As a side topic, I wish we still had something like Windows 3.1/95/98, that has a touch of personal usage (focuses on multimedia/gaming instead of business/server).

Do you still remember Microsoft Home? My first Windows gaming experience, other than Minesweeper and Solitaire ofc, was the Fury3 demo, which contains only one level from the licensed game, on a Windows 95 Home Entertainment CD. There were also Encarta and other Home products that never took off. The only problem is frequent BSOD, which was solved by the NT kernel, so I guess XP was the pinnacle of personal computing OS, although it does fail some DOS and earlier Windows games.

Do we still have a compatible OS nowadays? Linux is mostly for server and business, and while it has gained some popularity as a desktop OS, it definitely still have a long way to reach the intimacy that early Windows offered, and I doubt it will ever regress back to a "Home computer OS". But maybe we can build on top of that. I mean we can build software on top of Linux that provides the friendly vibe.