1. Errol Flynn
Occupation – Swashbuckling screen legend and one of the biggest playboys.
Famous Conquests – Lupe Vélez, Marlene Dietrich, Dolores del Río, Lili Damita, Nora Eddington, Patrice Wymore, Beverly Aadland, Olivia de Havilland, Linda Christian, Rita Hayworth, Shelley Winters, Doris Duke, Joan Bennett, Ida Lupino, Lana Turner, Veronica Lake, Eva Peron, Gloria Vanderbilt, Yvonne De Carlo, Anita Ekberg, Barbara Hutton, Hedy Lamarr, Tallulah Bankhead
Notable Facts – In 1942 he was accused of statutory rape of two 17-year old girls.
His first son Sean who was a war correspondent for Time magazine was killed by Khmer Rouge in 1971.
2. Howard Hughes
Occupation – American business magnate, investor, aviator, engineer, film producer and director
Famous Conquests – Ella Rice, Jean Harlow, Terry Moore, Ginger Rogers, Katherine Hepburn, Bette Davis, Joan Fontaine, Olivia de Havilland, Lana Turner, Gloria Vanderbilt, Yvonne De Carlo, Ava Gardner, Jean Greer, Linda Darnell, Gene Tierney, Marilyn Monroe, Jean Peters, Susan Hayward, Zizi Jeanmarie, Virginia Mayo, Faith Domergue
3. John F. Kennedy
Occupation – 35th President of the United States and one of the biggest playboys.
Famous Conquests – Jacqueline Kennedy, Marilyn Monroe, Judith Exner, Anita Ekberg, Gene Tierney, Mimi Alford, Marlene Dietrich, Grace Kelly, Shelley Winters, Angie Dickinson, Jayne Mansfield, Zsa Zsa Gabor, Ava Gardner, Betty Grable, Judy Garland, Lana Turner, Inga Arvad, Ellen Romesch, veronica Lake, Barbara Britton, Jeanne Carmen, Susan Hayward, Gunilla von Post, Mary Pinchot Meyer
Famous Quotes – ‘If I don’t have a woman every three days or so I get a terrible headache.’
4. Aristotle Onassis
Occupation – Greek shipping magnate
Famous Conquests – Jacqueline Kennedy, Maria Callas, Athina Livanos, Eva Peron, Gloria Swanson, Pamela Harriman, Dolores del Río
Famous Quotes – ‘If women didn’t exist, all the money in the world would have no meaning.’
5. Porfirio Rubirosa
Occupation – Dominican diplomat, race car driver, polo player and one of the biggest playboys.
Famous Conquests – Danielle Darrieux, Doris Duke, Barbara Hutton, Odile Rodin, Flor de Oro Trujillo, Zsa Zsa Gabor, Eva Peron, Peggy Hopkins Joyce, Joan Crawford, Veronica Lake, Kim Novak, Judy Garland, Dolores del Río, Eartha Kitt, Marilyn Monroe, Ava Gardner, Maria Montez, Rita Hayworth, Dorothy Dandridge, Lupe Vélez, Soraya Esfandiary.
Notable Facts – For all his womanizing he was impotent.
Pepper mills are called Rubirosas by Parisian waiters after his appendage.
6. Aly Khan
Occupation – Ambassador of Pakistan to the United Nations
Famous Conquests – Joan Barbara Guinness, Rita Hayworth, Gene Tierney, Margaret Whigham, Pamela Harriman, Bettina Graziani, Zsa Zsa Gabor, Pamela Churchill, Thelma Morgan, Judy Garland, Kim Novak, Pamela Digby.
Notable Facts – He dipped his fingertips in rosewater to prolong his erection for hours.
7. Gunter Sachs
Occupation – Heir to Opal automobile company
Famous Conquests – Brigitte Bardot, Mirja Larsson, Soraya Esfandiary, Heidi Balzer, Odile Rodin, Tina Onassis.
Fun Facts – He flew over Brigitte Bardot’s villa on the French Riviera in a helicopter and dropped hundreds of roses while courting her.
8. Gianni Agnelli
Occupation – Head of Fiat Automobiles
Famous Conquests – Marella Agnelli, Anita Ekberg, Pamela Harriman, Jacqueline Kennedy, Danielle Darrieux, Linda Christian, Silvana Mangano
Fun Facts – The classical menswear magazine The Rake was named after Agnelli’s nickname ‘The Rake of the Riviera’.