I also made a previous T uncomfortable by bringing up my dad’s alcoholism; she said she’d be ok to talk about it but it was obvious she was upset by it, as she had a close relative who was also alcoholic. I regretted saying anything and avoided the subject afterwards, even though it was affecting me in ways I didn’t fully realise at the time.
Current T has been made uncomfortable but mentioned it at the time, and said it was ok to talk about. I felt concerned, but tried not to skirt the issue this time (a different one than I’d brought up with the other T).