“If you can dodge a wrench, you can dodge a ball!” A classic in our house.
Of course I love Rip Torn on principle, which may have had something to do with it.
(You mean Denise Richards)
I love that movie and quote it all the time:
Amber Atkins: My mom never hid the fact that my dad chose his career over us. What was it she always said?
Loretta: Once a carnie, always a carnie.
Amber Atkins: Mom still cries every time she sees a tilt-a-whirl or a fat lady in a tube top.
That movie was about as stupid as they come (Hey! A blue lady with a blue dog! That’s 20,000 points!), but features the first screen appearance by Penn and Teller as a con man and an Arab Prince, and is absolutely hilarious!
Dear Future Archaeologists. . .
sings
You’re too big to fit in here! Too big to fit in here! 
Take Roger Ebert’s advice and watch Congo thinking it was filmed as a comedy instead of a thriller. You’ll find it one of the funnest films ever.
D’Oh! You’re right, Denise Richards, I mean.
It’s such a quotable movie. Our favorites are:
“Sidewalks, father, SIDEWALKS!”
“That’s why we Lutherans use grape Kool Aid for the blood of Christ.”
Anything said in that over the top midwestern accent is hilarious. “West Virginia!”
Armageddon. It failed miserably as an action disaster movie for me, but is funny as hell in some parts.
There’s Something About Mary. I swear, that’s one of the only movies that made me laugh so hard my sides hurt.
UHF. Love Weird Al, love the parodies of real movies and shows and the original weirdness he came up with for the station’s programming, love the silly “underdogs vs. big business” plot, love everything about it. “Today on Raul’s Wild Kingdom, we’re teaching poodles how to fly!” <yipyipyipyip, thump>
Water Boy. Adam Sandler is hit or miss for me, but I love this movie. I almost peed myself when Farmer Fran is pinching his nipples with a look of bliss on his face while the final pass is still in the air.
Dumb and Dumber could probably only have worked with Jim Carrey’s odd energy. I can’t imagine anyone else making it and succeeding.
Crank. I spent the whole movie in a state of semi-disbelief, laughing at the absurdity, and yet loving how completely over the top it was.
Big Trouble in Little China was a deliberately stupid movie, I believe. I love that they pretend that Jack is the hero when it becomes obvious that he’s actually the (mostly inept) sidekick. Great little film.
Joe’s Apartment. Singing cockroaches performing grand musical choreography + farmboy in New York = comedy gold.
See, I didn’t think that film was extremely stupid, I thought it was awesome. And Kristin Dunst was great in it. It was the first movie I saw with her where I thought, that girl isn’t just another pretty face, she’s really talented.
Oh my god, I’d forgotten about this movie! So obscure, so gross, but so, so hilarious.
Welcome to Joe’s apartment! It’s our apartment toooo!
The remake of The Wicker Man is the most unintentionally hysterically funny because it’s so awful movie I’ve seen in years.
Another vote for Mom & Dad Save the World.
Joe vs. the Volcano. I used to not like it, but its stupidity has grown on me.
Dr. Detroit
Bad Santa
Dumb and Dumberer
Night at the Roxbury
8 Crazy Nights
Half Baked.
Comedy Gold!
Kathy Bates is (as she always is) fantastic in that movie. She KILLS me when she’s eating dinner with Bobby & Vicki Valentine
to Bobby: Did they ever catch that go-rilla whut escape from da zoo and punched you in your eye?
Please tell me that I am not the only person who thinks that Dirty Work bordered on genius.
Norm Macdonald. Artie Lang. Directed by Bob Sagat. What more do you need?
“Let me get this straight. You bet on the fight in Rocky 4, and you bet against Rocky?”
“Hindsight is 20/20 my firend.”
I just about cried with laughter when Lynn Swann is on the air, and you see Kathy Bates in the background, mugging for the camera!
Another stupid movie that I just love is Screwed, with Norm MacDonald. Totally absurd, but it cracks me up every time!
I second (or third) Adventures in Babysitting and submit Benchwarmers. It made me truly snort out loud. That doesn’t happen often, at least in public.
I secretly bought both of these movies, and I watch them!
We stumbled across this movie in progress while channel surfing one day, and got hooked by the stupid cockroaches doing musical numbers (in their wee, high little voices). It was definitely a “laughing in spite of ourselves” movie. 
I’ll give props to Joe Dirt.
“I’m your sister!! I’m your sister!”
For some international flair, the Stephen Chow classics:
Shaolin Soccer
Kung Fu Hustle
Trading Places - Remeber when Eddie Murphy films didn’t suck?
A-MEN. I went to see this in the theater (having no idea what it actually was), and spent equal amounts of time cringing and laughing my ass off.
I’ve since bought the DVD (which has plenty of fun special features) and inflicted the movie on most of my friends, some of who are still willing to speak to me. (Just uttering the phrase “WEE-oo-WEE-oo-WEE” will send my husband into convulsions now.)
Balls of Fury. I rented this from Netflix and a friend and I watched it one night, giving it our best MST3K treatment.