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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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"Mallory says she's infatuated with the ocean and would love to be photographed on the beach dusted in sand and having fun. She treks to the shore whenever possible but not everyone gets to share her beach blanket. ""M?"

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Heya there guys! I am back with more big breasted photo goodies with the purple boob busting bra that barely fits my huge boobs and? oh, who am I kidding, NONE of these bloddy bras fit me at all. Have a great week. xoxoxo -- Rachel

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Zafira enjoys her anal sex toy on the sofa

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Angela strips of fishnet bodysuit and masturbates

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"Instant gratification is high on Amanda's list of turn-ons. ""When I want something, I want it now,"" she says. Dancing all night, drug-free guys and laughing are also on her agenda. ""A sexy man is one who can make me?"

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Classy brunette in raunchy sandal footplay action

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"""I'm definitely in tune with my sexuality,"" says Elisa, a personal trainer and fitness studio owner. ""I'm very comfortable with my body -- which is very important in the bedroom since that's where women are most vuln?"

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

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Monica's huge breasts and gorgeous girl-next-door beauty have always been a fan favorite (not to mention one of our favorites) and we love seeing her massive boobs busting out of this tight button floral bikini.

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Playboy: Who do you look up to most in the communications field?
Alyssa: ESPN?s Erin Andrews. Enough said.

Playboy: So you?re into sports. Any in particular?
Alyssa: E?

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The ominous latex avenger Latex Lucy strikes back!

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September simply oozes sex appeal and style and this new set, in which she slowly strips from her tight satin top and is a fantastic new debut for this super sexy busty babe.

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

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

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We know many of you are shocked by such a revelation, but it is 100% true. Leanne does in fact have big BIG boobs and looking at them in this new set will blow your big boob living mind! So stay tuned here at PinupFiles for more updates!

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Lesbians Stuff Each Other's Slits With Huge Dildos

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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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Sexy Courtney showing her hot boobs and pink pussy

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The tender zone where flesh meets fantasy, from February 1993?

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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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Rachel Aldana in the sun poolside

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Eva Parcker's gorgeous legs & feet in pantyhose

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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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Candi Coxx fucked shameless all ways by two guys

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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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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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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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"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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Horny brunette babe Eve Angel pleasing her pussy

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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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Hot Lesbians Lick & Finger Each Other's Pussies

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Naughty Cayenne Klein Masturbates With A Pink Vibe

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Asian goddess Danika in black skirt and heels

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

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Sexy Eve Angel Goes Wild Teasing Atop a Motorbike

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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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Carlotta's goals for the year include becoming a hula-hoop guru, watching more foreign films and creating wearable art and sculpture for the art gallery she intends to open. She'll carve out some time for you in her?

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Interview Turns Into A Hardcore Suck & Fuck Fest

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Sarah Randall pulls off her yellow top for the camera

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Sophia Knight Crams A Vibe In Her Pink In The Tub

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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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Office Babe Bonnie Rose Gets Double Penetrated

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Teen babe gets fucked and cunnilingus during yoga

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For this one, I have my big boobs in a tight red button down sweater and silky white bra and, so it?s all about the boobs cleavage in this one. Hopefully you like these and there?s much more to come, so stick around!

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Jenny sexy teen babe gives a head and gets pounded

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Nurse Foxy Di fucks her doctor & does footjob

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Hot boss lady Abbie Cat enjoys a bonus gang bang

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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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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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