Thesaurus.com
Dictionary.com
Showing results for playboy. Search instead for playboys.
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.

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

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

It is about a con-man taking on the identity of a wealthy playboy.

From BBC • Aug. 8, 2025

But since he was a young man, he has been obsessed with creating a macho image, inventing the persona of a high-flying playboy and king of the New York real estate world.

From Salon • Jun. 20, 2025

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

From "A Confederacy of Dunces" by John Kennedy Toole