I rarely cry, but I do sometimes. Often enough I don't keep count or dates. If it's to do with my own life, it's usually delayed until I process whatever is happening.
When it's out of sadness, I feel self-conscious - regardless of whether I'm alone, which I usually am - which could either just be my usual self-consciousness or some ingrained partriarchal reflex, I really don't know. I sometimes just feel sceptical of the validity of my own feelings and this tends to stop a gushing emotion in its tracks.
When it's out of happiness or some beautiful moment (this can include a film), I am just happy to have a strong emotion like that because they don't come along every day, so I try to enjoy it as much as I can.
As far as people judging men for crying, well, I don't think I even really need to say that's a stupid thing to do. I wouldn't take that opinion seriously no matter who expressed it to me, just throw that shit away. Sure some people cry too much, probably, but everyone has different reasons and a different threshold for it.
Like with most things, it's only a gender issue because a bunch of idiots are trying to make it that way. I don't even think of it along those lines.