>>Punctuate the following so that it makes sense:
>>
>>John while Jim had had had had had had had had had had had a better effect on the teacher
>
>John, while Jim had had "had," had had "had had." "Had had" had had a better effect on the teacher.

Cool. Of course, Jim could have just as easily come out the winner with:

John, while Jim had had "had had," had had "had." "Had had" had had a better effect on the teacher.