Make sure the post is 'square' to the floor. [=make sure that there is a right angle where the post and the floor meet]
I'll go on the trip if I can 'square it with' my parents. [=if my parents will agree to let me go]
Here's the rest of the money. Now we're 'square'. [=now we don't owe each other anything]
(..) Upgrayedd agreed to loan us Rita for exactly one year... Sure. Let me just finish here. You see, a pimp's love is very different from that of a square. Collins! Fine. We'll move on. It is a fascinating world though. Jesus, Collins. (..)2006 Idiocracy