Of course it matters. You're looking at this from your own income lense where $200-$400 = a lot of money. Which is why you tried to say a high earning person or millionaire would regard stingness as under that amount as if a high earning person/millionaire can't find spending $400+ to be stingy. If this woman instead said "I need a man to bring $5 on a first date" you wouldn't see that a problem because that isn't a taxable amount of money for you. So why would it not be the same with a high earner with $200-$400?
I get what you're saying, but it's just tacky breh. Even if a bytch said, "bring $5 on a date" that would still turn me off. I've never had any woman tell me to bring "x" amount of money on a first date. It just screams entitlement to me. Let me take you where I want and I'll handle it, you either accept it or move on.
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