Well as you're probably aware of by now, I'm rather fond of making lists. Seeing as I've been watching a butt-load of movies lately, I thought I'd start cataloging the noteworthy ones. Below I've divided them into three sections (for now) of awesomnesss: the insane plot twist, total mind ****, and just pure win. It's kind of late right now, so I think I'll just gradually update this post with write-ups for each of these movies and why they are on this list.
Plot Twist (holy **** did that just happen?!):
The Game
The Usual Suspects
Fight Club
The Shawshank Redemption
Inglorious Basterds
(500) Days of Summer
Mind **** (movies that just hurt to think about):
Primer - This movie shows just how freaking' confusing time travel is when done right. I've spent probably well over an hour reading explanations about the plot/s and I still find it confusing. That's not to say that this movie too poorly made to be fully comprehended, however. I think it might actually be too well made for us mere humans to catch all of the nuances.
Memento - Christopher Nolan is the man. Telling the story of a man with no memory backwards is one of the awesomest ideas of all time. Somehow with all of the confusion and mind-screwing throughout the film, Nolan still managed to find the perfect way to say "**** you" to all of our brains in that incredible ending. Or was it the beginning?
Dark City
The Prestige
Apocalypse Now
2001: A Space Odyssey - Though pretty much the entirety of 2001 is incredibly tame, that didn't stop the directors from shoving in one of the weirdest things ever put on film. I mean it's not even confusing; it just makes you stare at your tv screen with a giant "What. The. ****." pasted to your face.
Just Plain Win (kinda self explanatory):
Pulp Fiction
Eternal Sunshine of the Spotless Mind
The Bourne Trilogy
The Lord of the Rings Trilogy
No Country for Old Men
Gladiator
Funny Stuff (pretty self explanatory, too):
Airplane! - Dry humor at it's best. Everything is just so blatantly, yet unabashingly stupid. That's probably why I love it so much. The fact that there's hardly an actual laugh in the entire movie just adds to the awesomeness.
Monty Python and the Holy Grail
The Big Lebowski
School of Rock
Spaceballs