YOU SAID:

It's the same question he'd been asking himself for months

INTO JAPANESE

彼は数ヶ月のために自身を求めていた同じ問題です。

BACK INTO ENGLISH

He is the same problem itself had asked for a number of months.

INTO JAPANESE

彼は同じ問題自体は数ヶ月を求めていた。

BACK INTO ENGLISH

He was asked a few months is the same problem.

INTO JAPANESE

彼は数ヶ月は同じ問題を頼まれました。

BACK INTO ENGLISH

He was asked for the same problem a few months.

INTO JAPANESE

彼は同じ問題で数ヶ月頼まれました。

BACK INTO ENGLISH

He asked me a few months with the same problem.

INTO JAPANESE

彼は私に同じ問題で数ヶ月を尋ねた。

BACK INTO ENGLISH

He asked me a couple of months with the same problem.

INTO JAPANESE

彼は私に同じ問題で数ヶ月のカップルを尋ねた。

BACK INTO ENGLISH

He asked me a couple of months with the same problem.