Impracticality -> How hard it was to use
Annoyance -> How annoyed you felt. It's purely subjective
Evilness -> If it has elements with literal malicious intent to work against you
Confusion -> If it was hard to understand.
Pain level felt while using -> Again, purely subjective. But significantly different from annoyance.
The higher the score -> the worse it is. The worse it is -> the better.
So yeah, basically all of those are negative characteristics and it's supposed to be as negative as possible. As you said, it's just the whole joke, to be completely opposite of regular competition where you judge by "greatness".