That's a great question!
I'm not sure why this is. A therapist might help guide us and keep us focused if they ask questions. It's also normal to ask questions to clarify, which is a therapy technique in itself, I think.
I was never that great at free association, but as I understand it, it's more revealing to speak without first filtering the content. I don't have issues with not filtering the details, but it often seems more helpful to choose the overall topic first before getting into the details.
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