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Definitions

playboy

[pley-boi] / ˈpleɪˌbɔɪ /


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

Unlike the wealthy playboy Iron Man, the alien Superman, or the Amazon princess Wonder Woman, Spider-Man was created in 1962 to be relatable for comic book readers.

From The Wall Street Journal Jul. 30, 2026

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

He has the tender, shining eyes of an ingenue while Del Campo, who has a striking birthmark on her cheek, is a femme fatale able to hold her own against Wolff’s selfish, useless playboy.

From Los Angeles Times May 8, 2025

Todd had always been, to Zeitoun’s mind, a bit of a wanderer, something of a playboy.

From "Zeitoun" by Dave Eggers

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

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

They also need to shed any perceptions of the shoe as being for pretentious preppies, rakish playboys, or stuffy old men.

From The Wall Street Journal Aug. 31, 2016

He worships the vuvv playboys he works for.

From "Landscape with Invisible Hand" by M.T. Anderson




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