@ehBeth,
I've never technically dated anyone (mating rituals are different where I come from) but seeing from rol.com. movies (a
totally unbiased source of course) it doesn't look super relaxed and fun on first date, more like people observing each other, looking for faults in each other's armour...
It's true that the way the person writing to the NYT describes the "unpass" is a bit offputting. But we don't know how each of the guys really said it.
The funniest thing is that, because human communication is always multi-layered, the "unpass" is in fact a pass... Image the roles reversed. If a woman told me at the end of dinner: "Listen man, given metoo and all, i won't make a pass at you so if you want more of me, you gona have to ask...." Well, I'd get the message and bet even shy me gona ask, if I like her. Because that's an invite if there ever was one.