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Cadillac Diaries, Starring Tayna Fernandes

By Diana Dalsasso They say all that glitters isn’t gold. Not in this town. As night falls in the City of Angels, this lone wolf cruises...

The 11 Most Free-Loving Outtakes from Jordy Murray’s Playboy Pictorial

By Ali Mitton Photographer Ali Mitton hitches a ride with free spirit Jordy Murray to the hallowed grounds of Woodstock where the mood of free love is alive...

October 1967 Reagan Wilson Brings the Sunshine

By Ron Vogel From the pool to the patio, Reagan Wilson brought her sunny disposition and Southern California roots (she attended school in Santa Monica until the...

Ria Rose Is Pure Glamour in a Gold Bikini

Lounging on a rooftop in a shimmering gold bikini, Ria Rose is the ultimate glamour girl. From her platinum curls to her platform stilettos,...

Hannah Kehler Takes a Moment

By Jesse Mathers There’s something about the female gaze. When a woman takes a photo (or a photo set) of another woman, you vicariously experience...

It’s an Endless Summer for Dre Davis

By Lauren Perlstein If Dre Davis’ arresting blue eyes and sunny blonde hair look familiar, it’s because you might know her better as Sara Harvey on Pretty Little...

Uh Oh—Bailey Rayne’s Bikini Straps Are Coming Untied

Bailey Rayne thought the straps of her striped bikini were tied tightly, but they just keep coming undone. Luckily, our Cybergirl of the Month...

November 2008 Playmate Grace Kim Is Game for Anything

By Stephen Wayda “I’ve always been a rebel,” announced Grace Kim in her November 2008 interview. “I play a mean game of Guitar Hero, and I’m willing to...

Megan Samperi Is So Game: Her 12 Hottest Outtakes

By Christopher von Steinbach Megan Samperi, or as she’s known by her nickname, Tatters, wasn’t just channeling the sexy tomboy persona for her Playboyshoot. The February 2018...

Inside the Playboy Club Chicago from the 1960s

By the Playboy Vault The Playboy Clubs ushered in an era of members-only establishments. The atmosphere was one-of-a-kind and Hugh Hefner succeeded in creating the ultimate...
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