The combat system is currently set up with the assumption that every enemy has a penis, so adding a generic enemy type without one would require a lot more code. It's possible as part of a DLC, but seems unlikely when there are so many things they could do without less work. There are two things I think could be done with minimal effort though. First is to just allow female visitors at the reception desk to kiss and grope karryn like the men do. Second is adding a futa enemy type.
If the devs did want to do a whole ambitious additional level as a DLC adventure, I would be totally in favor of the women's prison expansion.
It takes more alcohol than you would expect, enough to add a full five seconds to every action you take and multiply your fatigue gain rate by 5. There are a total of four stages, Sober, Tipsy, Drunk, and Dead Drunk. Her facial expression changes and actions start taking more time and stamina when she's just tipsy, and if she ever has desires high enough to allow penetration then the gangbang scene will start early if she's even just tipsy, but to start the ending scene without immediately going into a sex scene you need to get all the way to Dead Drunk.
I think that her alcohol level goes down slowly over time, and level of drunkenness is alcohol intake divided by stamina so if your stamina score is too high and you're just drinking watered beer you might never make it.
There are a few ways to increase how much she's drinking.
First is to buy the edicts that increase the variety of drinks available, because a sip of whiskey is worth four times as much as a sip of ale. The values are listed in the RemtairyKarrynWaitress.js file as 5 for pale ale, 6 for dark ale, 10 for vodka, 13 for tequila, 15 for gold rum, 18 for overproof rum, and 20 for whiskey, so you can prioritize orders accordingly. (Water is listed as 1 for some reason, and amusingly semen has a value of 2.)
Second is to increase the probability of being offered a sip at any given moment; if you're already as stripped as you can be, then the random selection of prisoner actions can't have them trying to strip you and they never try to convince you to flash them, so the chance of other activities goes up. Likewise you want to keep most of your desires too low for them to grope you, except perhaps for mouth desire, because if a prisoner with a drink in front of them kisses karryn they will slip a dose of their drink into her mouth in the process. If you have any spare time, you want to hang out at the tables of people with strong drinks in front of them, so they have more opportunities to make you offers (or kiss you).
You can also straight up kick people out if they order water, to increase the number of customers that will be having real drinks.
Oh, and I believe the trigger for gaining the title is simply reaching the Dead Drunk state a certain number of times, not specifically getting the non-sexual ending scene, so I think it's okay if you end up losing control and fucking everybody after you get bent over the table chugging endless beer for tips. But if you trigger than gangbang scene early it interrupts you while you're not drunk enough, and nobody wants to watch you chug booze when you could be chugging cum.
Or, if you want to cheat, you could open up that .js file in notepad++ and add a zero or two after the value of each drink.
