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^ I think that part of the reason why Ise doesn't realize that he is already engaged to Rias, apart from the comedy factor is simply the fact that Ishibumi is concentrating on developing Ise's relationship with the other girls in his harem, so he left the development of Rias's relationship in the background, including Ise's realization of it's actual status.
Personally, I think he might return to this particular topic, after the other girls in Ise's harem that hadn't had a lot of development, upgrade their relationship with him.
Basically, I believe that we might return to this topic, somewhere around volume 20, after Rossweisse, Irina and Xenovia and maybe also Ophis receive some development of their relationship with Ise.
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