Regarding not wanting to play New Game+ for prisoner mode, I can understand when you guys say you don't feel like doing so now, after having played the game a LOT throughout its developement, but when you look from the perspective of someone who starts playing only once the game is complete, it sorta makes sense.
The game will have multiple endings depending on how slutty Karryn becomes. If you're a newb, your first playthrough will most likely end up to be a very slutty run, simply because you don't fully understand the mechanics yet, and scenes are super hot. Then you after getting the ending you're allowed to restart, but with a few titles (which makes the game easier). At that point your goal will be to do a pure run, which is much more difficult. If you fail, you will yet again hopefully get some new titles (and experience) to make the next try easier. You can do this until you finally manage a true pure run, at which point you 'complete' the game. All that in the same Save File.
Then, if you're still hungry for more, you can try the same thing in prisoner mode. Again, the game doesn't expect you to manage a 'pure' playthrough right away, maybe you won't even make it to the end the first time, but either way you can gather titles that make future playthroughs easier until you finally manage it.
This at least seems to be the vision that developer has in my view and in theory it sounds pretty promising.
One problem I personally have for this is that the game is too grindy (read, time consuming) for this to properly work. When one playthrough can take like 10-15 hours, expecting multiple play-throughs is a bit too much. I really feel like the main game needs to be shortened a little bit. The most immediate concern being the minigames. Simple offer more order/money, for less minutes and don't even offer 30+ minute shifts in the first place, then make desires/drunkeness rise equally more to make up for the lost time and voila, the time it take to complete a minigame is halfed. Another thing to do would be for Karryn to get more fatigued from fights, but let fights offer more control. Again, a small change that should make the game feel way less 'grindy' without having to touch the actual battle system.
Honestly, if the game ends up too grindy I might just make a mod myself that changes these values to be more manageable.