Milo was pleased that their precautions worked as planned and he didn’t hesitate to step closer to block the two fingers that Dimitri knew from his field of vision. Though... what he called Ryan didn’t no unnoticed. “Nephew? I don’t think Kane has any siblings-“ He cut himself off as if trying to piece together the puzzle of just what they had walked in on. Ryan tried to speak up but Milo gestured for him to quiet. “You shouldn’t blame him demon. I was the one who insisted upon summoning you to find out your true intentions of going to see Ryan.” He explained calmly. In this moments his passive mask was the perfect tool to not reveal anything to the man they had trapped.<br/><br/>He would always appear cool and calculating almost no matter what else happened, “He insisted that you vowed not to hurt him and that’s all well and good but that still leaves a lot of other options for you. Doesn’t it... Isael?” He asked calmly watching the demon cough up blood as he was kept in place by all the holy energy. Sure this was a round of questioning but it also felt personal the feelings he had for Sam, what he saw the other go through had made in impact on the archeangel as he bent down closer but just out of reach for Dimitri. “You should count you’re blessings that we do things differently in our kind.... because if I had the chance to have experience even a fraction of what he went through I would.” The seriousness of his expression seemed to amplify, “His name shouldn’t even be allowed to grace your lips with what you have done, but importantly, failed to do.”