YOU SAID:
my son is a loser and a disappointment to his entire generation
INTO JAPANESE
私の息子は敗者であり、彼の全世代に失望しています
BACK INTO ENGLISH
My son is a loser and I am disappointed in his entire generation
INTO JAPANESE
私の息子は敗者であり、私は彼の全世代に失望しています
BACK INTO ENGLISH
My son is a loser and I am disappointed in all his generations
INTO JAPANESE
私の息子は敗者であり、私は彼のすべての世代に失望しています
BACK INTO ENGLISH
My son is a loser and I am disappointed in all his generations
That didn't even make that much sense in English.