I did the wall fuck with 200 lust and 100 love and the condition is that the MC "MUST NOT" have talked about how he like to get cucked to the Priestess. You can get this scene by interacting with the event NPCs outside the inn and in the bar during "DAYTIME" while you are Priestess solo mode picking the first choice. The second choice leads to the toilet in the bar which has no wall fuck scene. And the scene you are looking for is in the sex choice and after whatever choice you made, you will be given a choice which the first will show you a finger wall fuck scene.
For the female NPC waking up --> Yes, there will be a dice throw which will decide whether you go to jail or not. When you are in jail keep choosing the choice until you see the Priestess come in to service the guard and 2 other prisoners. I did the prison thing with level 3 pouring all my stats into faith. I've also had the MC talk about his cuck fetish to the Priestess for this scene.