She never let anyone get close and never took the initiative to get to know others, while she never let others know much about herself besides the very basics or things that she had made up.
Max may not have had the same situation, but he had grown up with others hanging out with him who either took advantage of him or did not understand him too well.
He may have had a little more experience than Ash when it came to those of the opposite gender, but he never really had a serious relationship that lasted too long.
Ash was quite different from the girls that he had dated in the past, so he could not use his past experiences as a reference on how to handle a relationship with her.
There were moments when he felt content with what they had, but when he thought about it, his thoughts got more complicated and negative thoughts kept appearing.