Unfortunately, my clearest memories of WB are of v1.3 on an 1meg A500, it was ugly, slow as hell and difficult to navigate. I think this is what the majority of past Amiga (specifically A500) users will remeber. Not everyone went on to own big box expanded machines.
Later, I had an A1200 running 3.1 and a PC running win 95, the PC blew the 1200 away for versatility, usefulness and speed, the Amiga was more fun, though it could be a real pain in the ass if the machine crashed during an install, which happened surprisingly often with aging floppies and drives.
For me, comparing my WB experience on both these machines to modern OSes like XP, OSX or Linux running KDE and I seriously wonder why anyone would torture themselves?
I have used WB3.9 under emulation, (with Picasso Gfx ect) and it is quite nice but lacks the feel of cohesion of a modern "cling-wrapped" OS like XP or OSX, and is ultimately more a novelty than anything else.
Having said that if OS4 got ported to cheap hardware I'd be on it like flies on this guy; :horse: