I don't know if I could push my current T either, and I've been meeting with him for a whole year! I have done the empty chair technique a few times, though. It was really weird, but worked for me in some ways. I was able to touch on some feelings and almost (almost lol) forget that my T was there. It was a way to tell someone how I feel without really doing so and process some of the emotion. But I wouldn't have been able to do that on the second session. I probably did it about 3 months or so in....
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