Mature ladies with great experience

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Brandy Robbins - Vol. 2 - Set 2

Today we have got a brand new set of previously unpublished photos from the exceedingly lovely 30G Brandy Robbins who always sets our fires stoking and engines revving. One of the sexiest looks in glamour is the classic T-shirt and jean shorts look and Brandy takes that look to a whole new level as she rocks the house with her gorgeous face, stunning frame, and amazing bosoms. Brandy has long been a strong member favorite and this new set will be sure to continue that!
Brandy Robbins
MILF
Pics: 24
Name: brandy-robbins-vol-2-set-2_1280.zip
Resolution: 1280x853
Size: 4 Mb
Format: jpg

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Miriam Gonzalez - Vol. 18

Happy Valentine's Day everyone! We have a very special treat for you this Valentine's Day, and it is actually something we were not even going to debut until this Friday, but something like this doesn't happen every single day, so keeping in mind how unique it was, we decided to bump it up an extra day and put it right here on a Thursday -- Valentine's Day -- because if there is one woman among our model ranks who has consistently managed to sweep up the hearts of big boobs fans everywhere and over the years, it's the lovely Miriam Gonzalez, who makes a stunningly sexy return to our webpages here at PinupFiles!  Those of you who have been with us for a long time will recall that Miriam has been with us since pretty much the beginning and her mere presence helped us launch the amazing site you see today, and for that we will always owe her a huge debt of thanks.  And the best part is that, as of today, we are thrilled to announce that Miriam has returned!  Yes, Miriam is back and looking more incredible than ever, as these photos will no doubt attest.  Miriam's classic pinup style, irresistible girl-next-door good looks, huge boobs and impeccable curves have always made her a massive fan favorite and those of you who have long admired and worship this beautiful lady will certainly not be disappointed in this great news.  But wait, there's actually MORE good news, because the best part is that this is only the beginning! Yes, Miriam will be featured exclusively here at PinupFiles in an extended series of brand new photo shoots and videos throughout the coming year and beyond, and those of you who like to see more should stick around and stay tuned for a special little video intro from Miriam as well.  We couldn't be more thrilled to have her back and we absolutely look forward to bringing you much more of her in the near future.  And a huge thanks once again to Miriam for her awesome work on this one, not to mention her awesome looks!
Miriam Gonzalez
MILF
Pics: 28
Name: miriam-gonzalez-vol-18_1280.zip
Resolution: 700x550
Size: 5 Mb
Format: jpg

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Satinee Capona - Vol. 5 - Set 1

Is there anything better than the sight of a super cute and hot busty babe in a bikini by the swimming pool?  Summer may be winding down but we are keeping the heat going here at PinupFiles by bringing back another scintillating photo entry from our gal in hot pink, the lovely 34G Satinee Capona!  

 

Yes, Satinee is back with another simply incredible photo set that is sure to make you wish it was summer all year long we her awesome big boobs strain the straps of her tiny hot pink bikini and she lets them out and puts them and her perfect pink nipples on display in all their amazing glory.  Satinee is one of the greatest combinations of sexy, busty and babelicious that we have ever seen from any model, pretty much anywhere and when she puts on a big tits bikini show like this one, she's pretty hard to beat!
Satinee Capona
MILF
Pics: 29
Name: satinee-capona-vol-5-set-1_1280.zip
Resolution: 855x1280
Size: 5 Mb
Format: jpg

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Chloe - PinupFiles Test Studio - Set 1

You all very enthusiastically asked for a lot more of her, so we are happily here to deliver, as the lovely and talented and magnificently busty 32J Chloe is back with her debut photo set!

Chloe's sexy smile and jaw-dropping curves and incredible all-natual big boobs have clearly made an impression on all of you, and that is something we love to see, because she definitely has made an impression on us.

So enjoy this fabulous set of new shots from this very special lady in her very first ever professional photo shoot and give her a shout out!
Chloe Kendall
MILF
Pics: 31
Name: chloe-pinupfiles-test-studio-set-1-2_1280.zip
Resolution: 1280x853
Size: 3 Mb
Format: jpg

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Zuzana Drabinova - Vol 1 - Santa's big boobs helper!

Ho-ho-ho!  Great big boob news everyone! We have another fantastic holiday treat for you in the form of a new, incredibly sexy big boobs model at PinupFiles!  The lovely and busty 32F Zuzana Drabinova brings even more holiday spirit to our pages in the form of a Santa's helper with incredible huge tits!  It's actually a good thing that Christmas only comes once a year because if Santa had to deal with a helper as gorgeous as Zuzana with those awesome huge boobs of hers, he might never leave the North Pole!  ;-)  Please join us in welcoming the awesome Zuzana!
Zuzana Drabinova
MILF
Pics: 80
Name: zuzana-drabinova-vol-1-santas-big-boobs-helper-_1280.zip
Resolution: 1280x853
Size: 14 Mb
Format: jpg

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Stacey Poole - Vol. 7 - Set 1

Stunning Stacey Poole returns with her awesome all-natural 32GG's for Christmas!

This is the official studio photo set from Stacey's sexy holiday shoot for us, and she looks as amazing as ever!
Stacey Poole
MILF
Pics: 24
Name: staceypoole-vol07-set01_1280.zip
Resolution: 853x1280
Size: 3 Mb
Format: jpg

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Lana Parker - Vol 1 - BTS - Set 1

Welcome back to Wednesday, everyone...

32DD Lana Parker returns with another smashing new photo set in her sexy hot pink bikini and smokin' hot body and boobs, and a frozen popsicle to boot!
Lana Parker
MILF
Pics: 20
Name: lanaparker-vol01-bts-set01_1280.zip
Resolution: 1280x853
Size: 3 Mb
Format: jpg

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Maggie Green - Vol. 23 - Set 1

We just heard from our dear friend 36DDD Maggie Green who let us know that she was hanging out with one of our other fantastic model/photographers 36F Jelena Jensen and both of them got their bra sizes remeasured and refitted and there's been a bit of a change for both gals! This is what Maggie had to say (and we quote) "I can say that Jelena is actually a 32F. I was out at her house in June and she took me to get measured at Nordstroms, I discovered that I am actually a 34G!! Who knew that I was wearing the wrong bra size all of these years! Now I'm wearing the right size and it feels so much better and has helped my back too!" So there you have it. From here on out, we'll have to refer to her as 34G Maggie Green. We always had a feeling that Maggie was bigger than a triple-D, especially a couple years ago when she was at her biggest and fullest, which is when this set was taken and all we can say is "DAMN! Look at those boobs!!!!" ;-) Maggie is truly at her finest in this one, with her incredible boobs looking as big and firm as ever.
Maggie Green
MILF
Pics: 30
Name: maggie-green-vol-23-set-1_1280.zip
Resolution: 1280x826
Size: 7 Mb
Format: jpg

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Antonella Kahllo - Bra Tryouts - Vol. 1 - Set 1

Quick question:  who of you out there is up for seeing a sexy hot babe with an incredible pair of big tits trying on a bra?  Anyone? 

 

Yeah, that's what we thought and that is why 32J Antonella Kahllo is back again here to make our big boobie dreams come true! 

 

Antonella has a pair of the very finest all-natural big boobs you will ever see and here she gives us a serious case of the googly-eyes (not to mention palpitating heart) as she strips down out of this sensual black lace bra and lets her awesome huge knockers do the rest, straining at her bra straps until they can take no more and the sucker simply HAS to come off!

 

This is the kind of thing that everyone should have to start their Monday, so big thanks to Antonella and her big boobs for making our day that much better!
Antonella Kahllo
MILF
Pics: 25
Name: antonella-kahllo-bra-tryouts-vol-1-set-1_1280.zip
Resolution: 1280x855
Size: 5 Mb
Format: jpg

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Dahlia Dark - Vol. 1 - Set 2 - Big Boobs in a Corset

She's hot, busty, has that irresistible goth look combined with classic pinup beauty and she has HUGE boobs! Yes, 32GG Dahlia Dark is back in another smokin' hot set of awesome new photos, her big boobs popping out of her trim black corset and skin tight jeans snugly curving around her incredible slim waist and curvy butt. Dahlia is just one of those amazing big bust babes who has that ultimate combination of big tits, great looks, bedroom eyes and awesome overall sex appeal.
Dahlia Dark
MILF
Pics: 29
Name: dahlia-dark-vol-1-set-2-big-boobs-in-a-corset_1280.zip
Resolution: 855x1280
Size: 5 Mb
Format: jpg

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Lucy Zara - Vol. 1 - Set 1

Lucy Zara
MILF
Pics: 20
Name: lucyzara-vol01-set01_full.zip
Resolution: 3000x2000
Size: 18 Mb
Format: jpg

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Chloe Kendall - Vol. 1 - Set 3

Big boobies, big boobies, big boobies... 

Those are the two words that immediatey come to mind when we see new shots of our latest and greatest incredible new discovery, the astonishingly beautiful and busty 32J Chloe Kendall, with her sexy charm and spectacular all-natural boobs.

But beyond two very impressive big boobs, Chloe has a whole bunch of all-natural beauty to go along with her and we cannot say enough about how fantastic she looks, so we are happy to bring you one final photo set from her debut poolside bikini shoot here, as she looks even better than ever!
Chloe Kendall
MILF
Pics: 26
Name: chloe-kendall-vol-1-set-3_1280.zip
Resolution: 1280x853
Size: 4 Mb
Format: jpg

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Ana Rica - Vol. 1 - Behind-The-Scenes - Set 1

The stunning big boobs beauty and rockin' sexiness that is 34H Ana Rica is back! Ana's insanely hot body, gorgeous face and big tits have made a thunderous impact on countless fans of busty glamour and Ana comes back again in this incredible new photo set of jaw-dropping behind-the-scenes shots that will leave you breathless. Ana packs her huge boobs into this cleavage inducing black bra and incredibly tight stretchy orange top, making her a sight you won't believe. And once she takes that top off and drops that bra and get those incredible huge tits out, you won't believe your eyes! Come check out this impossibly gorgeous babe now!
Ana Rica
MILF
Pics: 29
Name: ana-rica-vol-1-behind-the-scenes-set-1_1280.zip
Resolution: 856x1280
Size: 5 Mb
Format: jpg

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Lana Kendrick - Vol 10 - Set 1

We are coming back at you with more awesome big boobed glamour today, in the form of one of our most enduringly popular big bust babes, the always awesome 32H Lana Kendrick!

We love to dress Lana up in all kinds of outfits, and she is always game to try on whatever we come up with, and so we thought "why not bring some lingerie to the pool?"

Suffice to say, Lana's tall, sexy frame and huge natural boobs can make that work the same way she makes pretty much everything we give her work.

And don't forget to check out all things Lana at her very own exclusive website, LanaKendrick.Com!
Lana Kendrick
MILF
Pics: 21
Name: lanakendrick-vol10-set01_full.zip
Resolution: 3000x2000
Size: 20 Mb
Format: jpg

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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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Samanta Lily - Valentines 2018 - Set 2

Valentine's Day may be long gone, but the big amazing boobs live on!

And when we say "big amazing boobs" we MEAN it, because the lovely and impossibly awesome 32J Samanta Lily is here with her incredible huge naturals to give us our daily dose of amazing in LARGE doses.

This is the second half of Samanta's recent shoot for us and she looks simply stupendous, and her huge hooters are as big and full as they have ever been, so we know you'll like this any time of the year.
Samanta Lily
MILF
Pics: 23
Name: samantalily-valentines2018-set02_full.zip
Resolution: 3000x2000
Size: 17 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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