squarepegging

When a guy fingers a girl or tries to have sex with her when she is not wet. I

He squarepegged me! It was like putting a square peg in a round hole.

by Starfucker March 15, 2005

Square-pegging

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 2, 2023