I have three VMs for gaming nostalgia, which are replicated on my iPad Pro as well for fun on the go.
One with Windows 3.11/MSDOS 6.22 for DOS Games of late 80s/early 90s. That machine is replicated on DOSBox-X and VMware Fusion (Mac); and DOSBox & UTM, a QEMU wrapper for iOS (iPad Pro). The reason why I still use iDOS2 (DOSBox) on iOS is because UTM still does not have sound support on iOS for some reason.
Other with Windows 98SE only on my iPad Pro for late 90's games on UTM too (but no sound and Glide/3dfx support, shame. Someone should offer help to the UTM developer and convince him to use the 3dfx/glide patch on his QEMU wrapper).
And a third one with Windows XP + Inexperience Patcher to look like Win98, on VMware Fusion (Mac), with the same games as Win98 above, for 3dfx/glide support.
I think I have all the bases covered for my gaming nostalgia of 80/90's. I have a Win10 VM on Mac, but only for two more recent games I don't even play anymore, but I am tied to them for sentimental reasons...
"Design isn't just what it looks like and feels like. Design is how it works."