He had a painful excursion.

他经历了一次痛苦的远足。

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Her son Doug is one of several hundred thousand high-school seniors who had a painful fall.

她的儿子道格是数十万高中毕业生中的一员，他们曾经历过苦难。

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He had a painful cut on his thumb.

他大拇指上有伤口，很疼。

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He had a painful childhood at the hands of his mother.

VOA: special.2009.08.21

He had a painful excursion.

他有了一个充满磨砺的短途旅行。

It sounds like 课堂 - SpeakingMax英语口语达人

The country also had a painful housing market correction and relies heavily on the financial sector.

FORBES: European Economy

But because of these false and unproved accusations, it has pained and had a tremendous painful price on my family.

FORBES: When Defiance Replaced Responsibility

It had been a painful week, in the sport and beyond.

WSJ: 'Boston Billy' Won't Stop Running