I assume you're talking about serious sobbing crying, not just a few tears here and there; and for some kind of deep emotional reason, not just tears shed when one hits one's thumb with the hammer, or at a good performance of Les Miz or La Bohemme.
I don't have a problem with it, but I don't do it very much. The last time I cried was when we had to put our dog to sleep. But it was healing crying: making my peace with sending her onward, freeing her from her pain (she was a pretty sick little dog). Before that, probably not since I broke up with my last long-term girlfriend: not if we're talking about serious sobbing crying.
I did shed tears-- joyful tears-- two years ago, on moving to Jerusalem for the year, when I went to visit the Western Wall for the first time in my life. But that wasn't sobbing, that was just me happy, so overcome with emotion and the power of the place that tears just came. That kind doesn't happen often, either, although it's very different.
Other than that, I just don't cry much. It's not that I want to but can't, or that I am ashamed of crying: like I said, I think it's okay for anyone to cry. It's natural, it's healthy, and it can connote strength as much as weakness. And when I need to cry, I do. But that's just not a channel that my emotions tend to often use.
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Dull sublunary lovers love,
Whose soul is sense, cannot admit
Absence, because it doth remove
That thing which elemented it.
(From "A Valediction: Forbidding Mourning" by John Donne)
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