This boy always had a hard time of it.

这个男孩总是很难过。

You poor thing, you’ve had a hard time of it, haven’t you?

【poor】可怜的小东西，你很不好过，是不是？

Vegetarians still often have a hard time of it when it comes to eating out.

【hard，hardness】外出就餐时，素食者的日子往往还是不好过。