Since I was very young when the SNES released, that system always felt like "this is what video games are, just better" compared to my friend's NES. Each generation since...
Playstation: Final Fantasy VIII. The CGI in FFVII I guess I kind of just bought as a thing because things like Toy Story existed, but the character models in that game were something I used to obsess over. It probably contributed to that having been the game I played from beginning to end the most I will ever play a game in my life.
Nintendo: Mario 64. I imagine any other answer for someone of my age would just be trying to stand out in a crowd.
PC: I have two here, because my family was a Mac household growing up. A friend of mine had a PC and he got ahold of one of those fancy 3D Accelerators I kept seeing advertisements for in EGM and whatnot - the game he got it for was Star Wars Racer, and it was magnificent. I played a ton of it on N64 and was stunned when I saw how different it looked on his PC. Eventually, I convinced my parents to get a PC when they decided it was time to upgrade the home computer, and they agreed since my mom was a teacher and wasn't fond of the brand new, jelly iMacs. They made the mistake of getting a Gateway PC powered by Windows ME, and thus I'm still an avid Apple product consumer to this day, but during those fateful 3 years with a PC I did manage to own a copy of Medal of Honor: Allied Assault, and as a big fan of FPS games like MoH: Underground and Turok 2 and such at the time, I had a real, "oh, this is why PC gamers make fun of console FPS" moment. I wasn't surprised when I found out the team behind that game was largely responsible for Modern Warfare.
But of course the real answer is Playstation 2, Grand Theft Auto III, because no game other than another Grand Theft Auto felt like it truly mattered for the rest of that generation. I can't think of any other time in my long life of gaming that one single series so entirely encapsulated what the future looked like the way that run of GTA III to GTA IV was.
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