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Synonyms

playboy

American  
[play-boi] / ˈpleɪˌbɔɪ /

noun

  • playboys
    plural
  1. a man who pursues a life of pleasure without responsibility or attachments, especially one who is of comfortable means.


playboy British  
/ ˈpleɪˌbɔɪ /

noun

  1. a man, esp one of private means, who devotes himself to the pleasures of nightclubs, expensive holiday resorts, female company, etc

"Collins English Dictionary — Complete & Unabridged" 2012 Digital Edition © William Collins Sons & Co. Ltd. 1979, 1986 © HarperCollins Publishers 1998, 2000, 2003, 2005, 2006, 2007, 2009, 2012

Other Word Forms

Noun Inflected Forms

Etymology

Origin of playboy

First recorded in 1620–30; play + boy

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.

See Examples For:

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

Jarvis, the fictional AI from Marvel, was once known for helping billionaire playboy turned superhero Tony Stark save the world.

From The Wall Street Journal ● Nov. 14, 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

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

You’re a failure, a playboy, a racetrack tout.”

From "A Confederacy of Dunces" by John Kennedy Toole

Paul was “one of the most gregarious playboys in New York City,” according to biographer Frank Brady, author of “The Publisher,” and Paul and William Randolph Hearst were regulars at New York nightclubs.

From The Wall Street Journal ● Apr. 5, 2026

It’s a release created in SEO heaven: three of the buzziest playboys in music record a song and name it after one of the hottest genres in the world.

From Los Angeles Times ● Jul. 21, 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

He worships the vuvv playboys he works for.

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

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