Hugh Hefner sold himself as a champion of free speech who created the Playboy brand to set off a sexual revolution that would liberate men and women alike, but over the years he used Playboy to manipulate women to compete for his favor and silenced whistleblowers.

In the 2000s, Hugh Hefner reinvented himself and his brand through the runaway sucess of the reality show "Girls Next Door", starring his girlfriends' Bridget Marquardt, Kendra Wilkinson, and number one girlfriend Holly Madison. The series made mansion life seem like a fairytale, but Holly and Bridget reveal that the reality was a life full of rigid rules, gaslighting, and infighting.

The Playboy Bunny was the most famous sex symbol of the 20th century. Playboy hired the most attractive women in the world to don the ears and tail by promising an environment where they would always be protected. But outside of the clubs, at the Playboy Mansion itself, and in the company of Hefner's VIP customers, the Bunnies faced dangers and abuses that were covered up by the Playboy "cleanup crew."

This episode explores the 1970s DEA investigation into Hefner, Playboy, and drugs through the lens of two women who lived and worked at Playboy: Hefner's right-hand woman Bobbie Arnstein, who committed suicide while being investigated for drug trafficking, and Playboy Bunny Adrienne Pollack, who died of a drug overdose in 1973.

After decades of silence, Hefner's former number one girlfriend Sondra Theodore shares her story detailing how she was groomed by him to participate in his increasingly abusive sex life. Sondra's testimony shines a spotlight on Hefner's mechanisms for controlling and breaking women.

The Playboy corporate world was billed as a welcoming place for women, but Playmate and eventual Director of Playboy Promotions Miki Garcia and Bunny Mother PJ Masten reveal the rampant sexual harassment they faced as they attempted to climb the corporate ladder.

A roundtable of Playmates recount how decades of women modeled for the magazine because they believed the Playboy promise that becoming a Playmate would lead to a lucrative career in a safe environment. Instead, many faced a hostile environment rampant with drugs, pornography, and prostitution. The circumstances led Miki Garcia to testify against Playboy before the Reagan Administration's 1980s Commission on Pornography.

From the earliest parties at the Mansion, celebrities like Roman Polanski and Bill Cosby were a big part of the allure of the Playboy brand. But Hugh Hefner kept some Hollywood A-listers happy at the expense of the women.

During the 1990s, Playmates like Pamela Anderson and Anna Nicole Smith had reached peak fame and young women flocked to Los Angeles in hopes of being the next centerfold. Yet for those not deemed attractive enough for the magazine, men in Hefner's inner circle set up "shadow" mansions where women were exploited.

In public, Hefner continually professed that he wanted to protect his "girls next door." But he continually failed. Never before heard stories from Playmate Susie Krabacher, mansion employees Stefan and Stella Tetanbaum, and Sondra Theodore reveal the dark truth that Hefner was the Mansion's Predator Number One.

Former girlfriends of Hugh Hefner Karissa and Kristina Shannon, discuss their experience with Hefner and the hit television series "The Girls Next Door," which introduced a new generation to Hefner and the Playboy lifestyle. Telling their emotional story for the first time, Karissa and Kristina reveal that beneath the sugar-coated exterior was a darker world led by Hefner with increasingly stricter rules designed to control the women in order to maintain the Playboy image.

Former Playmates, girlfriends, and employees including Sondra Theodore, Susie Krabacher, Lisa Loving Barrett and Audrey Ann Huskey come together to share their experiences and struggles stemming from their time in the Playboy world. Alongside sex and trauma therapist Dr. Kate Balestrieri, the women reflect on the decades of fear and abuse they experienced and how the Playboy legacy has changed as a result of their decisions to come forward.