I think part of learning to verbalize how you're feeling is withstanding the reaction from others. I think your T is right that you need to get to the point where you can do that. I know that, for me, I had a hard time for a long time, expressing myself verbally. And I am still better at writing things out. But it is improving slowly as I take more risks.

I don't think it's wrong to email him. I think you just need to work towards being able to say things rather than write them.