round hole

Very loose woman, term used by Bette Davis for Ingrid Bergman and Grace Kelly.

I saw Gary Cooper stumpfing Grace Kelly against a backlot wall while walking through Warners one day, she is such a round hole.

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a square peg in a round hole

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!

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square peg round hole

anal fisting. comes from the square knuckle shape of the fist not fitting up the ass

my gf is into some really kinky shit. last night she wanted me to square peg round hole her

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quit bustin' ya hole round these ways

A warning, or threatening request, spoken by a person in order to prevent another person trespassing on their 'territory' or 'hood'

stranger: "who's got bud round here?"
"local": "oi cunt, quit bustin' ya hole round these ways"
stranger: "you did NOT just say that cunt, imma get you"

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butter round the hole

Lubing up for something that may be a little tight at times. (Anal)ogy from spreading butter on a bagel.

"Brace yourself Brenda, I'm just putting some butter round the hole"