funniest movies ever made. Share < Prev Next >