Would it be awkward to ask, “Why did you offer to meet me?”

I’m Flagmaker, a columnist. Before a first date, I think in advance about how I’d answer if I were asked questions like that. Being caught off guard makes me uncomfortable, and I’m worried I might say something that hits a nerve or makes me a person to avoid.

I’m Kazu, a male member. Hmm, it wouldn’t bother me, but in most cases the reason is probably pretty mundane, so I’d feel a little embarrassed answering. As the man being asked, I’d worry about saying something like, “Because you have big breasts!” and offending her. I think it’s fine to ask, but if you don’t phrase it thoughtfully, she might think you’re conducting market research because you want even better offers. That said, I doubt that one question alone would ever lead to a breakup, so I think it’s probably fine to just go ahead and ask.

I’m Taro, a male member. That’s actually a pretty fundamental question. Any guy who backs off because of it is someone you can let go. Well, if he’s only after your money, you might as well keep him around, though（笑） A lot of these relationships start out with people talking about an emotional connection, but eventually the woman thinks, “Well, getting paid is good enough,” while the man thinks, “As long as I can be intimate with her, that’s good enough.” They have some superficial conversations, pretend they’ve grown close, and end up essentially buying intimacy with money. If it continues for a long time, feelings may develop, but if someone asks how that’s really different from having a regular escort, you might have trouble answering. So in that sense, a refreshingly straightforward, idealistic question like yours is great. If you’re curious about his source of income, you might try asking someone you’ve been seeing for at least three months during the relaxed time afterward. It could lead to a conversation that deepens your relationship.