The FBI released its files on "Playboy" founder and Chicago native Hugh Hefner on Monday. Some of the files deal with what the FBI describes as "obscene material" published in the early days of the ...

Holly Madison detailed the “disgusting” sex acts she “hated” doing with Playboy magazine founder Hugh Hefner. During a chat on Owen Thiele’s “In Your Dreams” podcast Friday, the former “Girls Next ...

The first issue of Playboy had no date in case there wasn’t a second issue. The Playboy message appeared in the 1953 premiere issue: “We like our apartment. We enjoy mixing up cocktails and an hors ...

Holly Madison rose to fame as one of Hugh Hefner’s (three) girlfriends and a star of ‘The Girls Next Door’ reality series. Now she’s reassessing her time living in the Playboy Mansion. In an exclusive ...

Anna Davlantes, WGN Radio’s investigative correspondent, joins Bob Sirott to share what happened this week in Chicago history. Stories include the death of Lee Harvey Oswald, the release of “The Super ...

Playboy founder Hugh M. Hefner, the pipe-smoking hedonist who revved up the sexual revolution in the 1950s and built a multimedia empire of clubs, mansions, movies and television, symbolized by ...