IMO, there are classics to which you can introduce a kid without much problem - Another World, for example (or its successor, Flashback), but there are many which require a more developed taste in old games, not to mention a high HG resistance level (stands for Horrible Graphics).
Find something that has bearable graphics and addictive gameplay and let the kid play it. That should do the trick.
Show him that:
1. The old games don't need any super-PC to play well. This might also be a way to introduce the kid to PC construction in general (give him an oldschool machine, but provide him parts to upgrade it every once in a while).
2. Despite somewhat archaic presence, they are still helluva fun.
3. He can get most of them for free or so cheap it makes little difference.
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"God. Can't you people see I'm trying to commit a crime against science and nature here?"
-- Reed Richards
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