Was probably already said but i think the boy love Hasumi and not Ito, hence why the love bomb didn't work precedently. On the other side, i don't understand the deal with Sae, she just seem to dislike Hasumi/Ena for no apparent reason, going as far as using her powers to keep it that way. I think that's her here who convince Touma to not help her. Maybe she's also on Touma's case with Ito but decided on a more radical approach and is maybe the Cupid we saw at the end of last chapter.
I think it's possible that it's looping until Touma help Ena/Hasumi to pass on.