Thanks all.
Here was my list so far:
Ace Ventura
Ace Ventura: When Nature Calls
Airheads
Almost Heroes
American Pie
Austin Powers
Austin Powers: The Spy Who Shagged Me
Bad Boys
BASEketball
Beevis and Buthead
Beverley Hills Cop III
Beverley Hills Ninja
Big Daddy
Bio-Dome
The Big Lebowski
Bill and Ted’s Bogus Journey
Billy Madison
Black Sheep
Blue Streak
Bong Water
Bottle Rocket
Bowfinger
Bulletproof
The Cable Guy
Canadian Bacon
Celtic Pride
City Slickers
City Slickers II
Clerks
Coneheads
Cool Runnings
Dazed and Confused
Delirious
Dogma
Dirty Work
Duece Bigalow: Male Gigalow
Dumb and Dumber
Ed Wood
Encino Man
Fierce Creatures
Friday
Galaxy Quest
Gone Fishin’
Greedy
Gross Point Blank
Groundhog Day
Half Baked
Happy Gilmore
Heavyweights
High School High
High Strung
Holy man
Hot Shots
Hot Shot: Part Deux
Houseguest
In the Army Now
Joe’s Apartment
Jury Duty
Kingpin
King Ralph
Liar Liar
Life
The Man Who Knew Too Little
Major Payne
Mallrats
The Mask
Mr. Magoo
Mrs. Doubtfire
Multiplicity
My Boyfriend’s Back
My Cousin Vinny
Mystery men
Naked Gun 2
Naked Gun 3
Night at the Roxbury
Noting but trouble
Nothing to Lose
The Nutty Professor
Office Space
Orgazmo
Police Academy: Mission to Moscow
The Ref
Robin Hood: Men in Tights
Rush Hour
Rushmore
Sgt. Bilko
Son in Law
South Park: Bigger Longer and Uncut
Spy Hard
There’s Something About Mary
Tommy Boy
Trial and Error
The Waterboy
Vegas Vacation
Wagon’s East
Wayne’s World
Wayne’s World 2
The Wedding singer
What About Bob?
Wrongfully Accused
Definitely a few there I'd missed, so thanks.
Planes, Trains and Automobiles
Great movie, though technically 1980's.
Oh yeah I used to love that movie. (although I constantly get it confused with some Kevin Bacon basketball movie that came out around the same time).
So I Married An Axe Murderer
Yeah, I've heard good things about this one. Is it funny?
pauly shore was in a lot in the 90s too
Haha, yeah I think I've got four or five of his movies on the list. In fact his are just the sorts of comedies I'm looking for. Ones that are really specific to the 90's and have a real (out-dated?) 90's feel to them. I mean, really, is there anything more out-dated and 90's than Pauly Shore?
It's actually interesting when you put them all in chronological order; you sort of see a generation shift; the tail-end of this great Murray/Martin/Aykroyd/Candy/Chase films and the rise of the likes of Stiller/Farley/Myers/Sandler. Plus the cinematic birth of Wes Anderson, and also Jim Carrey who just explodes into the 90's with some pretty dominant films.
And of course...Pauly Shore.
So if you can think of any more under-the-radar (even kind of sucky) comedies that aren't there keep 'em coming.
I'm already on a mission to check out a few that have been mentioned.