The lady on the left /is/ standing out like a sore thumb. Obviously trackable, but who is she?

Identity or lack their of is measured by the size of the anonymity set. 1/99999

As your anonymity set shrinks you become less anonymous, and whatever data you reveal /can/ reduce your anonymity set.

I feel like both are tools to protect you, but one is asking for permission, and the other is not.

Anonymity is also a foot gun because like you said, once your anonymity set is small enough, you have to then ask for forgiveness.