A few times a year. It's not usually because of something dramatic happening, it's just that little things keep piling up and then at some point I let them all out at once. I feel a bit down for some time and then something releases it. I'm also one of those people who cry when others do, even if there's no other reason at all.
Crying is great, I always feel better afterwards. I often surprise myself when I burst to tears, "Where did this come from?", and it makes me realize and think through the things behind it. Fuck this culture for making crying shameful, especially for men. I'm confident psychiatric clinics wouldn't be so ridiculously crowded here if people wouldn't be afraid to cry, alone or in public.