She has to have stopped participating in megucaing intentionally; as we've just seen, there's nothing stopping her from getting involved if she sees a meguca fight out on the street or something. Aaaaaand she probably sees it every time a magical girl hops over her on the rooftops? Unless Kyubey is only partially mindwiping her, leaving behind her memories of teenage megucaing but removing any new observations...? Which'd be really fucking weird and I have no idea what the motivation for that would be.
She was exposed as a teenager, deeply enough to know about the rings, but not so deeply as to have made friends with any magical girls. That's weird all by itself.
Maybe she started out knowing a magical girl, but they went bad enough before dying that she doesn't feel like it was a loss?
Maybe she was a yakuza princess, a meguca broke the masquerade to her as part of business as usual, and Kyubey didn't mindwipe her afterward for... reasons? She was already planning to keep the masquerade up and he didn't need to? Maybe there's a clued-in meguca support network out there? No, Kyubey would've stomped that flat in no time.
I think it's more likely than not that she knows that being meguca is suffering, but I don't feel safe moving forward with that, nor do I see any reason to. I think that I'd like a short update; we only need a couple paragraphs. We do need to get a ton of tone-setting done in those three paragraphs, though, so full vote. :/
[x] Image: Friendly, responsible, professional adult. You can drop the image later if you don't need it, but dropping it is far easier than building it.
[x] That makes things easier. You were planning to talk to her about it tonight if you got the chance.
[x] Confirm megucaness.
[x] Find out roughly what her perception is of magical girls and what her goal is in talking to you. You don't need much.
-[x] Don't imply any more danger than she's expecting, but give proper consideration to what she knows about. Scaring her would be just as bad as failing to take things seriously. You can realign her expectations once you know what they are.
Just a quick update, please, and then we can move on without having to argue about core facts.