How should paying on the first date go?

Just pay for yourself and see if he steps in to pay for you.

Expect the guy to pay, but you can offer to give give the tip if it's dinner, or pay for parking, or for some other smaller expense.

I'd do what Jme said, go to pay the bill and then if he offers to pay it, you try to pay the tip and if he says, " I got it! " just look out later. If he really likes you and can't let you go, he will want to see you again . If he just wanted to have sex with you, you'll end up paying for the dinner and the tip after-all .

You say nothing and expect the guy to pay.

You could offer to pay and if he doesn't let you just say, well at least let me get the tip.

Yeah, start to pay and then see if the guy stops you and pays for you and him.

I bring money and then leave it up to the guy

pay for urself ...