Windblows 98 was my favorite OS to hate. But that may be because I was never the lucky owner of a ME machine. :)
Window 98 Second Edition was a good, stable operating system finally, after Windows 95 and Window 98.
Unfortunately, it came out just months before Window ME so relatively few new machines came with it installed.
What might be more memorable is that one of Microsoft's most INFAMOUS efforts at a user 'assistant' came from this graphic effort, to whit - "Clippit" the animated MS Office Paperclip! Remember?
I submit that the combination of these 2 products permanently damaged MS' reputation as a "Cool Product Producer".