Maybe you're afraid that asking a personal question could lead to rejection or feelings of shame?

I have found it useful to look at the situation from a process level and try to answer questions for myself to help me see the bigger picture, as it helps me see where this affects me in other areas.

In this case, I'd try to answer for myself...

...What feelings get stirred up in me when I contemplate the situation?

...Am I basing my feelings on thoughts or judgments? Or is it based on reality?

...Are my actions adequately reflecting what I'm feeling? Am I being reactive? What other ways can I handle this that would yield more rewarding results? What's stopping me from choosing those other options?

A great first step might be to talk to T about how you're struggling with something that he said/did....that you are concerned that you'd be overstepping boundaries by asking him...so instead did x, y, z....but it's affecting how you feel...etc.

You can address your process without actually addressing the issue itself...and it could ultimately be of great help!