He is still on my friend list. If I delete him from it, I feel it would look like I cared, so I have just let him sit there. Some dating advice experts suggests to set your boundaries with men who behave like this, but I look at it that I am in my late 40′s and he is early 50′s, and if he doesn’t realise this is unacceptable behavior, it is not up to me to try and educate him. But what to do about him being on my friend list? To delete or leave him sitting there? No reply back.