it should always be ok because the stigma of crying for men is super weird and cringe

I'm not sure what's being asked here? What if the dog dies (or worse)? Shit can happen at any age.

First time the son accidentally hits his father in the balls.

Probably when he's born, although he won't remember it.

I only ever saw my father cry once: When the state took a foster child out of our care and returned it to a set of parents who were junkies. Now, in his old age, he wishes he'd been more emotionally involved with his children, and he can't turn back the clock and fix it.

A man should cry whenever they need an emotional release. Period.

I mean, the last half-hour of Coco oughta do it.