Susan Kare, best known amongst geeks for designing the first proportional-width typefaces (including Chicago and Geneva) and icons (including my personal favorite, Clarus the dogcow) for the Mac, has recently allowed the Public Library of Science access to her early sketchbooks.
Go check out that article: it’s long, but it’s a great look at some of the imagery of the first Mac that made it so ground-breaking. Make sure you look through some of the icon ideas that never got used, such as icons for “boot”, “auto indent”, and “bug”.