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Look guys, there are circumstances, I agree.
If I'm going out with a doctor and he's suggesting a coffee date, I will come to one conclusion- He's not that much into me to spend the cash on an actual date.
From an evolutionary stand point, women are wired to look for security. Look at the success of sites like, whatsyourprice.com and those mail order brides. They are successful for a reason, granted on the extreme end.
When I go out on dates, I can gauge (for the most part) a man's generosity with me without costing $$$. Let me give you an example:
Man #1:
Went out for drinks. I didn't like my first drink, set it aside. He asks me, you want me to order you another one? I said no, it's okay. He goes, ah, no, come on, let's get you another one.
Man #2:
Went out for drinks. First drink was too strong, set it aside. He keeps asking, so you going to drink that or not? Bill comes. He asks if I've got change on me.
For many women, a man's generosity gives her a clue about his character.
This is exactly why women breed men that pretty much act like assholes to women. MONEY was not around back in the day. MONEY if all of it was burned would not make any difference in seduction. From an "evolutionary" standpoint, what you are describing is false. The reason you found the guy attractive in your original post is because of HIS BEHAVIOR. Not that he could not pay up like you the way you feel entitled to. And this was true because you kept on seeing him despite you complaining about the cheapness.
You liked his behavior. And that is what kept bringing you back. Unfortunately for the guy he lacked charm and that is why you ditched him in the end. He said he was going to do something for you but he didn't so he loses gentleman points for that.
IF I ever become rich like a doctor. HELL YEAH I will take your ass out to on a coffee date. Because I would genuinely want to know that you like me for me and not for what I can provide for you. I am not out here making a living because I want some freeloader on me. I would want an equal, someone to grow with.
What makes you so special right off the bat that I have to take you to a 5 star restaurant ? Shit, I weed girls out who only want things out of me. I would never date a woman like that long term if she thinks that I am supposed to bend over for her just because she is hot.