The game has bugs. One I ran into is basically this: don't start another quest if you're already in the process of doing one. For example, I started the quest of talking to the mom after the massage the day after. Then I went to go make some money for the date with her, and I ended up talking to the girl at the store. That started her quest, 'Netflix and chill,' and it completely locked me out of doing the mom quest. I had to start over from the save point I had before starting the mom date quest because, even though I had enough money, it wouldn't allow me to progress the quest or talk to the mom anymore. Another thing: the day she asks you to zip up her zipper through text, if you don't go right away, it'll bug out because her positioning changes throughout the day, so it stays bugged, and you'll have to start over.