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on the square 

A member of the free mason's. The free masons have a number of rituals one of which involves a novice showing there development by moving around a square that it on the floor of a Masonic Hall
I didn't know "He " was on the square .
on the square by Barry Otter August 22, 2023

On the Square 

A Freemasonic term based on the square level used by ancient & modern stone masons. According to "Encyclopedia of Freemasonry, Vol II, Albert Mackey" the meaning of the square is:

"... In Freemasonry, it is a symbol of morality. This is its general signification, and is applied in various ways: 1. It presents itself to the neophyte as one of the three great lights; 2. To the Fellow-Craft as one of his working tools; 3. To the Master Mason as the official emblem of the Master of the Lodge" (Enc. of Freemasonry Vol II, Albert Mackey pp. 708)

Thus, the term "on the square" is much the same as "squared away," or "fair and square." To talk to a person "on the square" means to talk in a blunt and straightforward manner, as not to beat around the bush.
Let's talk 'on the square' (to speak candidly, bluntly, and in a straightforward manner)
On the Square by SerenityJosh February 27, 2025

kidding on the square 

joking, but also meaning it
kidding on the square by Anonymous November 9, 2003

lying on the square

A term created by Al Franken, used to reference when someone is saying something as a joke, but they know that its the truth.
"Sure, I'm the bad guy" joked Tom, but Jack knew he was Lying on the square.

winning on the square 

To win, or achieve success without any foul play, cheating, or manipulation.. By completely fair & ethical & honorable means.
Congrats on coming in 1st place John. You were awesome! I know you worked hard, & all that practice paid off. Thats straight winning on the square!

Joking on the Square 

A diplomatic way of telling a friend their outfit sucks, their boyfriend is ugly, they need to use more conditioner, etc. by making a joke about it like you’re kidding.
Usually they will get the hint without getting mad.
Hey Megan, (laughing) man I love those jeans, I haven’t been able to find those lately, did you get them at a garage sale?
Megan: Are you joking on the square dude??
Joking on the Square by Richfolk September 23, 2021
More from Urban Dictionary

No Surprises Wedding

A "No Surprises Wedding," or NSW, is a wedding invitation designation that tells attendees that there can be no unplanned announcements, engagements, events or speeches at the wedding - all actions must be pre-approved by the couple. Anyone who performs an unapproved "surprise" will be asked to leave the wedding early.

This designation comes from Reddit, where so many stories of bad wedding behavior indicated a need to communicate expectations for the wedding behavior of attendees.
You are cordially invited to the nuptials of Brian and Tom on October 31 at noon.

Please note that this wedding is child-free (under 10) and a No Surprises Wedding (NSW). Reach out to wedding planner Sami Smith to request approvals or exceptions; please note that exceptions will be rare. Limited child care for under-10s will be available. All approvals will be noted and included in planning. Unapproved, or surprise exceptions, will result in guests being asked to leave.
Word of the Day on November 8, 2026
Ulzzang true definition is "best & "face" = best face in korean. They are basically people with above average looks, sometimes with the use of photoshop and haduri who post their pics online, some becoming internet celebrities.
"Hey, see that chick over there? She's pretty enough to be an ulzzang. :D"
ulzzang by `r i k kit t y February 26, 2008
Word of the Day on November 7, 2026
EBK stands for "Elite Ball Knowledge." 1 In internet slang, "ball knowledge" originally referred to a deep understanding of football/soccer or basketball, but it has evolved into a broader term for having a highly sophisticated, deep, or niche understanding of any specific topic (such as music, movies, or subcultures).
Person A: "That scene was a direct homage to an unreleased 1982 Japanese indie film."
Person B: "Wow, EBK."
EBK by silwhett November 5, 2026
Word of the Day on November 6, 2026
A seemingly endless debate with a idiot
I don't know man im not ready for yap trap stupidity today which always tries to suck you into it
Yap Trap by WolfieSnack November 4, 2026
Word of the Day on November 5, 2026
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