Mature ladies with great experience

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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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Anya Zenkova - Vol. 13 - Set 1

One of the greatest big bust models of all-time returns to the pages of PinupFiles again today with a staggering new photo set that, as usual, is totally mind-blowing...

Yes, the awesome, astonishing and amazing Anya Zenkova is back!

Anya is the very epitome of the phrase "slim-and-stacked" with her svelte, slender frame and positively gigantic all-natural big boobs and she definitely turns in a photo performance for the ages in this one, looking absolutely unbelievable in (and out of) this super-tight blue t-shirt!
Anya Zenkova
MILF
Pics: 24
Name: anyazenkova-vol13-set01_full.zip
Resolution: 3000x2000
Size: 26 Mb
Format: jpg

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Kay Loove - Vol. 3 - Set 1 - H-cup big boobie closeups!

Great news everyone! We have some more fantastic H-cup big boobie closeups today for you to take a long loving gander at, and those big boob closeups come in the form of the lovely and bust-acular 34H Kay Loove, who makes a blissful return in this fantastic new set of photos.  We told Kay that she has a pair of the best big boobs we have ever seen and she was very flattered, so we told her that we wanted to get a really cool set that was full of fantastic close-ups of her huge tits and she was only too happy to oblige us.  It's gals like Kay who makes us very glad to be fans of hot girls with big boobs, because she has a whole bunch of all of that in spades!  
Kay Loove
MILF
Pics: 29
Name: kay-loove-vol-3-set-1-h-cup-big-boobie-closeups-_1280.zip
Resolution: 1280x858
Size: 5 Mb
Format: jpg

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Jana Defi - Vol. 9 - Set 1

One of the most booberific (yes, that's a word... we made it up ourselves!) busty gal in the entire world is back again at PinupFiles in what may be her best photo set yet. . . 32G Jana Defi returns in a brand new pool table-themed photo set that single-handedly redefines the billiards term "rack 'em" ;-) Fans of this ridiculously hot babe and her awesome 32 G-cup boobs are going to be lining up to get hustled and won't mind it one bit!
Jana Defi
MILF
Pics: 29
Name: jana-defi-vol-9-set-1_1280.zip
Resolution: 1280x857
Size: 4 Mb
Format: jpg

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Groovacious K - Vol. 1 - Set 1 - A new gorgeous big boobed G-cup babe joins us today!

We are very happy to announce the arrival of another awesomely gorgeous all-natural big boobed G-cup babe at PinupFiles today, the lovely 34G Groovacious K!  Yes, she goes by the name "Groovacious" because she's curvaceous, groovy and the "G" stands for not just her name but her cup size as well ;-)  For her debut photo set, she gets all soaped up and sexy in a steamy bubble bath and gives us lucky fans some awesome views of her incredible curves.  We're quite thrilled to have her and we are sure you will be too! 
Groovacious K
MILF
Pics: 29
Name: groovacious-k-vol-1-set-1-a-new-gorgeous-big-boobed-g-cup-babe-joins-us-today-_1280.zip
Resolution: 1280x855
Size: 4 Mb
Format: jpg

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Erica Campbell - Vol. 8 - Set 2 - Big tits at sunset!

Fans of gorgeous babes with all natural big tits have always been enamored with 34DD Erica Campbell and it is certainly no secret as to why:  Erica has some of the most incredibly buoyant, perfectly round all-natural big boobs we have ever seen and that you will ever see on any woman, anywhere, in any lifetime!  Not only that, Erica also has one of the most amazing heart-shaped bubble butts you will ever see in any lifetime.  Plus she's just plain sexy as can be!  She's pretty much the whole package and this new set, shot at sunset, is another perfect testament to her appeal.
Erica Campbell
MILF
Pics: 40
Name: erica-campbell-vol-8-set-2-big-tits-at-sunset-_1280.zip
Resolution: 1280x855
Size: 10 Mb
Format: jpg

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Danielle Riley - Vol. 13 - Set 1 - Epitome of slim and stacked!

Happy Wednesday everyone! As you all know we are all about the slim and stacked babes here at PinupFiles, and today is no exception as we bring you the very epitome of slim and stacked in the lovely and luscious 34DDD Danielle Riley!   Danielle's slim yet 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 DDD-cup breasts and the combination is breathtaking.  If you like gals with slender bods and beautiful faces and fantastic big boobs, this one is right up your alley!
Danielle Riley
MILF
Pics: 30
Name: danielle-riley-vol-13-set-1-epitome-of-slim-and-stacked-_1280.zip
Resolution: 1280x855
Size: 4 Mb
Format: jpg

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