YOU SAID:

Every time I Hear him saying "talk to me", I instantly feel really bad for him

INTO JAPANESE

私が彼に "私と話す"と言うことを聞くたびに、私は即座に彼のために悪いと感じる

BACK INTO ENGLISH

Every time I hear him saying "Talking to me", I feel bad for him instantly

INTO JAPANESE

彼が「私に話す」と言っているのを聞くたびに、私はすぐに彼のために悪いと感じる

BACK INTO ENGLISH

Every time I hear that he says "talk to me", I immediately feel bad for him

INTO JAPANESE

彼が「私に話してください」と言うことを聞くたびに、すぐに彼には悪いと感じる

BACK INTO ENGLISH

Every time I hear that he says "Please tell me", I feel bad for him at once

INTO JAPANESE

彼が「私に教えてください」と言うことを聞くたびに、私は彼のためにすぐに気分が悪くなる

BACK INTO ENGLISH

Every time I hear what he says "Please tell me", I feel sick for him

INTO JAPANESE

彼が "私に教えてください"と言うことを聞くたびに、私は彼のために気分が悪くなる

BACK INTO ENGLISH

Every time I hear what he says "Please tell me", I feel sick for him