If it’s a sin to end a sentence with one preposition, then presumably it’s even worse to end it with two. How far can we take this? For the August 1968 issue of Word Ways: The Journal of Recreational Linguistics, Darryl Francis devised one sentence that ends with nine prepositions. If the Yardbirds’ 1966 single “Over, Under, Sideways, Down” were exported to Australia and then retrieved by a traveler, the question might be asked:

“What did he bring ‘Over, Under, Sideways, Down’ up from Down Under for?”

Inspired, Ralph Beaman pointed out that if this issue of the journal were now brought to a boy who slept on the upper floor of a lighthouse, he might ask:

“What did you bring me the magazine I didn’t want to be read to out of about ‘”Over Under, Sideways, Down” up from Down Under’ up around for?”

“This has a total of fifteen terminal prepositions,” writes Ross Eckler, “but the end is not in sight; for now the little boy can complain in similar vein about the reading material provided in this issue of Word Ways, adding a second ‘to out of about’ at the beginning and ‘up around for’ at the end of the preposition string. The mind boggles at the infinite regress which has now been established.”