First off, let me preface my response by stating that I am not even close to an expert with probation issues. There may well be legal issues (including HIPPA), including some that are Michigan specific, that I am unaware. But, with that in mind, I will reply as best as I can with the information you have provided.
Ok, so I assume that your "list of court orders" required that you provide you PO the results of your psych evaluation. You are just questioning the amount of detail you are required to provide. Understand that your interaction with the psychologist/psychiatrist was not private treatment. It was court ordered for the specifically articulated reason of providing the state with a professional evaluation of your psychological state. As part of your sentencing agreement (agreement as in you agreed to it, in writing) you agreed to undertake the evaluation and provide the results to the state so that the state can effectively evaluate the level of supervision and restriction that is appropriate. I bet that if you read through that court paperwork carefully, you will find that you waived all confidentiality regarding the psych eval.
So, the court specifically noted that your psychological state was of specific concern and directly impacted you unlawful behavior. Therefore, the state has a strong interest in knowing the specifics of your psychological evaluation.
It seems to me, from the information you have given, that the court DID order you to do this. I do not believe that HIPPA applies because, as I stated above, I think it is almost certain that you waived any confidentiality as part of your sentencing agreement. So, yes, if you refuse to provide what your PO is requesting, you can get in trouble. Specifically, you can be found in violation of your probation.
Yes, your PO can order any number of things. For all intents and purposes, he/she owns your butt. Certainly there are things that your PO cannot legally require of you and he/she has to have legitimate reason to order anything not specifically mentioned by the court as a condition of your probation. But, your actions, behavior, and freedom is being actively supervised by the state.
You are going to have to get over being uncomfortable or embarrassed regarding what your PO knows about you. If he/she finds that you are holding back and concealing, it is going to sour a relationship that is in your best interest to keep on good footing. As far as using the information against you in court, well that would require you having to return to court for either a probation violation hearing or fresh criminal charges. If that were to occur, then yes, your PO could provide any information to the court.

