I have always cried when I felt I had to. Sometimes I would cry in situations where I didn't want to but couldn't help it. It's quite a powerful feeling in me, that I can't stop. I can feel it welling up inside and then it starts to come out, even when I'm trying hard not to let it. I can cry easily in relation to others' emotions, even if I never met them or the situation isn't real exactly, like if I'm watching a film that's particularly sad or poignant, if I let myself get wrapped in it enough I can feel the tears coming. I feel no shame in it, it's just the way I am. My feelings are pretty much on the surface most of the time, there's no hiding it for me.
I'm a pretty emotional person, I guess I feel things quite strongly, possibly in some situations more strongly than others. In my last relationship, whenever there was a problem, I always wanted to get it out of my system, so I'd try and talk to my ex about the problem. He never wanted to talk about problems. It would get to the extreme of me being so desperate to communicate with him, explaining that something was hurting me or really depressing me and he would ignore me. In the end I'd wind up crying because I was so desperate for us to get along, but he always ignored that, quite openly. He would even say that I was pretending to cry and push me away. That is pretty cruel.
I have always tried my hardest to be open about my feelings. Not that it's gotten me anywhere. I couldn't be with another guy like my ex, simply because it's too frustrating and demeaning to feel so much and be corresponded with so little.
To the OP, I think your girlfriend's problem isn't the fact that you don't cry, it's the fact that you (as you say yourself), don't seem to emote much over anything. And personally I'd find that worrying too. Sorry to be blunt.
As for men not crying, it's a social stigma of course, but also has to do with the way men and women feel things or deal with them. Kind of what Gilda said. For me, I'd rather have a man who feels things openly. If he feels like crying, fine. I'd rather a man who cries when he needs to than one who never cries at all. If you feel something intensely, and you want to cry, why wouldn't you?
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Whether we write or speak or do but look
We are ever unapparent. What we are
Cannot be transfused into word or book.
Our soul from us is infinitely far.
However much we give our thoughts the will
To be our soul and gesture it abroad,
Our hearts are incommunicable still.
In what we show ourselves we are ignored.
The abyss from soul to soul cannot be bridged
By any skill of thought or trick of seeming.
Unto our very selves we are abridged
When we would utter to our thought our being.
We are our dreams of ourselves, souls by gleams,
And each to each other dreams of others' dreams.
Fernando Pessoa, 1918
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