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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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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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Candi Coxx hot newcomer from the US exhibits

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Alysa Gap rubs & gapes her pink delicious pussy

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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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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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September strip and oil her huge boobs by the pool

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Two amazing blonde office beauties sucking cock

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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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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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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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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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Hot blond babe Sylvia strips down and masturbates

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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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Lana & Samia Duarte Take The Cameraman's Huge Rod

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Incredibly gorgeous Belicia blowing a hard cock

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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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Horny brunette babe Eve Angel pleasing her pussy

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Hot Lesbians Lick & Finger Each Other's Pussies

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

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Jenny sexy teen babe gives a head and gets pounded

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Sexy Bunny Babe Toys With Her Buzzing Easter Egg

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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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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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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 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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Naughty Cayenne Klein Masturbates With A Pink Vibe

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Lora Teases with her Size 9 Feet in Sheer Nylons

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Famous pornstar Jayden James, fucks machines while her DD tits and juicy ass sway with the pounding and medical toys shoved in her tight pink pussy

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Barely 18 Hot Russian Babe Jade Loving Only Anal

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Hot boss lady Abbie Cat enjoys a bonus gang bang

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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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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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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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Black Angelica in Red latex with a big black cock!

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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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Busty babe Merilyn plays with her huge soft tits

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Asian goddess Danika in black skirt and heels

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Super busty September exposing her boobs and pussy

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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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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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Interview Turns Into A Hardcore Suck & Fuck Fest

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