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