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I've had multiple conversations with him in person about having trouble getting myself to come to sessions, considering canceling, etc., and his responses have almost always included some variation on saying he knows it's difficult for me at times but he hopes I'll keep making the decision to come in, and/or that he's glad I didn't cancel. And I had a therapist years ago who I emailed a few times with variations on "I'm thinking about canceling" or "I'm not sure I'm going to be able to get myself to come in for the next session," and she generally replied with something pretty similar to what you've imagined wanting.
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What you're describing is a conversation about the desire to cancel. In that case it's perfectly fine for a T to say "I hope you show up" or something along those lines. But in Lrad's case, she has cancelled. When a client makes a decision, I think the T should respect that and follow the client's stated desire, and not argue about it or try to get the client to change her mind.