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Jacqueline Sheen - Jackson to her friends - is about to go water-skiing, barefoot, on the crystal-blue inlet that is her backyard, a finger of water off Clearwater Harbor on the Gulf Coast of Florida. Jackson learned…with wavy hair and spread legsFrench honey teasin us good!Dylan Ryder gets naughty in the showerSee the original calendar photos plus never-before-seen outtakes.…It is precisely two p.m. in the little township of Sidney, Ohio, a gingerbread hamlet 30 scenic minutes north of Dayton's city limits. As the clock strikes the hour, Beautiful Dreamer chimes from the Shelby County…Small Boobs Teen in Messy Food Play in KitchenSuper hot Bijou is not playing around in this one and gives us a real show.Pretty blonde dances in the fields naked.is a cute little blonde teen with tons of sexualityBreeze's first foray into erotica with stylized, open poses.Soft PillowsIvana Snow playing with her pink dildoSee Sandra open up her pussySee Through DressTwo bold, bright, beautiful entrepreneurs show how to succeed in business with out-and-out trying. From August 1984…Playboy Plus is on set with Amy Miller to shoot her exclusive pictorial. Get to know more about Amy Miller at Playboy PlusPetite babe Gauge and her sexy friendsBabe has an extra sensitive snatch that’s being penetratedPlayboy Plus is on set with Heidi Hanson to shoot her exclusive pictorial. Get to know more about Heidi Hanson at Playboy PlusSensational babe gets nakedSee the original calendar photos plus never-before-seen outtakes.…Blonde Housewife in Kitchen with Nice TitsGoldieRachel Roxxx fucking football playerSultry Filipina dream girl!BODY DOUBLE…New model with a full bottom and wide hips tries to make an impression ,spreading and posing and whatnot.Eyes that say don't leave me and a body that will not let you.Awesome BodyHer plump bottom is so swollen, she has to pry them apart to show crackBig breasts and soft dirty blonde hair on this model with good hips loves to just relax and take it all in.Rides the TigerGal’s vag gets plugged by her solid metal toySexy Cindy Dollar posing nakedGirl Next DoorPrincess of the Nile for the day has Enni all decked out in gold.Spikes n StudsElectra takes it in the stinkNot even deep-sea diving can keep her from being nastyPlayboy Plus is on set with Stephanie Olson to shoot her exclusive pictorial. Get to know more about Stephanie Olson at Playboy PlusAlicia Secrets masturbates and pleases your eyesAlissiya is all alone in the house and she's feeling all naughty and frisky.Playboy Plus is on set with Mackenzie . to shoot her exclusive pictorial. Get to know more about Mackenzie . at Playboy PlusThe always luscious and lovely Lupe Fuentes show off her natural beauty in this amazing and completely naughty photo shoot.Lepidoptera reaches climaxTeasing tramp pulls apart her legs to show off a pierced cuntHot, hot, hot! Watch as we ratchet up the heat with some extremely sexy and steamy uncensored photos in Special Editions Xtreme.…Playing snooker is best left beautiful nude models.Casual and DressyFans of Playboy's Special Editions will instantly recognize this week's Cyber Girl, mesmerizing Texas beauty Mysti Sherwood. What they'll miss is her twin, Crysti. The two created quiet a stir with their rub-a-dub-du…AvesBlonds play with sex machineGemma Massey naked and having fun by the poolSupport the TroopsA Big Heart and Big BreastsNaughty and NicePlayboy Plus is on set with Amy Cooper to shoot her exclusive pictorial. Get to know more about Amy Cooper at Playboy PlusLucky is Pretty in PinkPerky in PinkKendall Karson strips down and starts touching herselfYoung model has beautiful body but needs to learn the ropes.Playboy Plus is on set with Monica Leigh to shoot her exclusive pictorial. Get to know more about Monica Leigh at Playboy Plus
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Polka Dot NerdA hot little Russian girl who loves to please will have you begging her to please do more photos.I like to wear no clothes, says Sasckya Porto. If it weren't illegal to walk naked in the streets on a hot day, I would do it. For me it's natural. We can only imagine the riot Sasckya would cause if she were to…Peach in her sexy lingerieBlond opens her lips for you!She will dazzle you with her eyes but you will not stop there I promise you.Blonde babe uses glass dildoStrong girl with an intense look gives you the stare or shows you her pert ass.Playboy Plus is on set with Kate Hughes to shoot her exclusive pictorial. Get to know more about Kate Hughes at Playboy PlusJasmine Foxx gets naughty on top of the kitchen table.Like fellow October CGOW Sara Schwartz, this week's Cyber Girl Katie Hadorn is a blonde beauty who the Cyber Club members wanted to see more of after the Fox television show Girl Next Door: The Search for a Playboy C…Cutie spreads her ass cheeks with sure fingers to reveal crackBlond Aloha poses on bedPlaymate of the Month August 2002 - Christina Santiago…New model with a great tan and long lean body with a pretty muff and all the treasures inside.pops out of her topSexy Lingerie of Nice Breasts Office FoxWhat a tease with her black stripe body suit Iris looks like an angelLarge Breasts Secretary in Seductive CorsetCody Love gets in bed wearing a sexy white lingerie and poses for the cameraLean actress with shapely legs that ride all the up to a round bottom you will want to grip with both hands.Alexandria Karlsen is used to the fast track. She grew up in Mesa, Arizona and started reading before she was four. At the age of 11 Lexie would devour a Stephen King novel in one sitting. At 15 she edited her school…sexy Ashlynn Brooke toyingCountry girl goes to the big city and learns more then the ropes.Like fellow October CGOW Sara Schwartz, this week's Cyber Girl Katie Hadorn is a blonde beauty who the Cyber Club members wanted to see more of after the Fox television show Girl Next Door: The Search for a Playboy C…I'm a typical Southern belle, says DeAnna. I was a beauty queen and cheerleader during high school and college. I love sweet tea, the song Sweet Home Alabama and college football  I'm always rooting for my Missi…I Want CandyBrunette beauty Veronica CarsoBritney Skye playing with a candy caneBlack Hair n Big Breasts PoolsideMichelle Moist rubs her aroused clitSheer HeavenSweet DreamsGiving an intense stare or a big laugh shows great range for this dazzling girl.Sensual striptease with Iveta on black lace lingerie.Playmate of the Year Sara Jean Underwood wasn't shopping for talent when she walked into Bebe in Beverly Hills, but in 26-year-old sales specialist Ida (pronounced EE-duh) Ljungqvist she spotted a must-have item. S…Sonya has been hiding from us, but now her beautiful nude body is all ours this day.New model with a full bottom and wide hips tries to make an impression ,spreading and posing and whatnot.DressDownBetty has a big bottom and a soft clean pussy, well groomed and totally smooth and fresh.Cute and classy blonde stripsBig Breasts and Hot LingeriePointy nipples and long black hair on Polina has she goes inside and shoots this one on the sofa.Kathlen plays with herselfShe uses a suction-cup dildo to ram her needy crotchHot blonde Zdenka and her girlfriendsSeductive in Sheer TopSmall model with a little pouty look has a clean shaven pussy and long blonde hair and is just dreamy.Playmate Exclusives September 2003 - Luci Victoria…The Prom DressLela Star hot white outfitSexy and uninhibited blonde spreads her legs on top of the bed.Sexy Large Breasts Secretary in Lace Lingerieshows off her tasty bum and perky tattiesPlayboy Plus is on set with Donna Smith to shoot her exclusive pictorial. Get to know more about Donna Smith at Playboy PlusLorena G spends her naughty time alonePlayboy Plus is on set with Liza Hartling to shoot her exclusive pictorial. Get to know more about Liza Hartling at Playboy PlusSheer White PleasureNelli joins the 4 finger clubYuliya has dark features and very sexy eyes in this wonderful shoot.Playboy.com is on set with Victoria Winters to shoot her exclusive pictorial. Get to know more about Victoria Winters by watching our behind the scenes footage and the complete nude version available exclusively o…Kortney Kane is here to teach you horny lessonsCutie stuffs Panty in her Pussy in Pink ClubwearPlayboy Plus is on set with Sarah Longbottom to shoot her exclusive pictorial. Get to know more about Sarah Longbottom by watching our behind the scenes footage and the complete nude version available exclusively on…Busty Alluring Vixen Karla shows off her round perfect ass in a sexy little black lace outfitLindsay Marie showing her shaved pussyDylan Ryder gets naughty in the showerPurple Lace Self ShotAshlynn Brooke biting on her underwear
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Playboy Plus is on set with The Bernaola Twins to shoot her exclusive pictorial. Get to know more about The Bernaola Twins by watching our behind the scenes footage and the complete nude version available exclusively…Angelic-faced model in sheer white thigh-high stockings.Sarah Vandella spreads her ass checks!Fresh and youthful beauty with a fiery and lively appeal.Yes, Atlanta can get hot, but the weather isn't the reason we think it's appropriately nicknamed Hot-lanta. Atlanta has more fine-looking women than Georgia has peach trees—and our Cyber Girl for this week could be t…shows her voluptuous curves in the sunPlayboy Plus is on set with Kinsey Elizabeth to shoot her exclusive pictorial. Get to know more about Kinsey Elizabeth by watching our behind the scenes footage and the complete nude version available exclusively on…Playboy Plus is on set with Anna Lynn to shoot her exclusive pictorial. Get to know more about Anna Lynn at Playboy PlusTwistys presents Treat of the Year 2009 Bree Olson!Forget May flowers, Playboy brings you frequent bursts of soppy Jamie Madison. Lucky for us, this rain isn’t going away.…Slender babe reveals allBeatuiful Laetitia toyingSexy blond babe Zoe strips offBusty Moni shows her sexy curves.Effortlessly stunning beauty with an enviable figure in refined, elegant poses, showcasing her long slender feet and puffy bits.Penny Flame in lesbian dildo actionPlaymate Exclusives December 2002 - Lani Todd…Sexy Zuzana and her physioWhen we told Ukrainian-born Natasha Podkuyko she had been chosen to be a Cyber Girl we were as charmed with her reaction as we were by her sexy accent. Very excited and honored, Natasha beamed. I also felt differe…Kagney Linn Karter strips outsideLada D is a pretty blonde girl with a light tan and a clean shaven pussy, she smiles all the time too.Playmate Exclusive September 2006 - Janine Habeck…Completely naked blonde with soft features on a bed of white.Valerie exposes her gorgeous tits and ass.Russian princess, with A cups , long brown hair gets only the best, and naked body is pampered too.Candice is a classically trained dancer who has just opened her own studio but still finds time to help care for horses on her family farm. In between the dance lessons and bales of hay, Candice finds time to shop fo…Hot Babe in Red Hot Pajamas with BushBrunette is all dressed up and ready for anything but forgot her clothes.Playboy.com is on set with Leanna Decker to shoot her exclusive pictorial. Get to know more about Leanna Decker at Playboy PlusSee the original calendar photos plus never-before-seen outtakes.…Wild child model with short blonde hair goes out hunting for something special.Cristina Nelutescu - Real American Girls…Mindy Vega plays with a glass dildoPuma Swede shows off her toned tight naked body while masturbating.Jessica getting her pussy all wetPlaymate of the Month July 2004 - Stephanie Glasson…Lorrie Stewart couldn't wait to tell my mom and my friends when she found out she was going to be a Cyber Girl of the Week. Of her Playboy experience, she told us she enjoyed staying at the Mansion and meeting som…Playboy Plus is on set with Kimberly Williams to shoot her exclusive pictorial. Get to know more about Kimberly Williams by watching our behind the scenes footage and the complete nude version available exclusively o…Nikky is a high maintenance women and we would not change a thing.While Olivia Hammil's finely sculpted body and good looks can take your breath away, creating great works of art is almost commonplace in Olivia's family. Her great-grandfather; Benno Elkan, carved Israel's famous Kn…Seduces In Bustier, StockingsNeutral boobs in a lace white top and black pantysPlayboy 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…Her spread ass cheeks welcome the thrusting of her toyPlayboy Plus is on set with Monica Leigh to shoot her exclusive pictorial. Get to know more about Monica Leigh at Playboy PlusBrunette’s cooch loves being stretched by a plastic toyTiny BikiniDark hair and a tanned body shine on this model with glowing blue eyes.Karlie pleasures herself with a dildo.Playboy Plus is on set with Kate Marie to shoot her exclusive pictorial. Get to know more about Kate Marie at Playboy PlusPlaymate Xtra - Petra Verkaik 03…play with eachother on top of a classic American carJacqueline Sheen - Jackson to her friends - is about to go water-skiing, barefoot, on the crystal-blue inlet that is her backyard, a finger of water off Clearwater Harbor on the Gulf Coast of Florida. Jackson learned…Playboy.com is on set with Taylor Seinturier to shoot her exclusive pictorial. Get to know more about Taylor Seinturier by watching our behind the scenes footage and the complete nude version available exclusively on…Chrissy Marie can't resist her wet pussyUniform fun with Eva.Alluring Vixen Liz teases in semi sheer bra and panties that can barely contain her big natural breastsLong legs spread way out and ass stuck all the way up, showing a tanned ass and the pussy so sweet like a flower between.Gorgeous busty brunette, Mariah Milano, looks smoking hot in her tiny jean shorts and halter top, and even better when she reveals her big tits, hard nipples, and sweet pussy!Playboy Plus is on set with Stephanie Eve to shoot her exclusive pictorial. Get to know more about Stephanie Eve at Playboy PlusGitta loves showing her bodyHottie is feeling overheated, so she spreads her legs extra wideSexy Sandy strips off her black dress and plays with her pink toy.Playboy Plus is on set with Paula LaRocca to shoot her exclusive pictorial. Get to know more about Paula LaRocca at Playboy PlusNicole shows the dirty side of her.Sheer Blue HeavenFlexible Pussy in Blue Clubwear DressPlayboy Plus is on set with Morgan Leigh to shoot her exclusive pictorial. Get to know more about Morgan Leigh at Playboy PlusSee Peaches finger her ass
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Stunner by the pool stimulates her crack with a glass dildoBlonde’s crotch is nice and dark, just waiting for a lickMichelle begs for your attention in her hot pink mini bikiniHorny exotic Romanian babeis a cute little blonde teen with tons of sexualityLylith Lavey shows off her hard strong ass!Playboy Plus is on set with Cidney Carson to shoot her exclusive pictorial. Get to know more about Cidney Carson at Playboy PlusCarmella Bing gets looks stunning in her black bustier!Naked is BestHot, hot, hot! Watch as we ratchet up the heat with some extremely sexy and steamy uncensored photos in Special Editions Xtreme.…Cowgirl ConstructionIvana Snow playing with her pink dildoPlayboy Plus is on set with Lucy Becker to shoot her exclusive pictorial. Get to know more about Lucy Becker at Playboy PlusPlayboy Plus is on set with Melissa Puente to shoot her exclusive pictorial. Get to know more about Melissa Puente at Playboy PlusCurvaceous French Beauty PinupNew model Raylene has large breasts, blonde hair and long legs.Playboy Plus is on set with Kortnie O'Connor to shoot her exclusive pictorial. Get to know more about Kortnie O'Connor by watching our behind the scenes footage and the complete nude version available exclusively on…Cybergirl of the Month May 2006Ivana Sugar posing in a dressCrissy shows her beautiful body.Yellow and pink braBrunette Teacher with Big Naturals Fingers Her Pussy in SchoolPlayboy Plus is on set with Natasha Bernasek to shoot her exclusive pictorial. Get to know more about Natasha Bernasek by watching our behind the scenes footage and the complete nude version available exclusively on…Young housewife out by the pool waits for some lucky fool to pass by.Super model Natasha on the stairs in all her glory.Becki is excited about two things...surfing and stripping out of her tiny blue bikiniA Youthful LookNikki Esposito - Real American Girls…Stephanie's ambition in life is to obtain a bachelor degree in criminal justicce, which she's working on at the University of Cincinnati. Until recently she had no idea that she was making history in Playboy and on t…Tiffany Fallon is Playmate of the Year 2005, and we’ve got 60 pictorials and 75 videos of Tiffany to commemorate the occasion.…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…Mirror ToyNice breasts, big smile and big pond of water are all over this blonde.Playboy Plus is on set with Jamie Graham to shoot her exclusive pictorial. Get to know more about Jamie Graham at Playboy PlusAnna Polina toying her pussyMonroe Style Blonde in Sheer See Thru LingerieAbby shows off a little camel toe while wearing her tight pink rompergorgeous Celeste Star feeling her pinkStripping PinkNew model knows how to please and has some new set of undies to try out.busty blonde babe with huge nipples and tight pussyCurly Blonde Mommy Naked Outdoorspopping her peaches out of her peach colored lingerieWhore works her way towards orgasm with a pink dildoYoung and busty babe CarolineGisele Gets Naughty and Shows PussyHoney Demon strips nude on NYEBig fuzzy hair on this long and lean beauty outside on the deck.Martini in a sexy bikini takes it all off by the poolKacey in some sexy black lingerieDaring new model with long, slender legs, and supple bits.Gorgeous babe with glass dildoSexy vixen Kristen shows off her teenage tits in a cleavage showing corsetHot Blonde Show OffDynamic model with a big smile strips out doors and puts on a serious show.Fifi sucks cock and gets fucked.Bulges out of BlueNiki Young shows her totally nude bodyPlaymate Exclusives October 2002 - Teri Harrison…Sweet SeductionSweet Lingerie ShowA lycra spandex suit reveals a lusty body with precious assets.Alluring Vixen Megan teases in a very skimpy black  outfit that barely covers her tight bodyLarge Areolas with Fluffy LabiaNew model has dark hair and a plump bottom who loves to swim nude or just get nude for nothing.Ada and Ulya show us what good girls really do behind closed doors.A NYE party to rememberBedtime with Teddy
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