I actually don't think you are commenting about the casualness, but the usage of the term "stole". Correct me if I'm wrong.
I can say I view my own time in jail very transactionally and I have run into many people that don't understand that. They expect a sob story about how you were innocent, or how you turned your life around.
I don't think I'd ever say my life was "stolen" from me, but it definitely feels that way in the moment. Having a bunch of armed people come and throw you in a cage certainly leaves you with a new perspective to process.
Appreciate the context, however if I was to follow up on my own comment. You were sentenced to prison, I went to the grocery store yesterday. It's the casualness of the phrasing that is jarring.
They understand, they just don't care and shouldn't care. It is always jarring to encounter someone with a different life experience, but processing that is your business. They don't need to spend the rest of their life crafting their words to avoid making people uncomfortable.
It's the same principle as someone in public when they're disfigured. You just became aware of something traumatic that happened to this person, and it is totally understandable to feel uncomfortable. But they are just existing in public. They have no obligation to present themselves in a way that avoids making you uncomfortable, and doing that everyday of their lives would be exhausting and wasteful.
In that example it is immediately obvious that it would be inappropriate to ask them to cover up. But it's the same principle, either way.
This is wild phrasing.