Oh god, I can remember that time! My journey was basicall from Win95 to Win2k to Gentoo Linux. An "emerge world" or so just updated the whole system. And then I tried WinXP and could not believe the way their system updater worked.
Hell of a journey, directly to Gentoo!
You awakened neurons for me that I think are impaired from disuse. I can picture progress bars in Internet Explorer and Windows XP colors but not much more.