10. Dumb & Dumber; 9. The Big Lebowski; 8. Austin Powers: The Spy Who Shagged Me; 7. Tommy Boy; 6. There's Something About Mary; 5. National Lampoon's Vacation; 4. South Park: Bigger, Longer & Uncut; 3. This Is Spinal Tap; 2. Animal House; 1. Caddyshack; which really was thrown together in about 90 seconds. But, it's as accurate as it needed to be.
Almost immediately, I realized The Jerk, Fletch, and American Pie were possible omissions. Commenters proceeded to point out others, which I will address one-by-one here:
The Mummy - I saw it once on video...don't recall much laughter or any enjoyment.
Eight-Legged Freaks - I've never seen it.
Skin Deep - I've never seen it.
Noises Off - I've never seen it.
Arsenic and Old Lace - I've never seen it.
Raising Arizona - I've seen it and enjoyed it. I love the Coen brothers. I need to see it again...
Scrooged - I've seen it once a long time ago. I love Bill Murray. I don't recall this being amongst my favorites of his.
Blues Brothers - I've seen it several times and enjoyed it. But, this one's overrated in my eyes.
A Night In Casablanca - I've never seen it.
Elf - Great one...worthy of consideration...in the Top 3 of "family" comedies for sure.
Take The Money And Run - I've never seen it
Stripes - Holy Shit!!! MAJOR omission on my part.
Face/Off - Mindless action does not equal comedy for me. It just equals mindless action...which is perfect if I'm in the right mood.
Young Frankenstein - I've never seen it (unbelievable as that seems).
Two Week Notice - I've never seen it (Hugh Grant = "romantic" comedy, right?).
Liar, Liar - Worthy contender, as is the 1st Ace Ventura movie (Pet Detective).
The Ref - I've never seen it, but I like Denis Leary (it's him, right?).
Me Myself & Irene - OK, but not my favorite Jim Carrey or Farrelly brothers...
Clerks - Worthy contender, as are most Kevin Smith movies. I think I might like Clerks II better than Clerks! Is that blasphemous??!?!
Office Space - Yes! Yes! This simply MUST find a spot on the list!
O Brother Where Art Thou - Worthy contender from the Coen Brothers...can't knock off Lebowski for me, though.
Super Troopers - This one is right there! If not Top 10, then certainly Top 15, meow.
Strange Brew - I've never seen it, which is bizarre. I was like 12 or 13 when it came out. Most of my friends loved it. I liked SCTV and specifically "Bob & Doug McKenzie." WHY haven't I ever seen this?!?
Army of Darkness - I've never seen it.
Planes, Trains and Automobiles - Another one that is right there. "Train don't run outta Wichita, lessen you a hog or a cattle. People train run out of [snooorrtts--hacks--clears throat] Stubbeville."
Zoolander - I've never seen it, which is also bizarre, since I really enjoy Ben Stiller.
The Princess Bride - I've never seen it. Isn't that a fucking Streisand movie?!? Jeez-us...oh, wait, that's The Prince of Tides...
Blazing Saddles - I've seen it. It's a classic...just not in my Top 10.
Airplane! - Those deadpan, Leslie Nielsen, sight-gag-filled things were never my cup of tea (includes Naked Gun, etc.).
Fargo - Great movie! Wonderful dark comedy (probably 2nd best dark comedy of all time, after Dr. Strangelove...), just not what I was considering for this list.
Bananas - I've never seen it. And, I must say, I only marginally "get" Woody Allen.
Fast Times at Ridgemont High - Oh, HELL yes! This is an all-time classic, especially for someone who was 11 or 12 when it came out. Spicoli is as good a comedic character as anyone in any film discussed in this post. Next to Caddyshack, this is about as quotable a comedy as there is.
Also, I absolutely bust a gut while viewing the following Eddie Murphy movies: Trading Places, Coming To America, and The Nutty Professor. Beverly Hills Cop was good, too.
Back To The Future? F*cking classic, McFly. What about Ferris Bueller's Day Off? Ghostbusters? Groundhog Day? Anchorman? Old School?
What a can of worms!