I feel ya bro. When I play this game on v0.6 (I think) I don't get how the game work at all. I think the game is tedious and boring. So I gave up on the game. However, after I understand the game mechanic. I just can't stop myself from playing it. The game is well-designed and unique. They just didn't do a good job on providing tutorial I think.So far it's nothing but a cringefest to me. Makes no damn sense.
Basically, you are not suppose to lose and dive into the sex scene immedietly. You should really play as a warden that try to keep peace and order of the prison. Then the game will gradually corrupt Karryn by itself. After 2-3 runs, you would understand the game mechanics then it's time to make your own strategies from your previous failures.