Movies made from the 90's and early 2000's that encapsulate a very specific mood and aesthetic. A time when digital technology became more fully integrated with daily life. Where the world believed it may be at the end of history before a new series of eternal wars began. A time that was incredibly introspective about one's place in a quickly globalizing world. When we were just starting to be deluged by information, but high-speed and HD were out of reach.
Films that question our sense of identity, puzzle out our relationship with technology, struggle with generational conflicts, and have an overall sense of ethereal mystery or yearning, all filtered through end of the century aesthetic ideas.
For other reference points consider the highs of musical acts like Bjork, Radiohead, and Massive Attack. As well as video games from the PSX/N64-PS2/XBOX period.