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At the end of day two is when the story starts to branch in different directions. When doing a full playthrough, you'd only be able to do one of the three evening choices before continuing on, with the story reacting accordingly. It's just so early in development that the continuing on part isn't in yet 🙂 Progress isn't lost in the sense that CGs you unlock will remain unlocked, but Connor won't be able to go to Matt's place and the party and the club in one single save. If you want to follow multiple storylines as the game continues, I'd recommend making different saves for each path . You can name saves now to help differentiate them from one another.