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"I originally omitted Donnie Darko from this list but then I realized I would get hate mail if I omitted Donnie Darko from this list so I put Donnie Darko on this list."
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Donnie Darko is such a terrible movie. It's utterly lacking in craft and expertise. People like it because - despite claims - it's easy to comprehend and simplistic in moral, but it's plain bad.
I liked the movie, however it didn't need comprehension. If I was reviewing at the time this move came out, this is what I'd likely say: I thought the plot was simplistic and prayed on a naive thoughtless audience, it didn't explore any truly remarkable metaphysical ideas that hasn't been thought by teenagers watching too much TV with poorly defined goals.

Honestly, I don't think I'll ever need to see the movie again in my life because it didn't take a single iota of thought to connect the plot elements.

I was expecting a genuinely good movie. I got a shamble of a tale with pretty much nothing going for it.
The reasons you hate Donnie Darko are why it's good.
No. You're wholly, unequivocally wrong.

A movie is good based on certain various aspects. There's the directorial technique. There's the cinematography. There's plot, there's acting. Donnie Darko had almost nothing.

The plot is extremely basic. The only reason people call it deep and confusing is because the director was absolutely shitty. It was his first time ever with a camera, and so the guy had no sense of timing and placement. The cuts are awful: I'm not a huge film buff but they made me cringe. The writing is thoroughly terrible. Donnie is a Mary Sue: hot, people like him (or, the right people do), he's very smart. Look at how he cuts down that strawman presenter at the start of the movie! Never mind that the arguments he makes are extraordinarily basic, or that this is a supposed professional he's arguing against. When I was 14, I had these same fantasies as myself as somebody who could say basic stuff and get away with its seeming clever. The problem is, by the time I was 15 I'd realized the valuable lesson that people tend to be smarter than you assume at first, and that they can respond to dumb stuff like that.

Other people my age didn't get that lesson, and as a result became unpopular, developed lots of weird obsessions, and left school with fantasies of themselves as supersmart supermen. Richard Kelly, the director of this movie, absolutely seems like one of these people.

In an interview I saw of Kelly, he says that the movie's not at all deep or complex. In his mind it's a straightforward movie. That shows the utter incompetence of the guy. He wasn't out to make something complex, and he made the movie so poorly that people decided it had to be complex and brooding.

Look, for instance, at the movie's much-lauded connection with the Reagan era. Once you've been told it's there, yeah, it's obvious. Beyond that? It's not a consistent theme. There are two or three moments where it's over-the-top blatant in your face, and beyond that it's completely abandoned and ignored.

The fact that you can't understand the movie without reading an external web site is a flaw. If you make the movie well, the entire thing is internal and consistent.

Acting-wise: yech. Nobody does a good job. It must have been because of the directing intent, because Jake Gyllenhall is a good actor when he's with a good director. In this he had about one tone of voice overall.

A good friend of mine who's a film buff once said of Donnie Darko and Moulin Rouge: they're the two tests of what kind of a movie person you are. If you like them, you're saying that you're willing to ignore a lot of flaws in a movie's conception for the sake of its glitzier sides. I agree with that statement, particularly about Donnie Darko.

There are few recent popular flicks that I think are worthy of consideration -- or at least honorable mention.

I'd add The Matrix. Although it's not great, it did have the most impact on the most people.

I'd add The Sixth Sense for the same reason. When you "get it" then you are almost forced to rewatch the movie to make sure it still all adds up. It does. It was a great work by M. Night, who (to me) is really not doing as well as he used to.

He mentions both of them:

  (Bruce Willis was balding the whole time?!) 
  I love The Matrix. But 
However, I think both movies where actually vary straightforward. I suspect they where popular in large part because they felt like mind bending movies, but most people never felt lost. The Usual Suspects is another great example of this. "Wait that was BS?"
I can't judge on The Sixth Sense, because I saw it knowing the ending and so nothing seemed too surprising. The Matrix is incredibly straightforward: the plot is rehashed philosophy mixed with a pretty simplistic story that allows for lots of fighting. Not necessarily a bad thing, but you watch it and it all makes sense in a cool "What if?" way. That opposed to, say, Eraserhead, where you finish the movie feeling like you've had your mind scrubbed hard with steel wool. Again, not necessarily a bad thing.
The thing that annoyed me about The Matrix is that I didn't think it was nearly as clever as it clearly thought it is. It had a pervasive smell of intellectual smugness. I much prefer movies that present themselves as rollicking good fun, but include some nice little bits of brain-fodder.

I liked Dark City a lot.

I like The Matrix as a guilty pleasure: it's so fun listening to the pontificating. I haven't seen Dark City either - looks like I have a lot of watching ahead of me.
That's a good point on both the Matrix and The Sixth Sense, but more so on The Matrix. I think the first one was very well done and while not an entirely original idea, it bent your mind just enough. Sadly, for me anyway, they ruined the whole thing with the sequels.
A very good list. For me I was disappointed because I'd seen virtually all of them already.
There's always bound to be something you think needs to be on these kinds of lists. Personally, I'm disappointed there are no Alejandro Jodorowsky films on the list. I certainly think those qualify.
FWIW, I think Jodorowsky's films could be more accurately categorized as mindrape movies.
Santa Sangre is my favorite movie of all time. I've probably seen it about 25 times since I always make other people watch it and end up watching it with them. It still gets better every new time I see it.

I think this is the only Jodorowsky film that qualifies for the 'mindfuck' category (the others are more just surreal and weird), but it really is mind-blowing once you understand it.

Anybody here seen Waking Life? I loved it!
Waking Life is a perfect example of something that sends out all the right signals for being artsy and deep to activate the GoodThink centers of your brain without having any actual substance. That movie made me want to punch the director.
I guess it's ironic that I've tried to watch "Waking Life" three different times and fell asleep midway each and every time. I still haven't fully watched it but I'm keeping it as my personal antidote for insomnia.
Did you "get" the part about having to let go in order to get to heaven, or nirvana or whatever you call it? I had to watch it twice to get that.
I loved it too. People either love it or hate it.
If you really want a good time along the same vein, then watch "Let the right one in". BUT! You have to watch it without reading about it, or watching the preview. Just watch it without preconceptions.
Belle du Jour
Don't know. Where's the "mind" in that?
Fun list! He's got some facts wrong (e.g. 2001 was not made as a companion piece to the novel, which came later), and he apparently never understood Jacob's Ladder (think Occurance at Owl Creek Bridge as a full-length movie). But who knew you could watch all of La Jetée (inspiration for 12 Monkeys) on Youtube?!! (Speaking of 12 Monkeys, why isn't that on the list?)
I think the article is pretty much right about 2001: the book and film were both developed by both Clarke and Kubrick at the same time, though the book was released later [http://en.wikipedia.org/wiki/2001_(film)#Writing]
It's a technicality. I did a thesis on the movie, and that's why I suppose I'm picking on a nit. Clarke wrote the novel later, but he and Kubrick wrote the screenplay together over the course of maybe three years. Clarke did always intend to novelize it, but a simultaneous release wasn't planned. (But I admit I'm totally picking nits.)
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Good list. I'd add Oldboy (Korean) to that list.
does 'the usual suspects' count or is that too mainstream ? Brazil ?
The usual suspects counts more as a movie where you have the OH THAT MAKES SENSE feeling at the end of the movie rather than pure mindfuck.

While you will have to rethink the whole movie once you've reached the end, you are left with some sort of answer. Some of these movies on the other hand, like Memento, will make you wonder WTH really happened for hours and days after actually watching it.

Brazil! Brazil!!!!!

One of my favorite movies.

And a serious mindfuck.

That final sequence is one of my all-time favorite. Gilliam at his best, directing-wise.
I loved Brazil, but I still have a soft spot for 12 Monkeys.

I also like the fact that both films feature tiny parts for Simon Jones, the original Arthur Dent.

Man, now I absolutely have to see the original HGTTG. Was that the radio one or the TV bit?

I also haven't seen 12 Monkeys, unfortunately. My experience with movies is sadly lacking, and the sheer number makes picking a good starting point paralyzing. (I still haven't seen Citizen Kane, which has been on my computer forever.)

Citizen Kane is absolutely one of the most justifiably hyped movies of all time.
For its time, sure, but the problem is the hype hasn't stopped. It is great if you are a film buff, but not so great if you just like films.
Not merely "for its time" (as though films have improved dramatically over time, like computers and womens bathing suits), and I'm stunned that anyone who likes movies doesn't like Citizen Kane. Citizen Kane is a great film, and an enjoyable film...watching it is not like doing homework, and there are only a handful of movies that I've found more enjoyable or satisfying.
Let me ask you: why do you make your text fixed-width? It's got to be a conscious effort because you do it repeatedly, and it makes the rest of us cranky.

I haven't seen the movie yet, and for the record? "Just like films" means nothing. Unless you're fascinated in the art of filmmaking - if you're a "buff" - it doesn't count. I have friends who "just like films" who watch The Notebook and American Beauty and cite those as "incredible films", and that just doesn't count. The people who really like films are the ones who get deep into them.

But I haven't seen Citizen Kane, so I'll withhold judgement.

The original hitch hikers guide to the galaxy is the radio series as broadcast by the bbc on radio 4 in 1978, after that there were the books starting in 1979, the tv series in 1981, and finally the movie in 2005.
There was a new series to the radio play fairly recently. Just for anyone who missed that.
Both the Radio and the TV series had Simon Jones as Mr Dent.
The best Gilliam-mindfuck is Tideland. Just amazing.
Awesome, awesome movie. Not for the faint of heart, though.

Let's hope that Will Smith and Steven Spielberg don't actually go ahead with remaking it (http://www.imdb.com/news/ni0615340/). What a travesty that would be.

One question though, if the Korean movie did in fact 'cause' the Virginia Tech shooting, like I've heard before (I like that IMDB plays it light), then what happens when this movie is recreated in English and thousands of emotionally unstable white kids gets a hold of this?
After watching Le Jetée, I kinda want to watch 12 Monkeys again.
What's this doing on the frontpage?

Am I missing something obvious?

You're missing the little thing under every HN post title that says "Points". This one has over 40.
From the guidelines:

What to Submit

Anything that good hackers would find interesting. That includes more than hacking and startups. If you had to reduce it to a sentence, the answer might be: anything that gratifies one's intellectual curiosity.

Unless there's something I'm completely missing I don't see how this submission falls into the above category.

edit:

The question is partly serious: I've never owned a television, and haven't seen a movie for more than two years, so there could easily be something I'm totally oblivious to. It just seems like a post that would belong on Reddit.

I don't have a television either, haven't owned one for over two decades but my PC plays movies just fine. No ads either, I really like that.
To me, this list doesn't seem out of place here. Here's my stab at why:

I've seen a few of these movies, and if the rest of them are in the same vein: they make you work to figure out what's happening in the film; and they sometimes mess with your perception of the world around you afterward. They are intellectually gratifying to watch.

OK, maybe I'm just totally off base then:-)

Sorry if I am.

Mindfuck movies have the hacker nature.

Also, from http://ycombinator.com/newsguidelines.html:

Please don't submit comments complaining that a submission is inappropriate for the site. If you think something is spam or egregiously offtopic, you can flag it by going to its page and clicking on the "flag" link. (Not all users will see this; there is a karma threshold.) If you flag something, please don't also comment that you did.

Sory, I didn't mean to be obnoxious. Just wondering.
No worries. I may have pulled the trigger too fast on the HN guidelines smackdown. Sorry about that.
Could have been named, "Enterprise".

All time sequences reversed?

No short term memory?

Memento

What?

Since this is fast turning into a list of good mind-bending movies, I'm going to put a shout out for eXistenZ, as it always seems to be slightly overlooked.

Also, most of Lynch's non-Dune stuff would fit in this category.

Seconded. Lynch's every movie is pretty twisted. Even Twin Peaks was bizarre.
Except for the Straight Story, obviously.
Lynch's "Lost Highway". A fascinating mindfuck.
Lynch's Dune doesn't belong in the 'mindfuck' category, but perhaps it needs a category of it's own. Something like 'Random nonsense about leather boys and sand worms interspersed with recognizable incidents from science fiction novel of same name'.
Lynch's latest, Inland Empire... not only the biggest mindfuck I've ever seen, also includes the most scary imagery.
I'll check some of these I haven't seen out. He's got a Hitchcock and Kurosawa film on there, and they're two of the finest directors of all time. Rashomon is actually one of my least favorite Kurosawa films, but it's still great - I just much more greatly like Ran (English: "Chaos", his best film), Ikiru ("Life", it drags towards the middle but the government council scene at the end is incredible), Kagemusha ("Shadow", wow what an incredible premise - really an overlooked masterpiece when looking at his career), and of course Seven Samurai. Then you've got Yojimbo which is an interesting story but kind of campy, and Rashomon which is a great piece of storytelling and a great piece of directing, but just isn't as satisfying of an experience as Ran, Ikiru, Kagemusha, or Seven Samurai. If I was recommending Kurosawa to a new viewer, I'd say watch them in that order, and then perhaps Rashomon.

I haven't seen all of Hitchcock's films, but it's something I've been meaning to do. The thing both of these directors (Kurosawa and Hitchcock) have in common - they're both absolutely obsessed with presentation. They don't waste a single scene in their movies. In their better films, Kurosawa and Hitchcock don't even waste a single shot - everything is perfectly constructed for a very specific reason. Really incredible experiences to watch them, and highly recommended for people who love movies, stories, or simply just art.

The Exterminating Angel, Luis Buñuel, 1962. I still don't get it.
I don't think this fits the "mindfuck" label. It's not hard to understand, it's simply absurd.
I'd add The Thirteenth Floor for anyone who likes Dark City, Abre los Ojos, or The Matrix.
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Jacob's Ladder is one of my favorite movies and for me the most mind-blowing ending ever. More recently we've had many movies that somehow had the same idea for an ending (don't want to mention them so not to spoil Jacob's Ladder) but AFAIK this was the first time that it was used.
I haven't seen it since it was in the cinemas but I remember at the time it made a big impact on me. For some reason, I always link it with Angel Heart, in terms of that impact.
I love Jacob's Ladder to death, despite the fact that it once gave me vivid nightmares. Or maybe because of that.

But the ending really sucks. The last minute of the film just fucks the whole thing up by being so simplistic--in a sense it makes the whole movie easy to dismiss. It should just end at the stairway.

http://thepiratebay.org/torrent/4218389/Jacobs_Ladder_(1990)...

Disappointed that Lost Highway didn't make it..

Check out Charlie Kaufman's "Adaptation".. brain bending on a different level..

I'll add 'I Heart Huckabees'.
That's not really a mindfuck: it's straightforward and consistent according to its deranged world.

Fun movie, though. The soundtrack is incredible.

waiting for the "Life of Pi" as a movie. Night supposedly (rumor ??) has the rights to make a movie, would be an awesome one...
The original version of Sleuth (Michael Caine and Sir Laurence Olivier) should be on the list.