Once someone tried to put me in jail and I ended up underground. I came up through the pond nearby and escaped. I still couldn't talk global or anything, and died at the end. If it happens again I'll be staying underground on that account, ha ha.
Maybe you should be forced to wear the jumpsuit, can't take off/change, and you have your old clothes restored at the end. (Never collecting the suit)
It should also be a crime to hit the people in jail at full tilt with baton if it isn't already.