The date starts at 8 p.m.—would a woman consider that too late for dinner?

I’m Saito, a columnist♪. I once had an experience involving a 10:00 p.m. meeting. It was due to my work schedule, but we agreed on covering my taxi fare home plus an allowance, and the arrangement is still ongoing. Conversely, I’ve also met someone at 9:00 a.m., almost like a breakfast meeting. I imagine it may have been difficult to find a woman willing to meet at that time, but while many people would say no, there are definitely some who are okay with it. As for the questioner’s 8:00 p.m. meeting, it’s just within the limit under the four-hour rule. You could send her home after three hours, or, if you’re concerned, explain your plans in advance. I think it’s important to ease her anxiety about wondering, “What time will I be able to go home?” and to take the difference between the train fare and taxi fare into consideration.