Glamour

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

Models on This Gallery: Anita Loi

Gallery tags: Blowjob Boy Glamour

12 Total pics

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

Models on This Gallery: Aarielle Alexis

Gallery tags: Ass Boy Dildo

12 Total pics

Lisa Matthews has a perfectly normal bedroom in the perfectly normal house she shares with her parents, her sister and her brother. The peach-and-green walls are hung with posters by Van Gogh and Matisse (not surpris?

Gallery tags: Dildo Glamour Gorgeous

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

Models on This Gallery: Bianca Golden

Gallery tags: Ass Blonde Boy

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Big tit blonde fucks and sucks

Gallery tags: Big tits Blonde Blowjob

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Playmate Exclusives February 2001 - Lauren Michelle Hill?

Gallery tags: Extreme Glamour Gorgeous

12 Total pics

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

Models on This Gallery: Hailey Comet

Gallery tags: Ass Boy Glamour

12 Total pics

When Cyber Girls Anika Knudsen and Kelli Peters snapped photos for Playboy\'s newest camera phone pictorial, they literally stopped traffic. Sexy Cyber Girls Anika Knudsen and Kelli Peters recently created quite a?

Gallery tags: Babe Boy Girl

12 Total pics

Gallery tags: Glamour Gorgeous High heels

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You could say Russian beauty Katerina Kovac finally came in from the cold. After being born in Siberia, living in Lithuania and finally immigrating to Washington state at age 12 when her family won the Green Card l?

Models on This Gallery: Rachel Aldana

Gallery tags: Big tits Chinese Glamour

12 Total pics

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

Gallery tags: Babe Boy Glamour

12 Total pics

THE BAR I work at, the Bar in Lincoln, Nebraska, is considered the place you make your last stop of the night. So by the time people get here, they aren?t always in their right mind and have a tendency to throw their?

Gallery tags: Big nipples Blonde Glamour

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

Models on This Gallery: Dani Mathers Monica Leigh

Gallery tags: Amateur Blowjob Boy

12 Total pics

A pictorial tribute to the land of cotton\'s Playboy Club Bunnies, from August 1966?

Models on This Gallery: Amethyst Stone

Gallery tags: Blowjob Boy Club

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"Ask the Ikki twins, Rikki and Vikki, how they like to spend their days and they shout ""beach party"" in unison.?"

Models on This Gallery: Abbey Brooks

Gallery tags: Ass Babe Beach

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Double dream blondes love to share

Gallery tags: Blonde Dildo Glamour

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Playmate Xtra - Stephanie Heinrich 03?

Gallery tags: Glamour Gorgeous Hardcore

12 Total pics

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

Models on This Gallery: Amy Cooper

Gallery tags: Babe Big tits Boy

12 Total pics

Halfway through breakfast, you remember a quotation from an old Irish wit: The woman has at least a dozen pasts, and they all fit. Christina Ferguson understands the reference. She is an Air Force brat. She is fresh,?

Models on This Gallery: Amanda Hanshaw

Gallery tags: Blowjob Cumshot Girl

12 Total pics

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?

Gallery tags: Boy Glamour Gorgeous

12 Total pics

You can always tell when a picture was taken in the Seventies. The era\'s style cannot be duplicated, even through today\'s attempts at retro. This pictorial celebrates the photography of Playboy during this carefree d?

Gallery tags: Boy Glamour Gorgeous

12 Total pics

Playmate Miss June 2014

Gallery tags: Dildo Glamour Gorgeous

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Karen Velez had been in Los Angeles only a short time, but she had already found the Bodhi Tree Bookstore. The Bodhi Tree is stocked to the rafters with metaphysical tomes. Eastern philosophies, sorcery, ESP - anythi?

Models on This Gallery: Shana Lane Roxy Lane

Gallery tags: Glamour Gorgeous Hardcore

12 Total pics

Lauren DeAngelo - Real American Girls?

Models on This Gallery: Becca Blossoms

Gallery tags: American Girl Glamour

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You\'ll need to towel yourself off after you spend some time with these steamy shower pics of Angilina DeVille.?

Gallery tags: Brunette Dildo Glamour

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

Gallery tags: Big tits Boy European

12 Total pics

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

Gallery tags: Anal Boy Girl

12 Total pics

"Without a doubt Miss August Francesca Frigo is a one-woman hurricane of joy ? the living, breathing incarnation of the ""Latin spitfire"" trope. ""I am all about fun, fun, fun,"" she says, giggling. Laughter, in fact, ac?"

Models on This Gallery: Aleska Diamond

Gallery tags: Ass Beach Beautiful

12 Total pics

December 1963\'s delightful Donna Michelle is our choice as the choicest of the previous twelve months\' Gatefold girls.?

Gallery tags: Extreme Girl Glamour

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Playmate Xtra - Kimberly Holland 02?

Models on This Gallery: Andy San Kimberly Holland

Gallery tags: Blowjob Glamour Gorgeous

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Petite beauty Karin Noelle has big curves in all the right places.?

Gallery tags: Blonde Glamour Gorgeous

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Meghan Allen - Cybergirl of the Month 02?

Gallery tags: Ass Big tits Boots

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Models on This Gallery: Sarah Shevon

Gallery tags: Brunette Feet Glamour

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

Gallery tags: Boy Glamour Gorgeous

12 Total pics

Suzanne Berkshire - Real American Girls?

Models on This Gallery: Gianna Lynn

Gallery tags: American Blonde Girl

12 Total pics

Gallery tags: Brunette Glamour Gorgeous

12 Total pics

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

Models on This Gallery: Bridgette Monroe

Gallery tags: Babe Blowjob Boy

12 Total pics

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

Gallery tags: Big tits Boy Glamour

12 Total pics

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

Gallery tags: Beach Boy Brunette

12 Total pics

Playmate Exclusives December 2003 - Deisy and Sarah Teles?

Gallery tags: Ass Glamour Gorgeous

12 Total pics

Playmate Exclusives May 2005 - Jamie Westenhiser?

Gallery tags: Ass Babe Club

12 Total pics

Welcome aboard a flight of fancy with Amateur Rebecca Carter, your sexy stewardess. She?s wearing a black uniform with gold trim ? peanuts compared to the black bra, panties and garters she?s got on underneath it. Sh?

Gallery tags: Amateur Black Brunette

12 Total pics

Playmate Exclusive April 2010 - Amy Leigh Andrews?

Gallery tags: Blowjob Glamour Gorgeous

12 Total pics

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

Gallery tags: Boy Glamour Gorgeous

12 Total pics

Playmate Exclusive January 2008 - Sandra Nilsson?

Models on This Gallery: Ahryan Astyn

Gallery tags: Amateur Ass Blowjob

12 Total pics

Gallery tags: Blonde Glamour Gorgeous

12 Total pics

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

Gallery tags: Ass Big tits Boy

12 Total pics

Sexy hardbodies Jillian Davies and Tracy Holden invite you into their steamy locker room.?

Gallery tags: Asian Blowjob Cumshot

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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?

Models on This Gallery: aimeelynn

Gallery tags: Amateur Ass Blowjob

15 Total pics

Holly wants to work out her glutes and her pussy

Gallery tags: Blonde Glamour Gorgeous

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Cybergirl Roxann Celeste is an exotic beauty. She?s Puerto Rican and Palestinian, with dusky skin, long black hair, and thick brows and lashes framing a pair of dark brown eyes. ?I had a strict upbrin

Gallery tags: Black Blowjob Cumshot

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Gallery tags: Glamour Gorgeous Long hair

12 Total pics

Gallery tags: Blowjob Cumshot Glamour

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

Gallery tags: Boy Glamour Gorgeous

12 Total pics

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

Models on This Gallery: septembercarrino.com

Gallery tags: Big tits Boy Brunette

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This new photo shoot from Sarah is breathtaking, because her perfect shape is even more perfect for a curve inducing corset like this one and WOW does Sarah wear it well, or what? She is truly a big bust glamour fan\'s dream come true.

Models on This Gallery: Sarah Nicola Randall

Gallery tags: Big tits Brunette Glamour

12 Total pics

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

Models on This Gallery: Aubrey Adams

Gallery tags: Babe Blowjob Boy

12 Total pics

Krystal Lyne - Real American Girls?

Gallery tags: American Girl Glamour

12 Total pics

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

Models on This Gallery: Alanah Rae

Gallery tags: Boy Ffm Glamour

12 Total pics

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

Models on This Gallery: Aryana Starr

Gallery tags: Ass Big tits Bikini

12 Total pics

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

Models on This Gallery: Leanna Decker

Gallery tags: Babe Boy Glamour

16 Total pics

Hot girls get into horny orgy.

Gallery tags: Brunette Girl Glamour

12 Total pics

Gallery tags: Brunette Glamour Gorgeous

12 Total pics

Erin Cornish - Real American Girls?

Gallery tags: American Babe Big tits

12 Total pics

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

Gallery tags: Big nipples Blonde Boy

12 Total pics

Playmate Exclusives June 2003 - Tailor James?

Models on This Gallery: Edy Violet

Gallery tags: Ass Big tits Glamour

12 Total pics

Playmate Exclusives May 2002 - Christi Shake?

Models on This Gallery: Baby Silver Christi Shake

Gallery tags: Brunette Cumshot Glamour

12 Total pics

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?

Gallery tags: Boy Girl Glamour

12 Total pics

Cybergirl of the Month December 2013

Models on This Gallery: Elizabeth Marxs

Gallery tags: Brunette Dildo Girl

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Cocksucker Monica Takes Dick

Gallery tags: Blowjob Brunette Glamour

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Playmate of the Month February 2001 - Lauren Michelle Hill?

Gallery tags: Blonde Glamour Gorgeous

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Models: #1 - Kaylyn Lyman, #2 - Jenny James, #3 - Vanessa Gleason #4 - Teresa Toole, #5 - Dawn McFall, #6 - Christi Shake; #7 - Katalina Verdin, #8 - Samantha Speer, #9 - Laurie Wallace, #10 - Penny Phang, #11 - Ang?

Models on This Gallery: Dayna Vendetta

Gallery tags: Ass Blonde Glamour

12 Total pics

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

Gallery tags: Bikini Boy Brunette

12 Total pics

Gallery tags: Blonde Brunette Dildo

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Malloy Martini and Devon Stiles express their creativity with a sensual do-it-yourself (or in this case, do-it-to-each-other) painting project.?

Gallery tags: Amateur Brunette Glamour

15 Total pics

Nicole is a Baltimore-based bikini babe and rockin\' glamour model with big tits and a beautiful body who makes a lovely addition to our illustrious model roster here at PinupFiles. We are thrilled to have her and we are sure you will be too!

Gallery tags: Babe Beautiful Big tits

12 Total pics

OK. Time for another lesson in American history. Topic: the California girl. More than a decade ago, The Beach Boys released a song praising the particular heart-stopping qualities of the girls of the Golden State. S?

Gallery tags: American Beach Boy

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Attractive Girl Using A Dildo

Gallery tags: Blonde Dildo Girl

12 Total pics

May 10 is Cyber Girt Tiffany Logan?s birthday, but we?re getting the present. This perky and petite Chicago gal is any guy?s wish come true when she?s in her birthday suit. As for Tiffany?s birthday wishes. on?

Gallery tags: Ass Glamour Gorgeous

12 Total pics

"You\'d think that having a body like Ashley Allen\'s would go to her pretty head, but it hasn\'t fazed this willowy Dallas-based model in the least. ""I honestly don\'t think I\'m all that pretty,"" she confides, ""but I hav?"

Models on This Gallery: Alexa Jaymes

Gallery tags: Amateur Blowjob Face

12 Total pics

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

Gallery tags: Anal Ass Big tits

12 Total pics

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

Models on This Gallery: Angel Dark

Gallery tags: Boy Glamour Gorgeous

12 Total pics

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

Models on This Gallery: Phoenix Marie

Gallery tags: Boy Glamour Gorgeous

12 Total pics

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?

Gallery tags: Big tits Blonde Boy

12 Total pics

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

Gallery tags: Boy Glamour Gorgeous

12 Total pics

?I like to look and feel sexy, but beyond all that I?m a tomboy,? says this part-time cosmetologist and full-time mom who stays in shape by chasing after her kids. ?I?m also a female gearhead. I love anything with lo?

Gallery tags: Babe Boy Glamour

12 Total pics

"Having achieved her goal of becoming both a sought-after model and actress, Coco Johnsen is ready to reach for her next goal. ""I want to be a talk show host,"" our stand-up beauty told us, ""and do TV shows and movies.?"

Models on This Gallery: Coco Johnson

Gallery tags: Glamour Gorgeous Pornstar

12 Total pics

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

Gallery tags: Big tits Boy Glamour

12 Total pics

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

Gallery tags: Big tits Boy Glamour

12 Total pics

Playmate of the Month January 2005 - Destiny Davis?

Gallery tags: Amateur Ass Babe

12 Total pics

Playmate Xtra - Olivia Paige 02?

Models on This Gallery: Agnes Blond

Gallery tags: Blowjob French Glamour

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Dakota and Danny celebrate their anniversary with lust

Gallery tags: Blowjob Cumshot Glamour

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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.?

Models on This Gallery: Tiffany Fallon

Gallery tags: Blowjob Brunette Cumshot

12 Total pics

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

Models on This Gallery: Capri Cavalli

Gallery tags: Boy Glamour Gorgeous

15 Total pics

Two best friends have a very sexy threesome

Gallery tags: Anal Blowjob Brunette

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

Models on This Gallery: Jayna Oso

Gallery tags: Boy Glamour Gorgeous

12 Total pics

"This Latin Lovely\'s already fluent in both Spanish and English, she wants to learn another language, either ""French or Italian"". Martika describes herself as ""inquisitive, imaginative"" and always ""open to a different?"

Models on This Gallery: Sharon Pink

Gallery tags: French Glamour Gorgeous

12 Total pics

"""Can you sing? Can you dance? Can you hot-cha-cha?"" asks the Hollywood producer in a vintage comedy routine. We can\'t vouch for the hot-cha-cha, but when it comes to song and dance, February Playmate Cyndi Wood certa?"

Gallery tags: Amateur Blowjob Glamour

12 Total pics

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

Gallery tags: Big nipples Boy Glamour

12 Total pics

SUNSHINE SUPERGIRL November Playmate Kaya Christian\'s a champ at any water sport -- and a finely developed photo-lab technician A champion swimmer and diver at the age of 11, Kaya Christian no longer competes i?

Gallery tags: Amateur Babe Blowjob

12 Total pics

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

Models on This Gallery: Velicity Von

Gallery tags: Ass Blowjob Boy

12 Total pics

With exotic features and all-natural assets Feather Frazier is one intoxicating beauty.?

Gallery tags: Amateur Ass Beautiful

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Whether she\'s filming a television talk show or measuring muscles in a male beauty pageant, Kym Malin\'s the star when the tape starts to roll. She\'s from Dallas, where they write everything in capital letters, but he?

Gallery tags: Extreme Glamour Gorgeous

12 Total pics

"Playboy.com\'s feature ""How to Give the Oh-My-God-I-Love-You Massage"" showcases the Oh-So-Easy-On-The-Eyes beauty of Amy Warner. We liked her so much we put together this special pictorial. Enjoy the visual rub-?"

Gallery tags: Ass Boy Glamour

12 Total pics

Playmate of the Month March 2005 - Jillian Grace?

Models on This Gallery: Andy San

Gallery tags: Glamour Gorgeous Hardcore

12 Total pics

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

Gallery tags: Boy Glamour Gorgeous

15 Total pics

Kennedy decides to give her boyfriend something to dream about

Gallery tags: Boy Dildo Glamour

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Gallery tags: Blonde Glamour Glasses

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Shae surprised her BFF Chloe with an enormous birthday cock.

Gallery tags: Dildo Glamour Gorgeous

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Piano teacher fucks cute blonde.

Gallery tags: Blonde Brunette Glamour

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

Gallery tags: Boy Glamour Gorgeous

12 Total pics

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

Gallery tags: Ass Big tits Boy

12 Total pics

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

Gallery tags: Boy Glamour Gorgeous

16 Total pics

Ever wonder what gets a spicy hot Latina going? We asked Lana Lopez to show us and she was more than willing! See how she likes to touch herself in just the right spot to make her pussy ooze with juice!

Gallery tags: Glamour High heels Latina

12 Total pics

Playmate Karen Hafter has discovered all kinds of interesting things to do with her swimsuit. So have other people.?

Gallery tags: American Glamour Gorgeous

15 Total pics

Madison and Dillion decided to get on their knees to party

Gallery tags: Brunette Dildo Glamour

12 Total pics

Playmate Xtra - Deanna Brooks 04?

Models on This Gallery: Deanna Brooks

Gallery tags: Brunette Glamour Gorgeous

12 Total pics

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

Models on This Gallery: Debbie White

Gallery tags: Boy Glamour Gorgeous

16 Total pics

Hot blonde gets her man to rise in the morning

Gallery tags: Blonde Dildo Glamour

12 Total pics

One Oklahoma family has four times the fun.?

Gallery tags: Glamour Gorgeous High heels

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