Guys, when do you start being vulnerable with your girl?

Anonymous
My boyfriend (in his early 40s) and I have been dating for over 9months now. We had some challenges and struggles. Recently I had some doubts in our relationship and had an amicable talk with him about it. I had asked him 2 questions which was “do I make him happy?” And “have he ever told me that he loved me but not meant it?”.

When he started answering those questions, he started breaking down and crying.
I’ve never seen him cry, tear up yes but never crying.

Guys does this mean something?
Guys, when do you start being vulnerable with your girl?
17 Opinion