Windows Explorer through the years
What I haven't seen is side-by-side comparisons of specific pieces of the Windows GUI, and while that makes sense, since it's a deeply tedious and largely pointless exercise, it's still been on my mind because I keep running old versions of Windows and finding out that minor elements of the interface are different than I remember. As an example, Notepad prior to - I think - Windows 2000 will not save if you press Ctrl+S. Little things like that that are somehow fascinating to follow through the years.
Recently I discovered there are subtle (but occasionally quite significant) differences between revisions of Windows Explorer (the actual file browser, not the entire shell) that I had never realized were there - Windows 3.0's File Manager, for instance, is a completely different beast than 3.1's. Anyway, I checked every major release and compiled screenshots of each, so you can check them out yourself.
A fascinating trip down memory lane.