Mature ladies with great experience

Wanna Fuck My Daughter Gotta Fuck Me First #11



Richelle Ryan, Nadia Night
Hardcore, Big Tits, Deepthroat, Threesome, Blowjob, Pussy to mouth, Teens
Pics: 490
Name: 12638.zip
Resolution: 1927x1280
Size: 146 Mb
Format: jpg

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Lusty busty Shyla Stylez


Busty MILF Shyla Stylez knows what's good for her. A big black cock is certainly amongst the things she can spend some quality time with, sucking it, riding on it, milking it for her own pleasure. Her kissable lips and pink pussy simply swallow the juicy dick, and the blonde bombshells cums again and again in front of our camera.
Shyla Stylez
blowjob, interracial, milf, Big Ass, blonde, one on one
Pics: 49
Name: 73437.zip
Resolution: 1280x853
Size: 13 Mb
Format: jpg

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Big Tit Office Chicks #02


Lily is a tattooed bad ass office worker that just doesn't give a fuck. Patrick is a nerdy boss that tries to get her to get to work, but she has other things in mind. She teases her little bitch boy boss and seduces him with her giant tits.
Lily Lane, Patrick Delphia
Latina, Hardcore, Big Tits, Deepthroat, Titty Fuck, Blowjob, Big Dick
Pics: 586
Name: 88267.zip
Resolution: 1920x1280
Size: 557 Mb
Format: jpg

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Glamour - Eva Notty


Ever since that fateful game of frisbee back in college, girlfriends Jenna (India Summer) and Nina (Eva Notty ) have been together through thick and thin. They are just about ready to move into their third house when Jenna pops the question! She surprises Nina with a huge diamond ring and Nina ecstatically accepts the marriage proposal. The ladies begin to celebrate their engagement with some foreplay that turns into full blown lesbian sex. Jenna sits on the floor in front of the sofa and Nina perches herself on top of her face. She gyrates her pussy on top of her tongue till she cums in her mouth. Nina kisses up Jenna's spread legs and devours her sweet pussy till her quivering clit explodes. Jenna's long hair tickles Nina's ass while she sucks another cum out of her. Nina climbs on top of Jenna kissing her future wife in gratitude. The couple entwine their legs till their pussies touch and they trib until they both orgasm. Nina prolongs Jenna's pleasure, trailing soft kisses from the rim of her ass to the nape of her neck. Enjoy!

Brunette, Big Tits, Girl on Girl, Natural Tits, Rim Job, MILF & Mature, Pussy Licking
Pics: 51
Name: 87910.zip
Resolution: 1280x1920
Size: 58 Mb
Format: jpg

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Glamour - Tara Morgan


Being in school nowadays isn't easy, especially when people love to gossip. After her first anal experience, Tara Morgan confided in a friend at school which turned out to be the worst idea because now, everyone knows and is calling her a slut and saying it's gross to have sex with your step mom. Pretty upset about it, Tara needed to tell her step mom Nina Elle. Tara describes the torment shes going through at school, but Nina comforting her daughter , reassures their isn't anything wrong with having anal sex, especially with her step mom, and thinks that they should try it one more time to have a better understanding and to feel better about herself. Watch Tara Morgan and Nina Elle embrace the pleasures of anal intimacy that god gave to us all to enjoy!
Tara Morgan
Toys, Blonde, Piercings, Big Tits, Anal, Natural Tits, Small Tits
Pics: 30
Name: 59730.zip
Resolution: 1920x1280
Size: 21 Mb
Format: jpg

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Glamour - Kayla Kayden


Innocent Alexis Monroe recently hitchhiked from small town Pennsylvania to Las Vegas where Madame Richelle Ryan plucked her off the strip and groomed her to work as a companion. After one hot lesbian training session with Richelle, Alexis isn't sure she's ready to service clients yet. But that's where the dolled up ladies are heading, to meet the ridiculously rich Kayla Kayden for a lesbian threesome. Kayla warmly welcomes Richelle and Alexis into her luxurious home and promptly begins to fawn over her brand new sex toy. The bombshell client asks Richelle for permission to play with Alexis' big boobs. She pulls them out of her dress and devours her nipples before kissing her deeply on the mouth. Then Kayla undresses Alexis and removes her sexy heels. She puts one dainty foot in her mouth and rubs her pussy into a frenzy with the other. Alexis lets it happen, although she finds her client's fetishes strange. Kayla takes off her top unleashing her huge pair of boulders. Alexis suckles them while Richelle strips naked. Kayla gets super excited when she hears it's Alexis' first time on the job. Kayla grabs a mouthful of tits and smacks their round asses in celebration. She asks Alexis to lick her armpit while she masturbates her pussy. Then she reciprocates on Alexis' armpit. Then Alexis leans back against Richelle while Kayla laps at her pussy, loosening her up till she cums in her mouth. Kayla asks if she can lick Alexis' asshole next, but Alexis hasn't had that done before. Richelle talks her into it, and once she acquiesces, Alexis can't believe how good Kayla's tongue feels in her booty. Kayla lies down on her tummy and takes an ass licking from Alexis in return. Richelle touches Kayla's quivering pussy at the same time and makes her cum. Kayla takes a turn with Richelle, feasting on her MILF ass and pussy alongside Alexis. The lesbian companions doubleteam the client's hairless pussy, rubbing one out with their manicured fingers. Then Kayla licks another cum out of Alexis' pussy before Alexis sits on Richelle's face while Kayla gorges on the MILF's pussy. Alexis tribs Richelle's pussy while Kayla rides Richelle's face, ending in a three way orgasm!
Kayla Kayden
Blonde, Brunette, Big Tits, Girl on Girl, Hardcore, Threesome, Rim Job
Pics: 70
Name: 87123.zip
Resolution: 1920x1280
Size: 81 Mb
Format: jpg

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Glamour - Veronica Rodriguez, Lisa Daniels & Natalie Monroe


Curious and clever Veronica Rodriguez is in search for her sisters diary, determined to find out Natalie Monroe's deepest secrets. Veronica is in for a huge surprise uncovering her sisters darkest and most hidden sexual secrets. Veronica reads on, discovering her sister has experimented sexually with girls, her lesbian side coming out but in the dark on how to cope with her lesbian attractions. Natalie doesn't like any boys at school and desperately wants to lose her virginity. Being the big sister, it is Veronica's duty to help out her sister with her sexual dilemma. Natalie walks into her room, horror-struck seeing her diary in the hands of her sister. Veronica admits reading all of Natalie's private thoughts, wielding her like a ball of clay, adamant for her sister to come out and admit she is a lesbian. And since Natalie claims to have a boyfriend in Canada who she is planning to lose her virginity to, Veronica doesn't think this is good enough. Natalie has to lose her virginity now, and who else but to show her how than their step mother, Lisa Daniels. They pretend to be fighting, luring Lisa into the room, Veronica blurting out that Natalie is a lesbian and needs to lose her virginity. Lisa didn't understand what she has to do with it, but Veronica makes it clear that if Lisa doesn't show them how to fuck, she will tell their dad she is nothing but a gold digger... All three girls undress, Lisa exposing her huge boobs compared to the girls petite nipples. Veronica is the first to show her sister what it's like to eat pussy. Veronica places her mouth on her mother lips, sucking, licking hard while Natalie and Lisa kiss. Lisa's pussy starts spazzing, loosing control, erupting her cum over her daughters face. Lisa takes charge showing Natalie how she eats her sisters pussy, and how to gain complete control over a woman's orgasm. What else will Lisa teach her daughters? Watch today!
Veronica Rodriguez, Lisa Daniels, Natalie Monroe
Blonde, Brunette, Piercings, Big Tits, Threesome, Natural Tits, Small Tits
Pics: 67
Name: 56847.zip
Resolution: 1280x1920
Size: 44 Mb
Format: jpg

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My Husband Brought Home His Mistress #06



Amanda Blow, Jenna Ashley, Tommy Pistol
Hardcore, Natural tits, Big Tits, Deepthroat, Threesome, Blowjob, Big Dick
Pics: 598
Name: 55375.zip
Resolution: 1920x1280
Size: 518 Mb
Format: jpg

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Mommy Will Protect You


Scarlett Sage storms into the living room crying embracing her stepmom Cherie De Ville. When Cherie asks her what happened she tells her that her boyfriend cheated on her and that all the kids at school are mean to her. Cherie promises her that she'll protect her as she brings her closer. Scarlett can't stop crying so Cherie pulls out her tits and tells her to lie down on her lap as she sucks them. It always calmed her down in the past and should do the trick today. Sure enough, as she sucks on her breast she calms down. Cherie takes off Scarlett's shirt and assures her everything is going to be alright. She removes her dress and motions Scarlett to continue sucking on her tits. Cherie then lays her down and removes Scarlett's shorts, remarking how cute her panties are. When she takes them off, Cherie dives right into Scarlett's pussy, sucking on her clit. As she moans, she cums in her mother's mouth. Cherie starts fingering her daughter making sure to get her off again. When Scarlett decides to returns the favor, she rams her fingers deep inside Cherie's pussy, making her cum all over the living room couch. The girls 69 and trib as Cherie fucks her daughter's pussy with her breast. When Cherie finally climbs on her daughter again, she grinds her pussy on hers and makes her cum over and over again.
Cherie DeVille, Scarlett Sage
Blonde, Big Tits, Girl on Girl, Member Fantasy, Hardcore, Fingering, MILF & Mature
Pics: 37
Name: 93277.zip
Resolution: 1280x1920
Size: 7 Mb
Format: jpg

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Giant Juicy Juggs #02



Riley Evans, John Strong
Hardcore, Big Tits, Deepthroat, Titty Fuck, Blowjob, Big Dick, Pussy to mouth
Pics: 168
Name: 48634.zip
Resolution: 1280x853
Size: 143 Mb
Format: jpg

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Leanne Crow - Vol. 5 - BTS - Set 1 - Behind-the-scenes big boobies in a polkadot bra!


The hugely hootered big boob goddess that everyone clamors for is back once again in another one of her patented heart-stopping huge tit photo sets.  Yes 34HH Leanne Crow -- she of the most stupendously huge and gravity-defying all-natural boobs we have ever seen -- has returned once again to light up your computer/smartphone screen and send your blood pressure soaring in this fabulous new set of shots where she unleashes not only her whopping huge HH-cups, but also her megawatt smile and irresistible charm!  This is yet another winner from this lovely gal so com on in and check her out!
Leanne Crow
MILF
Pics: 29
Name: leanne-crow-vol-5-bts-set-1-behind-the-scenes-big-boobies-in-a-polkadot-bra-_1280.zip
Resolution: 1280x855
Size: 4 Mb
Format: jpg

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Katarina Angel - Vol. 1 - Set 1


It's summer time and even thigh that means most everyone takes some time and slows down a bit, we here at PinupFiles are just getting warmed up, because we have a whole slew of new models on the way this summer and well beyond, including this lovely brand new gal right here -- the incredible all-natural 32F Katarina Angel!

 

Sexy and beautiful slim and stacked babes with awesome big boobs are always welcome here, because that's what both we and all of you love so much, and Katarina fits that bill perfectly, especially in a saucy leopard-print bikini like this one she has in her brand new debut with us today.

 

She's sexy, she's oiled up and her big tits are glistening and ripe and ready, so enjoy this fantastic new debut from this awesome babe and stay tuned for more!
Katarina Angel
MILF
Pics: 29
Name: katarina-angel-vol-1-set-1_1280.zip
Resolution: 1280x853
Size: 7 Mb
Format: jpg

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Jana Defi - Vol. 21 - Set 2


32G Jana Defi!

Do we need to say anything else? ;-)

This is the second half of her stellar studio photo shoot and we can't stop collectively drooling on our keyboards here, so we'll just leave it right here and quit while we are ahead!
Jana Defi
MILF
Pics: 26
Name: jana-defi-vol-21-set-2_1280.zip
Resolution: 1280x853
Size: 3 Mb
Format: jpg

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Lana Kendrick - Vol. 6 - BTS - Set 1


Even though it technically just started, for some reason we are really enjoying summer more than ever this year, and so we have decided to keep up with the summer-themed photo sets and videos for as long as we can and what better way to carry on that theme than with all-natural 32GG Lana Kendrick of the upcoming LanaKendrick.Com getting her big tits soaped up and using them to wash a (very lucky) car while wearing a Baywatch-style one-piece bathing suit?

 

This ins the first behind-the-scenes set from Lana on this shoot and it pretty much has it all: a sexy babe with big boobs, a rockin' bathing suit that shows off those tits, plenty of soap and warm sudsy water...  Lana is like a summer time dream come true!
Lana Kendrick
MILF
Pics: 33
Name: lana-kendrick-vol-6-bts-set-1_1280.zip
Resolution: 1280x853
Size: 7 Mb
Format: jpg

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September Carrino - Vol. 1 - Set 1


Okay, so last year many of you will remember that we celebrated our annual April anniversary by debuting our big model surprise at the beginning of the month, and it came in the form of Denise Milani's PinupGlam/PinupFiles amazing debut. Well this year we decided to follow the old showbiz rule and "save the best for last" and in this case "best" is the operative word. PinupFiles.Com and PinupGlam.Com are incredibly proud to close out our 10th Anniversary celebration with a huge bang by presenting the simply astonishing, all-natural 28DDD/28F September Carrino as our latest and greatest new model. September is one of those incredibly rare ladies who just has the look and aura of a superstar and in her debut photo set, she does not disappoint, trust us. We loved having her shoot with us and can't be more excited about her big debut, so please join us in welcoming this fantastic lady to the PinupFiles/PinupGlam family -- we really hope you all like her. You're going to see a lot more of this amazing gal very soon, and when you do see her on the covers of national magazines soon, just remember where you saw her first!
September Carrino
MILF
Pics: 24
Name: september-carrino-vol-1-set-1_1280.zip
Resolution: 1280x856
Size: 4 Mb
Format: jpg

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Leanne Crow - Vol. 6 - Set 1 - Huge tits to start your new year off right!


It is our first fresh update of the new year and what better way to commemorate 2011 than with the huge tits of 34HH Leanne Crow!  Yes, Leanne's big boobs are the perfect way to start it off the new year right and we will be damned if she doesn't deliver the busty goods in this one.  Leanne has some of the best, biggest, firmest and most gravity-defying huge boobs we have ever seen and this brand new photo set in a tight tube top that makes her big tits look even more spectacular (if that's even possible).  It was also shot at sundown so the light is that soft magic hour golden and Leanne is a vision of busty loveliness who will rock your world!
Leanne Crow
MILF
Pics: 29
Name: leanne-crow-vol-6-set-1-huge-tits-to-start-your-new-year-off-right-_1280.zip
Resolution: 1280x855
Size: 7 Mb
Format: jpg

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Lana Kendrick - Vol. 8 - Set 1


You know what's great about sexy gals with awsome all-natural big tits?  

You can put them in pretty much ANY outfit and it works.  Like REALLY well.

Which is why when we take a sexy big breasted gal like 32GG Lana Kendrick and put her in a simple t-shirt and give her a hose...

Well, we'll let you all check out the photos and see for yourselves. ;-)

And don't forget to check out all the great stuff Lana has going at her very own exclusive website, LanaKendrick.Com!
Lana Kendrick
MILF
Pics: 23
Name: lana-kendrick-vol-8-set-1_1280.zip
Resolution: 1280x853
Size: 5 Mb
Format: jpg

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Ana Rica - Vol. 2 - Behind-The-Scenes - Set 1 - Christmasy big boobs from Ana!


How about some more big boobs to add to your Christmas wish list?  So far we have had a lot of incredible wish-inducing big bust babes on our pages this entire month long, but we certainly are not done yet!  That's because 34H Ana Rica is here and she is rockin' all around your Christmas tree with her huge tits and unbridled sex appeal.  This is another smoking hot photo set from a smoking hot babe who will blow your huge boobs mind this holiday season!
Ana Rica
MILF
Pics: 30
Name: ana-rica-vol-2-behind-the-scenes-set-1-christmasy-big-boobs-from-ana-_1280.zip
Resolution: 1280x856
Size: 5 Mb
Format: jpg

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Valory Fleur - Vol. 2 - Set 1


Welcome to Monday everyone, we have more amazing huge tits on tap for you today  as as always here at PinupFiles, those big tits are attached to a really hot and sexy babe!  This time around it is a gal we have not featured in some time and who was way overdue for an encore -- yes, the lovely red-headed 34G Valory Fleur is here, with her damn near perfect pair of big boobs ready to blow your mind once again in a very worthy encore performance.  

 

Valory is looking seriously sensuous in this hot pink bra and panties combination and posing on the stairs gives her statuesque frame the attention it deserves as we get all kinds of amazing angles of this gorgeous babe and her incredible boobs.   And those nipples!  Don't even get us started on those equally impressive nips of hers that are absolutely begging for attention of their own.  Enjoy this fabulous followup from this illustrious bust-rious babe!
Valory Fleur
MILF
Pics: 30
Name: valory-fleur-vol-2-set-1_1280.zip
Resolution: 1280x855
Size: 4 Mb
Format: jpg

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Desiree-Elyda Villalobos - Vol. 1 - Set 1 - 34G Desiree's big boobs debut in a holiday green corset!


It's December and it is not only time for the holidays, but time to start unwrapping some fantastic new holiday gifts and this year we definitely have a new vision of loveliness in festive green to make the season that much more joyous. As you all know, we always celebrate the addition of a fantastic new busty model to our incredible roster of amazing ladies and this month is no exception as we proudly bring you the lovely and talented and oh-so-sexy 32G Desiree-Elyda Villalobos in a fabulous holiday green corset! Desiree is a true natural beauty with all-natural big boobs and terrific curves and a gorgeous face and irresistible eyes that you simply can't tear your own eyes away from. When we first saw photos of Desiree we were absolutely smitten and once you see this new debut photo set from her, you will be too! Please join us in welcoming her
Desiree Elyda Villalobos
MILF
Pics: 29
Name: desiree-elyda-villalobos-vol-1-set-1-34g-desirees-big-boobs-debut-in-a-holiday-green-corset-_1280.zip
Resolution: 1280x824
Size: 5 Mb
Format: jpg

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