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Definitions

playboy

[play-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

LONDON—In 2001, Prince Andrew retired from active duty in the Royal Navy, with a reputation as a war hero and something of a playboy.

From The Wall Street Journal ● Feb. 21, 2026

Five years later, she enthralls Majnoo, the playboy son of billionaire parents, and the pair go on to have a spectacular wedding.

From Los Angeles Times ● Nov. 4, 2025

Oh yeah, and in 1992 Donald Trump was a playboy tycoon in his mid-40s, at the peak of his tabloid celebrity.

From Salon ● Aug. 31, 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

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

It was in the early years after he left the White House that his friendships with wealthy playboys became tabloid fodder.

From New York Times ● Jul. 26, 2016

He worships the vuvv playboys he works for.

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


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