YOU SAID:

I dunno man, he should be here by now ¯\_(ツ)_/¯

INTO JAPANESE

私は男を知らない、彼はもうここにいるはずだ¯\ _（ツ）_ /¯

BACK INTO ENGLISH

I don't know a man, he should be here ¯ \ _ (tsu) _ / ¯

INTO JAPANESE

私は男を知りません、彼はここにいるはずです¯\ _（tsu）_ /¯

BACK INTO ENGLISH

I don't know a man, he should be here ¯ \ _ (tsu) _ / ¯