My 9 yr old and I have also tried this a few times. When neither one of us knows what the word means, he makes his best "educated guess" and his guesses are often better than mine. I think making educated guesses can be a good test taking tool, so this is another way for him to practice these skills. So far we only made it up to 45 before we quit. We will try again when we are not so busy. My son has been in rehearsals with his musical theatre group for a two hour musical revue they will be doing New Years Eve and it doesn't leave us much time for anything else. They don't have much time to prepare for this show and having to learn new songs and dances leaves him exhausted.