This is not about who has the better job. This is about getting to know each other better. You should approach the date with this frame of thinking.
When you are so concerned about the fact that the other person has the better job and they should do the asking out and paying, you will forget the whole point of this.
Your intent should be to get to know this person.
Your focus should be in creating a healthy atmosphere in order for you to interact.
You don’t have to go on an elaborate date to create this kind of atmosphere.
You don’t have to look at this as some kind of competition that requires someone to blink first.
The first person who blinks will have to do the asking out and yes, since they have the better job, they should pay too.
This is a very defeatist approach to dating and may result in you having multiple failures because you are sticking to some kind of belief system.
If you find her attractive and would like to get to know more about her, you shouldn’t allow yourself to get so caught up in whether she has the better job and what that would entail as far as the dating process is concerned.
Bear in mind that most girls aren’t going to initiate either.
She isn’t going to ask you out as often as you would hope, even if she knows that she has the better job.
What are you going to do now?
Are you just going to keep waiting on the sidelines in the hopes that a girl will eventually ask you out?
You could be waiting a long time and perhaps indefinitely.
You will have to go for what you want in order to get what you want.
Sticking to some kind of belief system about who makes more and what this entails when it comes to asking a person out could really damage your love life.
Your task is to focus on making this be an enjoyable and easygoing process.
As I mentioned earlier, you don’t have to have an elaborate date.
A simple meeting for a chat at a coffee shop or walk in the park can be a date.
Does it really matter who does the asking if you know that you really want to date this girl?
Why wouldn’t you go for what you want when you know that this is a person that you really want to get to know?
You may believe that you would refrain from asking her out because she has the better job and you believe that this means she should do the asking out, but this may be a poor excuse for what is really going on in your head.
You may be afraid.
You may be afraid that she won’t like you or she will tell you no.
You may be worried about how that will depreciate your sense of self-worth.
In other words, you are scared of failure. Well, you will have to get rid of this kind of attitude if you hope to be successful in dating.
Dating is taking a chance.
If you aren’t willing to take a chance and would rather give some kind of excuse so as to put the onus on the other person to do the asking out, you may be waiting on the sidelines for a long time without a date or a relationship.