LT...I have to admit it painful for me to watch you spinning your wheels in this endless loop with your T. I could be totally off base and feel free to ignore me but it just seems like your sessions are based on reactions to what he says. It appears that your distress tolerance is very low and triggered whenever he does not give you the response or answer that you are looking for. This results in extra sessions to discuss his response in hope that you can turn it around to your expectations.
I am not badmouthing your T but it does seem that he could spend more time on helping you address the source of this issue. It may be something to bring up to the new T just to see what course of action they would recommend.
Also, there are some great DBT skills that can help with OCD symptoms such as learning how to check the facts, ways to increase distress tolerance and ways to deal with interpersonal relationships successfully.
I just think there is so much more your T can be doing to help you get past all of this. I know my T is strict and he makes me mad quite often but I must admit his methods are working and I have made huge improvements through DBT, CBT and mindfulness practice. Again, just my opinion for what it is worth.
I wish you the best in your upcoming decision.
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