I'm surprised no-one mentioned The Matrix, which I think embodied the 90s "leather trenchcoats and twin uzis are awesome" edge and 00s "the computer is going to kill us all" fear better than almost any film ever made. It's a shame the rest of the series became total Hollywood garbage, but I suppose that's to be expected when the initial movie is such an absolutely stellar product. The cultural impact this movie had almost defies description. Even phrases like redpill and bluepill have endured decades after the film itself has faded from memory. The cultural wake this movie cast was massive.
>the cinematic concept of "bullet time," which is now used in everything
>the 360 shot of Trinity hanging in the air about to jump-kick (which just so happens to get a great panorama view of her ass in skintight leather)
>the shot of Trinity jumping from roof to roof across the street during the opening
>Neo dodging bullets
>Neo stopping bullets with his mind
>"there is no spoon" boy
>Morpheus's reflective black pince-nez glasses, which suits him perfectly despite sounding incredibly fucking stupid
There were parodies and homages to this fucking everywhere, from other blockbuster films to Flash animations. One of my personal favorites: https://yewtu.be/watch?v=P4lxoqAVm00
I just finished watching it over a couple of nights. Some of the CGI and martial arts are dated or silly-looking, but there's a surprising amount of it that holds up well. I recall hearing once that for some of the more advanced CG shots, the Wachowski brothers took truly inhumanly detailed computer scans of actors likenesses - I'm talking terabytes
of visual data at a time when a Compact Disc was new.
Perhaps more than just the film's quality and effects was its packaging of philosophical ideas in a way that modern audiences could understand. The information age was and still is unsatisfying and hollow, and there have been hundreds of millions of men like Neo who wish they could wake up from what feels like a dream or facade. Lots of them are like Cypher, and will ultimately be consumed by the machine or choose to be consumed by it because they don't have faith the way Morpheus and Trinity do (the only ones who survive by the end, along with Tank the tech guy). In the 90s, these guys were hackers and webmasters. These days, they're anonymous shitposters or artists like Negative XP (formerly School Shooter). The pain at the center of them is still the same.
It's been many years since I saw the Matrix sequels, but I'm not sure if I want to revisit them considering how hollow the ending to the series is. Perhaps I'll finally get around to watching the spinoffs like The Animatrix and suchlike.