Does it really matter who pays the dinner bill?
Most Helpful Guy
Absolutely. If the guy is going to take the initiative to ask you out, and if he is going to be in charge of entertaining you for an evening, he should fit the bill for everything.
If he has no money or resources to do this adequately, then he should by all means go about acquiring the resources to do so. If you feel bad, don't. It's the guy's responsibility.
Basically, on a date, the lady should not have to worry about or take care of anything except having a good time and being entertained. The guy - if he is worth his salt and is worthy of your time and affection - should take care of everything.
In that way, you kinda put him on the spot to perform well, but at the same time you shouldn't be giving your heart away to or wasting your time with some dude who doesn't have his crap together.0