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When a magazine starts life with Marilyn Monroe as its first Centerfold, it has quite a tradition to uphold. For 50 years Hef's vision of American beauty has put a smile on our faces and a boost in our steps. See the?

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I'm a huge fan of Chanel Preston. I love watching her movies and since I have her in my hotel room tonight, I'm going to get to watch her change into some sexy lingerie right in front of me! Of course, that's just the tip of the iceberg. I'm even more excited about watching her take my penis in her mouth and into her wet and waiting pussy. I even get to cum on her face, just like in her movies.

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I always love to laugh a little at these candids because they always give such crazy angles and some of these just make me laugh because my tits look huge in some of them. Those close-ups always make huge boobs look even huger! ;-) xoxo -- September

Models on This Gallery: September Carrino

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Casey comes into the office to get Ramon for their meeting and finds him sleeping on his desk. She gives him a surprising wake up by dropping her briefcase on his desk then scolds him for not being ready for the meeting. They trade stories of their previous night and Casey shares that her date would not fuck her let alone kiss her that night. Ramon has been fucking up quite a bit lately and Casey has the power to get him fired if she reports him. She has other plans for him as she asks him to pull out his cock and gives it a satisfied inspection! If Ramon is going to keep his job today, he is going to have to start off by eating her delicious looking pussy then fucking her till she begs for his cum all over her face!

Models on This Gallery: Casey Calvert

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Models on This Gallery: Aarielle Alexis

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We have yet another stellar HD video treat for you today as 34H Kay Loove brings her cute face, terrific smile and big giant tits back to PinupFiles today in Part Deux of her Red Lace Bra video where she unleashes her massive mammaries, whi...

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Aaliyah comes over to Johnny's place to go to the movies with his sister. Aaliyah finds out that his sister has bailed on her for the third time over her new boyfriend. She invites Johnny to come along instead but, Johnny can't go because his sister forbade him from hanging out with her hot friends. Well, she isn't there and more importantly, Johnny can't let that pretty face and hot body go to waste!

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September's curvy and oh-so-voluptuous body has always been one of our favorites as well as a fan favorite, because that awesome bod of hers is topped off by a gorgeous face and huge gorgeously shaped all-natural triple D's.

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We love Cody's gorgeous face with her pixie-like beauty and as she seductively peels off that pink bikini, she reveals that she has a body to match, with an incredible round butt and a pair of absolutely awesome big tits to top it all off.

Models on This Gallery: Silvia Saint

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With these 2 big asses rolling in your face... its almost tantalizing. Like a kid in the candy store... which one first!!

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We bring you the lovely and sexy 32G Desiree-Elyda Villalobos in a fabulous green corset! Flaunting her natural beauty, big boobs, terrific curves, gorgeous face and irresistible eyes that you simply can't tear your own eyes away from.

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Chad's friends order him a stripper for his birthday as a surprise but, there's a small problem. The stripper happens to be his wife's best friend Remy. The guys quickly leave the two to have their awkward moment. Chad has to at least get what was paid for and it only gets better when he ends the night covering her face with his load.

Models on This Gallery: Remy LaCroix

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"""This is really amazing,"" says Victoria Fuller, her face inches away from a painting by Jacques-Louis David. ""The colors are bold, the shadowing is perfect. I could stare at it for hours."" Meanwhile, male patrons of?"

Models on This Gallery: Allura Bond

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