YOU SAID:
my mom made me let him be in it
INTO JAPANESE
私の母は私に彼をそれにさせるようにさせた
BACK INTO ENGLISH
My mother made me ask him to let me do it
INTO JAPANESE
私の母は私に私にそれをさせるように頼んだ
BACK INTO ENGLISH
My mother asked me to let me do it
INTO JAPANESE
私の母は私にそれをさせるように私に頼んだ
BACK INTO ENGLISH
My mother asked me to let me do it
That didn't even make that much sense in English.