YOU and ME and HER does something similar, but it’s way longer. The story takes a bit to get started, but it’s one of my favourite games of all time. You should check it out.

It’s also on Steam, but for that version you need to install the Director’s Cut patchto get the intended experience.

Is it supposed to look like this? Some of the text is hard to read and I can’t switch to the dark theme, it’s always bright.