The 20 FUNNIEST FILMS from the LAST 20 YEARS

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1.
Home Alone (1990)
    1 2 3 4 5 6 7 8 9 10 7.5/10 X  
An eight-year-old troublemaker must protect his house from a pair of burglars when he is accidentally left home alone by his family during Christmas vacation. (103 mins.)
Director: Chris Columbus
 
2.
Wayne's World (1992)
    1 2 3 4 5 6 7 8 9 10 7.0/10 X  
Two slacker friends try to promote their public-access cable show. (94 mins.)
 
3.
Groundhog Day (1993)
    1 2 3 4 5 6 7 8 9 10 8.0/10 X  
A weatherman finds himself inexplicably living the same day over and over again. (101 mins.)
Director: Harold Ramis
 
4.
Dazed and Confused (1993)
    1 2 3 4 5 6 7 8 9 10 7.7/10 X  
The adventures of high school and junior high students on the last day of school in May 1976. (102 mins.)
 
5.
Mrs. Doubtfire (1993)
    1 2 3 4 5 6 7 8 9 10 6.9/10 X  
After a bitter divorce, an actor disguises himself as a female housekeeper to spend time with his children held in custody by his former wife. (125 mins.)
Director: Chris Columbus
 
6.
Clerks (1994)
    1 2 3 4 5 6 7 8 9 10 7.8/10 X  
A day in the lives of two convenience clerks named Dante and Randal as they annoy customers, discuss movies, and play hockey on the store roof. (92 mins.)
Director: Kevin Smith
 
7.
Dumb and Dumber (1994)
    1 2 3 4 5 6 7 8 9 10 7.3/10 X  
The cross-country adventures of two good-hearted but incredibly stupid friends. (107 mins.)
Director: Peter Farrelly
 
8.
Liar Liar (1997)
    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
A fast-track lawyer can't lie for 24 hours due to his son's birthday wish after he turns his son down for the last time. (86 mins.)
Director: Tom Shadyac
 
9.
The Big Lebowski (1998)
    1 2 3 4 5 6 7 8 9 10 8.2/10 X  
"The Dude" Lebowski, mistaken for a millionaire Lebowski, seeks restitution for his ruined rug and enlists his bowling buddies to help get it. (117 mins.)
Director: Joel Coen
 
10.
There's Something About Mary (1998)
    1 2 3 4 5 6 7 8 9 10 7.1/10 X  
A man gets a chance to meet up with his dream girl from high school, even though his date with her back then was a complete disaster. (119 mins.)
 
11.
Me, Myself & Irene (2000)
    1 2 3 4 5 6 7 8 9 10 6.6/10 X  
A nice-guy cop with dissociative identity disorder must protect a woman on the run from a corrupt ex-boyfriend and his associates. (116 mins.)
 
12.
Meet the Parents (2000)
    1 2 3 4 5 6 7 8 9 10 7.0/10 X  
Male nurse Greg Focker meets his girlfriend's parents before proposing, but her suspicious father is every date's worst nightmare. (108 mins.)
Director: Jay Roach
 
13.
Bruce Almighty (2003)
    1 2 3 4 5 6 7 8 9 10 6.7/10 X  
A guy who complains about God too often is given almighty powers to teach him how difficult it is to run the world. (101 mins.)
Director: Tom Shadyac
 
14.
50 First Dates (2004)
    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
Henry Roth is a man afraid of commitment up until he meets the beautiful Lucy. They hit it off and Henry think he's finally found the girl of his dreams, until he discovers she has short-term memory loss and forgets him the very next day. (99 mins.)
Director: Peter Segal
 
15.
Hitch (2005)
    1 2 3 4 5 6 7 8 9 10 6.6/10 X  
While helping his latest client woo the fine lady of his dreams, a professional "date doctor" finds that his game doesn't quite work on the gossip columnist with whom he's smitten. (118 mins.)
Director: Andy Tennant
 
16.
The 40-Year-Old Virgin (2005)
    1 2 3 4 5 6 7 8 9 10 7.1/10 X  
Goaded by his buddies, a nerdy guy who's never "done the deed" only finds the pressure mounting when he meets a single mother. (116 mins.)
Director: Judd Apatow
 
17.
Borat: Cultural Learnings of America for Make Benefit Glorious Nation of Kazakhstan (2006)
    1 2 3 4 5 6 7 8 9 10 7.3/10 X  
Kazakh TV talking head Borat is dispatched to the United States to report on the greatest country in the world. With a documentary crew in tow, Borat becomes more interested in locating and marrying Pamela Anderson. (84 mins.)
Director: Larry Charles
 
18.
Tropic Thunder (2008)
    1 2 3 4 5 6 7 8 9 10 7.0/10 X  
Through a series of freak occurrences, a group of actors shooting a big-budget war movie are forced to become the soldiers they are portraying. (107 mins.)
Director: Ben Stiller
 
19.
The Hangover (2009)
    1 2 3 4 5 6 7 8 9 10 7.8/10 X  
Three buddies wake up from a bachelor party in Las Vegas, with no memory of the previous night and the bachelor missing. They make their way around the city in order to find their friend before his wedding. (100 mins.)
Director: Todd Phillips
 
20.
The Other Guys (2010)
    1 2 3 4 5 6 7 8 9 10 6.7/10 X  
Two mismatched New York City detectives seize an opportunity to step up like the city's top cops whom they idolize -- only things don't quite go as planned. (107 mins.)
Director: Adam McKay