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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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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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Miss March 1980 Henriette Allais took off for Paris and became one of Europe?s top models. Now she?s all ours again, in stunning photos. From April 1982?

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Karina Heart having sexy bath outdoors in dress

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

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Sexy Officer Eve Angel Toying With Her Nightstick

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Rebecca greasing up her super fine cannon balls!

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

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

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You always know we strive to bring you the best in the sexy glamour gals with amazing huge tits, and boy do we ever have a doozy of a babe here for you to enjoy today, because the luscious, lovely and lusty 32G Gemma Massey makes her debut!

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Russian Babe Alysa Footjobs & Fucks With All Holes

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Russian Babe Mila L Seduces In Bustier & Stockings

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Amazing ass pornstar finger fucked hard in her box then drilled cumfaced in these hot fuck pics

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Tiffany Fallon is Playmate of the Year 2005, and we?ve got 60 pictorials and 75 videos of Tiffany to commemorate the occasion.?

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

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Melanie sucks on a big chocolate cock outside

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

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Green eyed vixen Destiny enjoys a cock pop!

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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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Alysa Gap rubs & gapes her pink delicious pussy

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Candi Coxx hot newcomer from the US exhibits

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Hardcore Threesome With The Doctor At The Clinic

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Eva Parcker's gorgeous legs & feet in pantyhose

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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.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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Juliana Grandi toy fucking her great ass an pussy

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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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Candi Coxx fucked shameless all ways by two guys

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Sushi Delivery Man Serves Up His Sausage To Adel

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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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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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Two amazing blonde office beauties sucking cock

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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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September strip and oil her huge boobs by the pool

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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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Hot blond babe Sylvia strips down and masturbates

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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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Incredibly gorgeous Belicia blowing a hard cock

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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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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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"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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Lana & Samia Duarte Take The Cameraman's Huge Rod

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Hot Lesbians Lick & Finger Each Other's Pussies

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Horny brunette babe Eve Angel pleasing her pussy

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

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Solo striptease by super sexy starlet Cindy Hope!

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Office Babe Bonnie Rose Gets Double Penetrated

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Tantalizing Ashley Bulgari playing football nude

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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 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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Playboy Plus 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 Pl?

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Barely 18 Hot Russian Babe Jade Loving Only Anal

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Busty Rachel in the kitchen in blue

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"A figure skater for most of her life, Nikki keeps her body in shape by eating organic foods, taking vitamins and working out on an elliptical trainer. The hard work pays off in the end. ""Buying lingerie and wearing i?"

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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 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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The lovely, talented and spectacularly endowed 30GG Sammy Braddy is here! She's is one of those gals who commands attention whenever she goes and with huge breasts like these, not to mention her killer smile and staggering good looks.

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Athina Plays With Her Crotch In A Striped Bikini

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Interview Turns Into A Hardcore Suck & Fuck Fest

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Busty Beauty Rubs Herself And Is Showered With Cum

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Jenny sexy teen babe gives a head and gets pounded

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Playboy Plus 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 Pl?

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Nurse Foxy Di fucks her doctor & does footjob

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Naughty Cayenne Klein Masturbates With A Pink Vibe

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Teen babe gets fucked and cunnilingus during yoga

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

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Hot boss lady Abbie Cat enjoys a bonus gang bang

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