I think it's perfectly human to cry when an emotion overwhelms you, whether you're a man or a woman. I have sat with guys who have cried in front of me and it's been because they're really going through some tough things. I personally hate the belief that men should never cry or that it is somehow weak--I could not see myself with a man who could not express his emotions in full. God made us to have feelings and to show them!
However, something I can't stand is anyone, male or female, who will cry as means of manipulating other people--I went out with a guy for way too long who used to do that and I utterly hated it. People would try to confront him about his drinking, addictions, lack of responsibility... and he would start crying and saying how hard his life was simply because he was using it as a means of escaping confrontation. Yes, he HAD been through some tough times, but never chose to face them or do what it took to overcome them. He would also use sob stories to try to get people to feel sorry for him (and he always used his kids as a means of trying to get people to give him money). After I dated him for a while and he got to know me, I found out he was trying to use stories from MY life to get people to give him money as well... and he saw NOTHING wrong with any of it because he saw it as "people being generous" instead of him weaseling it out of them. And then, of course, would spend it on alcohol.
I COULDN'T STAND THAT.
Expressing feelings? Good. Using a person's OWN feelings to manipulate someone else's? BAD.