YOU SAID:

I'll either make him really mad or really sad

INTO JAPANESE

私は彼を本当に怒らせるか、本当に悲しくします

BACK INTO ENGLISH

I really make him angry or really sad

INTO JAPANESE

私は本当に彼を怒らせたり、本当に悲しくさせます

BACK INTO ENGLISH

I really make him angry or really sad