YOU SAID:

Machiavelli was a super cool bro who did not play by the rules

INTO JAPANESE

Machiavelliはルールによってプレーしなかった超クールな仲間でした

BACK INTO ENGLISH

Machiavelli was a super cool buddy who did not play according to the rules

INTO JAPANESE

Machiavelliはルールに従ってプレーしなかった超クールなバディでした

BACK INTO ENGLISH

Machiavelli was a super cool buddy who did not play according to the rules