How to Use playboy in a Sentence

playboy

noun
  • She was dating a rich American playboy who was seeing two other women at the same time.
  • And how her life changes with the arrival of a playboy nearly twice her age.
    — Andy Meek, BGR, 3 Mar. 2022
  • The previous movie focused on a rich playboy who steals art.
    — Jill Goldsmith, Deadline, 15 Apr. 2026
  • What’s more, Diego wasn’t even the biggest playboy in the program.
    — Molly Glick, Popular Science, 4 Feb. 2020
  • At first there was no real link between the two New York playboys.
    — Philip Elliott, Time, 18 Nov. 2025
  • The truth is that, for better or worse, New York likes a debauched playboy.
    — Paul Daugherty, Cincinnati.com, 8 May 2018
  • DeHaan feels miscast, not the rakish playboy charmer as this film tries to present him.
    — Katie Walsh, idahostatesman, 20 July 2017
  • This isn’t the shadowy loner, or millionaire playboy, fans are used to.
    — Alex Shoemaker, Parents, 10 Nov. 2025
  • My ambition is to be a playboy now, to be shot by a jealous husband at 95 years of age.
    — oregonlive.com, 22 July 2019
  • People think that beauty is an enhanced ass, fake boobs and long, beautiful playboy hair.
    — Chris Willman, Variety, 1 Feb. 2023
  • In one scene, Daniel, the show's rakish playboy, offers a beer to his cleaning lady.
    — Harrison S. Key, Town & Country, 9 May 2017
  • Unlike his playboy brother and his socialite sister, he's rarely spotted around here.
    — ABC News, 26 May 2026
  • The playboy dream ended abruptly in 1755, when he was thrown into prison.
    — Clare Bucknell, Harper’s Magazine , 26 Oct. 2022
  • The actor plays Leonardo, a playboy manchild who is the only son of the third richest man in the world.
    — Randy Cordova, azcentral, 3 May 2018
  • Trump, then known as a playboy real estate developer, offered to take the project over.
    — Philip Bump, Anchorage Daily News, 23 Oct. 2019
  • Sam, the playboy who heads the men's team, or Aderyn, on the women's team, who is more of a relationship kind of girl.
    — Clare Mulroy, USA TODAY, 18 Oct. 2024
  • Until this season, Benedict has been a playboy compared to his brothers.
    — Carly Thomas, HollywoodReporter, 30 Jan. 2026
  • But in mannerisms and voice, this guy is too tight, too cautious to be the extravagant, escapist playboy he is said to be.
    — Ben Brantley, New York Times, 31 May 2018
  • Billionaires' bolt-hole, playboys' paradise and, for one week at the end of May, host to the most glamorous motor race in the world.
    — Matthew Knight, CNN, 25 May 2017
  • Buss was a playboy on a lark who was rarely in the office other than public appearances, if a benign one who fell in line behind Kupchak.
    — Mark Heisler, Orange County Register, 25 Feb. 2017
  • The playboy, super-shagger described (again by Hamann) as the 'Swedish James Bond'.
    — SI.com, 14 June 2019
  • Fayed, the son of Harrod’s department store owner Mohamed Fayed, was a rich playboy.
    — Michael S. Rosenwald, Washington Post, 17 May 2023
  • The 90-year-old playboy, who called the mansion his home and workplace for more than 40 years, struck a deal to live on the property for the rest of his life.
    — Whitney Robinson, Town & Country, 28 Sep. 2017
  • The highlight of the social calendar is a mushroom-picker’s ball, and the favorite sport of every man from the local playboy to the parish priest is hunting.
    — Julian Lucas, Harper's magazine, 22 July 2019
  • Barbara was married and divorced seven times, including a baron, three princes, a count, a playboy, and actor Cary Grant.
    — Stephanie Mansfield, Town & Country, 26 Apr. 2017
  • Sure, Bruce Wayne can fight and has money to throw around but the reckless billionaire playboy façade is only one part of the Batman myth.
    — Janelle Okwodu, Vogue, 17 May 2019
  • Hugh Hefner, the ultimate playboy who frolicked through life long enough to become an icon in his own time, died Wednesday night at the age of 91.
    — Marco Della Cava, USA TODAY, 27 Sep. 2017
  • Even the N-word video from Morgan Wallen, the industry’s platinum playboy, seemed to present only a minor hiccup.
    — Andrea Williams, Vulture, 28 June 2021
  • Ingrid is also at the center of a love triangle that includes wealthy playboy Nick Laren (played by Rob Heaps).
    — Andy Meek, BGR, 28 Aug. 2022
  • Rooney is Danny Churchill, a philandering playboy whose father plucks him out of Yale and sends him to college out west to get his mind off women.
    — Maureen Lee Lenker, EW.com, 23 Aug. 2019

Some of these examples are programmatically compiled from various online sources to illustrate current usage of the word 'playboy.' Any opinions expressed in the examples do not represent those of Merriam-Webster or its editors. Send us feedback about these examples.

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