My past experience with a shy conservative girl with problems of pain or oversensitivity is that you can’t get anything out of her, except “it’s all fine, it’s all good, feels nice” and you are left wondering, if you just suck at it. Just don’t go there before she opens up.
Brutal school bullying from 80’s to mid 90’s and nobody giving a shit. Now we have middle aged people still broken and unable to function properly.