YOU SAID:
the only friend i knew wore black and red
INTO JAPANESE
私が知っていた唯一の友達は黒と赤を着ていた
BACK INTO ENGLISH
The only friend I knew was wearing black and red
INTO JAPANESE
私が知っていた唯一の友達は黒と赤を着ていた
BACK INTO ENGLISH
The only friend I knew was wearing black and red
That didn't even make that much sense in English.