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Diplomat renown for his prowess as a ladies' man. His conquests supposedly included Dolores Del Río, Veronica Lake, Gene Tierney, Eartha Kitt, Eva Perón, Princess Soraya, Kim Novak, and Princess Alexandra of Greece and Denmark. He had a very-public affair with Zsa Zsa Gabor. When golfer Robert Sweeney, and R. J. Reynolds Tobacco heir Richard Reynolds filed for divorce, each named Rubirosa as a respondent.

Former son-in-law of Rafael Trujillo. Rubirosa continued to get plum government assignments from the dictator even after Trujillo granted his daughter a divorce from Rubirosa in 1937.

Played by Michael Nouri in Too Rich: The Secret Life of Doris Duke (1999).

Third wife Doris Duke gave Rubirosa sports cars, polo ponies, a plantation in his native Dominican Republic, a converted B-25 bomber, a 17th-century home in Paris, and $25,000 a year for life in their divorce (she had given his second wife Danielle Darrieux $1 million to agree to a divorce). Fourth wife Barbara Hutton gave Rubirosa $3.5 million, and another converted B-25 bomber when they divorced.

He is believed to have been the main inspiration for Ian Fleming's iconic spy James Bond.