Perhaps I’m wrong (it’s no skin off my back), but another thing I’ve noticed in my life is that 90% of women will spend an inordinate amount of time trying to convince someone that they’re in the 10% that don’t care about money… all evidence to the contrary. Case in point:
stin·gy (adj.)
1. reluctant to give or spend; not generous: He’s a stingy old miser.
2. scanty or meager: A stingy little income.
Seems like the word “stingy,” at bottom, is ALL about money. I think it’s pretty clear that your comments are not being “taken out of context.” You want to have your cake and eat it too. You want the guy to “impress you” with a “nice date” that, as you’ve already explained, you have no intentions of paying for. And, at the same time, you want us to believe that “you don’t care about money.” I must admit, you’ve got quite a challenge on your hands. Do you think this guy describes you as stingy despite the fact that he’s paid for “mostly” all of the dates? That’s a rhetorical question. Women, as a general rule, don’t pay. After all, they might label the man as “stingy.”
Here’s my suggestion: Tell the man that you’d like to go on a nice date and define for him precisely what “nice date” means. Since he’s told you that he’d like to sleep with you, tell him that he’ll be able to sleep with you in exchange for this nice date. I think you’ll be on the road toward a mutually beneficial relationship with very little confusion between you.