YOU SAID:

Don't you think it hurt that we couldn't spend more time looking for you?

INTO JAPANESE

あなたを探すのにもっと時間をかけられなかったのは痛いと思いませんか？

BACK INTO ENGLISH

Don't you think it's painful that I couldn't spend more time looking for you?

INTO JAPANESE

あなたを探すのにこれ以上時間をかけられないのは辛いと思いませんか。

BACK INTO ENGLISH

Don't you think it's hard not to spend more time looking for you?

INTO JAPANESE

もっと時間をかけて探すのは難しいと思いませんか？

BACK INTO ENGLISH

Don't you think it's hard to spend more time looking for it?

INTO JAPANESE

もっと探すのは難しいと思いませんか？

BACK INTO ENGLISH

Don't you find it hard to find more?

INTO JAPANESE

もっと見つけるのは難しいと思いませんか？

BACK INTO ENGLISH

Don't you find it hard to find more?