Hugh Hefner - 2,000-5,000
It’s no surprise that the Playboy founder has slept with many, many girls, but exactly how many we’re not too sure. Even Hefner hasn’t kept count. “I stopped counting a long time ago,” he said. “I've never thought in terms of quantity, but more in terms of quality.” Estimates vary wildly from 2000 to 5000 women
Wilt Chamberlain - 20,000
Another NBA star who was prolific between the sheets was Wilt Chamberlain. He infamously claimed in his autobiography that he’d slept with 20,000 women. “I was just doing what was natural - chasing good-looking ladies, whoever they were and wherever they were available,” he said.
Fidel Castro - 35,000
The New York Post reported in 2008 that Cuban leader Castro has slept with more than 35,000 women. “He slept with at least two women a day for more than four decades - one for lunch and one for supper,” said former Castro official ‘Ramon’ in an interview with filmmaker Ian Halperin.
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