Buy Beer from the store, share said Beer with Josef on Fridays at the Entrance. This has to be done 3 times. Anna also needs to have sucked your dick. On the third time, you can confess to running the starmaker page to Josef. The dialogue options determine if Josef confronts Anna about it and stays OR if he leaves.
Definitely go download the game from itch. It's been patched so that the minigame in the club doesn't softlock.(I had it softlock on the initial version but it was fixed for me by 1.0b).
The safe combination is mentioned in the comments on the starmaker page. 7172.
The pool wasn't meant to be included according to the dev and it gets removed in the more recent versions. That being said, it does seem weird that Isabella has a bikini outfit but nothing gets done with it but maybe I missed something. There's definitely some scenes that need several choices to line up.
I'm also baffled by the gas station. I think someone mentioned another scene with Tristan there.
Speaking of Tristan, he has an encounter in the mall > beach > downtown?. During the third encounter, you get to talk with him and get the Heavenly Husband perk. Not too sure if you need specific responses here or not. It then lets you have a scene with the car dealer(Only one scene afaik).
You can definitely go too fast on getting followers that you won't be able to get the all the wardrobe pictures before you get access to the Studio that blocks it off. She'll never go past taking pictures with your dick unless you do something else (grope/buy gifts?) with her afaik.
For Ken, after meeting him, go to the Entrance on a Thursday? It'll trigger the meeting to take a picture and it'll let you progress things with him.(I also had to have someone point this out, I somehow never checked it 10+weeks in)