I honestly don't feel like they are milking it personally it doesn't feel done with me. Though at this point in time I think it is what it is.
I feel bad Rem seemed to lose heart with the gym DLC though I think if he made it a combination of the receptionist and waitress games it would work. Example: Gym equipment is like the tables at the bar and instead of ordering they have certain requests for help each putting her in a way that could be tempting. While she is helping someone you could always add those goblins in again like when she is spotting someone bench pressing etc...
I also think they need to do something with the medical area especially if she is defeated like an injection that heals her but leaves her horny all day... or maybe like lunch it has a random side effect sometimes good sometimes neutral sometimes bad.
I'd like to see the receptionist scene expanded too. Aka Her top is taken off eventually as well and some kind of exhibitionist titles to go with. Would love to have it climax into a group scene with her lying on the desk getting stuffed if you know what I mean
Also would like the option to expand her office to have a mirrored shower (one way) installed with one side secretly on the guards side and the other on the cafeteria side so prisoners and guards get a peep show without her knowing at first and if her desires get to 100 then someone can turn on a light or something so she is finally aware she is being watched with higher desires increasing a chance to break in (aka if she plays with herself or something in the shower)
Of course there is the whole pool and basketball court to consider too lol
The other issue is with added content the game feels like it could also use a slight rebalance with desires though I think it can do without it.
Anyway I guess I just feel there is a lot more potential for the game, but I also appreciate the idea for a new something similar game as well