YOU SAID:
I do not know if I would want to be his girlfriend
INTO JAPANESE
私は彼のガールフレンドになりたいかどうかわからない
BACK INTO ENGLISH
I do not know if I would like to be his girlfriend
INTO JAPANESE
私は彼のガールフレンドになりたいのか分からない
BACK INTO ENGLISH
I do not know whether he wants to be his girlfriend
INTO JAPANESE
彼が彼のガールフレンドになりたいかどうかわからない
BACK INTO ENGLISH
I do not know if he wants to be his girlfriend
INTO JAPANESE
彼が彼のガールフレンドになりたいかどうかわからない
BACK INTO ENGLISH
I do not know if he wants to be his girlfriend
You've done this before, haven't you.