YOU SAID:

いつからだっただろうか

INTO JAPANESE

いつからだっただろうか

BACK INTO ENGLISH

I wonder when it was ever.

INTO JAPANESE

いつだったんだろう。

BACK INTO ENGLISH

I wonder when it was.

INTO JAPANESE

それはいつだったのだろうか。

BACK INTO ENGLISH

When was it?

INTO JAPANESE

それはいつ？

BACK INTO ENGLISH

And when is that?

INTO JAPANESE

いつもそうなの？

BACK INTO ENGLISH

And when is that?