In January 1952, Hefner left his job as a copywriter for Esquire after he was denied a raise.
During the civil rights era in 1966, Hefner sent Alex Haley to interview George Lincoln Rockwell, much to Rockwell's surprise because Haley was black.
On September 27, 2017, Hugh Hefner died at 91 of natural causes.
Check out this list of Hugh Hefner girlfriends and Hugh Hefner's wife (or Hugh Hefner wives).
Rockwell had founded the American Nazi Party and would be later described by some as the "American Hitler".
Rockwell agreed to meet with Haley only after gaining assurance from the Playboy writer that he was not Jewish, although Rockwell kept a handgun on the table throughout the interview.
This long list of lovers and exes covers an entire lifespan yet the women seem to always be young.