play·​boy | \ ˈplā-ˌbȯi How to pronounce playboy (audio) \

Definition of playboy

: a man who lives a life devoted chiefly to the pursuit of pleasure

Examples of playboy in a Sentence

She was dating a rich American playboy who was seeing two other women at the same time.
Recent Examples on the Web Even the grandkids, who include the handsome-jerk playboy Ransom (Chris Evans) and the taciturn alt-right-troll teenager Jacob (Jaeden Martell), are curdled in their own ways. David Sims, The Atlantic, "Knives Out Is No Ordinary Murder Mystery," 27 Nov. 2019 The billionaire playboy Tony Stark lives a pretty carefree life, while his company provides the world with terrible weaponry and experimental tech. Alex Kane, USA TODAY, "How to watch Iron Man," 12 Nov. 2019 Trump, then known as a playboy real estate developer, offered to take the project over. Philip Bump, Anchorage Daily News, "Just in time for skating season, Trump’s company largely scrubs his name from NYC ice rinks," 23 Oct. 2019 In 2017, he was sentenced to three years’ jail time by a French court, after he was convicted of siphoning off public money to buy artwork, automobiles, and other trappings of an international playboy. Natasha Frost, Quartz, "Supercars seized from a dictator’s son were just auctioned off for millions apiece," 29 Sep. 2019 Ann would be cast as Charmaine Schultz aka Schultzy—a lovesick secretary for a playboy photographer in Hollywood—from 1955 to 1959. Selena Barrientos, House Beautiful, "A Closer Look at The Brady Bunch’s Ann B. Davis aka Alice, the Housekeeper," 23 Sep. 2019 As evidenced in the trailer, the years haven’t changed the banter and relationship between playboy Mike Lowrey (Smith) and family man Marcus Burnett (Lawrence), who are reunited when a revenge-seeking bad guy comes looking for them. Derek Lawrence,, "Will Smith and Martin Lawrence are back together in first Bad Boys for Life trailer," 4 Sep. 2019 During that period, the New York developer, casting himself as a carefree playboy billionaire, hosted and attended parties at Mar-a-Lago and elsewhere, sometimes featuring models, cheerleaders and beauty pageant contestants. Beth Reinhard,, "Trump and Epstein partied together. Then a Palm Beach mansion came between them.," 31 July 2019 According to a friend of Kate Middleton's, however, Will was really the royal playboy in the family. Kayleigh Roberts, Marie Claire, "Prince William Was the Real Royal "Playboy" During His 20s, According One of Kate Middleton's Friends," 7 Sep. 2019

These example sentences are selected automatically from various online news sources to reflect current usage of the word 'playboy.' Views expressed in the examples do not represent the opinion of Merriam-Webster or its editors. Send us feedback.

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First Known Use of playboy

1829, in the meaning defined above

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Time Traveler for playboy

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The first known use of playboy was in 1829

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Statistics for playboy

Last Updated

6 Dec 2019

Cite this Entry

“Playboy.” The Dictionary, Merriam-Webster Inc., Accessed 6 December 2019.

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More Definitions for playboy


How to pronounce playboy (audio)

English Language Learners Definition of playboy

: a man who spends most of his time doing things that give him pleasure

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Rhyming Dictionary: Words that rhyme with playboy

Spanish Central: Translation of playboy

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very cautious or careful

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