YOU SAID:
he didnt know weather to cry or laugh
INTO JAPANESE
彼は、泣くか笑うかの天気を知らなかった
BACK INTO ENGLISH
he did not know the weather for crying or laughing
INTO JAPANESE
彼は、泣いたり笑ったりするための天気を知らなかった
BACK INTO ENGLISH
he did not know the weather for crying and laughing
INTO JAPANESE
彼は、泣いて笑うための天気を知らなかった
BACK INTO ENGLISH
he did not know the weather for crying and laughing
You've done this before, haven't you.