Glad you like the roadmap we've outlined! You brought up some very good points, and we will respond to them in order:
1. Brym will absolutely get more dating content than he currently has, as will the rest of the dateable cast. However, we're currently in the position where only half of the characters have any dating content, and half do not. Our goal by the end of August is to establish a baseline of dating content for most if not all dateable characters. It's mostly a result of past story planning that we decided for each character to have 3 dating/free time activity segments that will roughly establish their personality, which will be followed by more dating content focusing on building a relationship and providing depth to their characters.
2. Yes, there will be plenty more CGs being commissioned for the game. In fact, if you visit LumixFey's furaffinity page, you will see illustrations for our game listed in her commission queue. Exactly how many we will end up commissioning depends mainly on the funding we are getting through Patreon, given that each CG commission is averaging 250-300 dollars but can go as high as 500 for more complex scenarios. We are planning to have more CGs throughout the existing content as well, both for sexual and story-driven scenes. After they are commissioned, the timeline of them being included in the game depends on Lumix's execution speed for commission orders, which is why they may not appear as soon as we release the story content they represent.
3. Yes, we plan to have character side portraits for Yarin throughout the entire story, whenever Yarin speaks. Currently we have about 20 individual expressions for his side portraits that will be used extensively, as well as some optional ones which would be used less often. Other characters will also have side images, however they will only appear when they speak but are not directly visible as on-screen sprites (in front of the main character).