There is a difference between boundary crossings (may be helpful) and boundary violations(not healthy, legal or ethical)

My main T almost violated a boundary years ago when he wanted to tell me a famous person that he saw, the only person he ever threw out of therapy. I said that I didn't need to know, and that even jerks deserve confidentiality. He never tried to cross the line again.

One iffy crossing--when I was younger, main T said that we often flirt with each other. I was kind of horrified and he never mentioned it again.

All other acts have been helpful "crossings"
-He once came to get me when I got lost and panicked/froze
-He would drop me off at the subway station if we met late in the day/evening
-He sees my cousin but asked my permission first
-I have been hugged, had my hand held
-We have gone for walks
-He has lent and given me books
-He gave me a college graduation present
-He has accepted gifts from me
-He has disclosed a lot about himself
-We have met at a resteraunt for a couple of sessions
-I know his politics