System 7 and 8 had support for color, and was as 3D as it could muster, like highlight and shadow treatment on buttons and other widgets, and embossed, draggable thumbs.
https://en.wikipedia.org/wiki/System_7#/media/File:Mac_OS_7....
Mac OS X brought Aqua, which was a pinnacle of 3D and skeuomorphic design. You know you're going hard for 3D when you add a drop shadow on all the text in your menubar:
https://en.wikipedia.org/wiki/Mac_OS_X_10.0#/media/File:MacO...
(and that IE logo in the dock wasn't there as a joke: it really was the best browser for OS X until Safari was a thing, years later)
Are you a lawyer? (There is an in-joke here, I swear)
[1] http://bytepointer.com/resources/old_new_thing/20040728_291_...
I'm using macOS 12 right now and there are a lot of 3D elements especially if you compare it to Windows 10 or Gnome in the screenshots of this post. It seems to be a mix of both approaches (similar to GTK 3).
Windows 2.0 - 3.1: 2D
Windows 95 - 7: 3D
Windows 8 - 10: 2D
MacOS 6 - 7: 2D
MacOS 8 - 10: 3D
MacOS 11: 2D
As a side point, I predict Sheriff and Sans-Sheriff fonts to also go into similar phases too though over a longer time scale. We're in a very long Sans-Sheriff phase now but I think Sheriff will be "in" in 20 years.