Thanks for the picnic idea. It's not fair on my part to assume entirely that she would pay on her own, but I would not take her out to an expensive restaurant on that assumption alone. She was capable of paying and threw a fit, I left.
However you seem to act on your own assumptions, so save your judgement for when it matters.
Dude, you write that one of your desirable qualities is you're "well off". Yet you won't pay. Lol
She's well off as well, yet she won't pay? Lol
I think the previous poster's point is that being well-off is really not much of a net benefit to a partner if said resources are of no consequence to the relationship or the partner. If you're both at a good economic situation yet going 50/50 the fact that you are also well off doesn't mean much to her and might even register negatively due to social conventions and expectations.
You mention several qualities that are generally perceived in a positive light, but one of these is also a willingness to to share resources, especially in a male/female relationship, as far as I understand it.
When you go against a social norm you have to set expectations early on. Ideally before you even go on a dinner date. None of the women I know have a problem going Dutch; all of them would be really offended if you took them to a fancy restaurant and then when the bill came you expected them to pay half. You have essentially tricked them.
Here is a hint: If you want to go Dutch then take a girl for coffee or on a picnic ("you bring the bread and dips, I'll bring the drinks and cheese" etc) at least until you get to know her better.
Perhaps to you $80 is nothing. In my early 20's it would have been 8 hours work. Why would I spend a days hard work to have dinner with you when I can have dinner with another guy, who has just as much chance of being a great guy, without the expense?