YOU SAID:
the dumbest guy i dated
INTO JAPANESE
私がデートした最も愚かな男
BACK INTO ENGLISH
The stupidest man I ever dated.
INTO JAPANESE
今まで付き合った中で一番愚かな男だ
BACK INTO ENGLISH
He's the stupidest guy I've ever known.
INTO JAPANESE
彼は私が知っている中で一番愚かな男だ
BACK INTO ENGLISH
He's the stupidest man I've ever known.
INTO JAPANESE
彼は私がこれまでに知っている中で最も愚かな男だ。
BACK INTO ENGLISH
He is the stupidest man I have ever known.
INTO JAPANESE
彼は私がこれまで知っている中で最も愚かな人だ。
BACK INTO ENGLISH
He is the stupidest man I have ever known.
You've done this before, haven't you.