To be honest, there have been times where taking a woman out to eat on the first date was unavoidable. When those rare occasions occur, I keep it simple and when I say simple, I mean affordable.
For instance, Thai restaurants are a perfect inexpensive first date meal. The food is good, cheap, and they usually use linen napkins instead of paper ones. Always a nice touch.
The other alternative to a nice, inexpensive restaurant is dessert on the first date, which means making plans for no earlier than 9:00 p.m. If the woman hasn’t eaten by then, it’s clear she was depending on me for a free meal. Meanwhile I arrive on a full stomach. At the most, I only pay for her meal and because she can’t seem to eat something as simple as a grilled cheese before 9:00 I know I won’t be seeing her again. To avoid the added costs of drinks, I will show up on the date a little tipsy or even drunk. Once a woman sees I got a head start, she either wants to catch up or suggest we take a rain check. I’m fine with either one.