Nope. The result is still the same.

And I just found out that category doesn't have order argument. "des" and "asc" will come out the same.

I would really like a dev post on the exact workings of the "category" sorting method. What exactly does it do?

Queston 1. Why are
/isort condition armourychest category asc
/isort execute armourychest
and
/isort condition armourychest category des
/isort execute armourychest
giving me exactly the same results?

Question 2. Why does the above macro in Question 1 put my Lv.40 tanking gear and my Lv.15 tanking gear in different groups, with healer gear and gathering gear mixed in-between?