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There are difficult decisions and there are really difficult decisions, and this one falls into the latter category. Only one of the 12 beautiful women here will win Playmate of the Year 2002, and we want to know who?

Models: Lindsey Vuolo

Tags: Beautiful Glamour Gorgeous

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Patient Crams His Dick in Sexy Therapist\'s Asshole

Tags: Ass Hardcore Pornstar

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

Tags: Amateur Boy Dildo

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Hey guys! Time for another round of sexy big boobie diary shots that I snapped myself! I found this tight, highly booberific thing strip dress that I thought you might enjoy, so I hope you like and want to see more! ;-) xoxoxo -- Leanne

Models: Leanne Crow

Tags: Big tits Brunette Hardcore

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"Ask Jessa Hinton where she sees herself in five years and this sexy cannonball of all-American entrepreneurial energy nearly explodes. ""I will own my own clothing line, host a major television program and publish my?"

Tags: American Boy Girl

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Blond babe Deniska gives her man real hot footjob

Tags: Babe Black Blonde

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

Tags: Boy Glamour Gorgeous

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Playmate Xtra - Stephanie Heinrich 03?

Tags: Glamour Gorgeous Pornstar

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Hi gang! Sorry that I missed you all last week but I am back again with another WebCam Wednesday special video that I know you are going to love!

Models: September Carrino

Tags: Amateur Big tits Brunette

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Busty brunette babe fucks her client in his room and loves her lingerie.

Models: Jayden Jaymes

Tags: Babe Big tits Brunette

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GUILELESS CHARMER our May Playmate is a pretty Hollywoodian with no eyes for acting At first glance, May Playmate Sharon Cintron would appear to be a rather perplexing young lady. As a denizen of Hollywood, Cal?

Models: Juliana Jolene

Tags: Glamour Gorgeous Latina

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Office girls eating some major pussy at work

Models: Silvia Saint

Tags: Big tits Foot fetish Girl

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Smiling young blonde Carol masturbating in bedroom

Tags: Amateur Babe Blonde

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Kassey Krystal & Tammy Have a Foot Fetish Feast

Models: Silvia Saint

Tags: Ass Fetish Foot fetish

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Two big belled babes boinking each other hard!

Tags: Babe Beautiful Big tits

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Eve Angel and Sandra Shine having creative sex

Tags: Hardcore Pornstar

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

Tags: Boy Glamour Gorgeous

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This webcam is sure to please ya!!!

Models: Monica Mendez

Tags: Big tits Brunette Pornstar

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Sex Therapy Turns Into Hardcore Threesome Session

Models: Silvia Saint

Tags: Foot fetish Hardcore Lesbian

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Sexy Tracy Gold rides a dildo

Tags: Dildo Foot fetish Footjob

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

Tags: Anal Blowjob Boy

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Horny Policewoman Takes Black Cock In Her Asshole

Models: Lenka Drozd Silvia Saint

Tags: Ass Black Foot fetish

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Candids of Rachel Aldana in silver

Models: Cameron Dee

Tags: Blonde Boy Brunette

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Playmate of the Month February 2002 - Anka Romensky?

Tags: Brunette Dildo Glamour

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Cyber Girl of the Year - 2008 - Jo Garcia - 6?

Models: Jo Garcia

Tags: Girl Glamour Gorgeous

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

Tags: Boy Brunette Dildo

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Michelle wild a classic pornstar gets pounded in her holes

Tags: Amateur Ass Face

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Sheron Slides A Glass Dildo Into Her Shaved Slit

Tags: Ass Babe Dildo

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Wayne Gretzky\'s hot wife - and star of Flamingo Kid and Police Academy 5 - gives us a peek at her best from.?

Tags: Boy French Glamour

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

Models: Sharae Spears

Tags: Boy Glamour Gorgeous

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

Tags: Beach Boy Funny

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

Models: Bobbi Starr

Tags: Boy Glamour Gorgeous

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Hot Lesbian Massage Work Oiling Up Clits And Slits

Tags: Ass Lesbian Massage

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Blonde Czech Stunner Sweet Cat Footjobs Her Doctor

Models: Silvia Saint Stacy Silver

Tags: Blonde Czech Doctor

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Sexy big tis in a tiny bikini anyone? There are fewer things that look nicer than a suckable and squeezable pair of big tits bulging out of a bikini top that is way too small to contain them. Hope you like these! xoxoxo -- September

Models: September Carrino

Tags: Babe Big tits Bikini

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Sexy blond beauty Blue Angel gets naughty for you

Models: Silvia Saint

Tags: Babe Foot fetish Gorgeous

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Lyla Ashby Plays With Her Natural 34F\'s In The Tub

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Models: Tera Patrick

Tags: Amateur Asian Ass

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

Tags: Boy Glamour Gorgeous

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"We were struck dumb to hear Sheena describe a recent date gone horribly wrong. ""I flew all the way out to Vegas to meet a guy,"" she said, ""and when I arrived he already had two girls there with him!"" We\'re guessing h?"

Tags: Girl Glamour Gorgeous

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Double your pleasure with these two sexy natural beauties.?

Models: Kina Kai

Tags: Amateur Dildo Girl

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Cute teen wildly gaping her hole with a sex toy

Tags: Babe Gaping Gorgeous

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Newcomer unveils her hot bush and gapes it wide

Tags: Anal gape Foot fetish Footjob

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I absolutely adore watching Dana DeArmond on cam. So when she finally accepted my invitation to meet in person I jumped at the chance. I flew across the country just to meet one of my favorite cam girls and tonight I get to live out every naughty fantasy I\'ve ever talked about with her.

Models: Dana Dearmond

Tags: Foot fetish Footjob Girl

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Playmate Xtra - Scarlett Keegan 03?

Tags: Glamour Gorgeous Hairy

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New hot bride Jessica blows all her groomsmen!

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Models: Tera Patrick

Tags: Asian Big tits Boy

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Alexis Brill fingers herself deep in doggie style

Tags: Babe Gorgeous Masturbation

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She\'s one of the most gravity-defying babe we have ever seen, Rachel has returned once again to light up your computer/smartphone screen and send your blood pressure soaring high in this fabulous photo sets where she unleashes her whopping DD\'s.

Models: Rachel Aldana Alexis Adams

Tags: Babe Big tits Boy

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Hot cute babes screwing horny guys at huge fucking party

Tags: Blowjob Girl Girlfriend

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

Tags: Boy Brunette Dildo

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Blonde Russian Teen Fingers Her Tight Shaved Pussy

Models: Silvia Saint

Tags: Blonde Foot fetish Gorgeous

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Playmate Exclusive July 2010 - Shanna Marie McLaughlin?

Tags: Brunette Dildo Glamour

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Nikki Leigh - California Girl?

Tags: Babe Blowjob Brunette

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

Tags: Babe Boy Brunette

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Playmate Xtra - Heather Rene Smith 03?

Tags: Glamour Gorgeous Pornstar

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The daughter of a Russian Air Force member, Victoria lived on military bases before moving to the U.S. in 1996. She was a competitive Latin ballroom dancer for 10 years, so it?s a plus if you can go toe to toe with h?

Models: Alexa Weix

Tags: Blonde Blowjob Cameltoe

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aka Raquel Sanchez?

Tags: Glamour Gorgeous Pornstar

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Behold the beautiful and buxom Lisa Wells in racy red lingerie for this sizzling-hot installment of S.E.X.?

Models: Alessandra Calaveras

Tags: Beach Beautiful Blowjob

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Nanny shows us her juicy coconuts and cunny

Tags: Foot fetish Lesbian Pornstar

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Three-way hot chick foot fetish bonanza on the bed

Tags: Cameltoe Fetish Foot fetish

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Hi guys and welcome to the weekend!

Models: Leanne Crow

Tags: Big tits Brunette Pornstar

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Busty Audrey Bitoni fucks college guy visiting his schools.

Models: Audrey Bitoni

Tags: Big tits Busty College

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The lovely, talented and spectacularly endowed 30GG Sammy Braddy is here! She\'s is one of those gals who commands attention whenever she goes and with huge breasts like these, not to mention her killer smile and staggering good looks.

Tags: Big tits Brunette Pornstar

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Sexy Eufrat strips and touches herself on couch

Tags: Babe Dildo Foot fetish

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

Models: Amber Sym

Tags: Boy Glamour Gorgeous

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Barbie White pleasing us with her bald peach pie!

Tags: Pornstar

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"When you meet Helena Antonaccio for the first time, she has a charmingly modest habit of lowering her eyelashes - a persistent holdover from her bashful teens. ""I was always a shy type,"" she admits, ""but since becomi?"

Tags: First time Glamour Gorgeous

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Love\'s whatnots are fit to be untied. From February 1997?

Tags: Brunette Dildo Glamour

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French Maid Nesty Gives A Footjob In Orange Tights

Models: Silvia Saint

Tags: Foot fetish Footjob French

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Playmate Xtra - Tyran Richard 02?

Tags: Big tits Blonde Blowjob

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greentile-set1

Tags: Big tits Brunette Girl

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"Amber has never had a problem picking up guys. Her secret? ""Walking into a room and saying hi."" However, the sexy coed is more than just a pretty face. In five years, she hopes to have a job where she can make a real?"

Tags: Babe College Face

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Czech babe hungrily gobbles down two fat cocks

Tags: Amateur Babe Blowjob

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Blonde, blue-eyed and gutsy Tonja Marie Christensen, who just turned 20, has come a long way in the past two years - 5800 miles, to be exact, the distance from West Valley City, Utah, a sleepy suburb of Salt Lake Cit?

Tags: Blonde Blowjob Cumshot

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Sometimes it pays to go a little out of your way. For instance, if you were driving to Houston, it might pay to take a side trip for about 80 miles to the city of Beaumont. We know the tirp is worthwhile because that?

Tags: Glamour Gorgeous Pornstar

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Busty Czech babe Rita stripping her clothes for us

Models: Silvia Saint

Tags: Babe Big tits Busty

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Brandy Aniston is one guys client and he has always wanted to fuck a big breasted pornstar.

Models: Brandy Aniston

Tags: Blonde Dildo Foot fetish

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Playmate Exclusives May 2002 - Christi Shake?

Models: Christi Shake

Tags: Brunette Dildo Glamour

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Newcomer Shannon Reid in a bikini vibing herself

Models: Silvia Saint

Tags: Bikini Foot fetish Lesbian

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Busty Sarah Randall is Little Red Boobing Hood for Halloween

Tags: Big tits Busty Pornstar

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Pussy pumping machine meets amazing Aletta Ocean

Models: Silvia Saint

Tags: Babe Foot fetish Gorgeous

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Hot and naughty pornstar partying at home and having sex

Models: Hayden Winters

Tags: Amateur Big tits Blonde

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

Tags: Amateur Boy First time

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Models: Tera Patrick

Tags: Asian Big tits Boy

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Kathia Nobili Splashes In The Tub In Her Nylons

Tags: Foot fetish Lesbian Nylon

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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?

Tags: Boy Girl Glamour

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Miss May 2012

Tags: Amateur Ass Girl

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Horny exotic Romanian babe rocks out on a dildo

Models: Silvia Saint

Tags: Babe Dildo Emo

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Busty Lesbians In A Big Boob & Double Dong Bonanza

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Models: Tera Patrick

Tags: Asian Big tits Boy

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bluedenim-set3

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California health fanatics, Karen keeps in shape with a standard balanced diet (hold the bean sprouts), plus lots of athletic involvement. At the ripe old age of 12, she was introduced to the rigorous sport of gymnas?

Tags: Glamour Gorgeous Gym

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

Tags: Boy Glamour Gorgeous

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These 2 sex maniacs get down and dirty with the cable guys here in these amazingly crazy photos

Models: Aline Santos

Tags: Hardcore Pornstar Reality

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

Tags: Bizarre Blonde Blowjob

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Young Blonde Chloé Toy Digs Into Her Puffy Peach

Models: Aarielle Alexis

Tags: Blonde Foot fetish Gorgeous

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Models: Tera Patrick

Tags: Asian Big tits Boy

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Hey guys, it is Monday and that means I have some more great shots for you, from the kitchen for my ?Cherry Soda? shoot, and of course I had to get my big tits all oiled up because it?s kind of a classic glamour photography trick. xoxo -- September

Models: September Carrino

Tags: Ass Big tits Brunette

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