It's hard to know what to say in this situation, as every person can be unique. However in my experience, if it is someone that you are on good terms with and they continue talking to you after a break up, it might more likely mean that they are just so used to talking to you, they don't know how to communicate in those terms (or at that level) with anyone else. He could just be so used to that lifestyle that he continues to follow it, and you're left wondering of his real motivations. I assume with the way that you ended your post that you still have some feelings for him or want to try and get back together. For that part, it depends on who ended the relationship I think. You might have to ask yourself why you really broke up in the first place, if it was something you couldn't handle or if he just wasn't into the relationship anymore. If you can come to terms with the reason and think that there still may be some mutual feelings between you two, then you can ask him if he's okay with going on a date (to start things off slowly, or ease yourself back into that relationship). If you don't think he would go for it, or you are rejected, then it might be the healthiest thing to spend some time away from him and try and meet other people.
