I've been having problems getting enemies to equip cursed gear onto my characters when I actually want them to. I know it was cut back a bit ago because it was too frequent, but I think it was cut back maybe a little TOO much because now they rarely do it (at least in the cave dungeon).
Edit: okay, I think I've figured out why. they don't do it very much if the person you're trying to get them to equip it to is already of the maid class; currently in the process of testing this new theory.
Edit 2: yep. its definitely because they were maid classes. even if they don't have all the maid gear on, it would seem that simply being of the maid class reduces the chances of monsters equipping any more maid gear onto the characters.