Meanings
alternative roundheel
- slangA sexually promiscuous woman.
“Ah, that’d be Roundheels Molly?” said Corporal Scallot, looking up and grinning. “She’s sent many a lad on his way rejoicing.”
2004, Terry Pratchett, Monstrous Regiment http://print.google.com/print?hl=en&id=6e9nD0oQA3UC&pg=PA80&lpg=PA80&sig=bMcrIJMPI6HqCbcSEjFFtk5e0Js2 more examples
[…] “His wife was a roundheels anyway—” “Darling.” She took him by the braid-edged lapels. “Won’t you watch your language a little for the duration? I know Grannie’s horrified sometimes.” “Grannie wouldn’t know what a roundheels means,” Bruno said hoarsely.
2001, Patricia Highsmith, Strangers on a Train http://print.google.com/print?hl=en&id=MnskPAqeLPEC&pg=PA104&lpg=PA104&sig=cf5GjtBSOx43JWMQbY48g0ggCmkBut now she ignored the display, nodded attentively, and tried to sound smart but not too smart, agreeable but not a total pushover, and—when Emilio flirted—appropriately slutty but not a complete roundheels.
2003, Dan Simmons, Hard Freeze http://print.google.com/print?hl=en&id=e0rixLVIlVUC&pg=PA53&lpg=PA53&sig=f3xoIgKUi3gD98BCyJlSmThefXU
Origin
From round + heels.
Full word history & related roots →Cite this entry
roundheels. (n.d.). In WatkinsX Dictionary. Retrieved November 2, 2026, from https://dictionary.watkinsx.com/word/roundheels
“roundheels.” WatkinsX Dictionary, https://dictionary.watkinsx.com/word/roundheels. Accessed November 2, 2026.
WatkinsX Dictionary, s.v. “roundheels,” accessed November 2, 2026, https://dictionary.watkinsx.com/word/roundheels.
Source: roundheels on Wiktionary, CC BY-SA 4.0.