2. John F. Kennedy
JFK was the youngest president to be sworn in the history of the United States, and he racked up quite a reputation as a womanizer. His reputation is backed by his famous saying, “If I don’t have sex every day, I get a headache.” Kennedy had an affair with his secretaries, White House interns, and specially employed agents from the Secret Service to smuggle women in and out of his office and to stand guard while he concluded his business with women.
Perhaps JFK’s most defining moment as a womanizer was when Marilyn Monroe, the world-renowned sex symbol, sang the “Happy Birthday” song for him, which resulted in an eruption of rumors of their affair.