Hasumi is obviously the key to all this and there's no way the cupids won't involve her despite what Koharu promised Ena. My first guess would be that Touma likes Hasumi rather than Ito, but Touma isn't the target here so it would be pointless for this current job to put the two of them together. Ito falling out of love with Touma is interesting for the lore, I suppose that can happen without cupid intervention even though falling IN love can't? And if Touma isn't the right choice for Ito, then it might be Hasumi although we need to see their backstory.