I cry when needed/when I want, and that is when something sad does happen. When in "The Pursuit of Happyness", I saw the trauma that he went through in his life, and the happiness that he met in the end, I shed tears of sadness and joy. Big Fish (As OP has posted) also was a beautiful movie, because you built such a connection with the main character that you were sad to see him die.
There are 3 type of men when it comes to crying. 2 that don't cry and 1 that does. 1 that doesn't cry does so because he is insecure, the one that cries is one that is secure and does not care what others think. And the 3rd man is one who doesn't cry and tells other men that it is a weakness. This 3rd man is one who is not a man, but merely a child who has not or never will grow up, this is a statement that I believe in. If you don't like this statement, than sod off.
Advice for the men who are afraid though? VV
Fear your fears, but do not be afraid; use that fear as a weapon, whether it be a tear, a pen, or a sword. Use your fear, absorb it, accept it, and soon you will overcome it.