I need advice on what to do about a friend who has serious trust issues?

I feel too old to be on here asking stupid questions, but I really need advice. I am currently seeing someone who I care for with all my heart. When we first started seeing each other I sent some dirty pics of myself to an old friend and he went through my phone and found them. He should have never violated my privacy like that, especially so early in our relationship, but nonetheless, I don't deny that what I did was wrong. Both of us come from really screwed up past relationships (our exes cheated a lot) so we already have trust issues, but I feel like because I screwed up in the beginning that he will forever hold it over my head. He gives mixed signals. He told me when he found out about the pictures that we could never be in a relationship, but then he is always with me, and we miss each other when apart. My divorce is not quite finalized (only a few more weeks to go), and he said that is a lot of the issue that he has with me (it puts him and me in a morally awkward position). I guess my concern is he is constantly trying to find out all about my past and I feel some things are better left alone. If he can't trust me now what will it be like in 5 years? Im sure that a lot of people are going to want to post judgmental comments about how I shouldn't even be in a serious relationship when my divorce isn't even finalized, but I don't want judgment from anyone. I just need advice on what to do. Do you stay with someone that you are totally in love with knowing that they have a lot of insecurities and will likely always dig through your past or do you move on and weather the heartache. Another question I have is as I mentioned he tries to find out a lot about my past and I don't tell him for fear that I will lose him, but should I just come clean and give him the opportunity to decide if I am worth having a future with, or do I continue to hide stuff?