I found the problem.
In v 0.109.0, I made the conversation already happen whenever someone hits the cheat button, just like every other conversation. This means that, if you have already sissified the landlord, you can Walk up to him on Saturday, First Afternoon, Garden, and the option will be there. No need to Run up to her at all. That still applies for those who do not hit the cheat button at game start.