and even then Dress Break would only work on people who give a shit if they are naked or not....Do people not realize the reason Issei is "more potent against women" is because he will use Dress Break which destroys their clothing, forcing them to cover themselves up? ...That's literally it, he's not physically strong against women or have some insane skill that instantly knocks out women, he just has Dress Break... that's it.
for example
Medaka would not give a single shit.
then issei get slugged in the jaw by Zenkichi