Playboy Interview: Donald Trump
A 2004 candid conversation with the presidential hopeful about the value of a little self-promotion
Playboy Interview: Charlie Sheen
A winning conversation from 2001, about drugs, hookers and rehab
Which recent victim of a wardrobe malfunction bears a striking resemblance to our model Lily Bart?
Playboy Interview: Barney Frank
The unconventional congressman on gay rights, foreign affairs and the GOP
Playboy Interview: 50 Cent
The thug turned hip-hop superstar about getting shot, Eminem
and why his feud with rap rivals could turn deadly.
Playboy Interview - Jim Carrey
Hollywood’s most serious-minded funny guy about spirituality,
drugs, denial and how The Truman Show became a reality.
Playboy Interview: George Carlin
The outspoken comic about his onstage meltdown, his stay in
rehab, the state of the world and why he’s not all that angry.
20Q: Josh Radnor
the "How I Met Your Mother" star gets serious about comedy, his fans and confronting his inner demons
Playboy Interview: Don King
The frazzle-haired, silver-tongued promoter talks great boxers, mob rumors and what’s wrong with Michael Jackson
Playboy Interview: Frank Gehry
The world’s most important architect on why people love good design, why they fear it and how The Simpsons got it wrong
The sexy connection between Ashley Judd and Playboy’s Marilyn Monroe
Sexy girl next door Ashley Judd gets our blood pumping faster with her thriller films and her nude Marilyn Monroe photo shoot!...
Gillian Anderson: Sexy that We Believe In
World's sexiest redhead Gillian Anderson can arrest us anytime!
20Q: Olivia Wilde
Sexy actress Olivia Wilde on her skin-tight costume in "Tron: Legacy."
The Wildly Sexy Scenes of Eva Mendes
Eva Mendes is one hot tamale.
Alyssa Milano’s Infamously Sexy Videos
This actress is no stranger to a more adult audience, and we couldn't be happier.
Playboy Interview: Conan O'Brien
A candid conversation with the preppie
prince of “Late Night” about his rocky start, his show’s secret one-day cancellation...
The Sexiest Roles of Angelina Jolie
We countdown this babe's hottest film moments.
Amber Heard's Sexiest Films to Date
Amber Heard is known for many roles, but our favorite is her work on The Playboy Club as sexy waitress Bunny Maureen. We rounded...