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square the circle

square the circle idiom

Try to do the impossible, as in Getting that bill through the legislature is the same as trying to square the circle. This idiom alludes to the impossibility of turning a circle into a square. John Donne may have been the first to use it (Sermons, 1624): “Go not thou about to square either circle (God or thyself).”

The American Heritage® Dictionary of Idioms by Christine Ammer. Copyright © 2003, 1997 by The Christine Ammer 1992 Trust. Published by Houghton Mifflin Harcourt Publishing Company. All rights reserved.