In Search of the Perfect Garden Path Sentence

Making sense (and nonsense) out of the world’s most devious sentences.

Jack Shepherd
Cellar Door
Published in
5 min readDec 8, 2023

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Happy England, by Helen Allingham (Via British Museum)

The best garden path sentences rely on one of two tricks to garden-path¹ you: 1) Noun/verb ambiguity. And 2) Unmarked relative clauses.

It’s all terribly devious, but with just these two devices, you can throw an unsuspecting sentence-reader…

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Jack Shepherd
Cellar Door

I have a newsletter about crossword puzzles and a podcast about rom-coms. Formerly editorial director @BuzzFeed. Email: JackAShepherd at gmail