Thanks for the very detailed reply! Glad to hear you've got all these in mind already and really looking forward to how things progress.
On the gloryhole personally I like the idea of it being Elena not just because she's my fav so far (tall, pink hair, pony tail!) but also because she has a previous relationship with the Sable (or they at least knew eachother to some extent) so there's a little more impact to her realising it's sable on the other side of the wall. Perhaps even a little side story of when she first realises that and decides to keep going anyway, maybe even going specifically hoping sable would be there from her pov after it's revealed. Of course that's just my personal hope.
Speaking of, do you have any plans or would consider doing some alternate pov side events? Letting us get to know the other characters from a different side or how they feel about certain events.
As for getting drunk she should be less inhibited yeah but maybe sometimes if she's too drunk she might make bad choices without player input, doing things she might not even at high lewd levels normally. This would add a bit of risk/excitement to getting her too drunk. I'm not sure what consequences could be involved but it would make it so you have some reason to not just take every drink offered. Maybe she gets taken home by someone and doesn't get paid because she slipped out of work.
Keep up the good work!