YOU SAID:

i once killed a man with a rusty shovel, but he deserved it

INTO JAPANESE

私はかつてさびたシャベルで男を殺したが、彼はそれに値する

BACK INTO ENGLISH

I once killed a man with a rusty shovel, he deserves it

INTO JAPANESE

私はかつてさびたシャベルで男を殺した、彼はそれに値する

BACK INTO ENGLISH

I once killed a man with a rusty shovel, he deserves it