I agree that it is sometimes a hard concept to grasp especially since the word style is often thrown around on tv etc basically meaning anything elegant or to good taste, preferrably something looking like a Givenchy gown or a little black dress, but there is so much more to style that the possibility of looking elegant, for example you can look totally shabby and stylish at the same time, I guess someone stylish is someone with an intelligent eye for clothes, and it sometimes helps being good looking as in having a good canvas to start with but is not necessary. An unusual feature that might not be considered as pretty or something can make you look more stylish and cool too.
On the subject of Kurt, that guy had guts which I admire, I still hardly ever see any guys wearing sunnies like these:
