I don't have much advice, LT, as I can't even imagine wanting, much less asking my T about a transitional object. This is no judgement upon you. I am actually a little amazed you can be so vulnerable.

That being said, my T once drew a crayon drawing of ***** mountain, and then how an activity I was doing made a tiny dent in that mountain, explaining that she didn't think just because I was being more social and active that it was going to automatically solve all of my problems.

It is beyond a simple drawing. A 4 year old could probably do a better job, lol. But for some reason, I put it on my bulletin board that I have with things that I like. I told my T that, and she laughed and made some derogatory comment about her art work, but I could tell she didn't find it weird at all. I don't consider it a transitional object, nor do I even look at it much, but I could see it sort of be in the same vein as what you are describing.

From my gut instinct (you know, an anoymnous person just reading your accounts of therapy), is that T isn't used to attachment at this level, so it is going to take some adjusting from him-which he seems quite willing to do. I don't think that it is a bad thing. Besides people on this forum, I am not sure the "average" therapy client has as much knowledge about therapy and terms and theories that we might, so it might throw him off a little.