YOU SAID:

i am sleepy and tired, dude

INTO JAPANESE

私は疲れてでも眠い男

BACK INTO ENGLISH

I was tired too sleepy man

INTO JAPANESE

私は疲れて眠くて男だった

BACK INTO ENGLISH

Sleepy tired I was, was a man

INTO JAPANESE

スリーピー疲れた私は、男だった

BACK INTO ENGLISH

I tired sleepy guy

INTO JAPANESE

私は疲れて眠そうな男

BACK INTO ENGLISH

I'm tired sleepy man

INTO JAPANESE

私は疲れて眠そうな男

BACK INTO ENGLISH

I'm tired sleepy man