It took me years of therapy to cry and even feel in therapy because I was so numb. I remember sessions later on where crying is all I ever seemed to do.

I know it is harder for guys to be okay with crying because of stereotypes that men don't cry and stuff but really it is okay. Therapists are used to it. In fact, they kind of expect it. I wouldn't be too worried about it. You can discuss your fears about crying with the therapist. I am sure they will reassure you. They are not their to judge just to help.