Just in case the original poster doesn't want to read spoilers I'll hide them under the blue plus sign and, in case someone replies to my comment, I'll add extra characters to push the spoilers beyond the quoted space|
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Bear with me. This might meander a lot more than what you're used to. So my apologies!
I don't know if this has appeared in the manhwa yet or if it ever will either but in the novel at least Castor was watching from a hidden spot in the room each time (I'm pretty sure) Ashley and Amoru talked and Amoru knew that. If he told her in any of her previous lives how to act then Castor would just find another inane reason to kill her, because her act would have been too boring or something. Also Amoru gave her a letter in her first life that told her to act like a fool but it would have been impossible for her to pull something like that off too then*.
*there's a reason that it takes 40 lives for Ashley to live beyond the date in the diary. Castor can detect lies. And it's not until her 30th life that she manages to develop an ability to avoid his lie detector system. And it's not until probably her 36th - 38th life that she has numbed her emotions enough to make it possible for her act to be so believable that, even though it's likely that Castor knows the truth (from hearing what Amoru said to her in her latest life not from his lie detection ability), her act has become amusing enough for him to let her live (plus the facts that she can meet his eyes and that she can at least pretend to accept him even after knowing what he's really like). The thing is by her 36-38th lives she's forgotten about Amoru's letter so it's not until her latest life when he reminds her of it that she can put it all together this time.
I feel like Amon is the reason why she got killed a lot more before the fl decided "fxxck it" and responded however she she did in the promo and survived. I this is 'cause of the eerie feeling I had when i read the panel showing Amon telling her what say to those 3 questions.
Maybe I'm just being paranoid but if this is the case then Amon is dead to me, ml, or no ml, he's trash.