Raunchiest Comedies Ever

Most Outrageous R-Rated Movies

With the severed heads of 'Tropic Thunder' -- and bongs to the head of 'Pineapple Express' -- currently leaving moviegoers in stitches, we look back at 25 other brilliant flicks that contain copious amounts of swearing, drinking, fornicating and anything else that walks a fine line between offensive and outstanding.

Most Outrageous R-Rated Movies

25. 'Police Academy' (1984)

Sure, this 1984 stoopid laffer spawned six unwatchable sequels too many (out of six total ... so far), but the original is still the go-to flick if you want to laugh, not think, and is still Steve Guttenberg's finest comic moment. (Sorry about that, Steve.)

Most Outrageous R-Rated Movies

24. 'Blues Brothers' (1980)

It was 1980. Jake and Elwood Blues were on a mission from God, and we can only presume that the Almighty commanded John Belushi and Dan Aykroyd to let loose in this raucous free-for-all. Saving the orphanage where they were raised? Good. Making audiences scream with laughter? Better.

Most Outrageous R-Rated Movies

23. 'Superbad' (2007)

Genitalia references, bodily fluids and genius one-liners abound in this sure-to-be-classic comedy about two high-school seniors (foul-mouthed Jonah Hill and brilliantly deadpan Michael Cera) out to score booze in the time-honored hope that it'll help them get laid. We'll drink to that.

Most Outrageous R-Rated Movies

22. 'Clerks' (1994)

Kevin Smith became a cult hero to minimum wage slaves everywhere when he turned $27,000 into a glorified student movie with a dirty mouth and one hilarious scene after the next. It is 'Clerks' that truly schooled many a teen in the birds, bees, necrophilia, hermaphroditic porn and the significance of number 37.

Most Outrageous R-Rated Movies

21. 'Bad Santa' (2003)

Screw 'Sling Blade.' Billy Bob Thornton has never been more Oscar-worthy (or more hilarious, lewd and disgusting) than he is as a depraved, alcoholic mall Kris Kringle planning a Christmas Eve heist. He urinates himself, curses at little girls and has sex with large women -- and every moment of it is pure magic.

Most Outrageous R-Rated Movies

20. 'Slap Shot' (1977)

Remember when Paul Newman was a brutish blue collar who dropped F-bombs and womanized for sport? Neither do we, but it's hilarious just to think about his formative years in this lovably obscene classic that includes the greatest "moon" in movie history. Forget 'Miracle': This is what hockey dreams are made of.

Most Outrageous R-Rated Movies

19. 'Kentucky Fried Movie' (1977)

The 'Airplane!' team got its start with this howlingly crude series of sketches spoofing everything from blaxploitation movies to high school science reels. Come for the kung-fu parody, stay for the porn trailer, starring naked Catholic school girls AND a whip-wielding dwarf in a clown suit.

Most Outrageous R-Rated Movies

18. 'Coming to America' (1988)

It may be tame by today's standards, but this quotable classic was still post-'Raw' Eddie Murphy, who relished in greeting his Queens neighbors with a happy-faced "F*** you too!" And while T&A doesn't disrupt Prince Akeem's righteous quest for a Queen, Eriq La Salle's Jheri curls are most offensive.

Most Outrageous R-Rated Movies

17. 'Knocked Up' (2007)

Judd Apatow ('40-Year-Old Virgin') works his magic again, mining an awkward situation (lovable loser Seth Rogen gets smokin'-hot Katherine Heigl preggers during a one-night stand) for comedy gold. At last, here's proof that a film rife with d*** and fart jokes, as well as a climactic vagina shot during childbirth, can have a heart.

Most Outrageous R-Rated Movies

16. 'Team America: World Police' (2004)

It's by far the best film ever to star show-tunes-singing, terrorist-fighting puppets and depict Susan Sarandon getting eaten by a cat -- but we'd expect nothing less from the creators of 'South Park.' And all we can say about the puppet-on-puppet sex scene, complete with acts too vile to mention, is: F*** yeah!

Most Outrageous R-Rated Movies

15. 'Blazing Saddles' (1974)

Before he was the toast of Broadway, Mel Brooks was master of his domain -- artfully raunchy comedy and double entendres, that is. And in 1974, he hit fans with a double shot of that funny stuff: 'Young Frankenstein' and 'Blazing Saddles.' Apparently there were no PC police in the Wild West. Woo-hoo!

Most Outrageous R-Rated Movies

14. 'Fast Times at Ridgemont High' (1982)

Sean Penn's primo surfer dude/stoner Jeff Spicoli doesn't even have to try to put the "high" in high school. And Judge Reinhold getting caught, uh, enjoying himself while watching a bikini-clad Phoebe Cates climb out of the backyard pool is so funny it hurts ... in that good way.

Most Outrageous R-Rated Movies

13. 'American Pie' (1999)

Though this sleeper hit has a distinct Generation Y feel to it (the webcam, etc.), its central struggle -- teens desperate to lose their virginity before college -- is timeless. Who doesn't remember the first time they had sex with a pie? And then there's band camp, once a sacred institution tainted now and forever.

Most Outrageous R-Rated Movies

12. 'Bachelor Party' (1984)

Tom Hanks proves that even Oscar winners once knew how to par-tay with the best of them in this outrageous B movie romp that includes drug-snorting donkeys, an accidental transvestite hookup, a bevy of topless hotties and even a penis masquerading as a foot-long ("and then some!") hot dog.

Most Outrageous R-Rated Movies

11. 'South Park: Bigger, Longer & Uncut' (1999)

Trey Parker and Matt Stone outdid themselves with the big-screen version of their irreverent series, in which Cartman and co. set out to stop WWIII. Groups that will find the film offensive include all races and genders, as well as Satan and the ghost of Saddam Hussein.

Most Outrageous R-Rated Movies

10. 'This Is Spinal Tap' (1984)

It's plenty raunchy (we bet Tipper Gore's no fan of the song "Bitch School"), but it's Rob Reiner's gleeful skewering of the heavy metal scene, his actors deadpan in support of their allegedly sexist album ("What's wrong with sexy?") 'Smell the Glove,' that makes this mock-doc go all the way to 11.

Most Outrageous R-Rated Movies

9. 'Wedding Crashers' (2005)

Their MO is brilliant. But Vince Vaughn and Owen Wilson go above and beyond to make shameless lying and womanizing look like a hoot (oh, who are we kidding? it is). We expect those two to crack us up; the surprise here is breakout Isla Fisher, who turns sex-crazy Gloria into a lunatic we can love.

Most Outrageous R-Rated Movies

8. 'There's Something About Mary' (1998)

In THE definitive gross-out comedy of the '90s, the Farrelly bros. take tastelessness to new heights, thanks to Cameron Diaz (the experimental hair "gel"), Ben Stiller (the frank-and-beans incident) and Matt Dillon (that disgusting moustache). And it's a heartfelt love story to boot.

Most Outrageous R-Rated Movies

7. 'National Lampoon's Vacation' (1983)

Walley World! John Hughes based it on his own family's trip to Disneyland, Harold Ramis and Chevy Chase signed on, and the rest -- a joyride of extramarital lust, implied incest and dead Aunt Edna on the roof -- is road trip history, a high point in the annals of low humor (hee, we said "annals").

Most Outrageous R-Rated Movies

6. 'Old School' (2003)

Just like college, this movie gave us so much: the birth of the "Frat Pack," the beginning of the "I'm Will Ferrell and I like to show off my sagging man-ass" era, Vince Vaughn at the top of his game, hot nude women wrestling in KY Jelly, and, of course, enough catchphrases to last us until f***ing Christmas. "Earmuffs!"

Most Outrageous R-Rated Movies

5. 'The 40-Year-Old Virgin' (2005)

Judd Apatow's breakthrough film is both hysterically vulgar (Apatow is king of juvenile male humor) and surprisingly tender, making this the sweetest film ever to feature Elizabeth Banks having WAY too much graphic fun with a shower head and more F-bombs than Steve Carell has ... err, had chest hairs.

Most Outrageous R-Rated Movies

4. 'Caddyshack' (1980)

Put Chevy Chase, Rodney Dangerfield and Bill Murray on a golf course and you've got a recipe for unmitigated rowdiness, most of it improvised. Every lowbrow gag hits its mark, from the shots to the groin to the candy bar in the swimming pool to Murray's note-perfect "Cinderella story" speech. It's in the hoooole!

Most Outrageous R-Rated Movies

3. 'Stripes' (1981)

No comedy sticks it to The Man like 'Stripes,' an anarchic ode to slackerdom in which Bill Murray unites the losers, gets the girl (on a hot stove, no less) and kicks the Army's ass, all without wiping the smirk off his face. Plus, John Candy vs. six bikini-clad (and unclad) mud wrestlers! That's the fact, Jack.

Most Outrageous R-Rated Movies

2. 'Borat' (2006)

Sacha Baron Cohen's mockumentary about a sexist, racist yet endearing Kazakh reporter took comedy places it had never been before (to a dinner table with Borat holding a bag of his own feces, face-to-face with the testes of a 400-pound man during a nude wrestling match) -- and we are forever changed because of it.

Most Outrageous R-Rated Movies

1. 'National Lampoon's Animal House' (1978)

A provocative expose of how Greek organizations really conduct on-campus affairs, or a shameless excuse to show topless co-eds and a beer-guzzling Belushi? Please, as if John Landis's seminal frat comedy ever had the slightest pretense. It didn't just set the standard for gut-busting raunch; it still holds the belt.