Mature ladies with great experience

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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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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Julie Anderson - Vol. 1 - Set 1 - Big pendulous boobs!


Today is a BIG and long-overdue milestone for us here at PinupFiles, and it's actually one that, if we can be completely honest, is entirely too late in coming. But as we always like to say around here, better late than never because when the model involved is an incredible all-natural J-cup, well, that means she someone worth waiting for.  Today marks our very first black model to PinupFiles!  We have always had requests to "add a little more diversity" to our lineup and we have alwys tried to, but finding the right gal proved to be a bit of a challenge on that one.  We have a lot of latina women, but this incredible new gal is our first African America and we could not be more thrilled to bring her to you today as all-natural 32J Julie Anderson join us!  Julie is the classic slim and super stacked big busty babe that we simply love here at PinupFiles and we are very happy to bring her to you with her debut photo set today.  And stay tuned because there's more great Julie goodness on the way!
Julie Anderson
MILF
Pics: 34
Name: julie-anderson-vol-1-set-1-big-pendulous-boobs-_1280.zip
Resolution: 1280x853
Size: 6 Mb
Format: jpg

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Jana Defi - Vol. 10 - Set 1


Happy New Year everyone! It's not just a new year but a new DECADE and now that it's 2010, we're cranking up the New Year celebration festivities by combining a whole host of elements that we absolutely love: big, amazing, gravity-defying boobs, a bubble bath, a wet t-shirt and that wet t-shirt being torn open! And not only that, the model contained within that lucky t-shirt is none other than 32G Jana Defi! Jana always rocks our world in a major way and she's sure to rock your world with this brand new photo set, too. Happy New Year indeed. Thanks, Jana!
Jana Defi
MILF
Pics: 29
Name: jana-defi-vol-10-set-1_1280.zip
Resolution: 1280x919
Size: 4 Mb
Format: jpg

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Anya Zenkova - Vol. 1 - Set 3


Everyones favorite all-natural Eastern European vixen is back as 32GG Anya Zenkova returns with another full-on set of full-on boobage and red lacey glamour! There are so few women built like this amazing lady, with such incredible endowments set upon a slender, sexy frame, but that is hat make Anya such a one-of-a-kind and that is why we love her! Come inside and check out all this new photo set of this terrific lady.
Anya Zenkova
MILF
Pics: 19
Name: anya-zenkova-vol-1-set-3_1280.zip
Resolution: 1280x728
Size: 2 Mb
Format: jpg

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Anya Zenkova - Vol. 9 - Set 1 - Big tits busting out in green!


Smokin' hot big boobed babes are what we are all about over here and there are few babes who are hotter or who have bigger boobs than awesomely endowed 32GG Anya Zenkova who brings her incredible all-natural big tits back to PinupFiles for another stunning photo set appearance!   Anya's heavenly huge hooters have been hypnotizing big boob fans across the web for years now and this latest set is yet another impressive installment in her amazing "body" of work.  ;-)  If you love slim and stacked babes busting out of their tight tops, then this is for you!
Anya Zenkova
MILF
Pics: 30
Name: anya-zenkova-vol-9-set-1-big-tits-busting-out-in-green-_1280.zip
Resolution: 1280x855
Size: 6 Mb
Format: jpg

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Hanna Hilton - Vol. 1 - Set 1 - Who is up for another hot, busty, big boobed blonde babe?


Anyone up for another hot, busty, big boobed blonde babe?  Yes, the hits keep right on coming as we proudly present yet another new, incredibly hot big busted babe here at PinupFiles today with the photo debut of 34DD Hanna Hilton!  Hanna is another incredibly beautiful midwest-born gal with even more incredible all-natural DD-cup boobs and that classic girl-next-door approachability that we absolutely love.   When you combine great looks with an incredible body and an amazing pair of big breasts, you get Hanna!
Hanna Hilton
MILF
Pics: 80
Name: hanna-hilton-vol-1-set-1-who-is-up-for-another-hot-busty-big-boobed-blonde-babe-_1280.zip
Resolution: 1280x852
Size: 20 Mb
Format: jpg

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Jana Defi - Vol. 17 - Set 1


Happy Monday and holy moly, do we have one heck of an awesome big breasted update for you today here at PinupFiles! You know how we said we had a lot of great holiday treats in store for you now that the holiday season is officially here?  Well, the good news is the holiday treats are rolling in an fast and strong  and this latest is one of our best ever, holidays or not, because 32G Jana Defi comes back in a festive red holiday scarf to absolutely rock are big boobs loving worlds in this fantastic new photo set that is truly going to blow your busty babe-loving mind.  Jan is slim and stacked body has been enchanting and captivating our viewers for years now and she shows no signs of slowing down in this new photo set when she unveils her perfect big tits for your festive holiday viewing!
Jana Defi
MILF
Pics: 30
Name: jana-defi-vol-17-set-1_1280.zip
Resolution: 1280x855
Size: 5 Mb
Format: jpg

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Sarah Nicola Randall - Vol. 3 - Set 1 - Poolside busty beauty!


Welcome to big boobs Monday everyone!  As any of you who can read a calendar well know, it is mid-January and for those of us in the northern hemisphere who don't live in the tropical climes, that typically means it's time to be freezing your tuckus off (those of you in Hawaii and Australia, pay no attention to this rant) and that means we long for the warm, blissful days of summer and all the awesome bikini babes that it brings.  Well, we thought we'd do a little something to bring you all a little bit of busty bikini babe sunshine and warmth today, which comes in the form of luscious, lovely and awesomely busty 32H Sarah Nicola Randall and her insanely sexy bod!  We have said it before but we have no problem saying it again: yes, Sara has big tits but they aren't just big, they are AMAZINGLY big and firm and supple and perfectly shaped... and they just don't get much better than this.  Sarah dons this super sexy yellow bikini and her oiled up bod and sparklingly shiny big boobs make us wish every day was summer and that every bikini babe looked like this!
Sarah Nicola Randall
MILF
Pics: 29
Name: sarah-nicola-randall-vol-3-set-1-poolside-busty-beauty-_1280.zip
Resolution: 1280x855
Size: 6 Mb
Format: jpg

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Dahlia Dark - Vol. 4 - Set 1 - Big boobs busting from a patriotic bikini!


We always like to celebrate the 4th of July around here and what better way to kick off this most American of holidays than with a classic American icon, the busty bikini babe!  And who better to fill the shoes (and the bikini top) than a rocking big boobed babe like 32GG Dahlia Dark!  Dahlia is an expert bikini babe who has been rocking bikini tops since we don't even know when, and the bottom line here is that few babes are better at filling one out than she is!  Just one look at Dahlia's epic big tits busting out of that tiny red-white-and-blue star-spangled bikini will tell you all you need to know and she will definitely get your fireworks going this Fabulous Fourth!
Dahlia Dark
MILF
Pics: 29
Name: dahlia-dark-vol-4-set-1-big-boobs-busting-from-a-patriotic-bikini-_1280.zip
Resolution: 1280x855
Size: 5 Mb
Format: jpg

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Kay Loove - Vol. 4 - Set 1 - Busting our cami!


All-natural 34H Kay Loove is back with her big tits busting out of our signature Pinup cami top!  Kay's big firm boobs are awesome to look at and even more awesome to see when they are stretching out a tight top like this one, which is exactly the reason we designed our signature Pinup top to do just that.  Of course, when Kay lifts that top up and gets her huge breasts out of it, that's pretty damn awesome to look at, too, so we'll take a whole bunch of both and give Kay a big "thank you" for showing off so well. ;-)
Kay Loove
MILF
Pics: 31
Name: kay-loove-vol-4-set-1-busting-our-cami-_1280.zip
Resolution: 1280x858
Size: 4 Mb
Format: jpg

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Jana Defi - Vol. 14 - Set 1 - Big bikini boobs!


It is always a very special treat when we can feature the lovely and always popular 32G Jana Defi, who is the proud owner of one of the best pair of big boobs you will ever see, as well as one of the most incredibly hot bods you will ever see, too.  Jana is one of those gals who was simply built for tiny bikini wearing and boy does she ever pul off a doozy with this one.  This fantastic set of new photos of Jana and her tiny pink bikini shows off her boobs and gorgeous bod just perfectly and truly shows how Jana basically redefines the term "bikini babe".  This bikini was actually one that Jana owned herself and we took these shots as a bit of an impromptu shoot after we had wrapped one day and she came out of the dressing room wearing this bikini and said "I'm off to the pool!"  Well, suffice to say we couldn't help but stop her right there to take some shots and say "before you are off to the pool Jana, how about off with your top first!" ;-)
Jana Defi
MILF
Pics: 30
Name: jana-defi-vol-14-set-1-big-bikini-boobs-_1280.zip
Resolution: 1280x855
Size: 7 Mb
Format: jpg

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Desiree-Elyda Villalobos - Vol. 2 - Set 1 - Hotness and bustiness in spades!


The holidays are fast approaching and we always love this time of year, maybe because it's just such a festive time and because we love showcasing such an incredible array of hot babes who have incredible big boobs and that puts us in an even more festive mood.  So today we are feeling especially festive in that we have the lovely return of 32G Desiree-Elyda Villalobos, the uber-sexy Canadian babe with the busty big boobs who definitely puts us in a holiday mood with her silver bells -- or should we say silver-covered bells!  Desiree lights up our Christmas tree with this brand new photo set in a sexy silver top and gold sparkle bra, showcasing her incredible blend of gorgeous looks, big boobs and incredible cleavage. 
Desiree Elyda Villalobos
MILF
Pics: 29
Name: desiree-elyda-villalobos-vol-2-set-1-hotness-and-bustiness-in-spades-_1280.zip
Resolution: 1280x855
Size: 5 Mb
Format: jpg

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Taylor Kennedy - Vol. 10 - Set 1


Every once in a while life treats you to a very pleasant surprise and that\'s exactly what happened to us when we were planning our lineup for our 11th anniversary month and low and behold out of the blue we get a call from the lovely Taylor Kennedy who had been retired for a few years but knew that our anniversary was coming up and so we\'re thrilled to announce that Taylor has come out of retirement just for us here at PinupFiles/PinupGlam! And not only that, she\'s even bigger and better than before, now sporting an amazing pair of 34G\'s! Taylor was always one of our favorite models with whom to work, and we are totally jazzed that she helped make this year\'s anniversary celebration one to remember! Come on in and check out the new Taylor!
Taylor Kennedy
MILF
Pics: 29
Name: taylor-kennedy-vol-10-set-1_1280.zip
Resolution: 1280x836
Size: 6 Mb
Format: jpg

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Lorna Morgan - Vol. 17 - Set 1 - Big tits in sunlight!


As far as we are concerned, we can just never have enough 34HH Lorna Morgan here at PinupFiles and today we satisfy our craving for Lorna and her incredible monster bombs with this incredible new photo set that is sure to set your big boob loving heart aflutter!  Lorna has always had the greatest combination of cuteness with her alluring smile, amazing dimples and sparkling eyes, and when you roll all of that up into a combination that includes a pair of the most amazing HH-cup huge tits you will ever see, that makes her a serious winner in our book!  We went a little low-fi with this shoot, and got Lorna our in the late afternoon sunshine and just got her to take out her huge tits and turn on the megawatt smile and that was pretty much all we needed.  Thank you, Lorna for another incredible set of shots!
Lorna Morgan
MILF
Pics: 29
Name: lorna-morgan-vol-17-set-1-big-tits-in-sunlight-_1280.zip
Resolution: 1280x855
Size: 8 Mb
Format: jpg

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Jana Defi - Vol. 7 - Set 1


How great is it that our first new model update is from one of our perennial favorites, the lovely and talented and incredibly well-endowed all-natural 32G Jana Defi? Yes, Jana is back and looking better than ever in this sexy new fashion-esque photo set in which she wears a men's designer necktie and not much else! Jana has one of the sexiest combinations of killer good looks and drop-dead sexy body that simply slays people whenever they gaze upon her. Jana is one of our personal favorites and she's definitely a fan favorite and this set is more proof of exactly why...
Jana Defi
MILF
Pics: 24
Name: jana-defi-vol-7-set-1_1280.zip
Resolution: 1280x857
Size: 3 Mb
Format: jpg

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Jana Defi - Vol. 8 - Set 2


The mighty big tits of the mighty 32G Jana Defi, she of the all-natural goddess persuasion, are back again and looking F-I-N-E fine, as is the rest of her, from top to bottom!  And speaking of "bottom"... have you noticed how incredible Jana's is?  As the classic song goes, "Baby Got BACK" and boy does Jana ever fit the bill on that one.  
Jana Defi
MILF
Pics: 31
Name: jana-defi-vol-8-set-2_1280.zip
Resolution: 1280x855
Size: 6 Mb
Format: jpg

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Danielle Riley - Vol. 12 - Set 1


All-natural 34DDD Danielle Riley returns to PinupFiles today in fine classic form, bringing her terrific charm, super-model cheekbones and incredible huge natural boobs back for a classically inspired pinup set in a stunning classic corset and white backdrop. Danielle has always been one of our most charismatic -- and hilariously funny -- models and she always looks fabulous both with and without a shirt on (although we prefer the \"without\" ;-) and this new set is yet another testament to her beauty.
Danielle Riley
MILF
Pics: 29
Name: danielle-riley-vol-12-set-1_1280.zip
Resolution: 1280x853
Size: 4 Mb
Format: jpg

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