[Jess~]

I don't know about anyone else, but I don't think therapy in general is a very comfortable thing, especially not at first. Therapy forces us to come face-to-face with our greatest traumatic experiences and insecurities, and the therapists teach us how to cope with them head on. That's not something we'd often do out of our own free will, so of course it's not the most comfortable thing in the world.
I think it's great that you're willing to give him a chance though, and I do hope it works out for the best for you! Keep us updated.