Unfortunately the well quest did not change anything, Lilina is still not interested. So i am still looking for those elusive "Cancary in a cage" triggers.
Anyway i played a bit with prison events and here are some funny facts (might have been posted already in this thread) :
After being "promoted" Prison Meat toilet, if you escape and and get somehow send back later in prison, you will still be Prison Meat toilet.
If you then escape a second time, when landing on the beach there will be 2 soldiers waiting for you.
If you do not resist, you get sent back in jail and an angry warden will double your term.
If you resist, you have to fight the 2 guards and you become "Wanted", meaning every guards everywhere will arrest you on sight.
If you are arrested in such a way, you get sent back to prison where your term will be doubled.
Wanted or not, if you escape a third time, you get the option to avoid the beach and instead arrive in the blue slimes forest and so avoid early arrest... but if you are wanted the game becomes painfull as avoiding guards can be tricky.
I suspect the only way to remove the "Wanted" status is to fully serve your time (not tested).