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Because they're afraid that you're testing them - they're afraid to be seen as stingy by you.

Yes, many of your gender do such tests.

Maybe, maybe not. I can't be concerned with the insecurities of others. For what it's worth, I really don't like it when a man is bombastic about having to pay the bill himself, it makes him look controlling, in my eyes, unless he's kind and sincere about it (which is rare).

Plus, the men I date know what I do for a living, they know I maintain a household on my own, they know I support two children. They know I'm good for it, in other words. Maybe my situation is different from others who are dating (looking for marriage and a secured future, etc., which I am not).

I'd pay half,only seems fair,or if the guy insists on the tab I could pay the tip.
Of course if it's my birthday I want a freebie

Okay I'm confused now, does splitting the bill mean splitting in half or paying for what you ordered?

"Split" usually refers to paying for only what you ordered, rather than 50/50. Helpful when one orders a salad and the other orders a steak.

I'll be honest usually when I was dating what we would do is like.. I'd buy the movie tickets and she'd buy dinner.. I'd buy desert she'd buy the coffee.

if I bought the vodka and juice or beer, she'd buy the ingrediants and we'd drunk-cook together.

It was a GREAT system and really lead to a lot of fun things.. everything was sort of a quidproquo..

Depends if its dating or courtship.
If the guy is already in love with her, generosity is a pleasure and a worthwhile investment. He'll honestly want to, provided he has the means.

One would hope by the third date a fair system like that would be established.

And wouldn't that be the same the other way around (she would get pleasure in being generous too), therefore bringing it back to 50/50 or thereabouts?

So what do I do about my approach of "Hey I'm broke and stuff and hardly ever go out to eat myself."

I'm beginning to think the standard thing is just make up s**t as you go along no matter how ridiculous it sounds, then as your lies unravel you force the girl into a trapped relationship based upon lies of your own grandeur and she goes along with the man with lies of her understandingness and delusions that things will change somehow, and then you get divorced. Right? So start off smooth by going out to eat somewhere expensive.

I make no claims about what women as a whole are like but, in my experience, with the ones I've dated, no that doesn't happen.