2011 • Drama

It's the early '60s, and the legendary Playboy Club in Chicago is the door to all your fantasies... and the key is the most sought-after status symbol of its time.

Why matched: genres Drama

2017 • Drama • Documentary

A fascinating docuseries chronicling Playboy magazine’s charismatic founder, Hugh Hefner, and his impact on global culture. Told from his unique perspective with never-before-se…

Why matched: genres Drama, Documentary

2012 • Drama • Crime • Action & Adventure

Spoiled billionaire playboy Oliver Queen is missing and presumed dead when his yacht is lost at sea. He returns five years later a changed man, determined to clean up the city a…

Why matched: genres Drama, Crime

2003 • Animation • Comedy • Sci-Fi & Fantasy

After a failed attempt at world domination, a rich playboy/evil genius is resurrected and resumes his quest for power -- along with a search for his other body parts.

Why matched: genres Animation, Comedy

2006 • Animation • Comedy

Alien supervillain Killface wants to destroy Earth. Billionaire playboy Xander Crews realizes he can make more money if he stops him. Who will win?

Why matched: genres Animation, Comedy

2014 • War & Politics • Drama

Set at the outbreak of WWII – mischievous playboy Ian Fleming is untroubled by the specter of impending war – chasing women, collecting rare books and living off his family fort…

Why matched: genres War & Politics, Drama

2005 • Reality

The Girls Next Door, also known as The Girls of the Playboy Mansion, is a reality television series which originally aired on E! from August 7, 2005 until August 8, 2010. The se…

Why matched: genres Reality

2019 • Crime • Documentary

Celebrated as one of the greatest R&B singers of all time, R. Kelly’s genre defining career and playboy lifestyle has been riddled with rumors of abuse, predatory behavior, and…

Why matched: genres Crime, Documentary