YOU SAID:
Do you want to go out with me, Jason?
INTO JAPANESE
私と付き合いたい?ジェイソン
BACK INTO ENGLISH
You want to go out with me, Jason?
INTO JAPANESE
私と付き合いたいの?ジェイソン
BACK INTO ENGLISH
You want to go out with me, Jason?
That didn't even make that much sense in English.