A situation like this (security wise) isn't like leaving a window unlocked and having someone rob your house it's like
1. Leaving a pie on the window sill overhanging the side walk with paper plates and plastic utensils beside it.
2. A man knocking on your door, asking you for your bank account number without impersonating anyone of authority, you offering it up freely, then suing the man because you forgot to ask who he was first.
The problem is the metaphor itself. The metaphor avoids the problem by providing a more trivial or palatable debate, it takes the attention away from the teen in trouble to the definition of the problem and at that point you've stopped caring about the person, you're caring about the problem.
This guy facing prison doesn't give a shit about it feeling like a man stealing a pie from your window. It's nothing close to that because you can steal pies from windows and be held accountable in a much more reasonable way, and trying to reframe the situation only helps to an extent.
A situation like this (security wise) isn't like leaving a window unlocked and having someone rob your house it's like
1. Leaving a pie on the window sill overhanging the side walk with paper plates and plastic utensils beside it.
2. A man knocking on your door, asking you for your bank account number without impersonating anyone of authority, you offering it up freely, then suing the man because you forgot to ask who he was first.