The skateboard movie Grind from 2003. It is filled with Extreme early '00s Nostalgia. It feels like MTV generation the movie. Watched it outta the blue a few weeks ago and really took me back to the X games days. Has a good soundtrack of the time as well.
I thought Donnie Darko was a cool movie, but it more or less reminds me of the time period. The same goes for The Boondock Saints. They both got snubbed in the theaters, but garnered a following once they went to DVD.
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