lately, i've been needing to watch silly, comedic movies and was thinking what you all thought were the funniest, genuine, silly, etc... to come down the pike in the last 20 or so years.

Observe & Report
World's Greatest Dad
Black Dynamite
Super
Role Models
I Love You, Man
Serial Mom

Bad Santa
Big Fan
Big Lebowski
South Park Movie
Best In Show
Clerks
Hot Fuzz

And if nervous laughter counts, I was laughing hystericaly during Dogtooth, but that was probably more from sheer horror.

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I seriously laughed all the way through '2012'. Hilarious stuff.

I watch many more dramas than comedies but the last one I seen that was pretty funny was 'Bad Teacher'. I know it received rather poor grades...but I thought it was actually pretty funny.

See what I did there with the "poor grades" remark...Yep.

I agree with everything on this list except Big Fan. I like the film a lot but would call it a drama and not really a comedy (yeah, there are some funny bits, but it's still mainly a drama).

Clerks 2
Black Dynamite
Knocked Up
40 Year Old Virgin
Hot Fuzz
Ron Burgundy
Office Space
The Big Lebowski
South Park...The movie
Shaun of The Dead
Zombieland
SW Ep.3: Revenge of The Sith (that script was horrible enough that it made me laugh just hearing it)

Step Brothers ! perfect

Office Space
American Pie

Wet Hot American Summer

I haven't enjoyed many comedies in the last ten years. I go to so few these days because the popular ones I've seen don't make me laugh.

The one I can think of that genuinely made me laugh a lot was last year's BRIDESMAIDS. That's about it.

South Park: Bigger, Longer, and Uncut
Superbad
Office Space
The Big Lebowski
Zombieland
Anchorman: The Legend of Ron Bugundy
Step Brothers
The Hangover
Tropic Thunder
Dodgeball: A True Underdog Story
The Simpsons Movie
Clerks / Clerks II
Mallrats
Jay & Silent Bob Strike Back
Zack & Miri Make a Porno
Hot Fuzz
Observe & Report

There are just way too many to list. Good comedies are easy to name.

I'm surprised no one has mentioned The Hangover yet. I know it suffers from "overrated syndrome" but it's still one of the funniest movies I've seen in recent years.

I'll agree with:
Shaun of the Dead
Office Space
The Big Lebowski
Superbad

I'll also add:
Cloudy With a Chance of Meatballs - I stayed away from this for so long because I thought it would be a poor kiddy flick. I was wrong. It's hilarious!

Kiss Kiss Bang Bang - Robert Downey Jr. doing his thing to perfection!

Tropic Thunder - Robert Downey Jr. again being truly hilarious. He should have won the Oscar. The famous cameo was just an added bonus!


Surprisingly, I absolutely HATED Bridesmaids. It's been a while since I disliked a movie so much. I had such high hopes for it too.

Screw the haters. It was a belly-laugh generator when I first saw it in theaters.

Some of my favorites -

The Hangover
South Park
Forgetting Sarah Marshall
Super Troopers
American Pie
Office Space

And one that's kind of out there, Sex Drive.

One of my favorite comedies. I thought it was from '91 so that's why I didn't include it. Looked on Wiki and it's from '92, so I guess that fits the OP's criteria.

Sgt. Bilko

If 20 years is the limit, that will take me back to 1992:

-My Cousin Vinny

-Dumb and Dumber

-There's Something About Mary

-Ace Ventura

-Meet the Parents

-Clerks

Bean The Movie

Major Payne

The Cable Guy

Liar Liar

Blankman

Groundhog Day
Dave
Forrest Gump
Four Weddings and a Funeral
Men In Black
Love, Actually
The 40-Year-Old Virgin
The Hangover

'Kingpin' - first that came to mind
'Being John Malkovich'
'Walk Hard: the Dewey Cox Story' - has to be the unrated version.
'Step Brothers'
'Super Troopers'
'Anchorman'
'The Cable Guy'
'Bowfinger'
'Evolution'

There's a few.

Happy Gilmore
Idiocracy
Harold & Kumar Go To White Castle
Road Trip
Old School

So these movies really make me laugh. Even when alone. Lots of giggling.

Tropic Thunder
Kiss Kiss Bang Bang
Kingpin
Anchorman
Zombieland
Idiocracy

Most recently, Cabin in the Woods had me giggling the whole way through. The witty lines were just as strong as Kiss Kiss Bang Bang.

Out of the ones mentioned, here's the ones I can go with:

Office Space
Big Lebowski
Zombieland
American Pie
Bridesmaids
Forgetting Sarah Marshall
Kevin Smith flicks

I'll add:
O Brother Where Art Thou
Idle Hands
Maverick
PCU
Very Bad Things
Horrible Bosses

I hesitated putting it on the list because I agreed with you that it isn't really a comedy, but I decided to go with it since it has about five scenes I laughed my ass off and because the ending

I'd forgotten about My Cousin Vinny even though I was racking my brains for early 90's comedy. I still love that movie.

Kingpin (may be the most I've ever laughed in a theater)
The Big Lebowski (though the Coen movies tend to be overall more clever than LOL funny to me)
O Brother Where Art Thou (" ")
My Cousin Vinny (watched it a little while ago and it still holds up- good laughs and a solid film around them)
40 Year Old Virgin (similar to MCV, a solid and very funny movie)
Gentlemen Broncos (never heard of it until I watched it with friends recently- very funny and well worth tracking down. A hidden gem)