I say it shouldn't matter though there are some men that can't handle not being that person. I have dated before and paid for meals, but no one knew sometimes because I would make sure my date is okay with that situation and give him the money to pay beforehand so that if it tweaks his ego or pride then at least it won't show in public. To some people this matters. To others it doesn't. Old school say men are the breadwinner and they should take care of the woman. If a woman feel like you can't feed her then she may feel like you can't do much else which sometimes interpret to you not being "man" enough for her.
I'm independent and I want my man to be as well. It's not that I look for someone to pay my bills but I still want a man who's lifestyle matches mine. I have dated guys who didn't make much money and they either got insecure and let it affect how they treated me, got jealous that their finances didn't match mine, or thought that because I make good money that I should take care of them and give them money when they ask. Relationships just don't work when the woman makes significantly more money and the guy is minimum wage. I can't respect a guy who is going to turn around and ask me for $10 for gas money, and that tends to be the case when you date adult men who make minimum wage. I have friends who will date men who make minimum wage, but they tend to end up being their sugar mamas. So those are the reasons why I just can't do it. We can be friends but that's it nothing more
I'm not well off, as i work at a nonprofit... But I see this as one of the best parts of women having jobs. You can date and marry who you love and are attracted to instead of having to give up on those things for financial security.