The surprising story of how Marilyn Monroe became Playboy's first pin-up.

During the mid-1950s, Hugh Hefner and Playboy gain national success, giving Hefner an opportunity to speak out about social issues while enjoying the perks of being Mr. Playboy.

To bring Playboy's bachelor lifestyle to the public, Hugh Hefner opens the Playboy Club in Chicago and creates the perfect nightlife hostess - the bunny.

Hugh Hefner creates the Playboy Interview, giving a platform to cultural leaders to discuss pressing social issues, and publishes a controversial interview with Malcolm X.

Playboy gains a sterling activist journalistic reputation even as the workaholic Hefner becomes addicted to Dexedrine.

While Hugh Hefner finds love and success in Hollywood, Playboy fights Penthouse in the pubic wars even as second-wave feminism proves an implacable critical force.

Hugh Hefner's secretary and close friend, Bobbie Arnstein, finds herself at the center of a conspiracy to take down the Playboy empire and her loyalty to Hefner proves deadly.

After the death of Bobbie Arnstein, Hugh Hefner retreats permanently to his Los Angeles mansion, only to face the murder of Playmate Dorothy Stratten.

With Playboy on the brink of bankruptcy, Hefner sacrifices friends and leans on family to secure the brand's future.