YOU SAID:
I will wear green shirt with a black man painted on it
INTO JAPANESE
黒人が描かれた緑のシャツを着ます
BACK INTO ENGLISH
Wear a green shirt with a black man on it
INTO JAPANESE
黒人男性が着ている緑のシャツを着る
BACK INTO ENGLISH
Wear the green shirt worn by black men
INTO JAPANESE
黒人男性が着ている緑のシャツを着る
BACK INTO ENGLISH
Wear the green shirt worn by black men
That didn't even make that much sense in English.