A case of extreme persistance and/or stubbornness in trying to force something that just won't fit, esp. physically but also metaphorically. Often caused by a desire for efficiancy that ends up counterproductively wasting time and ending with a precarious outcome or damage if left unchecked.
There was simply no room left in the cabinet, but Joel and his Square Peg Syndrome kept trying to stuff that Pop-Tarts box in there.
by Zaenos July 20, 2006
A misfit
Her form teacher forced her to dance at the performance when she's not good in it.What a square peg in a round hole!
by Da RC Ninja May 29, 2017
by analplaya2 February 22, 2011
When a TV show or movie forces a demographic into a role that fits like a square peg into a round hole, often to appeal to a woke audience.
Yo man makin' shaneequa a crochet-lovin' bookworm ain't. Dat girl booty way too juicy to be sittin' crib friday nights knittin sheeit. Square-pegging is all they doin.
by McCollege December 02, 2023