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Definitions

playboy

[pley-boi] / ˈpleɪˌbɔɪ /
NOUN
philanderer
Synonyms
STRONG
cat chaser killer operator philanderer player rake rounder speed sport swinger tomcat wolf womanizer
WEAK
gay dog heavy hitter ladies' man lady-killer lover-boy make-out artist night owl pleasure seeker whorehound
Antonyms
WEAK
playgirl

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.

Before that date he was “millionaire playboy Jeffrey Epstein.”

From The Wall Street Journal • Nov. 20, 2025

"He wasn't your typical British gangster he was more like a playboy, he looked like a rockstar."

From BBC • Nov. 17, 2024

He rose to fame with Robinhood playboy roles in the 1990s before becoming an actor.

From BBC • Aug. 16, 2024

Everyone knows that his cultivated image of a wealthy playboy who wined and dined beautiful women like he was some kind of matinee idol is another one of his lies.

From Salon • May 10, 2024

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

From "Zeitoun" by Dave Eggers

From Roget's 21st Century Thesaurus, Third Edition Copyright © 2013 by the Philip Lief Group.