I am fine with crying. This is weird for most people that know me at school, as they see me as this untouchable mass of testosterone (the beard helps), when really I feel everything that they do. The only difference is that I usually suppress showing these emotions, as they usually just get in the way, particularly at school.
While I am fine with anyone crying/shiwing emotion, there is a point where it changes from showing emotion to just a constant onslaught of the feels. You should be able to suck it up (within good time), even if you need the support of others.
I used to never show emotion, until I found MLP, and found out that I don't care what others think of me. Not like that is likely to dramaticly change my future. Though I never really show any emotion anyway, unless it has nothing to do with me (books, movies, songs, etc.), then I can cry like a baby.