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The Strait of Messina is the narrow passage between the island of Sicily and the "toe" of Italy's "boot". In Greek mythology, two monsters hovered on either side of the strait. Scylla, a female monster with six snake-like heads, each with pointed teeth, barked like a dog from the rocks on the Italian side. Charybdis, on the Sicilian side, caused a whirlpool by swallowing the waters of the sea three times a day. When Odysseus attempted to sail between them, he encountered disaster on both sides. Being caught between Scylla and Charybdis is a lot like being between a rock and a hard place.
Examples of Scylla in a Sentence
Michael Lynch, Forbes.com, 5 May 2025
This incident nudges the crypto community between the Scylla of crime and Charybdis of censorship.
—David G.w. Birch, Forbes, 14 Mar. 2025
Editor Kat Merck’s cat, Scylla, has claimed it as her napping pod.
—Simon Hill, WIRED, 28 Nov. 2024
Trump's Scylla is that these people are actually good at their jobs.
—Matt Robison, Newsweek, 20 Nov. 2024
Though assembly isn’t exactly a breeze, the tree looks great in a room full of houseplants, and the individual branches can be popped in or out depending on your or your cats’ preferences—there are enough to cover the whole tree, or just partially, as my cats Circe and Scylla prefer.
—Medea Giordano, WIRED, 5 Nov. 2024
Russia is thus trapped between the Scylla of systemic decay and the Charybdis of systemic stasis.
—Alexander J. Motyl, Foreign Affairs, 27 Jan. 2016
The Harford board would stifle a cross-pollination of ideas in the classrooms, disrespecting the intelligence of students, both white and minority, and the wisdom of their teachers who would be able to navigate them between the Scylla of racial divisions and Charybdis of racial politics.
—Reader Commentary, Baltimore Sun, 5 July 2024
Trump will likely navigate between the Scylla of wanting to stay out of jail and the Charybdis of performing for his base.
—Dennis Aftergut, New York Daily News, 10 June 2024
Cite this Entry
“Scylla.” Merriam-Webster.com Dictionary, Merriam-Webster, https://www.merriam-webster.com/dictionary/Scylla. Accessed 4 Jul. 2025.
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