YOU SAID:
Hey Sydney can we go on a date?
INTO JAPANESE
ねえシドニーはデートに行っていい?
BACK INTO ENGLISH
Hey, can I go on a date in Sydney?
INTO JAPANESE
ねえ、シドニーでデートに行っていい?
BACK INTO ENGLISH
Hey, can I go on a date in Sydney?
That didn't even make that much sense in English.