Not only is this procedure very slow (Bob would do better to solve the crossword) it will result in a number of possibilities for the solution to 21D as paths t

Not only is this procedure very slow (Bob would do better to solve the crossword) it will result in a number of possibilities for the solution to 21D as paths through the dictionary from different words will overlap. When used in the context of password encryption though, all of these "overlapping" words are also the password.