Eh, I don't know if Keith has it.

I know I battle the same problem you do with that.  The envy should be turned to motivation, not so much for the family, but for improving yourself.  You can't get a family if you are stuck in self-pity mode.  I am learining this the hard way.

It depends on the context of the conversation, really.  Part of life is that there will be conversations that make us uncomfortable - what we do with them is important!

I can only say what I do here: I consider myself lucky that I am single in such a rough time.  I don't have to worry about a family with gas prices soaring, or having to keep a girlfriend happy.  I would much rather have friends.  Yes, people do fling their relationship in my face, but you know, if they have to - there's a problem.  My goal is to be as secure in myself as possible.  Regardless of whether I have friends, a wife, or girlfriend, I am still me and that is the most important part!

I think he's just beating you up with that to try to motivate you to push yourself.  You might want to find a new therapist.  

Some people get into professions for the wrong reasons or with the wrong talents and end up doing more harm than good.  I think you found one of those people.