square with someone

square with

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?
See also: square
Farlex Dictionary of Idioms.

square with someone

in. to become honest with someone. I want you to square with me. Tell the truth this time.
See also: someone, square
McGraw-Hill's Dictionary of American Slang and Colloquial Expressions
See also:
  • a/the feel of (something)
  • (I) wouldn't (do something) if I were you
  • a straw will show which way the wind blows
  • a crack at (someone or something)
  • all right
  • (you) wanna make something of it?
  • all for the best
  • a thing of the past
  • a slew of (something)
  • a bird in the hand
References in periodicals archive
John Paul on the world stage doesn't square with someone so wrought with concern for the feelings of others that he could be steamrolled by deceptive actors.
The thinking behind this is that should a football fan turn into murdering scum during a match...the responsibility for his actions lies fair and square with someone else.