My bf used to cry very easily. I loved it. It was beautiful to get to witness. Now he feels he must be hard, like you're saying. I disagree.
I've been there. I myself don't cry very easily. I remember when I was 27, I was making $150 a week working for my aunt, spending every last dime on liquor, passing out, I was very overweight, and I wore wigs. My life was miserable. I wanted to cry, but I couldn't.
Years later, I was able to sob, for someone else.
Things have improved for me. I sincerely hope they improve for you.