I wouldn't advise filing them as little toes could easily break. Have you tried the brick under the waterbottle?songfornemo said:It is sooo difficult! With my older boy it is not so bad as he isn't into running around like the other two. I give him a treat and while he is eating it I use small human clippers to clip his toes. Sometimes he gets a bit agitated but it is for his benefit lol. I've also managed to file them so they aren't as sharp.