What is it about this T that you like and makes you want to keep seeing her? From what you have written, I would struggle to stay with her, or feel connected to her. I'm not a confident person either, I've been seeing my T for a year and a half and I could barely talk for the first 12 months. But BECAUSE she is sweet and gentle, I have learned to feel safe and secure around her (well, as safe and secure as I would feel around any person!). You know yourself better than I do, but it sounds like you could find a better match. Maybe write a list of pros and cons?