Things I remember from 1998 - 2002:
- Cutting the bottoms of jeans to make straight-legs into boot-cut
- JNCOs (in like 9th grade)
- Eyebrow rings (EVERYONE had them when I was in school)
-
Old Nokias with removable faceplates to match an outfit
- Timbs, ugly ass
Lugz, and
Saucony's to match your outfits
- Colored contacts to match outfits (red lenses to match red clothes, etc)
There was a lot of matching going on in my day

I'm sure there's some more bad fashion, but I've purged it from my memory.