@DJNoodle
I interpreted @Kefkabot 'assault' in a more...erotic manner,
given Shiori's increasing desperation as the number of years without a boyfriend keep getting mentioned in every chapter so far.
I hope this eventually progresses into Itai-san finding/forming meaningful relationships through painful experiences and not just becoming an Endless Eight of pain.
@That-Guy
I think that the naming convention of the chapters in this manga unfortunately imply the latter rather than the former. Itai probably exists only to awkwardly suffer for comedic relief.
Hopefully she at least gets a somewhat happy ending at the end of all this though.