Making the game has been my day job (and only job) for a while. Length between updates depends on a lot of factors. It was longer last time (5 months) for a number of reasons, including having to do a lot of writing and planning for Chapter 2 and updating the UI and parts of the code. Usually it’s about two to three months between updates. My best guess for the next one is late February / early March. Its very difficult to say exactly as it’s a creative project much more than a technical one.
With Priti, you will be given the option to level her up without punishing her, if you just got to Chapter 2 you’ll find that out soon. Might be a while before we get far into her storyline though. I need to finish setting up Chapter 2, then there will be a poll of Patreons to determine the order that the new batch of girls will get their storylines fleshed out.