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But instead of fucking him up! They just fuck him like a rock star! Oh and degrade the shit out of him too! It was a good day for the girls. They fuck the pool boy and some creepy peeper!

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Veronica Avluv was in desperate need for some hardcore pussy pumping. Our boy had her screaming and squirting

Ua qauv: Silvia Saint

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Bouncy Russian babe Lia Rav with a very sexy bush

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Blonde hottie with a nice shaved pussy. We were eager to get our boy ramming this chick so we can get to the good stuff.. facials!

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Beautiful Latina girl gets fucked in her sleep and Asian slut shows pizza boy how much meat she can swallow

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I used to be a real nerd in high school, but I\'ve changed a lot since then. I\'m also worth a lot more money after I sold the company I helped start. Now, I can afford anything I want, and after I found out that one of my old teachers was a porn star I knew I had to have her. I always had a crush on her and would day dream about the things I wanted to do to her. So I have her agent send her to my hotel room. Of course, she doesn\'t recognize me at first, but soon remembers once I put on my old glasses. Tonight, I get to be a bad boy, and my old teacher gets to punish me the way I always wanted her to.

Ua qauv: Syren De

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BUT I decided to play a different kind of drinking game this week with my friend Savannah, she brought along her boyfriend and friend and we decided to take shots of cum

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Gorgeous babe Rilynn Rae is searching for money and decides to fuck her boyfriends son.

Ua qauv: Rilynn Rae

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Teen babe Natalia Rossi gets her shaved pussy eaten by her mature boyfriend.

Ua qauv: Audrianna Angel Natalia Rossi

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Damn boy ... These chicks like to play rough

Ua qauv: Alaura Lee

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Presley\'s boyfriend submitted this collection of sexy self shot pictures of his girlfriend getting fucked hard

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"A bombshell with broadcasting ambitions, Sloan wants to be the voice of your favorite sports team someday, preferably covering football (she\'s a Cowboy\'s fan) or basketball. ""What guy wouldn\'t want to watch sports an?"

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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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You remember Mary Jo Anders, don\'t you? Well, how could you forget her... Since our Playboy Cyber club exclusive Super Babe pictoiral, Mary Jo has been sen on the pages of Playboy.com/Sports touting our Fantasy Sport?

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Huge black boobs fuck the shit out of this white boy\'s big dick

Ua qauv: Silvia Saint

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You guys may have been making your own dirty homemade porn all along, but something weird is definitely going on. Ever since I put up that last shoot with Rachel and her boyfriend Josh,

Ua qauv: Juelz Ventura

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, well actually a lot more i would think its the ultimate in an upskirt experience check it out boys and girls.....

Ua qauv: Silvia Saint

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"Cyber Girl Audra Lynn gives Canada\'s bratty punks a backstage striptease. How do four snot-nosed punks feel about snapping nudes of a Playboy model? ""It\'s kind of my fantasy,"" Sum 41\'s drummer and resident spaz S?"

Ua qauv: Silvia Saint

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"How\'s this for a Playboy fantasy? Imagine this week\'s Cyber Girl, Carrie A. Taylor, and Miss January 2002 Nicole Namin wearing short skirts and riding a mechanical bull. ""It turned out to be woo much fun,"" Carrie tol?"

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Sheron Plays With Her Pink In Little White Socks

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Watch this great striptease

Ua qauv: Bobbi Starr

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Zivity: Riding Shotgun Playboy and Zivity.com bring fresh talent to the Cyber Club! Members of both sites voted on the theme for this pictorial, Short Skimpy Skirts. The winning pictorial features model Sharon Marie?

Ua qauv: Silvia Saint

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Bill walks in on his friend\'s girlfriend, Luna Star, passed out in some sexy lingerie. She looks super hot so Bill does what any bro would do and takes some pics of her, but Luna wakes and catches him red handed. She\'s a little upset, but while deleting the pics off of Bill\'s phone she confides in Bill that she thinks that her boyfriend is cheating on her. So she stops being mad at Bill and fucks him in order to get back at her boyfriend.

Ua qauv: Luna Star

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Abbey Brooks needs someone to talk to early in the morning so she sneaks into her boyfriend\'s friend\'s room while he sleeps. She confesses to her boyfriend\'s friend that she\'s kind of had enough of her boyfriend. She is young and wants to fuck, but her boyfriend isn\'t always up to it. She needs someone to fulfill her needs. She needs to be fucked really good..that\'s where her boyfriend\'s friend comes into play. She seduces him into fucking her while her boyfriend sleeps in the next room.

Ua qauv: Abbey Brooks

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Horny club chick jayden gets pounded in the vip room in these orgy pics

Ua qauv: Chanel Bryant

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Hey there...I\'m 22 years old with a passion for power exchange. My BF is cool with me playing with other boys so I\'m looking for a "no drama" playmate that love to give and maybe receive a few spankings!

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Scarlet Red is spending the night at her friend\'s place. Since her friend is busy fucking her boyfriend Scarlet ends up passing out on her friend\'s brother\'s bed. He gets home and finds her sleeping in nothing but her underwear. He convinces her to stay in bed with him. One thing leads to another and they\'re fucking in no time.

Ua qauv: Scarlet Red

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Smokin hot big tits contruction worker boss gets her hot pussy nailed hard in these hot cock sucking juicy pussy fucking pics

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Lana is an overstuffed plumper with blonde hair. The chubby cutie likes to play it rough and tough.

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Seriously, I don\'t know if I just don\'t look in the mirror enough or if it\'s just that looking at photos of yourself is just kinda weird anyway, but I saw these and I can\'t believe how big and busty they look. xoxoxo -- September

Ua qauv: Samantha Bentley septembercarrino.com

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"Bonnie has this weird boyfriend named Ralph whose idea of a good time is to hang around shopping centers, where he likes to greet customers - ""Good evening, ma\'am, that\'s a lovely dress you\'re wearing"" - then shake h?"

Ua qauv: Alexis Adams

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"""Somehow, I guess my mom knew I was going to be an unusual child,"" Rebekka Armstrong says, ""so she figured she had to give me an unusual first name."" Maybe it was the weird desert climate or the barren landscape of h?"

Ua qauv: Ashley Fires

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Super hot hard college boys get down and suck eachother off after getting tricked by a hot smoking babe

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I know this might be weird, but I really like to have my boyfriend cum on my legs and feet.

Ua qauv: Missy Martinez

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Watch Brandie get pseudo-fucked by little virgin boy!

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Hot blonde parties in the club then gets some cum in her face later

Ua qauv: Alana Summers Angel Madrid

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Smoking hot ass red head gets fucked by her sisters boyfriend in these hot creampie fuck pics

Ua qauv: Sindee Jennings

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Sexy young Latina Satine Phoenix spreads her pussy and sucks some dick

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Lovely Latina Satine Phoensix gets trampled by massive cumshot and penis

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Layton Benton is a sexy black girl who decides to sleep with her boyfriends son and ride his big cock.

Ua qauv: Sindee Jennings Layton Benton

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Latina heart throb Satine works some verga with that latin pussy of hers

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Latin slut Satine gets fucked and sucks huge black OG Mudbone dick

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Playboy Germany?s Playmate of the Year 2005 Janine Habeck became the second German Playmate to become an American Playmate.?

Ua qauv: Silvia Saint

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Playboy 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?

Ua qauv: Silvia Saint

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

Ua qauv: Silvia Saint

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

Ua qauv: Silvia Saint

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

Ua qauv: Silvia Saint

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Smoking hot mini skirt blonde get drilled hard after she just dumped her boyfriend in these hot pics

Ua qauv: Amber Sym Kelly Klass

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

Ua qauv: Silvia Saint

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Hot blonde girl sleeps with her boyfriends son so she can get his big dick in her tight wet pussy.

Ua qauv: Alexis Ford

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Ashley Anne\'s boyfriend thinks she has an ugly pussy. She wanted to confide in her bff but somehow her bff\'s brother, Kris, came to the rescue instead. Lucky for Ashley, Kris is an expert on pussies and deems hers to be worship-worthy! What a pick-up artist!

Ua qauv: Silvia Saint Stacy Silver

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Hot brunette girl sleeps with her boyfriends son because she is horny and her pussy is wet.

Ua qauv: Bella Reese

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Seth is helping move in some of Alexa\'s belongings when she gets a text from her boyfriend. Her boyfriend tells this sexy dame that it\'s over because her vagina is ugly! Since Seth and Alexa have been long times friends she asks him to take a look at her pussy because she needs to know and doesn\'t have anything to compare it to. He\'s skeptical at first because his sister could come up at any time but, she pleads with him to look at it and to confirm that it doesn\'t look like roast beef. He finally agrees and Alexa drops her shorts and slides back her pink laced panties. Seth says it looks fine and Alexa is relived. She starts to unbutton Seth\'s jeans and he stops her. Alexa says she is going through a hard time and Seth said her pussy looks fine. So, taking Seth\'s cock in her mouth and pussy will cheer her up!

Ua qauv: Silvia Saint Stacy Silver Alexa Aimes

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Tara wakes up and fucks her boyfriends son

Ua qauv: Tara Lynn

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Seth is helping move in some of Alexa\'s belongings when she gets a text from her boyfriend. Her boyfriend tells this sexy dame that it\'s over because her vagina is ugly! Since Seth and Alexa have been long times friends she asks him to take a look at her pussy because she needs to know and doesn\'t have anything to compare it to. He\'s skeptical at first because his sister could come up at any time but, she pleads with him to look at it and to confirm that it doesn\'t look like roast beef. He finally agrees and Alexa drops her shorts and slides back her pink laced panties. Seth says it looks fine and Alexa is relived. She starts to unbutton Seth\'s jeans and he stops her. Alexa says she is going through a hard time and Seth said her pussy looks fine. So, taking Seth\'s cock in her mouth and pussy will cheer her up!

Ua qauv: Silvia Saint Stacy Silver Alexa Aimes

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Emma Starr is at it again and she has her friend, Julia Ann, with her this time. She\'s out to show Julia just how easy it is to seduce a deliveryboy who wants to be a star. She calls up the store, orders herself a bottle of wine, and when the delivery boy gets there she fills his head with dreams of stardom. First she makes him audition for her and Julia, then she makes him get naked and has him lay back as both these hot blonde cougars take turns on his cock.

Ua qauv: Julia Ann

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Skin Diamond has been eyeing the really uptight guy at the bar. So when the guy\'s wife heads to the ladies room, Skin invites him to meet her in the other restroom. Skin is a real dirty girl and wants this guy to fuck her like the dirty girl she is in a dirty bathroom. He protests as he is married, but he sure is tired of that vanilla sex with his wife so he takes a chance to feel how much better dirty sex can be.

Ua qauv: Skin Diamond

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Whitney Westgate caught the bouquet at the wedding, again. She\'s beginning to think it\'s bad luck because she can\'t seem to find a guy. The only guy she\'s interested in is Eric, but he\'s married. Luckily, Eric\'s wife isn\'t at the wedding, so he\'s free to give Whitney what she wants...his hard cock inside her and his hot cum on her face.

Ua qauv: Rachel Starr Whitney Westgate

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Scarlet LaVey has her friend\'s boyfriend, Ryan, come over to her salon for a haircut. She has ulterior motives for calling him over though. She always found Ryan hot and she figured if she could get him alone then she can finally make her move on him. She starts by rubbing her huge tits on his head and after that he\'s putty in her hands. She takes Ryan\'s cock throughout her salon and he drops his load on her tits.

Ua qauv: Scarlet LaVey

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Juelz Ventura finds it odd that her boyfriend forgot his phone. He\'s never apart from it. She decides to look through it to make sure he\'s been getting the text\'s that she sends him. Well, she find that not only is he getting her text, but also text\'s from his best friend\'s girlfriend. Looks like Juelz\'s boyfriend has been cheating on her all along, with his best friend\'s girl of all people. It would be selfish to keep this information to herself, so she calls over her boyfriend\'s best friend, Karlo. Juelz shows Karlo what she found. Karlo can\'t believe that his best friend would fuck him over by fucking his girl. Juelz has a nice way of getting back at their cheating partners. She decides if you can\'t beat them, join them. An eye for an eye, a fuck for a fuck.

Ua qauv: Juelz Ventura

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Alexis Grace comes home and is horny for her friends boyfriend and she seduces him with her big busty tits.

Ua qauv: Alexis Grace

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Sexy blonde Tasha Reign is horny and decides to have hot sex with her pool boy who is a perfect stranger to her, but he is hot and has a big cock so she seduces him.

Ua qauv: Tasha Reign

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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?

Ua qauv: Silvia Saint

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"The Campbell twins posed briefly for Special Editions before sitting for their Playmate test. ""I have always dreamt of posing for Playboy,"" wrote Jennifer in her data sheet. Natalie echoed that sentiment, adding that?"

Ua qauv: Silvia Saint

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

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Hot busty blonde is sick of her boyfriend so she seduces his son and gets fucked rough by his thick cock.

Ua qauv: Zoe Holiday

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Rapper/actor DMX becomes Playboy\'s eighth celebrity photographer. And then there was X. When Dark Man X and his entourage swooped into our Chicago studios, the metal rapper lived up to his nickname by running a h?

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Fans 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?

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A romantic getaway for Mary must include a canoe, tent, campfire and S\'mores. Finding a mama\'s boy to share her sleeping bag would make her one happy camper.?

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This new set is one of my favorites and it is super sexy because it has all the elements I love in a good set: cool location, sexy outfit, great makeup and hair, and huge giant tits that make your eyes pop out of your head! ;-) LOL. xoxoxo -- Leanne

Ua qauv: Leanne Crow

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"Can the daughter of an Illinois turkey farmer find happiness as a Playboy Bunny in San Francisco? ""Definitely,"" says January Playmate Leslie Bianchini, who is precisely that. ""Even though we left the farm and moved t?"

Ua qauv: Cindy Dollar Silvia Saint

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Hot Madison Ivy is setting up for a romantic night but then decides to fuck her boyfriends son.

Ua qauv: Madison Ivy

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Angelica Taylor loves getting attention anywhere she can. She stops by her friend\'s house, when she knows that her friend is out, in order to try to get some attention from her friend\'s boyfriend. Her friend\'s boyfriend isn\'t falling for it. He refuses to acknowledge Angelica and her big tits, but what\'s a man to do when she bust out her tits and rubs them all over his face. Why, he starts sucking on them of course. One can only fight temptation for so long. After he\'s done sucking her tits, he pounds Angelica\'s wet pussy on the couch all before his girlfriend gets home.

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Hot Madison Ivy is setting up for a romantic night but then decides to fuck her boyfriends son.

Ua qauv: Madison Ivy

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PIano Playing slut gives her boyfriend the fuck of his life!

Ua qauv: Monica Mendez

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Watching the ladies run around in tight spandex shorts drove the boys insane. They say the heck with soccer. Let fuck! Nothing, but ass jiggling going on here

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Welcome to The Smoking Jacket, Playboy?s new safe-for-work site that provides guys with smart and sexy distractions throughout the day. Like Playmate Kimberly Phillips in nothing but a smoking jacket. Not a bad way t?

Ua qauv: Kimberly Phillips

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Anyway, time to meet Ashley and Danny. Ashley is a sneaky girlfriend. She\'s always wanted to film her and her boyfriend fucking on video.

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GIRL WHO WEARS GLASSES librarian Virginia Gordon: special edition in a deluxe binding Playboy has garnered Playmates from many walks of life, but a whiskered old prejudice about the plainness of librarians, as we?

Ua qauv: Silvia Saint

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Her pig tails, boy shorts and perky tits make her a perfect candidate for Facial Fest. She\'s a little nervous that she wont do a good job,

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A prime-time older lady

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I love bras, but it?s hard to find one that fits. Sometimes I have to put them through rigorous testing to be sure it?ll hold on to my sweater puppies ;) So watch me push this bra to the limit in my bra tryout video! xoxoxo -- Tessa

Ua qauv: Amber Sym

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Horny girl in leather outdoor fucked by these two cowboys

Ua qauv: Silvia Saint

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You remember when your mother said that girl is trouble? Well, she meant these 3! And boy was she right... these 3 hot asses do anything under sun thats short of wrong. Thanks mom!

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I woke up on this beautiful day, I just had to throw a little get together with some friends and play some Bocce ball. But what fun would it be if we didn\'t torture some boys???

Ua qauv: Silvia Saint

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Playboy fans remember Ryan as the coed who got kicked out of her sorority for appearing nude in the October 2008 Girls of the Big 10 pictorial. Her life?s been on an upswing ever since, mainly because she feels sexy?

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A really horny redhead babe fucking a dick in this library

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The beach is always special for Nina because she lost her virginity there. One day her boyfriend took her there at night and under the moonlight he destroyed her cooch and showed her how to swallow cum. It was a magical night!

Ua qauv: Silvia Saint

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Milf secretary strips and sucks for the cam

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Secretary in stockings gets laid hardcore

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Husband is tortured, locked in a chastity belt, completely humiliated and butt-fucked from behind in front of wife\'s boyfriend!

Ua qauv: Aiden Starr Silvia Saint Danny Wylde

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3 hot ass mini skirt milfs pounded hard in their wet bikinis hot ass licking pussy fucking pics

Ua qauv: Nicky Angel

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Sexy babe gets tricked into fucking on camera so her boyfriend can get payback fro cheating.

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This Spanish hottie has the tightest natural little spinner body youve seen. Naturals tits and a nice tight shaved pussy for the long banging! And boy can she take a banging.. but we tore that up!

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Sexy brunette babe and her boyfriend leave nice mess for their landlord.

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Zazie has to pull out all the stops to get a confession from her suspect. Interrogating makes this fat slut really wet and using her massive mams and giant wet slit, she coaxes more than a confession from her captive.

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Teen slut Dakota Charms jerking cock to squirts semen on the laundry

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This sexy amateur chick is one of those filthy girls who love deep penetration sex and hard anal fucking. This is why this movie is one of the coolest amateur anal videos you\'ve ever seen

Ua qauv: Brook Logan

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Hot blonde russian babe plays with her pussy for the camera

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Check out these horny college boys suck and jerk eachother off in these hot dorm room crazy partys

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Blonde teen is doing a rimjob outside before she gets facial

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Milf with nipple rings and black thong getting banged on a lazyboy

Ua qauv: Afrodite Night Nina Kournikova Silvia Saint

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PLAYBOY\'S GIRL FRIDAY an ad exec\'s private secretary is a pretty hot prospect herself This month, the credit for Playmate discovery goes to a sharp-eyed space salesman on Playboy\'s advertising staff. During a ca?

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Hot young black girls exposed by jealous ex boy friends

Ua qauv: Adriana Amante

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DanielleRiley-orangecamitopandboyshorts

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"""Why not be a Playboy model?"" Ashley thought when she submitted her photos to our offices. ""You\'re only young once. My best friend said that I should send in my photos, so I did."" Ashley is a budding legal secretary?"

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Little boys, as we all remember from our childhoods, do their best to be the bane of little girls\' lives. One such mischievous young prankster will, however, go down in history as the prime reason Gwendolyn Hajek ref?

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Anya slides into (and then out of) a sexy, frilly polkadot top and tight little red boyshorts and lets her big, amazing 32GG\'s spill out all over, taking time to primp in front of a mirror and giving us TWO ANYA\'S for much of this set!

Ua qauv: Anya Zenkova

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Busty blonde Puma Swede decides to sleep with her friends boyfriend and seduces him with her big tits.

Ua qauv: Puma Swede Silvia Saint

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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?

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Busty blonde Puma Swede decides to sleep with her friends boyfriend and seduces him with her big tits.

Ua qauv: Puma Swede Silvia Saint

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Hot teen bigtits gets banged in car huge ass rides cock

Ua qauv: Amanda Blue Kaylee Hilton

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Hot and horny big tits teen agrees to get fucked for cash while her boyfriend watches and jerks off on her hot pics

Ua qauv: Bella Rossi

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Scarlet comes in and apologizes about being late. As she turns around she sees that it\'s her sister\'s ex-boyfriend Bill. She takes a look at his resume and mentions a qualification that isn\'t listed like how he sexually pleased her sister in bed. Scarlet grabs Bill by the tie and spreads open her legs and asks Bill if he really wants to the job. Who knew a desk job interview could be so physically exhausting.

Ua qauv: Scarlet Red

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Huge ass teen fuckd in this wet jacuzzi sex pic ste

Ua qauv: Aaliyah Jolie Candy Vegas

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No idle hands here. When not posing for Playboy, Cyber Girl Carlotta Champagne is known to make handbags, belts, prom dresses and garter belts out of condoms. As seen in Playboy\'s Grapevine (February 2009), Carlotta\'?

Ua qauv: Silvia Saint

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Heidi has 20 years of dance training under her belt but describes herself as a bona fide tomboy. She\'s designing her own lingerie line and wants to put her dance skills to work in music videos.?

Ua qauv: Silvia Saint

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?So many sex icons got their start with Playboy,? observes this Irish-Spanish model. ?I would love to be a part of that.? Welcome aboard, Krystle! Among the many cool things about her: Deftones is her favorite band,?

Ua qauv: Kendra Lust

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Dakota Skye stops by to talk to her friend\'s brother, Preston. She needs guy advice. She wants to have sex with her new boyfriend but she has never done it before and she is scared of getting pregnant. Preston suggests she have anal sex to avoid the risk of pregnancy. Dakota asks Preston if he can show her how to take dick in the ass. After some convincing Preston agrees.

Ua qauv: Ana Rica Dakota Skye

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Like little bunnies she gets horny.

Ua qauv: Kimberly Phillips

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Rebeca eve used her pantie to mess around with his cock

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Rahyndee James is staying over at her sister\'s house, but she\'s more interested in spending quality time with her sister\'s husband than her sister. She puts on sexy red lingerie and seduces her sister\'s husband. Rahyndee fucks her sister\'s husband as payback for her sister fucking her boyfriend. In this case, revenge isn\'t sweet, it\'s naughty.

Ua qauv: Rahyndee James

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Yurizan Beltran and her boyfriends son are locked in the same room and have hot sex to pass the time.

Ua qauv: Alyssa Michelle Silvia Saint Yurizan Beltran

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Yurizan Beltran and her boyfriends son are locked in the same room and have hot sex to pass the time.

Ua qauv: Alyssa Michelle Silvia Saint Yurizan Beltran

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Presley Hart\'s boyfriend is a little to old to satisfy her anymore. He\'s 60 years old! Presley really misses hard cock inside her, so she decides that the perfect person to fill her is her boyfriend\'s son. He\'s a little reluctant at first, I mean it is his dad\'s girl, but she is HOT! He would be crazy to turn down her request.

Ua qauv: Presley Hart

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Eden was willing to suck dick and fuck our hero to get some extra cash she needed and boy did she blow his mind and his load

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