YOU SAID:

the man pooped his pants

INTO JAPANESE

その男はズボンをうんざりさせた

BACK INTO ENGLISH

the man fed up with his pants

INTO JAPANESE

その男はズボンにうんざりした

BACK INTO ENGLISH

the man was fed up with his pants

INTO JAPANESE

その男はズボンにうんざりしていた

BACK INTO ENGLISH

the man was fed up with his pants