Would appreciate some prayerful/truthful guidance as to the necessary basics of a relationship because no human is black and white, and I’m still learning how to be discern this stuff.
Yes, I can definitely see why relationships are difficult to you, fellow overthinker.
I also have anxiety which has made dating always quite difficult.
I know how this is going to sound, but yeah, you do need to relax a bit. On the other hand, you need to be yourself and can’t pretend to be someone you are not.
This guy I’m dating has told me he wants to move slowly because of past hurts
Don’t fall for wounded sparrows. I mean, don’t exclude them just because they are, but avoid developing a specific taste for what makes them what they are. Also consider what makes you attracted to them, if you are more often than this once.
I know these things can’t be rushed, but we’re only going on dates for months, not in a relationship (exclusively dating but not really with real commitments - I’m not called his girlfriend, don’t know his family, etc.).
That looks different from a younger perspective, but labels such as ‘girlfriend’ or ‘boyfriend’ don’t really matter. The commitment is more in the substance of what you actually do and how you are.
Next, it looks like you’re both very young, so making the relationship too formal too early might not actually be the best option. After all, that sort of thing tends to put you on a fast track to the point where you have to either get engaged or break up. Perhaps there’s no need to get to that point?
In any case, I would think about that guy and about yourself, and yourself with him, and focus on that — is it going in a good direction? is it in a good place right now? is it where you want to be? — rather than focusing on the status of the relationship.
Later on, you will discover that marriage, for example, is not a last achievement in dating (sort of like graduating and leaving the walls) but actually only the very beginning of living a life together.
I do really think it’s improving, but it’s hard for me to trust when we’re on two different levels and timelines at the moment.
Rarely are two people in the same place and time. Don’t expect perfect symmetry, though you may want to cherish it if it does happen (with that guy or with a different one at a different time).
I’m also not great at just moving slowly,
I think that’s how it works with people.
On the other hand, it’s usually the initiating party that wants to move on and up, while the responding party bides the time and balances things. Regardless who’s the man and who’s the woman.
I like certainty and I’m praying not to.
Almost everybody does, and yet we’ll never have it (well, not in this life) fully.
I would focus more on whether you think he’s the guy you want to be with. If yes, well, that should answer a lot of your questions. If not, cut it, and the questions aren’t relevant any more.
It’s been sticky here and there because he dealt with being cheated on and it ruined his trust and such.
Understandable. Even without considering you a potential threat in that same regard, he still does have some healing to do. That’s his right, and it’s fine.
On the other hand, it doesn’t mean you absolutely have to allow yourself to be held hostage by that either. It’s your right not to, and that’s fine too.
Also, chances are he might not be ready for a relationship. Strictly speaking, chances are neither of you two is (though in a different degree).
I will admit that he hasn’t always been the most sensitive or generous, and our communication hasn’t always been great.
That doesn’t make him an altogether bad fellow, but he’s not the only fellow out there either.
He doesn’t want to do gifts for holidays or anything, but yet he still pays for my meals and such.
Looks like he has a gentleman bone in his body. Again, like I said, not necessarily a bad person but not necessarily the right guy for you or the only one that’s out there.
We text about things and that’s not good for serious conversation, though he doesn’t like phone calls.
I’m reading a lot of what he doesn’t like. It’s considerate and thoughtful of you to mind those things, as well as to be willing to adjust your behaviour to avoid them (too many people these days aren’t willing to make any adjustments because they think they have a constitutional right to be like they are and the rest of the world should adjust to them), but do consider if you can still be yourself in the relationship.
And by yourself I don’t mean yourself completely unchanged — that’s not what interacting with fellow humans is for — but if you’re changing, then are you changing for the better? Is that how you want to change? Are you growing? If not, then meh, nothing to write home about. If the opposite in fact, then you need out.
I also haven’t been innocent either. I have some boundary problems I’m working on and I can be quite pushy/try to manipulate
Oh, that comes with the extra X chromosome, I believe.

Seriously, though, pretty much everybody has something diagnosable, on a mild to moderate level. Doesn’t make us nuts. The problem: we gotta figure out how to live with each other. Tough luck.
