1. To match something; to correspond to or agree with something. Your explanation doesn't square with the story every other witness has given us so far.
2. To settle a dispute, disagreement, or debt with someone. Hey, have you squared with Jim? I heard you two had a bit of a falling out. I'm trying to help Janet get a job as a way of squaring with her. Hold on, I have to go square with the cashier.
3. To ensure that someone approves of something. In this usage, a noun or pronoun is used between "square" and "with." I think it sounds like a good plan, but have you squared it with the boss?
4. To be honest with someone; to tell someone the truth. Just square with me, OK? Where were you last night?
Farlex Dictionary of Idioms. © 2015 Farlex, Inc, all rights reserved.
square something with someone
to make certain that something is approved by a particular person. I am sure I can square this matter with Sally. Sam intended to square everything with Henry when he had time.
square with someone
1. Lit. to settle a disagreement with someone. I will try to square with Fred before the end of the school year. Max refused to square with Lefty and they are still feuding.
2. Fig. to apologize to someone. I will try to square with Harold. I really am sorry, you know. Finally, Mary squared with Alice and they forgave each other.
square with something
Fig. [for a statement] to agree, match, or correspond to something. Your answer doesn't square with mine. The figures I have don't square with those the government has.
McGraw-Hill Dictionary of American Idioms and Phrasal Verbs. © 2002 by The McGraw-Hill Companies, Inc.
1. Correspond to, agree with, as in His story doesn't square with what the witness saw. [Late 1500s]
2. Settle a disagreement or account with someone, put a matter straight, as in We've squared it with the management to bring our own wine. [Mid-1800s]
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.
To agree or conform with something: Your story doesn't square with the facts.
The American Heritage® Dictionary of Phrasal Verbs. Copyright © 2005 by Houghton Mifflin Harcourt Publishing Company. Published by Houghton Mifflin Harcourt Publishing Company. All rights reserved.
square with someone
in. to become honest with someone. I want you to square with me. Tell the truth this time.
McGraw-Hill's Dictionary of American Slang and Colloquial Expressions Copyright © 2006 by The McGraw-Hill Companies, Inc. All rights reserved.