My T uses lots of analogies, and I know that she doesn't always comment on things if she thinks I'm not ready to hear them. However, when she sees something that she thinks needs to be mentioned, she's always very straightforward about it. If T needs to make sure that I understand something, she will be very clear about stating exactly what she means to say and needs me to understand.

I think that if you are unsure about your T's motives, then you should bring it up. It's better to clarify and have a solid understanding than to just keep wondering.