YOU SAID:
should jay ask out his student
INTO JAPANESE
ジェイは彼の学生をデートに誘うべきだ
BACK INTO ENGLISH
Jay should ask his students out.
INTO JAPANESE
ジェイは生徒をデートに誘うべきだ。
BACK INTO ENGLISH
Jay should ask his students out.
That didn't even make that much sense in English.