Pure path has less than 5% of the game's content. The game is sharpened for the Corruption path. And some of them lead in completely opposite directions (there is a walkthrough for that, you can check it). If you don't want to go through them separately you can just unlock the whole gallery at any time.
I don't remember exactly but I think it's just being "fallen" and going to the beach with your husband on the weekend. Take it with a grain of salt though, it's been a while since I've done that, been replaying the shota patch mostly lately.
As far as I know they are working on a bunch of different stuff at the moment but none of it is expanding Fleeting Iris. I think Fleeting Iris will be done for a while once the XMAS mini-game comes out.
Homeless route you keep going to the homeless community from the beginning of the game and its a bit straight forward from there. Molester route I never completed but I believe you need to go on the bus/train on certain days for the events to progress.
