A playboy is a wealthy man with ample time for leisure, who demonstratively is a bon vivant (appreciates the pleasures of the world), especially women. The term denotes a flashy womanizer, such as Don Juan, or modern version of a public Casanova.
Porfirio Rubirosa who died in a car crash in 1965 is an example of someone who embodied the playboy lifestyle. The diplomat claimed to have no time to work being busy spending time with women, getting married briefly and in sequence to the two richest women in the world, drinking and gambling with his friends, playing polo, racing cars, and flying his airplane from party to party. He was linked to other famous playboys of his day, Aly Khan, "Baby" Francisco Pignatari, and later, Gunther Sachs, his acolyte, who termed himself a homo ludens.
Other people who adopted the playboy lifestyle included Imran Khan, Howard Hughes, Errol Flynn, Conrad “Nicky” Hilton, Fernando Lamas, Prince Alfonso of Hohenlohe-Langenburg, Gianni Agnelli, Silvio Berlusconi, John F. Kennedy, Alessandro "Dado" Ruspoli, Carlos de Beistegui, and David Frost.