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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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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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Cherry Kiss Goes Hardcore Backdoor From The Git-Go

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

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Nataly Gold Shows Her Meaty Pussy In Doggy Style

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Camila In Black Thigh Highs Parts Her Shaved Pink

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"In need of sex advice? Listen up. ""I can't emphasize the importance of foreplay,"" says Caitlin. ""It's what men don't do first that makes us want them even more."" Caitlin's bag of tricks includes trying new things in?"

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Gorgeous brunette teen Lulu sucks a stiff cock

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Alysa Shows Off Her Amazing Pussy & Asshole Gapes

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Busty Lesbians Get Naughty On Top Of A Pool Table

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Frequent fliers, take note: The skies have never before been quite this friendly. Meet Miss November, Lorraine Olivia, flight attendant aboard United Airlines. When she suggests that you fasten your seat belt low and?

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Cute Spanish brunette undressing and teasing us

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Sexy Tracy Gold rides a dildo

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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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It?s hardly surprising that this firefighter and EMT isn?t your typical girly-girl. ?I can dress the part when I want to, but I?m a total country girl who likes to get down and dirty with the boys.? Just don?t get to?

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Azure Storm masturbates in front of mirror

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Playboy.com is on set with Megan Medellin & Ariana Loken to shoot their exclusive pictorial. Get to know more about Megan Medellin & Ariana Loken by watching our behind the scenes footage and the complete nude versi?

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

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Once again, it?s Müller time. As a top European model turned Playmate, Lillian so wowed our readers that she went on to become Playmate of the Year?and one of the most popular PMOYs at that. ?Playboy totally changed?

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Young newcomer Leda masturbating her shaven haven

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Linda says she was a Navy brat who grew up on the California coast and in parts of the Midwest. Now she's studying medicine and enjoys staying in bed all day to....study.?

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?Sex should be a two-way street,? says Rhian. ?I try to make my partner happy and go the extra mile to be his personal fantasy.? Rhian, a poet and avid poker player, likes guys who are humble, shy and strong and know?

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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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Candi Coxx fucked shameless all ways by two guys

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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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September strip and oil her huge boobs by the pool

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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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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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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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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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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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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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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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"""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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"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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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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Seductive lesbian hotties having an erotic time

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Horny brunette babe Eve Angel pleasing her pussy

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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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Gorgeous Blonde Newcomer Afrodity Footjobs & Fucks

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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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Athina Plays With Her Crotch In A Striped Bikini

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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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Leila Smith Gapes Her Ass With Pink Anal Beads

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Solo striptease by super sexy starlet Cindy Hope!

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Super busty September exposing her boobs and pussy

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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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Sophia Knight Crams A Vibe In Her Pink In The Tub

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Adventure is the name of the game for Nicolette, a model by day and poker player by night. ?I would love to win a large tournament, if it?s ?in the cards for me,?? she says. ?My true passion is poker, but one day I w?

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Sexy Bunny Babe Toys With Her Buzzing Easter Egg

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Helle Michaelsen stands on the balcony of her West Hollywood apartment, eyeing the luxurious swimming pool three floors below. It's an unusually warm day for early spring - even by Southern California standards - wit?

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Sexy babe gets fucked by her big cocked client and has loud orgasms.

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Sarah Randall pulls off her yellow top for the camera

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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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Black Angelica in Red latex with a big black cock!

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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.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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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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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 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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Sensual Jane gets titty fucked sucks big cock

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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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