do you remember the 90s?
man, everyone thought apple was stupid. something you'd only use if you got it for free.
I mean, the same complaints were voiced then as now (e.g. it's essentially a closed hardware platform) but unlike now, they didn't have the upside. They weren't "cool"
At the time, most people had used apples because apple gave computers away to schools. Really, I think it was a bad strategy, because we all came away with the idea that apples were slow, outdated, broken garbage which couldn't run anything more interesting than 'Oregon trail'
so, uh, yeah. I'm personally still not a fan of apple. but I can certainly say they didn't always have the masses of loyal fans they have now. (I mean, they had fans, but they were few, and generally looked upon with the pity one has for BeOS or Ameiga fans.) This large and "cool" apple fandom is actually a pretty recent development. Now, i'm way out of touch, and most of the people I meet are *NIX users, so I wouldn't really know, but as far as I can tell, it really started with the advent of OS-x.
edit: as others point out, my point of view is probably a little different... as I'm a technical person, and apple did not really start appealing to the technical crowd until os-X.