7 Answers

 A definition for round-heel can be found in the Supplement of Partridge's Dictionary of Slang and Unconventional English, 5th Edition, 1961: "sexually compliant; a girl with heels so round that the least push will put her on her back. 

That's all of what I could find.  Get the book from the library since it costs over $50.00 which is too pricey for me, plus it's not available for the Kindle.  Sorry I couldn't be of more assistance.

http://www.urbandictionary.com/define.php?term=Round%20heels

Yvonne57

Thank you figtree. I didn't think about looking in the urban dictionary. Does it happen to state the origin of the phrase? Good job. TU

Yvonne57

figtree3, I took your advice and have started reading A Round Heeled Woman... So far so good. It states that a round heeled woman was once slang for a prostitute. However, no origin as of yet. r/yvonne57

Wow, old question, but the term "roundheel" was used in 1800's England to refer to a prostitute, especially one who was on the streets (as opposed to in a brothel).  Instead of having a room to go to, she would take her client into an alleyway, lift her skirts and lean back against the wall.  Having "round heels" implied that she was just as comfortable leaning back like that as she was standing straight, so was always ready for sex.

In 1926, a "roundheel" was a boxer that was easily defeated because his heels were so round that he could be easily pushed onto his back by his opponent.  Soon it referred to prostitutes because it was easy to get them on their backs.  It is also used to describe a very gullible person, a pushover.  

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