The Matrix

There's real yearning in this bizarre, mind-bending comedy about voyeurism, sex, and the human desire to play God from writer Charlie Kaufman and director Spike Jonze. You can't get much further out of the box than this.

Werner Herzog's unforgettable documentary reveals the unfolding disaster of the Kuwaitian oil fields in flames in 1991 as a sweeping inferno of mesmerizing power.

This razor sharp comedy from Mike Judge (King of the Hill) captures the indignities of life as a wage slave with rare acumen and caustic wit. Evidently the impending millennial bug weighed heavily on people's minds back in 1999.

Inspired by Herman Melville's Billy Budd, Claire Denis' transfixing Beau Travail is set in East Africa. Sgt Galoup (Denis Lavant) reflects on his time in the French Foreign Legion, and the impact of the handsome Sentain (Gregoire Colin).

George Clooney headlines David O Russell's bold, brazen attempt to get to grips with the immediate aftermath of Operation Desert Storm, as 4 US soldiers try to liberate a missing shipment of gold amidst the chaos and carnage.

Heath Ledger and Julia Stiles became the thinking teen's heartthrobs with this smart update on Shakespeare's The Taming of the Shrew, transposed to a Tacoma, Washington high school.

Megan (Natasha Lyonne) is the perfect All-American Girl, or so she thinks. That is until she’s shipped off to conversion therapy. This pitch black comedy is wrapped in a saccharine bow, featuring the icon herself, RuPaul, as a conversion counsellor.

This deeply personal 1999 California opus is ripe for rediscovery. Mapping the emotional traumas of half-a-dozen major characters as they crisscross the San Fernando Valley in search of either recognition or reconciliation, it's PTA's riskiest gamble.

Tracy Flick (Reece Witherspoon) is running for Student President, but Mr. McAllister (Matthew Broderick) has other ideas... This remarkably sour millennial comedy from Alexander Payne (The Holdovers; Sideways; The Descendents) hits twice as hard today.

Ghost Dog (Forest Whitaker) is an assassin, but he's also an existential loner who adheres to his personal code. Despite the thriller trappings, this is really a lampoon of that genre, and a melancholy reverie for the cultural melting pot we call home.

David Lynch goes a different direction in this linear Midwestern about a septuagenarian (Richard Farnsworth) who drives nearly 400km on a lawnmower to visit his ailing brother (Harry Dean Stanton).

The 90s movie we have all been missing... Join us for a celebratory wake for this year's 90s, Baby series! What you will be seeing is top secret (no, not Top Secret!, that was 1984) but it will be at least 26 years old and it will be new to this series.

Kiarostami's dry comic masterpiece follows a Tehrani film team's thwarted attempts to document a traditional Kurdish funeral... Trouble being, there's no one to bury, and, worse, virtually no cell service...

1999 was a very good year for movies, but nothing captured millennial angst quite so vividly as David Fincher's bruising black comedy about what it means to be a man today. This modern classic does everything short of rattling your seat to get a reaction.