I don't think that you will ever reach a time when you are going to feel fine talking about this in session. For myself, I have forced myself to talk about things that are uncomfortable, whether shaking, crying, etc. I always was relieved that I did. Facing these things is the only way to overcome them. You can even cover your face the first time.
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Don't let your problems or the world make you feel small. Stretch your arms out over your head. Take a deep breathe. Tell yourself that you are big. You are big, not small. You always have space, you are not trapped........
I'm an ISFJ
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