Hi Angela,
Not surprised that this guy that you met on a dating app is driving you nuts. After five dates, there is really no excuse for him not be initiating contact with you in-between dates.
Given that he does take the initiative to contact whenever you get sick of initiating contact and making suggestions, it would work in your favor to pull back.
Being the one who always initiates contact in-between dates for the most part has spoiled him. He is leaving it to you to initiate because you have made him feel as though you are going to do it anyway.
You need to make him start doing some work in contributing equally. Take a step back from initiating contact in-between dates. Let him be the one to start reaching out to you first from here on out. He has already shown a propensity to do this whenever you get sick of making suggestions and back off. Do more of this.
The conversations must be about a lot more than just setting up another date. If all he does is initiate contact in order to set up another date, tell him that you would rather the both of you get to learn more about each other before going on another date with him.
This should make him start putting out a lot more effort in his conversations with you so as to earn another opportunity to meet up with you on a date.
Make him chase you. Make him do some work. Do this first before moving on.
If he demonstrates a consistent willingness to initiate contact with you in-between dates over a sustained period of time, you may have a keeper.