I’m going on my first date tomorrow. Is the transportation allowance usually given at a certain point during the date? Is it enough to just say “Thank you” with a smile?

The timing for giving travel expenses varies from man to man, but the club tells its male members, “Women feel more at ease when you give them their travel expenses right after meeting, and it also ensures you won’t forget.” So, if a man doesn’t hand them over right away, it may be worth keeping in mind that he either prioritizes his own views over the club’s guidance or simply doesn’t listen to what he’s told. As for what you should do when you receive them, I think it depends on the man you’re dealing with. I don’t think it’s appropriate to lump all male members together and assume they would all be pleased by the same thing.

The timing for handing over transportation money varies from person to person. I give it to them at the very beginning of our meeting so I don’t forget. If you happen not to receive it, contact the club and make sure you get it. As for how to respond when it’s handed to you, basic professional courtesy should be all that’s needed.