When order reaches 0 you will get game over. Then you can start over keeping all unlocked titles. Plus you can keep all your levels, but your passives and slut level will carry over too.
is that mean I can sleep as much as I want to get plenty of gold or cash for my passive item or it doesn’t work that way too?
Visit guard quarters, yard and mess hall. NPCs in these locations gave a lot of explanation about different mechanics of the game. (Mess hall needs to be repaired first; yard populates with NPCs after subjugating levels of prison)