Hey, MSGTNP! Yes, you can create custom women. You can choose the size of their body, boobs, eyes, eyebrows, and then you can choose their hairstyle and the colour of their eyes and hair. you can do this by going in the room at the far right of the second floor of the barracks where there are two guards. Though you have to reach a certain rank in order to do this. I forgot what rank, sorry! Anyway, If you do figure it out, after you create your custom girl, It will show up at night in the inspection area after you do your patrol.
In regards with breaking in the prisoners at the back cells, Do you mean making them obedient and broken or allowing them to die or get thrown away? (if you turned this on). If you want to make them obedient then you just have to keep using them in the different chambers though i am not sure if this works. I haven't tried to break my personal slaves.
For your question about the virgins, sadly, I'm unsure too if there are virgins.