The Greatest Guilty Pleasure Comedy Movies
- 1Adam Sandler, Christopher McDonald, Julie Bowen
Happy Gilmore stands as a prime example of iconic 90s comedy, starring the ever-entertaining Adam Sandler as a brash, unconventional golfer with dreams of making it big. This outrageous sports comedy brilliantly showcases Sandler's knack for physical humor and wit, while also delivering heart through his character's relationship with his beloved grandmother. The hilarious antics and memorable lines make it easy to see why Happy Gilmore remains a go-to choice for fans in need of a laugh-packed guilty pleasure.
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- Dig Deeper...'Happy Gilmore' Is Secretly A Drama About Dealing With Loss And Grief
- #10 of 207 onThe Best Sports Movies Ever Made
- #77 of 769 onThe Most Rewatchable Movies
- 2Robert Hays, Julie Hagerty, Peter Graves
Airplane! continues to reign supreme as an all-time favorite in the world of spoof comedies, its relentless barrage of absurdity and rapid-fire quips keeping viewers in stitches from start to finish. Lampooning the disaster film genre with gusto, this 1980 classic ups the ante on slapstick and wordplay, resulting in countless memorable moments and an irresistible charm that has stood the test of time. With a stellar ensemble cast delivering unforgettable performances, Airplanes!'s legacy as an enduring guilty pleasure comedy remains secure.
More Airplane!- #33 of 399 onThe Best Movies Of The 1980s, Ranked
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- #11 of 232 onThe Best '80s Comedy Movies, Ranked
- 3Jim Carrey, Jeff Daniels, Lauren Holly
Few comedy films can hold a candle to the sheer idiocy and hilarity found in Dumb and Dumber, the uproarious tale of two dimwitted friends embarking on a cross-country adventure. The comedy goldmine that is the pairing of Jim Carrey and Jeff Daniels provides endless entertainment, as their characters stumble and bumble their way through a series of sidesplitting situations. The film's nonsensical brand of humor and finely-tuned delivery ensure that Dumb and Dumber remains etched in the minds of comedy aficionados as a beloved guilty pleasure.
More Dumb and Dumber- Dig Deeper...Behind-The-Scenes Stories From 'Dumb And Dumber'
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- #196 of 769 onThe Most Rewatchable Movies
- 4Jim Carrey, Courteney Cox, Sean Young
Ace Ventura: Pet Detective holds a special place in the annals of comedic film history, thanks to Jim Carrey's uninhibited performance as the quirky animal sleuth with a penchant for hilarious escapades. A veritable showcase of Carrey's unparalleled physical comedy skills, the film sees Ventura on a mission to solve a high-profile animal kidnapping case with his unique methods and outrageous antics. This wild ride of a film never fails to provide laugh-out-loud moments, making it a fitting entry in any list of guilty pleasure comedies.
- #111 of 207 onThe Best Sports Movies Ever Made
- #205 of 769 onThe Most Rewatchable Movies
- #66 of 704 onThe All-Time Greatest Comedy Films
- 5O. J. Simpson, "Weird Al" Yankovic, Reggie Jackson
A masterclass in absurdity and parody, The Naked Gun: From the Files of Police Squad! pokes fun at the cop drama genre with unparalleled gusto, capitalizing on the comedic prowess of its lead, the incomparable Leslie Nielsen. As the bumbling Detective Frank Drebin, Nielsen finds himself entangled in a nefarious plot, resulting in a ceaseless parade of slapstick comedy, sight gags, and uproarious one-liners. The film's iconic status as a top-tier guilty pleasure comedy is unquestionable, earning it a permanent spot in the annals of cinematic hilarity.
- #86 of 399 onThe Best Movies Of The 1980s, Ranked
- #362 of 769 onThe Most Rewatchable Movies
- #20 of 232 onThe Best '80s Comedy Movies, Ranked
The Police Academy franchise has long been a staple in the realm of guilty pleasure comedies, amassing an impressive seven films filled with slapstick humor, bizarre antics, and a lovable ensemble of quirky characters. As an institution of ineptitude and hilarity, the various misadventures of these bumbling law enforcement rookies provide a welcomed dose of mindless entertainment, making the franchise a go-to source for lighthearted laughter.
- Dig Deeper...The Best 'Police Academy' Movies, Ranked
- #85 of 104 onThe Best Film Franchises, Ranked
- #161 of 308 onThe 295+ Best Movies For Guys
- 7Mel Brooks, John Candy, Rick Moranis
As a brilliant spoof of the beloved Star Wars franchise, Spaceballs effortlessly earns its place among the all-time greats of parody cinema. Directed by comedy legend Mel Brooks, this zany adventure through outer space delivers a ceaseless barrage of slapstick humor, clever wordplay, and memorable characters, making it a must-watch guilty pleasure for fans of both science fiction and comedy.
More Spaceballs- Dig Deeper...10 Behind-The-Scenes Stories About 'Spaceballs'
- #51 of 399 onThe Best Movies Of The 1980s, Ranked
- #82 of 769 onThe Most Rewatchable Movies
- 8Adam Sandler, Kathy Bates, Henry Winkler
The Waterboy provides yet another hilarious showcase for Adam Sandler's masterful comedic skills, as he steps into the role of a socially awkward water boy turned football superstar. The film's vibrant cast of characters, wild antics, and unforgettable quotable lines make it a must-watch for fans of guilty pleasure comedies, proving once again that Sandler has an uncanny ability to bring laughs and warmth in equal measure.
More The Waterboy- #48 of 50 onThe Biggest Movies Of The '90s, Ranked
- #30 of 207 onThe Best Sports Movies Ever Made
- #95 of 704 onThe All-Time Greatest Comedy Films
- 9Adam Sandler, Darren McGavin, Bridgette Wilson-Sampras
Billy Madison is yet another hilarious entry in Adam Sandler's comedic oeuvre, chronicling the absurd journey of an immature man-child as he returns to school in order to inherit his father's fortune. Packed with unforgettable moments and Sandler's signature blend of humor, this laugh-a-minute film stands as a prime example of a classic guilty pleasure comedy.
More Billy Madison- #298 of 769 onThe Most Rewatchable Movies
- #350 of 704 onThe All-Time Greatest Comedy Films
- #193 of 379 onThe Best Movies Of The 1990s
- 10Adam Sandler, Joey Lauren Adams, Jon Stewart
Big Daddy sees Adam Sandler in peak form as an immature slacker who unexpectedly finds himself responsible for a young child, leading to a heartfelt journey of personal growth and plenty of laugh-out-loud moments along the way. With its blend of slapstick humor, endearing relationships, and Sandler's unmistakable wit, this delightful comedy serves as a prime guilty pleasure for those seeking both chuckles and a poignant message.
More Big Daddy- #42 of 50 onThe Biggest Movies Of The '90s, Ranked
- #467 of 704 onThe All-Time Greatest Comedy Films
- #277 of 379 onThe Best Movies Of The 1990s
- 11Mark Wahlberg, Mila Kunis, Seth MacFarlane
Ted brings a delightfully twisted sensibility to the buddy comedy genre, centering on a grown man whose best friend just so happens to be his sentient, foul-mouthed childhood teddy bear. With Seth MacFarlane's signature blend of raucous humor and pop culture references, the film embraces its outrageous premise with gusto, offering viewers an irresistible guilty pleasure that's equal parts crude, heartwarming, and undeniably hilarious.
More Ted- #565 of 769 onThe Most Rewatchable Movies
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- #306 of 704 onThe All-Time Greatest Comedy Films
- 12Jonah Hill, Michael Cera, Christopher Mintz-Plasse
Superbad has firmly established itself as a modern coming-of-age comedy classic, showcasing the misadventures of high school friends as they navigate the tumultuous waters of adolescence and teenage debauchery. Bolstered by the combined comedic talents of Jonah Hill, Michael Cera, and Christopher Mintz-Plasse, this uproarious tale of friendship, love, and underage drinking offers a heavy dose of hilarity and nostalgia for viewers, making it a quintessential guilty pleasure movie.
More Superbad- Dig Deeper...Behind-The-Scenes Stories From The Making Of 'Superbad'
- #366 of 769 onThe Most Rewatchable Movies
- #32 of 704 onThe All-Time Greatest Comedy Films
- 13John Belushi, Kevin Bacon, Donald Sutherland
National Lampoon's Animal House remains an iconic fixture in the world of raucous college comedies, its uproarious tales of fraternity life and debauchery continuing to resonate with audiences decades after its release. Featuring standout performances from the likes of John Belushi and Tim Matheson, this wild and irreverent film encapsulates the spirit of youthful rebellion and the quest for a good time, earning it a well-deserved spot among the pantheon of guilty pleasure comedies.
- 14Luke Wilson, Will Ferrell, Vince Vaughn
Old School serves up a generous helping of nostalgic hilarity, as three middle-aged friends attempt to relive their glory days by starting a fraternity. With a comedic dream team comprised of Will Ferrell, Vince Vaughn, and Luke Wilson, this raucous tale of friendship and debauchery offers plenty of laughs and heart, making it an irresistible guilty pleasure for comedy fans.
More Old School- #88 of 113 on50+ Movies That Need Sequels
- #81 of 704 onThe All-Time Greatest Comedy Films
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- 15Robert De Niro, Ben Stiller, Dustin Hoffman
Meet the Fockers brings together a comedic powerhouse cast, including Ben Stiller, Robert De Niro, Dustin Hoffman, and Barbra Streisand, for a riotous clash of personalities in this hilarious tale of in-law encounters. As a testament to the film's irresistible charm and impeccable comedic timing, it continues to entertain audiences with its perfect blend of awkward situations, outrageous antics, and sharp wit, earning its place as a beloved guilty pleasure comedy.
More Meet the Fockers- #437 of 769 onThe Most Rewatchable Movies
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- 16Shawn Wayans, Marlon Wayans, Cheri Oteri
Scary Movie stands as the quintessential horror parody film, poking fun at the conventions and tropes of the genre with a litany of sidesplitting gags and one-liners. As the first entry in a long-running comedy franchise, this irreverent and absurd film paved the way for countless imitators, solidifying its status as an enduring guilty pleasure for fans of both horror and comedy.
More Scary Movie- #358 of 704 onThe All-Time Greatest Comedy Films
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- 17Cary Elwes, Richard Lewis, Roger Rees
Robin Hood: Men in Tights, directed by the incomparable Mel Brooks, offers a riotously funny take on the classic tale, skewering the traditional story with a barrage of jokes and gags. With a delightful ensemble cast led by Cary Elwes in the titular role, this parodic romp through Sherwood Forest provides a perfect dose of guilty pleasure hilarity for those seeking a lighthearted escape.
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- #181 of 769 onThe Most Rewatchable Movies
- #83 of 704 onThe All-Time Greatest Comedy Films
- 18Jay Chandrasekhar, Kevin Heffernan, Steve Lemme
Super Troopers delivers a high-octane dose of hilarity, chronicling the shenanigans of a group of prank-loving highway patrol officers. Filled to the brim with memorable gags, quotable lines, and uproarious antics, this cult favorite has cemented its place as a go-to guilty pleasure for comedy aficionados seeking a night of laughter and fun.
More Super Troopers- #93 of 704 onThe All-Time Greatest Comedy Films
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- 19Chevy Chase, Rodney Dangerfield, Bill Murray
Caddyshack has stood the test of time as an iconic golf comedy, featuring a wildly talented ensemble cast of comedic legends, including Chevy Chase, Bill Murray, and Rodney Dangerfield. The film's relentless humor and unforgettable characters make it an easy pick for a night of lighthearted entertainment and laughs, securing its status as a classic guilty pleasure.
More Caddyshack- Dig Deeper...Drug-Fueled Stories From Behind The Scenes Of 'Caddyshack'
- #35 of 399 onThe Best Movies Of The 1980s, Ranked
- #13 of 207 onThe Best Sports Movies Ever Made
- 20John Cho, Kal Penn, Paula Garcés
Harold & Kumar Go to White Castle serves up a veritable buffet of hilarity, following the adventures of two friends on a seemingly insurmountable quest for fast food satisfaction. With its perfectly paired leads, John Cho and Kal Penn, and an abundance of raunchy humor, this entertaining romp has earned its place among the pantheon of guilty pleasure comedies.
- #305 of 704 onThe All-Time Greatest Comedy Films
- #5 of 93 onThe 85+ Best Stoner Comedies Ever
- #34 of 99 onThe Best Movies Of 2004, Ranked
- 21Jennifer Aniston, Jason Sudeikis, Will Poulter
We're the Millers puts a hilarious twist on the classic road trip comedy, as a ragtag group of misfits pose as a picture-perfect family in an attempt to smuggle a large shipment of marijuana across the border. With a standout ensemble cast that includes Jennifer Aniston, Jason Sudeikis, and Will Poulter, this uproarious film serves up plenty of laughs and absurd situations, making it a surefire guilty pleasure for any comedy fan.
More We're the Millers- #273 of 704 onThe All-Time Greatest Comedy Films
- #29 of 93 onThe 85+ Best Stoner Comedies Ever
- #37 of 89 onThe Most Rewatchable Comedy Movies
- 22Rick Moranis, Ellen Greene, Steve Martin
Little Shop of Horrors combines dark humor with musical delights in its captivating tale of a nerdy florist who finds himself at the mercy of a bloodthirsty plant. With catchy tunes, memorable performances, and a unique blend of campiness and comedy, this cult classic has garnered a devoted following and stands as a beloved guilty pleasure.
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- #107 of 399 onThe Best Movies Of The 1980s, Ranked
- #364 of 769 onThe Most Rewatchable Movies
- 23Tim Allen, Sigourney Weaver, Alan Rickman
Galaxy Quest expertly blends science fiction, satire, and comedy in its entertaining tale of a group of washed-up actors who find themselves thrust into a real-life interstellar conflict. With an impressive ensemble cast that includes Tim Allen, Sigourney Weaver, and Alan Rickman, this delightful film never fails to bring the laughter, making it a worthy addition to any lineup of guilty pleasure comedies.
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- #316 of 769 onThe Most Rewatchable Movies
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- 24John Cusack, Rob Corddry, Craig Robinson
Hot Tub Time Machine takes the time travel comedy genre to zany new heights, as a group of friends find themselves transported back to the 1980s via a mystical whirlpool bath. Boasting an engaging cast that includes John Cusack, Rob Corddry, and Craig Robinson, this outrageous and fun-filled comedy serves up equal parts nostalgia and hilarity, making for a fantastic guilty pleasure viewing experience.
More Hot Tub Time Machine- #709 of 769 onThe Most Rewatchable Movies
- #497 of 704 onThe All-Time Greatest Comedy Films
- #16 of 99 onThe Best Period Movies Set in the '80s
- 25Eileen Brennan, Martin Mull, Lesley Ann Warren
Clue transforms the classic board game into a delightful comedic whodunit, featuring an all-star ensemble cast that includes Tim Curry, Madeline Kahn, and Christopher Lloyd. With its cleverly crafted murder mystery, razor-sharp dialogue, and uproarious humor, this timeless comedy remains a beloved guilty pleasure for cinephiles everywhere.
More Clue- #119 of 399 onThe Best Movies Of The 1980s, Ranked
- #367 of 769 onThe Most Rewatchable Movies
- #53 of 232 onThe Best '80s Comedy Movies, Ranked
- 26Charlie Sheen, Cary Elwes, Valeria Golino
Hot Shots! parodies the action-packed world of fighter pilots with a rapid-fire barrage of ludicrous humor and slapstick antics. Led by the comedic talents of Charlie Sheen, this absurdly funny spoof elicits belly laughs at every turn, making it an unmissable guilty pleasure for comedy aficionados.
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- #118 of 704 onThe All-Time Greatest Comedy Films
- #59 of 168 onThe Best '90s Comedy Movies, Ranked
- 27Justin Long, Jonah Hill, Blake Lively
Accepted brings a refreshing twist to the college comedy genre, as a group of rejected high school graduates create their own fake university to gain acceptance. The engaging cast, including Justin Long and Jonah Hill, delivers a hilarious and heartwarming tale of friendship, self-discovery, and the pursuit of higher education, making it a perfect guilty pleasure pick for fans of smart, feel-good comedies.
More Accepted- #582 of 704 onThe All-Time Greatest Comedy Films
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- 28Sacha Baron Cohen, Ken Davitian, Luenell
Sacha Baron Cohen's Borat: Cultural Learnings of America for Make Benefit Glorious Nation of Kazakhstan offers a brilliant and provocative satire on Western culture, as the titular character travels across the United States in search of knowledge and enlightenment. The film's outrageous humor and unapologetic approach to controversial subject matter make for a truly unique cinematic experience, earning it a well-deserved spot among guilty pleasure comedies.
- 29David Spade, Dennis Miller, Brittany Daniel
Joe Dirt stars David Spade in a heartwarming, hilarious tale of an underdog mullet-sporting janitor searching for his long-lost parents. As a touching, yet ridiculous journey unfolds, the film's offbeat humor and charming characters captivate audiences, solidifying its status as a beloved guilty pleasure comedy.
More Joe Dirt- #36 of 113 onThe Best Movies Of 2001
- #500 of 704 onThe All-Time Greatest Comedy Films
- #221 of 633 onThe 600+ Funniest Movies Of All Time
- 30Emma Stone, Penn Badgley, Amanda Bynes
Easy A puts a modern spin on the classic high school comedy, as Emma Stone's character navigates the treacherous waters of teenage gossip and rumors. Bolstered by Stone's charming performance and a smart, witty script, this delightful coming-of-age tale provides a fresh and enjoyable guilty pleasure for fans of clever, heartfelt comedies.
More Easy A- #382 of 769 onThe Most Rewatchable Movies
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