For me it's Captain Claw - 2d platformer for PC
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A couple come to mind.
Commander Keen
Really old jump'n'run. I remember playing with a friend back in school. We took turns on a 486 PC, or maybe even a 3 or 2, it's been a while. Of course we only had the shareware version.
Blue Estate
On-rails shooter with delightfully offensive humor. There aren't enough of these games. Especially in today's environment. https://www.youtube.com/watch?v=8OTVzOYaRso
Singularity
One of the last good story-driven singleplayer FPS. After that it all turned to shit. Now it's all just cobbled-together open world mush or Doom-style twitch shooters. Still pretty good today: https://www.youtube.com/watch?v=tbk6yENRkaw
Updoot for Keen!
If you call me Captain Keen one more time I'm taking you with me!