This is the saddest thing I've ever heard.

这是我曾听过最悲伤的事情。

youdao

He would laugh the loudest over fun and be the saddest over anyone's misfortune.

他为欢乐而放声大笑，为任何人的不幸而极度悲伤。

youdao

She was singing the saddest lullaby he had ever heard.

她唱着他曾听到的最悲哀的催眠曲。

youdao

"September Song" by Kurt Weill is one of the most well known, and saddest,songs about the season.

VOA: special.2009.11.09

It is called "the saddest acre in America."

VOA: standard.2010.05.26

The saddest aspect of this story is that Kingdoms of Amalur was not a bad game.

FORBES: Chasing Dragons: How A Misunderstanding Of Video Games Led To The 38 Studios Disaster

Saddest news of the day: Caribou Coffee announced it is closing all stores in Michigan.

CNN: Caribou Coffee to close 80 stores, rebrand 88 others

The saddest Asian story for the World Economic Forum is East Timor, No. 122 and slipping.

FORBES: Through the Looking Glass