The vagueness would be out of character for my T, which would make it more perplexing or potentially worrying. I get the sense that you want to be closer to Dr. T than he allows or is comfortable with, so there's probably an element of that at play. You want to move closer, even possibly to be appropriately supportive about whatever the thing was (saying, "Oh, that's too bad" etc) and you know that you are likely to be rebuffed and/or feel rejected if you try.