Slang used for stupid people who think they are intelligent. Sometimes, "Square AI's" follow a cult or a leader. it is likely for them to serve two at the same time.
by ThezMeanz March 11, 2022

Setting FirePit
Penis: Hey Vag do you like Josh
vagina: No i just felt bad.
Penis: What do you mean?
vagina: I let him finger me :(
penis: hahahahah lololooo Rotflsauce
Vagina: Dont tell him
Penis: okay we"ll just make up a nick name
PITY POOTER=p squared
Penis: Hey Vag do you like Josh
vagina: No i just felt bad.
Penis: What do you mean?
vagina: I let him finger me :(
penis: hahahahah lololooo Rotflsauce
Vagina: Dont tell him
Penis: okay we"ll just make up a nick name
PITY POOTER=p squared
by crazyshoewilliams July 14, 2009

No, a square is not the same as a lame. If you are not a gang banger, drug dealer, or pimp you are a square. Mainstream has made this shit look derogatory. But 90% of them squares as well.
Person One: Damn, you heard Marc trying get into the pimpin
Person Two: Huh? Marc aint make not one dollar outa bitch ass, he's a square.
Person Two: Huh? Marc aint make not one dollar outa bitch ass, he's a square.
by push-p April 28, 2022

by shape012 November 24, 2017

Brendan...drunk off his ass again, almost fell on his face on the way to the second bar in his crawl. His friends decided to give that wasted ass a Times Square Nudge to get him into the next spot. The next morning he thanked them for the ‘nudge’
by Kobrakys May 17, 2018

An event (generally unpleasant) that is almost guaranteed to happen, so that it might as well be the "middle square" in a Corporate/Bullshit Bingo card.
Jesus Christ; having Susanna speak up in a meeting without having been asked to might as well be our Middle Square.
by mc2024 January 17, 2025

by RealBasicBee December 6, 2022
