Dates don’t show up in heroine routes. Thinking about that stuff isn’t really a priority. This is a tiny scene used to progress the plot. If it doesn’t seem to fit, then you can pace up the early story. If it feels too soon you can pad out the early story.
A brief timeline is all you need in the planning process. The rest is generally figured out as you progress. A writer should be influenced on the spot and not stuck to a timescale.
I learned my whaling tactics from Ubisoft! If we consider VNs a form of video game, then adding micro-transactions or DLC is standard practice!
“You have run out of choices! Buy more now!”