“二十年是很长的时间，”他苦笑着，不知道该去哪里。

Twenty years is a long time, he smiled bitterly, not knowing where to go.

听到这个消息时，他发出苦笑。

He gave a bitter laugh when he heard the news.

她极力挤出了一丝勉强的苦笑。

All she could manage was a thin, wan smile.

我苦笑着，不知道怎样回答。

I grinned do not know what to say.

这么写的时候我对自己苦笑。

I smiled rather ruefully to myself when I did this.

他似乎听到从那个无名客那儿传过来一阵苦笑.

Edmond fancied he heard a bitter laugh resounding from the depths.

这时他笑了，不是苦笑，也不是伤心的笑，而是十分满意并深为感激的笑容。

He now smiled: and not a bitter or a sad smile, but one well pleased and deeply gratified.

我跟坐在我对面那一排的人苦笑了一下。表示真的是没办法。

I managed to squeeze a smile at the people infront of me, telling them that I don't know what to do.

这老人想起年轻时的荒唐事,不禁苦笑.

The old man smiled sadly when he remembered the follies of his youth.

他苦笑地评论自己是个不了解他人的人。

He commented wryly that he was not clear about others.