Etymology

from pillar to post

from pil·lar to post

Today it means: From one place, place, or thing to another, hither and thither. Full definition →

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The story

Possibly originally from post to pillar, perhaps a reference to the rapid movement of the ball in real tennis; The Wordsworth Dictionary of Proverbs (1993) notes that from post to pillar dates to at least the 15th century.

Etymology from Wiktionary, CC BY-SA 4.0.