The awkward situation: You're not sure who should pay on a first date
What to say: Nothing.
Syrtash advised against talking explicitly about who's going to pay. (It kind of kills the romance.)
In general, Syrtash believes that whoever initiated the date should pay. The other person should accept graciously.
Interestingly, among her clients, she's noticed that most women who date men do still expect the man to pay. If you expect the other person to pay but you're planning the date, try to pick a place that isn't so expensive so you won't feel guilty when your date foots the bill. Syrtash suggested arranging a date over happy hour drinks.
When the bill arrives, even if you expect the other person to pay, you should still offer to pay and know that your date might agree to split the cost.
And if your date does end up paying, make sure to thank them — even if you weren't feeling a romantic connection.