Niklas_Becker
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What do you mean when you say he will have a much more casual relationship with some of his peerage members? Do you mean they will treat each other more like friens/family or would they be friends with benefits while the women also sleep with other guys?
I can see no benefit for him meeting hallibel. After all it won't be long for aizen to turn her in an arrancar and then he would have to let himself be turned too or leave, which would put him on aizens radar either way. His best course of action should be to become a vasto lorde and then plan from there.