Thanks for the question. I’ll answer as well.
Are you a beginner, offering for the first time—or almost the first time? If you’re experienced, you can check the other person’s situation during dinner and bring it up at the right moment.
If you’re a beginner, it’s only natural not to know when to bring it up. However, I think the safest approach is to discuss the allowance during the first dinner.
> I’m worried that even bringing up an adult relationship (intimate) during the first dinner might make her uncomfortable.
If you talk only about an adult relationship during dinner—or spend most of the time talking about it—I think she would feel uncomfortable whether she’s a B, C, or D.
Dinner should mainly be about having a pleasant conversation. The main focus is the date. That said, it’s still better to discuss the allowance.
Even if she’s a B, she’s ultimately considering an adult relationship (intimate), so I don’t think simply saying, “I’m thinking of an allowance around this amount,” would make her uncomfortable. If it did, there may have been another issue, or she may actually have been an A.
Of course, if the allowance is too low, she may decide not to meet again, and an extremely low amount could make her uncomfortable. But I don’t think that’s limited to Bs.
So if you’re a beginner, I think you should discuss the allowance at the first meeting, whether she’s a B1 or B2.
However, in the case of a B1, she wants a deeper relationship only after going on several dates, so you need to be careful not to make her feel rushed.
Generally, people finish dinner and then talk when they’re alone while moving around—inside an elevator, in a car, or on a quiet street. I think it’s fine to bring it up at any point.
However, since women don’t often state what they want themselves, it may be best to mention it casually or hand over the allowance in advance at the hotel. If the other person wants to continue seeing you, I don’t think it matters when you discuss it.
In my case, when I meet a woman so rare that I’d want to make her a favorite, I focus more on the dates and our chemistry than on negotiating. I don’t negotiate the terms of an adult relationship.
I’ve never discussed or even set allowance terms with the girls I’m currently seeing.
I think the smart approach is to chat with her, observe how she’s reacting, follow the flow of the conversation, and wait for the right moment to bring up the allowance.
As for the allowance for your next meeting, I make sure to discuss it before we part ways.
