YOU SAID:

it was the darkest of times

INTO JAPANESE

暗い回だった

BACK INTO ENGLISH

It was a dark time

INTO JAPANESE

暗い時間だった

BACK INTO ENGLISH

It was the darkest hour

INTO JAPANESE

最も暗い時間だった

BACK INTO ENGLISH

It was the darkest time

INTO JAPANESE

最も暗い時間だった

BACK INTO ENGLISH

It was the darkest time