Branching out new routes is good and all, but I hope that at some point Lobster will address some of the underwhelming timeslots of the game: femininity lessons, prostitution options, milking scenes, and friday dates. All of these are extremely repetitive and look more like placeholders than actual content. Expanding/reworking them to bring them to the level of the rest of content would result in much smoother gaming experience.
Friday dates and milking scenes start well, but then progression abruptly stops for them, and you are left with revising same scenes over and over for weeks while main story advances. Expanding them to make them deeper would solve the problem.
But femininity lessons and prostitution is much more deeply flawed and would require a rework imo. There is no sense of progression for those whatsoever. You can not interact with your teacher at all, which is ultra lame, but at least you have classmates that are sufficiently fleshed out, one would expect that you could at least interact with them during lessons: help them, as them for advice, delve deeper in their stories and reasoning and of course some hot sissy/sissy action... But no, you can find all of their content elsewhere, but not during classes, which would be most logical place to put it.
Prostitution doesn't have any recurring clients (if you don't count identical scenes ofc), which is fatal. The only recognizable face there is pimp, at least advance some relationship with her during your working hours. Some clients with names and faces that would have preferences and personalities and character progression would be awesome too ofc.