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By the time she was old enough to vote, Tanya Beyer took the kind of risk few people ever take. She decided to test her looks -- and her luck -- against the world's toughest competition. She'd been modeling for only?

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"When we asked Robin Bain how she felt about joining the Playboy family, she said she was thrilled. ""This is a great opportunity to do something wild, different and adventurous, which I lover Robin also loves writing?"

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Angie Koks & Sandra Luberc Team Up On A Big Dick

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Hot & Horny Newcomer Claire Deepthroats Handyman

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Charlyse Bella Sucks & Fucks A Huge Black Cock

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"""I think I'm an interesting person,"" Stephanie says. ""I traveled the world as a model at a young age and lived in Japan. I love to have fun but have never been a fan of the bar scene -- although I work in one. I'm ex?"

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A legion of lasses from the Lone Star State. From February 1985?

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Playboy.com is on set with Carlye Denise to shoot her exclusive pictorial. Get to know more about Carlye Denise by watching our behind the scenes footage and the complete nude version available exclusively on Playboy?

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Do not Disturb(ed) Vybe Girl Gina Patrone got down with the nudeness for David Draiman. David Draiman wasn't sure it was couth for a respected musician to photograph a Playboy.com Cyber Girl naked. That was be?

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Hardcore Threesome With The Doctor At The Clinic

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Playboy.com is on set with Gracie Lewis to shoot her exclusive pictorial. Get to know more about Gracie Lewis by watching our behind the scenes footage and the complete nude version available exclusively on Playbo?

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Anyone who has traveled north of the border into Canada knows this chilly outback possesses a certain undeniable magic. We think of it as a mysterious muse that produces great composers (Neil Young, Leonard Cohen, Jo?

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Playboy Plus is on set with Melissa Puente to shoot her exclusive pictorial. Get to know more about Melissa Puente by watching our behind the scenes footage and the complete nude version available exclusively on Play?

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Playboy Plus is on set with Christi Taylor to shoot her exclusive pictorial. Get to know more about Christi Taylor by watching our behind the scenes footage and the complete nude version available exclusively on Play?

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Sushi Delivery Man Serves Up His Sausage To Adel

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I hope you had a good weekend and are ready for not just a new week but a whole new month! I always love new months because new months also mean brand-new photos and I have an excellent one for you here that I know you're in love. xoxo -- Leanne

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There's a special appeal to small university towns. Mostly because of the influence of their student populations, they offer attractions sometimes thought to exist only in big cities: informal bars and restaurants, t?

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34HH / 32J Leanne Crow has been a HUGE hit since she made her big splashy debut. We decided to bring her back for another spectacular round! This time, Leanne suits up in a hot and sexy cling bikini that fits her amazing 34HH's just perfectly.

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Playboy.com is on set with Victoria James to shoot her exclusive pictorial. Get to know more about Victoria James by watching our behind the scenes footage and the complete nude version available exclusively on Playb?

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The supreme hotness that is Leanne has continues here at PinupFiles as she roars on with her torrid march into our hearts and minds in this simply jaw-dropping hot pink bikini of hers that has truly captured the our imaginations.

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"Jaclyn Swedberg has dodged mortar fire while playing war games in the Mojave Desert. She has sped around in a rally car like Danica Patrick. And she has hung 10 in the ocean blue au naturel. ""I've decided that anythi?"

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Happy big boobs Monday everyone! I'm spending all this week shooting yet again and have some more new shots for you in the meantime... complete with all the really huge boobs closeups I know you all love. ;-) xoxoxo -- Rachel

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Playboy Plus is on set with Mikaela James to shoot her exclusive pictorial. Get to know more about Mikaela James by watching our behind the scenes footage and the complete nude version available exclusively on Playbo?

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Lana & Samia Duarte Take The Cameraman's Huge Rod

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Playboy.com is on set with Megan Elizabeth to shoot her exclusive pictorial. Get to know more about Megan Elizabeth by watching our behind the scenes footage and the complete nude version available exclusively on Pla?

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Hot Lesbians Lick & Finger Each Other's Pussies

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"Growing up in Running Springs, California, a tiny mountain community overlooking the San Bernardino National Forest, Heather Rae Young spent an idyllic childhood ""learning good small-town values and a strong work eth?"

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"""I believe that if I work hard, I can achieve anything no matter how long it takes,? says Shantal. After studying to be a medical lab scientist, she recently switched gears to pursue her dream of being a pediatrician?"

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Emma Starr meets with recurring client and loves being fucked by his cock.

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Hi guys! Happy Monday to you one and all. I was hoping one of you could help me answer a question on this photo set: how does this body suit and its extremely tiny top contain my absolutely huge boobs? xoxoxo -- September

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This car wash one was a lot of fun because I got to get all soapy and wet and clown around and have all kinds of fun. Betcha wish you could have all your car washes this way! ;-) xoxoxo - September

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Sophia Knight Crams A Vibe In Her Pink In The Tub

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Playboy Plus is on set with Leanna Decker to shoot her exclusive pictorial. Get to know more about Leanna Decker by watching our behind the scenes footage and the complete nude version available exclusively on Playbo?

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Tantalizing Ashley Bulgari playing football nude

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Athina Plays With Her Crotch In A Striped Bikini

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Four years of flirting and they finally wind up in a hotel room together. Who?s gonna know? Yeah, right. From November 1997?

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As a small-town girl in Sawyer, Michigan, Karen McDougal was a tomboy until a late-teens growth spurt turned her into a beauty queen. Now the 26-year-old preschool teacher doubles as a Venus International Swimwear mo?

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Nurse Foxy Di fucks her doctor & does footjob

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Playboy.com is on set with Rebecca Lynn to shoot her exclusive pictorial. Get to know more about Rebecca Lynn by watching our behind the scenes footage and the complete nude version available exclusively on Playbo?

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Cindy Brown is in the middle of a spirited discussion about the environment and destructive human appetites when temptation turns her pretty head. Six Hell's Angels roar up on Rose Avenue, rattling the open windows o?

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Playboy Plus is on set with Shannon Sunderlin to shoot her exclusive pictorial. Get to know more about Shannon Sunderlin by watching our behind the scenes footage and the complete nude version available exclusively o?

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There is something relaxing and sexy about being in a kitchen over a hot stove in sexy lingerie that just gets me HOT!!!! My huge tits hanging over a steamy pot, feels SOOOOOO good as they slowly fall out of my lace pushup bra!!! OXOXOOXOXO -- Mon

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Playboy Plus is on set with Wendy Culp to shoot her exclusive pictorial. Get to know more about Wendy Culp by watching our behind the scenes footage and the complete nude version available exclusively on Playboy Plus?

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Playboy Plus is on set with Selina . to shoot her exclusive pictorial. Get to know more about Selina . by watching our behind the scenes footage and the complete nude version available exclusively on Playboy Plus. Wa?

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Solo striptease by super sexy starlet Cindy Hope!

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Playboy Plus is on set with Breann McGregor to shoot her exclusive pictorial. Get to know more about Breann McGregor by watching our behind the scenes footage and the complete nude version available exclusively on Pl?

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