For my daily driver desktop PCs that was followed by
MS-DOS 5.0
Windows 3.11
Windows 98 SE
Windows XP
Windows 7
Windows 10
On the linux side, I got started with Gentoo, experimented with several lightweight distributions for an old laptop and had a Mint VM for a few years. These days I run Ubuntu on a couple of servers and in WSL. Never got around to using it as my main desktop OS.
For university I had (in order) an iBook G3, a MacBook and a MacBook Pro, so you can add most of macOS 10.x to that list.