YOU SAID:

it seems to me that the brother should go out with her

INTO JAPANESE

兄は彼女と一緒に出かけるべきだと私には思える

BACK INTO ENGLISH

It seems to me that my brother should go out with her

INTO JAPANESE

私の兄は彼女と一緒に出かけなければならない

BACK INTO ENGLISH

My brother has to go out with her

INTO JAPANESE

私の兄は彼女と一緒に出かけなければなりません

BACK INTO ENGLISH

My brother has to go out with her