I've recently finished Half-Life for the second time. Despite it's age I really enjoy it. I've played it on hard both times and I'm pretty sure I died over a hundred times on each playthrough. It's quite challenging but fun. Give it a go if you haven't already. My next stop in my journey through old games will probably be Doom or Quake.
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Snake. I recently revived my old Nokia phone just to play some old-fashioned snake. It probably doesn't count as "old" to some people, but for a zoomer like me, it feels old. I have memories of me spending way too much time on my Nokia phone playing snake as a child. I think it was the only game I could play without having to ask my mother for permission to use her computer.
Same. I was frequently sick as a kid so I had to go to a doctor quite a lot. I remember that my mom would let me play Snake on her Nokia 1100 in the waiting room so I wouldn't cause any trouble. Oh and another old game I like to play nowadays is Tetris which I play when I'm feeling bored and I don't know what to do.
I liked Total War: Medieval II and Mount and Blade, but I don't know if you'd consider them to be old per se. Deus Ex is also pretty good, though i never finished it.
Those games are over 15 years old at this point so I suppose they fit in the "old games" category.
Deus Ex is also another game I plan on playing. I already have it in my Steam library.
Waiting for Anne boonchys response