YOU SAID:

I sat on a rake and it hurt

INTO JAPANESE

熊手に座って痛かった

BACK INTO ENGLISH

It hurt sitting on a rake

INTO JAPANESE

熊手に座って痛い

BACK INTO ENGLISH

It hurts to sit on a rake

INTO JAPANESE

熊手に座るのは痛い

BACK INTO ENGLISH

It hurts to sit on a rake