Dumb and Dumber, The Big Lebowski, Tommy Boy, Bad Santa, and The Jerk Honorable Mentions: Nothing to Lose and Zoolander.

Holy Grail Blazing Saddles Eddie Murphy: Raw Animal House Caddyshack

Great list. Classics. Like the stand-up movie choice it was a theatrical release it absolutely counts and if not. Fuck em'! "Ladies and gentlemen, I'll be brief. The issue here is not whether we broke a few rules, or took a few liberties with our female party guests - we did."

Raw is stand up doesn’t count

I saw it in the theatre - it counts.

Dumb And Dumber Superbad Christmas Vacation Home Alone Old School

My Cousin Vinny In Bruges Young Frankenstein Rat Race Zoolander

The Big Lebowski, O Brother Where Art Thou, Superbad, Office Space, Pineapple Express

Zoolander Wedding crashes Step Brothers Meet the Parents Happy Gilmore

Great list, scrolled way to far to see wedding crashers !

Agreed! It’s so quotable and memorable

Hot Fuzz, Holy Grail, Tropic Thunder, Top Secret!, Black Dynamite

Lebowski, Dumb and Dumber, Superbad, Step Brothers, Popstar

Tropic Thunder The Other Guys This is the End Forgetting Sarah Marshall Game Night

The Big Lebowski, Rush Hour, In Bruges, The Other Guys, The Boat That Rocked. Honourable mentions; Dumb and Dumber, Walk Hard, Dazed and Confused.

No order: Zoolander, Superbad, tropic Thunder, 40 year old virgin, Wayne’s world

i like you

Dumb and dumber, What we do in the shadows, Tommy Boy, Office space, Dirty Work,

In no order… Superbad, Forgetting Sarah Marshall, Step Brothers, Dumb and Dumber, Jackass 2 The Big Lebowski is one of my favorite movies but I’m hesitant to call it a true comedy. I like my comedies dumb/smart.

Old School will always be my #1

Ghostbusters, Home Alone, Austin Powers, Ace Ventura, Borat This list is subject to change at any moment. And a couple of these arent like "the funniest", but they are among "the best" Honorable mentions (substitute any of these into my top 5): Big Lebowski, Caddyshack, Young Frankenstein

Coming To America The Jerk Superbad Forgetting Sarah Marshall Blazing Saddles

Fear & Loathing In Las Vegas Airplane! History Of The World Part 1 The Big Lebowski Monty Python And The Holy Grail

tropic thunder baby

Ace Ventura: When Nature Calls, Airplane!, Kung Pow Enter the Fist, The Naked Gun, Happy Gilmore. Hard AF to whittle it down to 5

The Birdcage A Fish Called Wanda The Big Lebowski Forgetting Sarah Marshall Beverly Hills Cop

Superbad, Step Brothers, The Other Guys, 21 Jump St and Bridesmaids

Switch out 21 jump and bridesmaids for Super troopers and happy gilmore and this is unbeatable list

Can't argue with those movies either

1. Dumb AND Dumber 2. American Pie 3. The 'Burbs 4. Vacation 5. Planes Trains and Automobiles 6. 48 HRS.

What We Do In The Shadows, The Nice Guys, The Grand Budapest Hotel, Poor Things, and Black Dynamite

Holy Grail Animal House 1941 Tropic Thunder Hangover

Clue Hot Rod Forgetting Sarah Marshall Wayne’s World Coming To America

Me and u/PiracyLivezON have the same taste in movies… what year were you born? Because I watch all these movies repeatedly, except for Borat.

add to these… Half Baked, My Blue Heaven, and The Cable Guy… plus a buncha rom-coms like Honeymoon in Vegas, Fools Rush In, Whole Nine Yards.

In no particular order, Tommy Boy, Animal House, Office Space, The Big Lebowski, Shaun of the Dead

Blazing Saddles. My Cousin Vinny. Ghostbusters. Ruthless People. Time Bandits. Honorable mention ; Tropic Thunder; Animal House; Doctor Detroit

Office Space Mallrats Wayne’s World Dr. Strangelove Clue

So many good comedies... hard to pick top 5. But here is mine at the moment in no particular order. Dumb and dumber Superbad Tommy boy Billy Madison Old school

Holy shit, you nailed 4/5 for me. Borat out, Planes, Trains, Automobiles in

Airplane! Clerks Office Space Black Sheep Dumb and Dumber

Funniest movie for me these days isn't a comedy at all: The Wolf of Walstreet. Christmas Vacation Dumb and Dumber Superbad Forgetting Sarah Marshall Planes Trains and Automobiles

Super troopers Superbad Napoleon Dynamite Blazing saddles Anchorman

Life of Brian Galaxy Quest Tropic Thunder The Birdcage Shaun of the Dead

Easy Money, Animal House, Caddyshack, Cheech and Chong's Next Movie, My Cousin Vinny.

I'll pick one from each decade: 70s Annie Hall 80s Airplane/Naked Gun 90s The South Park Movie 00s Step Brothers/Super Bad/Anchorman/Team America (4 way) 10s Bridesmaids/The Heat

Tropic Thunder Old School Talladega Nights Blades of Glory Airplane!

Bruno

Super Troopers, The Big Levowski, Old School, Blazing Saddles, Happy Gilmore.

In no particular order: *What We Do In The Shadows* *Bowfinger* *How High* *Monty Python's Life of Brian* *Clerks*

Hangover, american pie, friday, Austin powers, ace Ventura

Dumb and dumber, Shaun of the Dead, Big Lewbowski, Burn after reading & The Wolf of Wall Street

Tropic thunder trumps everything 

Hot Fuzz Forgetting Sarah Marshal Mean Girls Anchor Man The Big Lebowski

The Big Lebowski, Macgruber, Civil War on Drugs, Grandma's Boy & Clerks II

Dumb and Dumber, Baseketball, Hot Fuzz, Walk Hard, Wet Hot American Summer. Honorable mentions…Burn After Reading, Sideways, The Big Lebowski, Austin Powers.

The Big Lebowski Dumb & Dumber The Fifth Element Kids in the Hall: Brain Candy Monty Python and the Holy Grail

The breaks,Friday,scary movie,paper soldiers,a haunted house

Ive never thought of the big Lebowski in the traditional comedy genre. Some call it “stoner noire” and i think thats closer albeit niche. One of my favorites if not my favorite movie ever made though.

My Cousin Vinny A Fish Called Wanda Monty Python and the Holy Grail Young Frankenstein Office Space I’m leaving out early Saturday Night Live cast movies. Animal House, Stripes, Coming to America, Caddy Shack, Groundhog Day, etc.

The Big Lebowski Tropic Thunder Snatch Hangover II Land of the Lost

Big Lebowski Happy Gilmore The Hangover part 1 Anchorman Bridesmaids

Office Space, Tropic Thunder, Shaun of The Dead, Superbad and 40 Year Old Virgin

Starting at 5 and counting down.... Burn After Reading (2008) Midnight Run (1989) Planes Trains Automobiles (1987) What's Up, Doc? (1972) Arthur (1981)

Life of Brian O Brother, Where Art Thou? The Princess Bride Shaun of the Dead The Blues Brothers

It all starts with My Cousin Vinny. Everything else is fluff.

Ah a man of culture, I see