The Playboy Life in Pictures

A picture is truly worth a thousand words (and sometimes many more than that), so I’m going to get out of the way and share some classic rarely seen photos of old-school playboys enjoying life, seducing women, seeking adventure and showing you every step of the way the possibilities that exist when you throw away social norms and choose the life of a playboy. Enjoy.

Note: all photo captions are by original owners of the photos.

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American actor Jack Nicholson with actress Dyan Cannon at a party, circa 1975. (Photo by Bill Holz/Hulton Archive/Getty Images)

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6th August 1956:  Spanish-born artist Pablo Picasso (1881 - 1973) sits in the stands at a bullfight, smiling as a young woman dressed in a bikini kisses him on the earlobe, Vallauris, France. French playwright Jean Cocteau and the head mayor of Vallauris sit to the right of her.  (Photo by Patrick A. Burns/RDA/Getty Images)
6th August 1956: Spanish-born artist Pablo Picasso (1881 – 1973) sits in the stands at a bullfight, smiling as a young woman dressed in a bikini kisses him on the earlobe, Vallauris, France. French playwright Jean Cocteau and the head mayor of Vallauris sit to the right of her. (Photo by Patrick A. Burns/RDA/Getty Images)

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23rd November 1946, Film Stars (left to right) Errol Flynn with Mrs Nora Flynn, Rita Hayworth and her husband Orson Welles relax together on holiday in Acapulco, Mexico  (Photo by Popperfoto/Getty Images)
23rd November 1946, Film Stars (left to right) Errol Flynn with Mrs Nora Flynn, Rita Hayworth and her husband Orson Welles relax together on holiday in Acapulco, Mexico (Photo by Popperfoto/Getty Images)
circa 1940:  Tasmanian actor Errol Flynn (1909 - 1959) sits smoking through a cigarette holder in the cabin of a boat. Next to him is his actress wife Lili Damita (1901 - 1994)  (Photo by John Kobal Foundation/Getty Images)
circa 1940: Tasmanian actor Errol Flynn (1909 – 1959) sits smoking through a cigarette holder in the cabin of a boat. Next to him is his actress wife Lili Damita (1901 – 1994) (Photo by John Kobal Foundation/Getty Images)

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