Wiktionary
n. (context slang English) A woman of lax morals.
Usage examples of "roundheels".
And what better person to give her advice than Rona the Nimble-Fingered, so-called because of her embroidery skills, but she was also known as Rona Roundheels, for obvious reasons.
She was a roundheels, and she used to get tanked on bathtub and put out for all the boys.
One of the San Berdoo people said she was a bit of a roundheels, one said she belly-danced at a Greek restaurant a few times for laughs.
Because Jimmy Harris’ roundheels sister caught him raiding the pantry on his way out, took his cherry and said his thing was big.
A string of patriotic roundheels on his bond tour, a one-night stand with an older woman--a Central Division dispatcher.
But, somehow, the wimmen folk a the Falsers was all mixed up in their chemistry, I guess you’d call it, cause they got all excited and developed roundheels when they caught a whiff a us.
None of these roundheels that crumb a place up just by walking through the lobby.