YOU SAID:

When will you ask me out?

INTO JAPANESE

いつ私をデートに誘ってくれますか？

BACK INTO ENGLISH

When will you ask me out on a date?

INTO JAPANESE

いつデートに誘ってくれますか？

BACK INTO ENGLISH

When are you going to ask me out on a date?

INTO JAPANESE

いつ私をデートに誘うつもりですか？

BACK INTO ENGLISH

When are you going to ask me out on a date?