I go in phases. There are times I just cannot cry no matter what. But this is totally unhealthy for me as it eats me inside. And there are times, I let it go. And it actually does make me feel lighter after. (except for my eyes, they feel heavy :P).
I let it out either when I'm alone, or when I am in the presence of those I trust.
I automatically cry, I am very sensitive, Unfortunatly when my heart strings are pulled, the tears just run down my face.
I have a hard time crying, so I watch a sad movie and then let it all out
Keep it in. I think society has just conditioned me to hold back my tears. It takes extreme measures to bring me to tears these days, although there have been times I just wished the dam would crumble, and the floodgates would open.
Depends on my mood - sometimes I want to be very private, but sometimes I have to let it out whoever is listening.