Mature ladies with great experience

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Denise Milani - Vol. 5 - Behind-The-Scenes - Set 1 - Busty hotness!

The incandescently scorching busty hotness that is 32DDD Denise Milani has been missing for waaaaaaaaaaaaaaaay too long here at PinupFiles and fortunately today we have done our best to rectify that situation.  Yes, Denise is back with her smokin' hot bod, unmatched sex appeal and huge big boobs that pretty much make her the entire package from head to toe.  Denise has always been one of the greatest glamour gals of any era and this is yet another great set of behind-the-scenes candids that serve as a perfect testament to that!  Viva la Denise!
Denise Milani
MILF
Pics: 29
Name: denise-milani-vol-5-behind-the-scenes-set-1-busty-hotness-_1280.zip
Resolution: 1280x855
Size: 5 Mb
Format: jpg

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Laura Lee - Vol. 2 - Set 1

Are you ready to start the week with another sexy photo set from 32DD Laura Lee?  Laura with her bronzed skin and sexy bedroom eyes, not to mention svelte curvy body and beautiful big boobs makes for another stellar entry into PinupFiles lore with this fantastic new set of all-nude shots that will blow you busty babe-loving mind once more.  Laura simply has that sex appeal that will not be denied and her latest round of snaps here shows off her scintillating bod and sexy tight ass in full blown living color.
Laura Lee
MILF
Pics: 49
Name: laura-lee-vol-2-set-1_1280.zip
Resolution: 1280x851
Size: 10 Mb
Format: jpg

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Jaime Hammer - Vol. 3 - Set 3

All-natural 32DD Jaime Hammer returns to PinupGlam today in a gorgeous new previously unreleased photo set from one of her very first shoots with us. This is a classic pinup corset set in the style of Vargas and Jaime, with her small frame, tiny waist, amazing boobs and gorgeous looks pulls it all together and makes it shine.
Jaime Hammer
MILF
Pics: 19
Name: jaime-hammer-vol-3-set-3_1280.zip
Resolution: 1280x839
Size: 2 Mb
Format: jpg

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Tessa Fowler - Pinup Cami Special - Set 1

Are you ready for a Wednesday midweek pick me up like no other? If not, then you had better get yourself ready because we have one humdinger of a photo treat for you because the lovely, talented and totally awesome 32GG Tessa Fowler is here to rock your Wednesday and get you up and way, way, WAY over the hump!

As most of you know by now, Tessa's brand new website had it's official launch just a few short days ago and all we can say is that the response has been nothing short of overwhelming and Tessa herself is beyond flattered by all the incredible love and attention that so many of you have bestowed on her and sent in her direction.

To thank everyone for that great warm welcome of approval, Tessa wanted to debut a exclusive photo set here at PinupFiles in one of our classic Pinup cami tops... in a hot tub! because you can't possibly have a pair of awesome big tits like Tessa's and not put them in a wet T-shirt, right? Of course not! Enjoy this fantastic new photo treat from one of the greatest glamour models we have ever seen and for even more great stuff from Tessa, be sure to visit, TessaFowler.Com as well!
Tessa Fowler
MILF
Pics: 30
Name: tessa-fowler-pinup-cami-special-set-1_1280.zip
Resolution: 1280x852
Size: 7 Mb
Format: jpg

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Jordan Carver - Vol. 3 - Set 1

34H Jordan Carver and her busty big boobs are back! Yes, the incomparably big breasted Jordan is here once again for the official studio portion of her red lace bra shoot. You saw the behind-the-scenes candids of this awesomely endowed huge boob glamour queen and now she's here to really deliver the goods! Jordan has one of the sexiest bodies in the glam biz today and she shows it off in fine form here, so come on in and see one of the greatest of them all looking as amazing as ever!
Jordan Carver
MILF
Pics: 29
Name: jordan-carver-vol-3-set-1_1280.zip
Resolution: 1280x853
Size: 4 Mb
Format: jpg

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Georgie Lyall - Vol. 1

Yes, we know we just had a brand-new super hot big busty British babe with awesome huge tits in the form of 32G Alice Goodwin join us here at PinupFiles last week, but does that mean we can't have ANOTHER brand-new super hot busty British babe with awesome big boobs join us again THIS week?  Of course not! We are always looking to expand our lovely model roster of incomparably beautiful busty models and today we add to that legacy as we proudly welcome 34DD Georgie Lyall to the pages of PinupFiles.  Georgie is yet another gorgeous busty babe who hails from the land of seemingly limitless hot busty babes known as the United Kingdom, and we couldn't be more thrilled to present her here for your viewing pleasure in her debut photo set.  Georgie has that super-cute, girl next-door appeal and perfect teardrop shaped big boobs that we all love and adore so we hope you enjoy this fantastic new lady and are as excited as we are that she is here to grace our online pages.
Georgie Lyall
MILF
Pics: 58
Name: georgie-lyall-vol-1_1280.zip
Resolution: 1280x853
Size: 11 Mb
Format: jpg

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Tessa Fowler - Vol. 6 - Set 1

We are going to keep this one short and sweet:  

 

32GG Tessa Fowler...

 

Washing a car...

 

With lots of soap and water...

 

And with her perfect big tits, too!

 

What else do you need??? ;-)
Tessa Fowler
MILF
Pics: 29
Name: tessa-fowler-vol-6-set-1_1280.zip
Resolution: 1280x853
Size: 5 Mb
Format: jpg

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Katie Thornton - Vol. 4 - Set 1

Happy 4th of July everyone!

Wait... is it over already?  Wow, that went quickly, didn't it?

Well, you all know us here at PinupFiles... we like to celebrate holidays all month long! ;-)

And what better way to say "Happy 4th" than with a sexy big boobs babe like 32H Katie Thorton, who busts out of her red, white & blue right here, right now, actual date be damned!
Katie Thornton
MILF
Pics: 22
Name: katie-thornton-vol-4-set-1_1280.zip
Resolution: 1280x853
Size: 3 Mb
Format: jpg

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Satinee Capona - Vol. 1 - Candids - Set 1 - Busty candid hotness!

Hey gang!  Halloween is nearly here and we have some serious big busted candid hotness back in black and orange for you in the form of the lovely and awesomely busty 34G Satinee Capona!  Satinee is absolutely bubbling with charm and irresistibly cute good looks and a perfectly round heart-shaped butt with big perky G-cup boobs that absolutely stand up on their own and shout "look at me!" ;-)  Satinee and her dynamic curves absolutely blew us away when we first saw her and she likewise will blow you away with this super sexy set of candids that is a wonderful follow up to her smashing photo debut. Love that Satinee!!!!
Satinee Capona
MILF
Pics: 32
Name: satinee-capona-vol-1-candids-set-1-busty-candid-hotness-_1280.zip
Resolution: 855x1280
Size: 5 Mb
Format: jpg

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Brandy Robbins - Vol. 11 - Set 1 - Big tits are pretty in pink!

We have been featuring a whole lot of hot pink lately (the bikini set of 32JJ Wendy Fiore that we debuted this week has single-handedly redefined the word "hot" in that phrase) but few gals can make hot pink even hotter, but that's exactly what 30G Brandy Robbins does in this awesome new photo set!  Brandy has long been one of our most popular models and she does a seriously sexy turn in this one as she rocks out with her big tits looking very pretty in pink with this very sexy tight cleavage bra and booty-tight panties.   Her slim and seriously stacked frame has always done us right, and in this one Brandy does it again!
Brandy Robbins
MILF
Pics: 29
Name: brandy-robbins-vol-11-set-1-big-tits-are-pretty-in-pink-_1280.zip
Resolution: 1280x855
Size: 3 Mb
Format: jpg

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Princess Levi - Vol. 1 - Set 1

Happy New Year once again everyone!

Time to kick of the first week of 2016 the right way... with a fabulously busty and beautiful new Busty PInup Girl!

As some of you may recall, we featured the lovely 32H Princess Levi here a few months back as part of our ongoing "PinupFiles Test Studio" feature and safe to say that Levi passed with flying colors, so now we have her back in an official capacity as our January gal and first Busty Pinup Girl for 2016! 

Levi is a busty blonde bombshell in the classic Russ Meyer mode, and her sexy curves and fabulous big tits make her exactly the kind of gal we love and adore here at PinupFiles, so please give her a very warm welcome! 
Princess Levi
MILF
Pics: 31
Name: princess-levi-vol-1-set-1_1280.zip
Resolution: 853x1280
Size: 5 Mb
Format: jpg

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Maggie Green - Taylor Kennedy - 35mm - Vol. 1 - Set 1

Our newest update is from our latest shoot -- we did a special impromptu shoot just a short while ago and got three of our hottest models together in one room: the all-natural 36DD Maggie Green, 34DD Monica Mendez & 36F Jelena Jensen came together for a rousing new shoot and these were some of the gorgeous photos we snapped of these amazing ladies. Monica was especially jaw-dropping that day, as you can see by her preview photo to the right here. Come on in and check the gorgeous ladies out!
Maggie Green
MILF
Pics: 17
Name: maggie-green-taylor-kennedy-35mm-vol-1-set-1_1280.zip
Resolution: 853x1280
Size: 4 Mb
Format: jpg

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Alice Goodwin - Vol. 1 - Set 1

While it is true that it is a Friday and the weekend is thankfully here, the truth is that it's far more than just any regular Friday here at PinupFiles today because we very happily announce and welcome the astounding big boobs debut of one of a brand new model for us (which is always a treat, in and of itself) who also happens to be one of the greatest glamour models on the entire planet... the absolutely incomparable 32G Alice Goodwin!  She was named Zoo Magazine's hottest babe of the year in 2009 and ever since then she has blazed a scorching path of hotness all across the glamour landscape, with her staggeringly beautiful body, stunningly gorgeous face and incredible big boobs that will absolutely blow your mind.  Actually, it's not just the boobs and the looks that make Alice such a wonder, but the nearly unparalleled combination of all of those and more because she simply has that incredibly rare "it factor" that so few models have but that is so recognizable once you see it.  Alice has that in spades and more and this incredible new photo debut from her is sure to keep you begging for more.  Welcome Alice!
Alice Goodwin
MILF
Pics: 31
Name: alice-goodwin-vol-1-set-1_1280.zip
Resolution: 1280x853
Size: 5 Mb
Format: jpg

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Hollie Dahlberg - Vol. 1 - Set 1

We are back at it again on a mid-week Wednesday here folks... and now that summer has arrived, we gotta be honest the longer days and warmer weather are making us wish we could just skip out of the office...

But we have big boobs work to do! ;-)

We've got a lot of new faces on the way here at PinupFiles in the upcoming months, so despite the alluring weather and lasting sunshine, we are keeping our noses to the grindstone with mroe great stuff from our bevy of beautful babes and with that, we're thirlled to bring you the photo debut of our brand new blonde bombshell, the gorgeous 32G Hollie Dahlberg!

Hollie's sexy curves and bombshell appeal are exactly what we need to keep us fresh and going over here. ;-)
Hollie Dahlberg
MILF
Pics: 22
Name: hollie-dahlberg-vol-1-set-1_1280.zip
Resolution: 1280x853
Size: 3 Mb
Format: jpg

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Karla James - Vol. 6 - Set 1

Welcome back to the first workweek of 2015 everyone!  

Yes, the holidays are long gone and it's likely that many of you are happy about that news, but in truth no one is really happy about having to go back to work on a Monday after having any considerable amount time off so in order to cushion the blow, we have a brand-new photo set from the always amazing and all-natural 30K Karla James!

Sexy babes with natural big tits are one of the things we absolutely live for around here, and Karla is the epitome of that... super cute, great smile, awesome curves and HUGE boobs... pretty much everythign you can ask for!

Karla gets stripped down from her hot pink bra and unveils those amazing big naturals and she has never looked better doing it, so hopefully this will make your Monday better!
Karla James
MILF
Pics: 33
Name: karla-james-vol-6-set-1_1280.zip
Resolution: 1280x825
Size: 7 Mb
Format: jpg

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Brandy Robbins - Vol. 18 - Set 1

We are back on a Monday and ready once again to start off the week on the correct foot and that is precisely why we have the mega-titted 32G Brandy Robbins here!

Yes, Brandy is back and she is here with her sexy body and sultry bedroom eyes and bodacious big tits to help us accomplish our Monday goal and put a smile on our collective faces.
Brandy Robbins
MILF
Pics: 21
Name: brandy-robbins-vol-18-set-1_1280.zip
Resolution: 1280x853
Size: 3 Mb
Format: jpg

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Erica Campbell - Vol. 15 - Set 1 - Perfect busty big boobs!

She has a pair of the most perfect busty big boobs of any glamour model of any era (heck, she has a pair of the best big boobs of ANY woman of any era) and even though she has retired from the business of showing off her incredible body and huge perky breasts, 34DD Erica Campbell remains near and dear to the hearts of all of us who love scorching hot, big breasted babes with gorgeous faces.  Erica certainly registers a 10 in all of those categories and this new photo set shot shortly before she left is one of her best ever.  This tight sweater wrapped perfectly around her huge knockers and her incredible body and booty are merely the icing on the cake of beauty that is Erica.  This is yet another incredible entry to this amazing babe's awesome body of work.
Erica Campbell
MILF
Pics: 32
Name: erica-campbell-vol-15-set-1-perfect-busty-big-boobs-_1280.zip
Resolution: 1280x855
Size: 7 Mb
Format: jpg

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Maggie Green - Monica Mendez -Day With - Set 1 - TWO hot big boob babes with DDD's!

There are very few things we like better than a hot, big boob babe with amazing all-natural DD's or DDD's, but it gets even better when you have TWO hot big boob babes who have both!  That's right, we have 36DD Monica Mendez and 36DDD Maggie Green taking their tops off and getting their big tits out for our cameras in this new photo set, where the gals actually took photos of one another!  It's always super hot to see two busty babes photographing one another's big knockers and this is a real gem from both of these lovely ladies.
Maggie Green
MILF
Pics: 29
Name: maggie-green-monica-mendez-day-with-set-1-two-hot-big-boob-babes-with-ddds-_1280.zip
Resolution: 855x1280
Size: 4 Mb
Format: jpg

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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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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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