Jessica Simpson might already be on the rebound from her messy break-up with John Mayer. Apparently, she's been seen hanging around actor Jeremy Renner from the Oscar-nominated film The Hurt Locker. Let's hope Renner doesn't...

John Mayer opened up to Playboy about his former sex life with Jessica Simpson (comparing her to "napalm" and "crack cocaine"), which Simpson isn't happy about. So she vented on the one medium more widespread than the...

Marge Simpson, doting mother of three and zookeeper for a big, dumb, balding North American ape, posed for Playboy Magazine. Her data sheet is described as "racy," but what would you expect from a woman who was turned on by...

Many thought Playboy model Jasmine Fiore had a perfect body, until it was shockingly found naked and stuffed in a suitcase. Now, the hunt is on for ex-husband Ryan Jenkins, who was a contestant on the reality show Megan Wants...

Ex-Playboy centerfold and Hugh Hefner's ex Kendra Wilkinson tied the knot this Saturday at the Playboy Mansion after weeks of build-up on her reality show. NFL player Hank Baskett took his bride into the sunset, as the couple...

Say goodbye to the Girl Next Door. Kendra Wilkinson isn't one of Hugh Hefner's girlfriends anymore, but she has her own reality show documenting her impending marriage to Philadelphia Eagles' receiver Hank Baskett. Will...

Playboy's "intrepid journalist" Mike Guy thinks he can take 15 seconds of waterboarding.  At a dollar-per-minute bet, you'd be silly not to bet against him.  How many seconds do you count before he breaks?

Remember though,...

If Michael Phelps had been asked with the classic line, "You've just won your fourteenth gold medal, what are you going to do now" it seems like he wouldn't have answered Playboy Club instead of Disneyland. Instead of...

Lucky 12-year-old Cody Lohan was treated to a day with Hugh Hefner and the Playboy bunnies by mom Dina, thus proving that crazy moms can sometimes be so thoughtful. The only bunnies we got when we were 12 were marshmallow.

Playboy founder Hefner talks about the birth of Playboy and how it relates to his upbringing. Convenient pauses are included so that male viewers may light incense and bow when appropriate.

Kendra Wilkinson is adored by countless men and living the good life in Hugh Hefner's Playboy Mansion. But it takes a special kind of girl to point at a sign for STK and ask if it's STK. Don't quit your day job, honey,...

Like the rest of America, we look to centerfolds for views on how to live our lives. As Playboy's 50th Anniversary Playmate, Colleen Shannon is the epitome of higher brain functions. Thusly, her newest views are as follows:...

Made-for-TV movies often hover in the realm of the ridiculous, but this one about America's favorite golddigger will no doubt have people gathered around the boob tube as if it were the series finale of Seinfeld. Although...

Could the dreams of an entire generation have finally come true? Playboy owner and pajama model Hugh Hefner has offered the Olsen twins the opportunity to pose for his stalwart magazine... and, we can only hope, they must...

With the newest season of the Apprentice taking the Celebrity route, Donald Trump promoted the show on The Morning Show where he discussed returning contestant Omarosa's increased... uh, size. On the premiere, Omarosa let...