39??? Phew. More to the point is the business of him telling you you are insecure; it sounds very much as though he is projecting his own behaviour on to you (which we all do sometimes). This is pretty manipulative. Some people like this sort of thing, but if you don't, then as before, I'd tell him to stop it, and see what happens. If he doesn't, telling you you're oversensitive or something, then up to you what you do. The reason I asked his age was that, with young males, you can sometimes gently point out that their behaviour is immature and you'd like it if they kept it to themselves. At 39, I don't really see this happening; but it's worth a try, if you want to hang on to him.