I think that even now, in our 'enlightened' times, there is still a hangover to the days when 'big boys don't cry' - which leaves a lot of men feeling repressed and unable to express emotion, not only by crying, but just by reacting in any way at all.
As the age old saying goes - women talk to each other - men tell jokes.
I believe that crying is actually really good for you, and should not be repressed.
When i worked as a Samaritan, I would always answer the inevitable "I'm sorry ..." response when someone cried in front of me, by saying that you should not be sorry, it is good for youj.
I think an atmosphere where genuine emotion is acceptable (as opposed to the X-Factor blub-fests) wouold be a better environment for all of us.