playboy
Example Sentences
Examples are provided to illustrate real-world usage of words in context. Any opinions expressed do not reflect the views of Dictionary.com.
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The 41-year-old royal misfit has long struggled with the monarchy's strictures, shaking off the angry young man and "playboy prince" tags only to find himself at loggerheads with his closest relatives.
From Barron's ● Aug. 23, 2026
Ernst returns to Tokyo, now fronting as a playboy plutocrat to mask his espionage.
From The Wall Street Journal ● Jun. 26, 2026
It is about a con-man taking on the identity of a wealthy playboy.
From BBC ● Aug. 8, 2025
But since he was a young man, he has been obsessed with creating a macho image, inventing the persona of a high-flying playboy and king of the New York real estate world.
From Salon ● Jun. 20, 2025
You’re a failure, a playboy, a racetrack tout.”
From "A Confederacy of Dunces" by John Kennedy Toole
In a different sequence, our ensemble characters take turns reading an online screed caricaturing billionaires as yacht-bound playboys.
From Los Angeles Times ● Dec. 13, 2023
Until his social media ban, Tate was operating something called Hustler University, which promised, for $49 a month, to turn his audience into rich playboys, as he presents himself to be.
From Salon ● Aug. 23, 2022
In this world, playboys are pathetic and pitiable, which reads like a plea for modern audiences to cut maligned men more slack.
From New York Times ● Jul. 14, 2021
He reserves some of his greatest ire for FBI Director J. Edgar Hoover, who criticized the early CIA as a refuge of irresponsible adventurers, Ivy League playboys and communist sympathizers.
From Washington Post ● Oct. 8, 2020
He worships the vuvv playboys he works for.
From "Landscape with Invisible Hand" by M.T. Anderson
