(Hanginon),

"Letting go" in therapy is a complex topic and how, when and why are all part of the process. You must feel safe in the moment, in the relationship, in the room. You and T must be attuned. It's not like we can (usually) say, "Okay today I'm going to cry."

I think Echoes suggestion of starting a session with this topic is wonderful. Trust yourself and T and don't worry, it will happen when the time is right. Just keep talking about it and the more you understand yourself, the more T will understand you.