I was testing around with my pure Karryn saves and found that I also cannot get the "night" mode. Compared to the high slut save I use to view new content.
So I spent some time playing till I got the following passives
"Easily Pulled off Panties"
"Disappeared Clothes and Shame"
"Escalating Exhibitionism"
Then I got the chance "night" mode or scandalous state via the trigger. However it does not happen all the time. So I am assuming since my high slut save where I get it all the time that it is based off a chance from exhibitionism level? Will need the code masters
HappyGoomba or
mamaboiii to reveal the actual triggers and chances behind the night mode.
Oh yes the trigger is when Karryn gets stripped completely naked after a battle. You do not need to have sexual positions with the inmates nor guards. Battle masturbation or being stripped naked conventionally has a chance to trigger.