Ah! I'd 1000% also suggest Toontown Rewritten or Toontown Corporate Clash. It's free and can be run on a toaster or any old computer.
You make your own toon and fight with pies and joke items to take down evil robots who have no sense of humor. You can have a party up to 4 players. It was my FAVORITE game as a child. Game play is plenty simple enough for any kid to be able to do. Plot is simple - bringing joy and laughter to the world.
I have vague memories of this. I'll get it for him to try out!
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