I'm not saying what you did did not establish trust, far from it, but is there a chance you could talk to him in person (or on video chat or whatever) about whatever thing you mentioned in the email? In my experience, if I share something out loud, it usually changes something inside me. I'm not saying it happens in all cases when I share something really personal, but it helps to say it out loud. I hope you continue to make progress with your therapist. Maybe it's the same for you with writing things out. But maybe you could write things out and then read them in session out loud. That has been something that has helped me make sessions organized and productive.
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