I really hope we will have many special prisions as that is something that would really make the game more fun. But also maybe an option for people that want to even escape these unescaple situations would be nice. I really like the fact that the game is so customaizable in diffuculty and things that happen so this would also really be good even more so for people that may not be so good at the game.
the shopkeeper option on easy mode could be a little more forgiving. the shopkeeper option should be a lot cheaper to purchase getting the restraints removed, not upping the price 1000 every time you want to proceed with using her. it should be relevant to the amount of money you can pick up as a prisoner. or you could have the shopkeeper make a deal to remove the restraints, but add more of her own advertisement restraints so if you use her too much you would soft lock yourself into being her own walking advertisement.