How to get out of the gray area?

I have been seeing this guy exclusively for about 4 months now. We texted everyday and response time varied depending on what we were doing. He is actively asking me questions about myself and doesn't try to let the conversation run dry. He had a friend come in from out of town and has spent every day with him and that means he usually lacks texting altogether since he's busy. Lately he hasn't been as engaged with me over text and I am worried that he is fading.

The last date, he confessed he had some thoughts that worried him and was thinking that it was all in his head. He said he is a relationship kind of guy and in order to figure out if he wants one with me we need to spend more time together. He does have a past of bad relationships which I'll throw out here. He told me he feels uncertain because he feels unworthy of me and he said sometimes things have felt forced like we have had conflicts that shouldn't be there just yet. He didn't specify when I asked what conflicts. The ones I can think of is when I asked him where this was headed which happened after 2.5 months of dating. This was resolved with conversations that we sat down and talked about for almost two hours. He and I talk about whether his parents would like me and vice versa. He talks about showing me to specific cities around the area that I am not familiar with.

I am confused because he is talking in futuristic ways in conversations we have but is uncertain about what he wants. I don't want to wait around but I also don't want to give up too early.

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When he said all of this, I told him I am ready for a relationship and I want him to be my boyfriend. But I also said that I don't want to enter one if he is having those thoughts. I told him what I saw in him to try to reassure the unworthy feeling. Am I not being clear enough?
How to get out of the gray area?
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