10. Strange Days (1995)
More than a dozen years before she became the first woman to win a Best Director Oscar, Kathryn Bigelow was worrying about what would happen in Y2K. And she had more than just re-set calendars on her mind.
In this cyberpunk thriller—co-scripted by ex-hubby James Cameron—Lenny Nero (Ralph Fiennes) is a former LAPD officer who now deals in the virtual reality black market, selling memories to the highest bidder. But as the new millennium approaches, Lenny becomes the recipient of a series of disturbing videos, in which people he knows and loves are tortured and murdered.
All is revealed in the final moments of 1999, as Lenny and his sidekick Mace (Angela Bassett) infiltrate an elite millennium bash in order to share what they've learned with the police commissioner and the entire city rejoices in the approach of 2000.