Reinvent Yourself: The Playboy Interview with Ray Kurzweil

Reinvent Yourself: The Playboy Interview with Ray Kurzweil

Dennis Rodman Gave a Completely Crazy Playboy Interview Back in 1997

Dennis Rodman Gave a Completely Crazy Playboy Interview Back in 1997

Hugh Hefner Talks Partying with the Rolling Stones and How Playboy Changed the World

Hugh Hefner Talks Partying with the Rolling Stones and How Playboy Changed the World

Playboy Interview: Garry Shandling

Playboy Interview: Garry Shandling

Don Cheadle On Channeling Miles, Surviving 'House of Lies' and Using Brad Pitt as a Decoy

Don Cheadle On Channeling Miles, Surviving ‘House of Lies’ and Using Brad…

Playboy Interview: Donald Trump (1990)

Playboy Interview: Donald Trump (1990)

Playboy Interview: Jimmy Carter

Playboy Interview: Jimmy Carter

Playboy Interview: Hugh Laurie

Playboy Interview: Hugh Laurie

Playboy Interview: Ben Stiller on Hollywood Myths and Realities (Also, Dog Suppositories)

Playboy Interview: Ben Stiller on Hollywood Myths and Realities (Also, Dog Suppositories)

Playboy Interview: Rachel Maddow Talks Hillary, Hate Mail & More in Our First Non-Nude Issue

Playboy Interview: Rachel Maddow Talks Hillary, Hate Mail & More in Our First Non-Nude Issue

Playboy Interview: David Bowie, 1976

Playboy Interview: David Bowie, 1976

Playboy Interview: Ron Howard on Lovers, Haters and Getting Hazed by Bette Davis

Playboy Interview: Ron Howard on Lovers, Haters and Getting Hazed by Bette Davis

Playboy Interview: Bryan Cranston

Playboy Interview: Bryan Cranston

Playboy Interview: Christoph Waltz

Playboy Interview: Christoph Waltz

Playboy Interview: Joseph Gordon-Levitt

Playboy Interview: Joseph Gordon-Levitt

Playboy Interview: Sanjay Gupta

Playboy Interview: Sanjay Gupta

As Jon Stewart Leaves The Daily Show, Highlights From His 2000 Playboy Interview

As Jon Stewart Leaves The Daily Show, Highlights From His 2000 Playboy Interview

Playboy Interview: Nick Denton

Playboy Interview: Nick Denton

Highlights from Donald Trump's 2004 Playboy Interview

Highlights from Donald Trump’s 2004 Playboy Interview

Playboy Interview: Donald Trump (2004)

Playboy Interview: Donald Trump (2004)

Playboy Interview: Ayn Rand

Playboy Interview: Ayn Rand

Playboy Interview: Jeremy Renner

Playboy Interview: Jeremy Renner

Playboy Interview: Reza Aslan

Playboy Interview: Reza Aslan

Playboy Interview: Bill Maher

Playboy Interview: Bill Maher

More