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Her tanned skin color in the 4rd image doesn't match with the first 3. Also her hair in the 1st and 3rd (somewhat) doesn't match with the other 2.

-I personally think it's a bit tedious that every time you enter a room from another room (ex: ken's house: Samantha's room into main room) you have every npc ask you what's up and you having to press the "bye" option so you can get out (even though you already talked with the npc). I'd say trying to place them in the background as a click-able image or something, like how you can see Anna in the bathroom.
-Then I think you should focus one of these updates on purely exploring and expanding the Starmaker page. Instead of 6 main upgrades and that's it, you have the option to upgrade certain things. Ex: Ads; you can start off with some non-lewd ads and then as you progress the story Anna let's you 'change'(upgrade) into medium lewd and then into straight up lewd ads. This can also allow for an ad-posing event where she poses for the ads.  Then you could also have some temporary upgrades like "front page for 1 day/1 week" type stuff that boosts your income for a day/week. For the merch you can have it start off with mugs, then hats, then shirts, etc.
I'd also suggest studio upgrades. Anna shouldn't buy the entire studio equipment off the bat, but more like you can upgrade it over time. better lights, props, background sets, etc.
-Another thing I think would make sense is that Anna going to the gym, shouldn't just be for the sharing route with the futanari but you could also get some photos of her in sweat pants, lifting some weights, etc.
-Dynamic poses would also be nice, instead of the just the face changing they could also do something as cross their arms, point to something, lift an arm, slight body movement when talking to npc's that could make them come more alive (but this would be pretty hard I assume since you'd have to remake a bunch of sprites/make a bunch of variations).
-Streaming where Anna does a set of 3-4 random poses from a set of 15 or so and talks about some random stuff, not too sure about this one but it would mix well with the upgrades suggestion since you'd  have to get better microphones, better computer/setup, etc.

I mainly love the game but right now you can basically buy all the upgrades relatively quick and be done with it as you watch the money increase. I'd love for the management aspect of the game to get expanded upon.

More River content... As for a loading menu, maybe a photo album would be great to have, maybe in the living room or on the desk inside the player's room. And as someone said before, streaming could also be a fun addition.

If you enter an area where an npc interacts with you for example: the kitchen, the "Hallway" button will still appear at the bottom for a split second, pressing it will result in a softlock. This also happens if you click the speech bubble then quickly click an area button in the middle.

Can't wait for more of this! Really great animation style and quality, definitely one, if not the best anime style games on this website! Really hoping for more Hana content :)
As for some suggestions that I think will bring even more life to the game:
First I think you could decorate the protagonist's house a little more, mainly the hallway and bedroom with some bookshelves or some other stuff.
Maybe make a more elaborate affection system where you have a chance to get asked a question when interacting with the girls and depending on your answer you can lose points too! I think it would make them feel more alive.
You could also reuse the Christmas event in the actual game where it only activates around Winter(in game) if you have a certain amount of affection with the 6 girls and not as a side thing from the Main menu(But that would also mean making a season + calendar system I guess, which may be a bit too much work).
Maybe add some random encounters with the non-main girls where you get asked a thing or two which depending on your answer can influence your reputation?
And lastly, I think a bit more interesting mini-games for the resource gathering rather than just spam clicking would be cool!
I don't know if you will consider any of these since the game is really good as is, but they are just something I thought would make the game even better! Love what you've done so far and again, can't wait for more!!