YOU SAID:

Hmm...I wonder if we could ever work out, no that would be silly and a waste of our time.

INTO JAPANESE

うーん...うまくいくことはできないだろうか、いいえ、それは愚かで時間の無駄です。

BACK INTO ENGLISH

Hmm... can't it work? No, that's stupid and a waste of time.

INTO JAPANESE

うーん...うまくいかないのですか？いいえ、それは愚かで時間の無駄です。

BACK INTO ENGLISH

Hmm... it doesn't work? No, that's stupid and a waste of time.

INTO JAPANESE

うーん...うまくいかないのですか？いいえ、それは愚かで時間の無駄です。

BACK INTO ENGLISH

Hmm... it doesn't work? No, that's stupid and a waste of time.