Mature ladies with great experience

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Jenny McClain - Vol. 1 - Set 1

She\'s one of the most popular Page 3 girls in the U.K. and has quickly become one of the most sought-after and popular glam models in print and on the web and now she\'s made her BIG debut with PinupFiles today as we ring in 4th of July a little early this year with the smashing debut of 34EE Jenny McClain! Every year we do a \"4th of July\" themed photo set and this year, Jenny is our gal! She\'s an incredibly sexy and super hot gal with sultry eyes and eye-popping, gravity-defying boobs and we\'re so pleased to have her join us. Please join us in extending Jenny a warm PinupFiles welcome and check her out now!
Jenny McClain
MILF
Pics: 29
Name: jenny-mcclain-vol-1-set-1_1280.zip
Resolution: 1280x857
Size: 5 Mb
Format: jpg

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Valory Fleur- Vol. 3 - Set 1

We are back this week with more sexy & beautiful busty babe bodacious-ness...

And who better to do that than 32GG Valory Fleur!

Yes, vivacious Valory returns with another stunning photo set showing off her perfect big tits and beaming smile...

Which is exactly what we need here mid-week to power us through! We think you'll appreciate her a lot, too.
Valory Fleur
MILF
Pics: 24
Name: valoryfleur-vol03-set01_1280.zip
Resolution: 1280x853
Size: 4 Mb
Format: jpg

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Cara Rose - Vol. 2 - Set 1

She is one of the very hottest and most beautiful models we have ever had the pleasure of working with...

And now she is back with a photo set for the ages, as 32G Cara Rose returns to set our screens on fire!

We love, love, LOVE Cara, for so many obvious reasons and this new photo set is a scintillating exercise in unbridled sexiness.


Cara Rose
MILF
Pics: 33
Name: cara-rose-vol-2-set-1_1280.zip
Resolution: 1280x853
Size: 7 Mb
Format: jpg

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Antonella Kahllo - Vol. 3 - BTS - Set 1

The impossible sexiness that is 32J Antonella Kahllo is back!  We needed someone with special powers and really huge tits to get us going early this week and the good news is that Antonella is back and weaving her special brand of big booby magic right here on our digital pages at PinupFiles, in radiant technicolor! ;-)

 

We loved seeing Antonella so much in her hot pink bikini and fishnet top, with those sexy long nipples of hers poking through the fabric, that we simply could not help ourselves when it came to helping ourselves to more Antonella!  

 

This is her first set of behind-the-scenes shots from this shoot, and WOW does she ever look incredible, as always. Her big tits can hardly be contained by that tinny bikini top of hers (who are we kidding... it's not even close!) and she has the fishnet top for reinforcement, but even that is no match for the levels of bustiness that Antonella reaches and eventually she just has to get those babies out and (thankfully) show them off!  
Antonella Kahllo
MILF
Pics: 32
Name: antonella-kahllo-vol-3-bts-set-1_1280.zip
Resolution: 1280x842
Size: 8 Mb
Format: jpg

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Danielle Riley - Vol. 7 - Set 2

It is no secret that we absolutely love gorgeous women with all-natural 34DDDs, and that is why it is also no secret that we absolutely love 344DDD Danielle Riley, she of the British lineage (what is it with these U.K. gals anyway?) who is not only incredibly sexy but an incredible crack-up on the set as well. We love Danielle, we love her boobs and sexy body, and this brand new photo set shows exactly why...
Danielle Riley
MILF
Pics: 19
Name: danielle-riley-vol-7-set-2_1280.zip
Resolution: 1280x838
Size: 3 Mb
Format: jpg

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September Carrino - Pinup Cami Farewell - Set 1

She's one of our best models and one of the greatest big breasted glamour models of all time, and now that her online career is winding down over at her website, we thought it would only be prudent to bring her back for one last hurrah...

With her gorgeous face and incredible all-natural big tits, it is little wonder why she is so popular and enduring over all these years and suffice to say we will miss her greatly, but that doesn't mean we still can't celebrate her awesomeness and lucious huge boobs.

34JJ September Carrino is here and her very own exclusive website, SeptemberCarrino.Com, has only a few weeks left online so be sure you check her out of there (and here) before it's too late!  

We love you. September!
September Carrino
MILF
Pics: 25
Name: september-carrino-pinup-cami-farewell-set-1_1280.zip
Resolution: 1280x853
Size: 3 Mb
Format: jpg

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Sarah Randall - Vol. 9 - Set 2

Welcome to our mid-week photo set update, everyone!

Today we bring back one of our all-time faves, the stupendously endowed all-natural super woman, 32HH Sarah Nicola Randall!

This is the second installment from her Vol. 9 photo shoot, and all we can say is "DAMN"... what a woman.
Sarah Nicola Randall
MILF
Pics: 20
Name: sarahrandall-vol09-set02_full.zip
Resolution: 3000x2000
Size: 16 Mb
Format: jpg

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Jana Defi - Vol. 6 - Set 2

Very few women can strike a pose or make your eyeballs pop out of your head with a single glance, but 32G Jana Defi is one of those rare gals who can do that and more. The incomparable Jana returns today in another tremendously sexy and elegant new photo set, this being number two in her Volume 6 photo shoot. Jana has such an amazing body and figure that you simply have to keep looking just to believe what you are seeing, and this new set of previously unpublished shots is another great testament to her stunning beauty.
Jana Defi
MILF
Pics: 31
Name: jana-defi-vol-6-set-2_1280.zip
Resolution: 1280x836
Size: 3 Mb
Format: jpg

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Sammy Braddy - Vol 04 - Set 2

Happy mid-week everyone!

We are back on a Wednesday here to get you pumped up and ready to head into the back-half of the week and the weekend with something extra special in the form of all-natural glam legend 32GG Sammy Braddy!

Sammy is back with the second half of her Vol. 4 shoot and wow... we really run out of superlatives when describing this amazing big bust babe.
Sammy Braddy
MILF
Pics: 20
Name: sammybraddy-vol04-set02_full.zip
Resolution: 3000x2000
Size: 24 Mb
Format: jpg

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Jana Defi - Vol. 21 - Set 1

Time to keep it going this Halloween season with a sexy Halloween-themed costume outfit from one of our hottest and most incredible glamour gals of all time...

The impossibly awesome 32GG Jana Defi!

Even though she is long retired, she lives on here at PinupFiles in the most amazing ways and this new set of shots is one of her best ever.

Channelling long-legged and impossibly busty cartoon icon Jessica Rabbit,  Jana Rabbit shows off her incredible frame and astonishing big boobs and her sulty beauty and dazzling smile...

And we'll just stop right there and let you see the rest for yourself!
Jana Defi
MILF
Pics: 28
Name: jana-defi-vol-22-set-1_1280.zip
Resolution: 1280x853
Size: 4 Mb
Format: jpg

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Brianna Jordan - Vol. 1 - Set 1 - New big tits babe at PinupFiles!

Happy Friday everyone! As you all no doubt know by now, bringing you a brand-new hot and sexy big breasted babes is one of our favorite pastimes here at PinupFiles and this month we have a gal who is not only sexy and not only has the big boobs, but also has a huge firm round booty to match!  In fact, she told us that guys seem to like her nice firm heart-shaped ass more than any of her other body parts!  Well, since we're always getting feedback from you all about how we don't feature enough of the booty, we figured this gal would be a nice welcome to that end (pun intended!) so please join us in welcoming the lovely and talented 34F Brianna Jordan!  Brianna bring the booty and the curves and the sexy in spades and is a fabulous combination of big boobs and bigger butt! ;-)
Brianna Jordan
MILF
Pics: 29
Name: brianna-jordan-vol-1-set-1-new-big-tits-babe-at-pinupfiles-_1280.zip
Resolution: 1280x854
Size: 6 Mb
Format: jpg

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Monica Mendez - Office Girl - Set 1 - Bringing the big boobs into the office!

Happy Monday guys!  It's me here, 34G Monica Mendez coming at you to start your week with a bit of a departure from our normal photo update in that I am here with a very special candids photo set here at PinupFiles -- it's me behind-the-scenes in the office!  As you can plainly see from all our amazing models, you know well that we have lots of big boobs in front of the camera but the other part of the equation is that we have plenty of big boobs behind the camera and behind-the-scenes as well!  A lot of our models work on the photos, on our photo crew, on wardrobe and outfits and hair and makeup and not only that, but we also do a lot of the photo and video editing as well!  This particular set is of me at the office having a little hair and makeup done (I do that every day at the office, believe me!  and then at the editing bay with all our computers where we edit all these terrific videos you see every week.  I was working on this upcoming one from our awesome new gal 32JJ Wendy Fiore and it is a hot one!  I know you guys are really going to like it, so I can't wait to show it to you.  And then of course I have to take my lunch break during the day, so I have a few shots of me in the car as well, just for good measure...  hope you like 'em and stay tuned for some awesome new behind-the-scenes video as well!  xoxoxo -- Monica
Monica Mendez
MILF
Pics: 27
Name: monica-mendez-office-girl-set-1-bringing-the-big-boobs-into-the-office-_1280.zip
Resolution: 855x1280
Size: 5 Mb
Format: jpg

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Leanne Crow - Boob Measuring 2017 - Set 1

One of the big questions we always, always, ALWAYS get asked is...

"How big are _______'s boobs?"

Well, obviously they are all different, and other than to say they range from "big" to "huge" to "massive" the one commonality is that they all belong to some pretty awesome women behind them, and today we feature TWO of them together as 32K Leanne Crow (or is she bigger? ;-) gets her humongous boobs measured by none other than 32H Monica Mendez!

We can't recall exactly what Leanne's measurments are, if only because our heads are still swimming after watching this go down, but suffice to say that watching Monica try to wrap her arms around Leanne's mighty chest is truly a sight to behold.

And don't forget to check out both of these fabulous busty babes and their own respective websites, LeanneCrow.Com & MonicaMendez.Com! 
Leanne Crow
MILF
Pics: 23
Name: leanne-crow-boob-measuring-2017-set-1_1280.zip
Resolution: 1280x853
Size: 3 Mb
Format: jpg

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Shay Laren - Vol. 1 - Set 1 - 34DD big boobs in blue

We are always happy to bring more incredibly hot big boobed babes into the fold here at PinupFiles and as such we are very excited to announce that 32DD Shay Laren is the latest and greatest new hot busty babe to bring her talents to our web pages!  Shay is another amazing, sexy babe with a fantastic body and big natural breasts topped off by a terrific smile and come-hither eyes, so you definitely will not want to miss out on this great new photo set debut from this gorgeous gal!

MILF
Pics: 68
Name: shay-laren-vol-1-set-1-34dd-big-boobs-in-blue_1280.zip
Resolution: 1280x851
Size: 13 Mb
Format: jpg

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Alyssa - Vol. 2 - Set 1

Great news for all you big boobs loving glamour fans out there, 32G Alyssa is back again here at PinupFiles with her slim and stacked charms.  Alyssa is one of the sexiest big breasted babes we have ever seen and that slender frame of hers combined with those incredible all-natural big tits definitely makes for a proper Monday wakeup call! 
Alyssa
MILF
Pics: 25
Name: alyssa-vol-2-set-1_1280.zip
Resolution: 1280x852
Size: 2 Mb
Format: jpg

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Tessa Fowler - Halloween Special 2014 - Set 1

32GG Tessa Fowler!  

From TessaFowler.Com!

Is there really anything else we need to say?  

Yeah, we didn't think so!  ;-)

This brand-new set of Halloween-themed photos pretty much say it all, all by themselves, so just check them out for yourself and check out a heck of a lot more of Tessa over at her very own personal exclusive site, TessaFowler.Com!

(drops mic)

 

 
Tessa Fowler
MILF
Pics: 31
Name: tessa-fowler-halloween-special-2014-set-1_1280.zip
Resolution: 1000x800
Size: 4 Mb
Format: jpg

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Malene Espensen - Casey Batchelor - Vol. 1 - Set 1

So in looking at the preview, did you think we were only going to have ONE new, incredibly sexy, busty model with amazing big boobs today?  Well, this is the month for tricks and treats, so we figured we would do a bit of both tricking and treating you, and pull not just one incandescently hot big bust babe but TWO... and here they are, the lovely 32G Malene Espensen and 34GG Casey Batchelor!  


Malene and Casey have been lighting up lads magazines in the UK for some time now and we could not be happier to have them now bring their star wattage here to PinupFiles and light up our pages as well.  Malene and Casey make for a serious one-two punch that will leave you breathless and begging for more tricks and treats of this variety!
Casey Batchelor
MILF
Pics: 22
Name: malene-espensen-casey-batchelor-vol-1-set-1_1280.zip
Resolution: 1280x853
Size: 3 Mb
Format: jpg

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Jordan Carver - Vol. 2 - Set 1

Happy 4th of July everyone! Yes, 32H Jordan Carver is back once again with us, this time making her FULL official PinupFiles/PinupGlam debut! Back in January when she made her initial photos-only teaser debut with us, she was nothing short of a sensational knockout and now she's back and making her full debut with full resolution photos, behind-the-scenes candids and sexy HD videos all month long. One other very nice thing to note is that Jordan recently got measured by a proper bra fitting establishment and as it turns out, she had her bra size wrong this whole time -- instead of a G, she actually topped out at an H-cup! So when you have a gorgeous gal like Jordan with knockout knockers and an equally alluring body, then you have no choice but to put her in the tiniest, sexiest bikini you can find and that's what we did. As it so happened, that very bikini was also of the red, white and blue variety and her full debut also just happened to coincide with the 4th of July... so there you have it! Perfect synergy. And the stunningly sexy, bikini-clad Jordan Carver, all oiled up and ready for you! Have a fabulous 4th and we hope your holiday is every bit as fantastic as Jordan is.
Jordan Carver
MILF
Pics: 29
Name: jordan-carver-vol-2-set-1_1280.zip
Resolution: 1280x857
Size: 6 Mb
Format: jpg

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Dahlia Dark - Vol. 3 - Set 2

Welcome to Wedensday everyone and the good news is that your week is not only haflway over, but we have more outstanding big boobed holiday goodness on tap here for you again today at PinupFiles, as you bring you a 2nd installment of the lovely huge breasted goth/glamour babe 32GG Dahlia Dark, who unleashes her huge tits for you once again in this sexy holiday-themed shoot.  Dahlia and her big tits are truly mesmerizing and she (and they) are a gift we wish we could unwrap year round!

MILF
Pics: 30
Name: dahlia-dark-vol-3-set-2_1280.zip
Resolution: 1280x855
Size: 5 Mb
Format: jpg

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SarahRandall.Com - Pre-Launch Teaser Preview!

Hey there everyone!  It's me Sarah Nicola Randall -- yes, the real Sarah Nicola with the all-natural 32H big breasts that you all know and love -- I am here at PinupFiles to very happily present you with a special sneak preview of my very soon to be launching website, SarahRandall.Com!  Ever since I made my debut here at PinupFiles I've always had such a great fan response from all of you and so many of you asking when I was going to do my own site and the good news is that it is a very close at hand.  I have been working really hard on it and shot a lot of great stuff that I know your going love because I know how much you all like cute sexy girls with really big boobs and fortunately I fit that bill! ;-) I love posing and love showing off my big boobs for you, so here's a little sneak peak taste of what you are in for over at my site
Sarah Nicola Randall
MILF
Pics: 29
Name: sarahrandall-com-pre-launch-teaser-preview-_1280.zip
Resolution: 1280x855
Size: 6 Mb
Format: jpg

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