VR 20 years ago was garbage compared to what we have now. Even the commercial versions.The last time I tried VR must have been some 20+ years ago at an event in Earls Court and whilst it was pretty good, my eyes killed me for a while after.
I have seen lots of people have issues with W10 and that was on an older 10 build, so fingers crossed it is fine now and it will be with me tomorrow as he couldn't get to the post office yesterday. At least it gives me some good time to read up.
We've still got a long way to go, but we've definitely come a good ways in the past few years.
As for Windows 10, I recommend using this:
https://www.reddit.com/r/oculus/comments/3psikl/vr_game_manager_update_runtime_switcher_edition/
This should allow you to run games using old runtimes that 'technically' aren't compatible with W10.