Also, as a side note, I think some movies resonate greater with me if I'm in a certain mood when I watch them. Obviously you can't watch Schindler's List if you feel like having a laugh riot (unless you're anti-Semitic), and you can't watch certain movies if you're in a certain mood. However, I will strongly say that some movies get better if you watch it with the right mindset.
To kick off this list, which I will update from time to time as I feel like it is:
"A high-school boy is given the chance to write a story for Rolling Stone Magazine about an up-and-coming rock band as he accompanies it on their concert tour."
This movie is a masterpiece...if you want it to be when you're watching it.