Eyes Wide Shut.
You didn’t find that seeing Holly Hunter’s flabby ass or Keitel’s flacid wiener (again) was redeeming?
Napoleon Dynamite was the first thing to spring to mind. It was painfully bad.
The other one, with only a little thought, is Donnie Darko. I watched it because people here raved about it. What a steaming pile of dull that was.
What the hell’s wrong with me? I actually *enjoyed * Alexander.
I’d like to add The Matrix, Superman Returns, and X-Men 3.
After 15 minutes, I wanted to hunt him down and kill him.
Darkman
Signs
Sideways - except for the helmet beat down scene (which should have happened to the director and the lead actor again and again, and again…)
I’m probably setting myself up for an SDMB-style geek lynching, but I’d happily delete any two of the Lord of the Rings trilogy - one movie would have done. Since I’m being sacreligious, add the two new Star Wars movies I bothered watching. Pile of fucking shite. That’s almost fucking ten hours of my life right there.
Throw in Napoleon Dynamite, and some gangsta Boyz N The Hood wannabe flick that I only went to see because it had Forest Whitaker in it, which is the only movie I’ve ever walked out of. That’s more than half a day. I want it back.
Nurse Betty, the movie that tried to play a scalping scene for humour.
Heck yeah. And 2001: A Space Odyssey. I don’t do dope, which I understand is vital to enjoying it. And some Schwarzenegger thing that had been Very Popular. I watched it on TV because I didn’t want to pay for it, figuring it was not my kind of film. It most certainly was not. One guy survives a plane crash (jet, no less), burning warehouse, numerous people with machine guns shooting at him - and those were only a few of his problems :rolleyes: At this point I’m doing the Richard Jeni Jaws 4 routine. (Why (smacks self) am I watching this (smacks self)).
I’m pretty good at figuring out which films I’ll like from the trailers and descriptions of the stories and the ones I’ve hated have been ones I watched under protest to begin with.
Nacho Libre (kids wanted to see it, not me)
Hi Fidelity
Riding in Cars with Boys
Hardly vital. I just watched it again last night, for what must be close to the 10th time, completely sober. It’s also one of my favorite movies of all time.
Oceans 12
Miami Vice
Minority Report
I liked The Village though. 
I always try to enjoy even a bad movie, but since I just saw it a few days ago I have to say 300. Boring, bad acting, bad script, bad visuals, boring fight scenes. Even the previews before the movie were lame. Give me my 2 hours back.
Very Bad Things – I like dark humor, but… that was just horrific, without anything funny or otherwise redeeming. I want my time back, and the writers locked far away from the rest of civilization.
I Heart Huckabees – My then-girlfriend and I decided to watch it, since all of the other indie kids on campus were raving about it. We were… less than impressed. Normally I eat pretentious pseudo-intellectual bullshit right up, but this was even too much for me.
Sphere – I watched it recently, not remembering anything about it but wanting some relatively light and diverting scifi. By the end, I realized that I had seen it before… but it was so boring that I didn’t remember watching it at first.
I haven’t seen that one, but I’d put money on Orlando against just about anything.
-Joe
Ranking #15 on the IMDB Bottom 100 was the Yu-Gi-Oh movie, which I dutifully took my son and his friend to. I knew it was going to be awful, so I also took my iPod, and I spent the entire movie listening to decent music (Rutter’s Requiem, as I recall, and perhaps more). If I had set the volume high enough to drown out the movie, it would have destroyed my eardums, so I couldn’t escape completely.
So, yeah, I want that time back.
Celeste, about Marcel Proust’s maid. Of course her boredom was the whole point of the movie.
Vanilla Sky for me
Bulletproof Monk. Nuff said.
I have, of course, mentioned this one before in past threads.
The Big Lebowski
You’d think I would, right? 
But, sorry, no. The urge to reach into the screen and slap the crap out of Holly Hunter was so overwhelming that I couldn’t even follow the story (if there was one).