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work both sides of the street

Slang definitions & phrases for work both sides of the street

work both sides of the street

verb phrase

To take two contrary positions at once; have it both ways: Most politicians have a good instinct for working both sides of the street

[1930s+ Politics; probably fr the notion of a hoboes' or beggars' agreement to parcel out the territory]


The Dictionary of American Slang, Fourth Edition by Barbara Ann Kipfer, PhD. and Robert L. Chapman, Ph.D.
Copyright (C) 2007 by HarperCollins Publishers.
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Idioms and Phrases with work both sides of the street

work both sides of the street

Engage in doubledealing, be duplicitous, as in The real estate agent was known for working both sides of the street, advising first the buyer and then the seller. This metaphoric term transfers opposite sides of a street to opposite sides of a negotiation.
The American Heritage® Idioms Dictionary
Copyright © 2002, 2001, 1995 by Houghton Mifflin Company. Published by Houghton Mifflin Company.
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