Top Movies & TV Shows Similar to American Playboy: The Hugh Hefner Story List

• The Playboys - Focuses on a seductive lifestyle and the impacts of the adult entertainment industry.
• The Girl Next Door - Explores themes of adult entertainment and the complexities of relationships.
• Boogie Nights - Delves into the adult film industry in the 1970s and 1980s.
• Mad Men - Set during the rise of advertising and explores sexuality and societal norms.
• Hugh Hefner: Playboy, Activist and Rebel - A documentary on the life of Hugh Hefner and his contributions to culture and society.
• The Deuce - Follows the rise of the porn industry in New York City during the 1970s and 80s.
• Wanderlust - Examines open relationships and unconventional lifestyles.
• A Star is Born - Shows the rise and fall within the celebrity realm amid love stories.
• The People vs. Larry Flynt - Chronicles the life of an adult magazine publisher and his legal battles.
• Not Another Teen Movie - Parodies teen and adult themes prevalent in entertainment.
• Sex and the City - Explores modern relationships, sexuality, and a woman's desire for independence.
• Girls - Focuses on young adults navigating relationships and sexuality.
• The Last Tycoon - Based on the world of Hollywood and driven by ambition and sex.
• Californication - Explores the life of a troubled novelist in a sexually liberated environment.
• Love - A series about love in the digital age, showcasing various relationships.
• Secret Diary of a Call Girl - Follows the life of a high-profile escort and her experiences.
• The L Word - Focuses on the lives and relationships of lesbian women in Los Angeles.
• Empire Records - Follows the youthful struggles of employees at a record store.
• Entourage - Showcases the lifestyle and challenges of Hollywood actors and their crew.
• The Other Woman - Explores infidelity and complex relationships.
• Easy A - A modern take on reputation and sexuality in high school environments.
• Weeds - Examines a suburban mother who turns to a risky business for income.
• Crazy Ex-Girlfriend - Humorously tackles themes of love and obsession.
• The House Bunny - Follows a Playboy bunny trying to revitalize a struggling sorority.
• Porky's - Classic teen comedy exploring sexual misadventures.
• Fifty Shades of Grey - Discusses themes of eroticism, power dynamics, and complex relationships.
• Showgirls - Explores ambition and the dark sides of show business.
• Real Sex - An HBO documentary series exploring sexuality in various forms.
• How to Make It in America - Follows aspiring entrepreneurs in New York's fashion and nightlife scene.
• Big Mouth - An animated series about adolescence, sexuality, and relationships.
• The Mindy Project - Features an unconventional romantic comedy dealing with dating and personal entanglements.
• Sex, Drugs & Rock and Roll - Explores the lives of a rock band, diving into relationships and careers.
• Wild Things - A thriller that delves into deception, sexuality, and murder.
• The Bernie Mac Show - A comedy that focuses on family dynamics and adult humor.
• Love & Mercy - A biographical film about Brian Wilson's life, intertwining music and personal struggles.
• Billions - Follows power struggles in finance and the implications on personal lives.
• The Sopranos - Explores complex relationships and the pressures of an unconventional lifestyle.