YOU SAID:
He doesn't wear any shoeshine.
INTO JAPANESE
彼は靴磨きをしていません。
BACK INTO ENGLISH
He is not shining his shoes.
INTO JAPANESE
彼は靴を輝かせていません。
BACK INTO ENGLISH
He doesn't make his shoes shine.
INTO JAPANESE
彼は靴を輝かせません。
BACK INTO ENGLISH
He doesn't make his shoes shine.
That didn't even make that much sense in English.