Mature ladies with great experience

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Tessa Fowler - Santa Babe - Set 1

Merry Christmas, everyone!

Oh wait... Christmas is over? Has that ever stopped us before? ;-)

As many of you know, we always shoot a lot of stuff around Christmas and it takes us all the way into the new year and beyond, so...

Here's 32GG Tessa Fowler, to bring you a little more post-Christmas Christmas cheer!

Truth be told, anything from Tessa works no matter what time of year, so enjoy this brand new photo set and also don't forget to check out a whole chock-load of her at her very own exclusive website, TessaFowler.Com!
Tessa Fowler
MILF
Pics: 20
Name: tessafowler-santababe-set01_1280.zip
Resolution: 1280x853
Size: 2 Mb
Format: jpg

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Linsey Dawn McKenzie - Vol. 2 - Set 1

The luciously lusty legend is back!

Many of you recall that huge breasted 32GG Linsey Dawn McKenzie made a superb splash this past holiday season with us as she made her PinupFiles debut right in time for the holidays, and now that spring is here and the weather is warming up, we thought we would bring her back and put her through her paces in the workout room.

We always love watching a sexy babe with awesome big tits get in a good hard workout, and Linsey definitely puts her spectacular chest to the test and stretches out one of our classic PinupFiles cami tops while she is at it, and trust us when we tell you, her big tits are definitely up for that challenge! ;-)
Linsey Dawn McKenzie
MILF
Pics: 30
Name: linsey-dawn-mckenzie-vol-2-set-1_1280.zip
Resolution: 1280x853
Size: 4 Mb
Format: jpg

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Holly - Vol. 4 - Set 1

The impossibly awesome hotness that is 34F Holly is back at PinupFiles and looking goooooooooooood because spring time is in full bloom and nothing goes better with warmer weather, bluer skies, longer days and more sunshine than a hot babe with big tits, are we right?  Yes!  Of course we are and Holly, with her vivacious smile, irresistible girl-next-door charm and incredible big boobs and beautiful bod make easing into springtime a real breeze.  For this one, we got Holly and her delectable delights into this lovely lavender "farmer girl" outfit and placed her in this beautiful spring-like meadow and when you have a gal with assets like this and bodacious bod that rocks your big boob-loving brain, it's a no-brainer understanding just how amazing that combination is! Holly looks utterly incredible in this set and when she peels off her top and get those big bodacious boobs out of that bra of hers, revealing her scintillating shape and bewitching bum, you will know that spring has definitely sprung! ;-)
Holly Peers
MILF
Pics: 29
Name: holly-vol-4-set-1_1280.zip
Resolution: 1280x855
Size: 7 Mb
Format: jpg

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Brandy Robbins - Vol. 6 - Set 1

Yes, bodacious 30G Brandy Robbins is back! We love this gal! And this time she pulls out her big guns for this swimmingly sexy new photo set in which she brings together two of our very favorite elements: Bubble bath? Check! Wet T-shirt?? Double check!!! Yes, Brandy brings both for this smokin\' hot new set and then ties it all together with one of our other favorites... tearing open her T-shirt and letting it all loose!
Brandy Robbins
MILF
Pics: 29
Name: brandy-robbins-vol-6-set-1_1280.zip
Resolution: 1280x836
Size: 5 Mb
Format: jpg

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Elle Faye - Vol. 2 - Set 2

It's new photo set time once again, folks!

We've got more incredible new glam shots of one of our very favorite new models, the incredible and supremely sexy 32GG Elle Faye!

Elle is totally fab and her sultry, smoldering bedroom eyes and unbelievable big natural boobs are the stuff that dreams (and PinupFiles) were made of, so enjoy this smashing new entry from this lovely lady!
Elle Faye
MILF
Pics: 19
Name: ellefaye-vol02-set02_1600.zip
Resolution: 1600x1066
Size: 6 Mb
Format: jpg

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Amber Campisi - Vol. 2 - Set 1

We always love putting our models in tight fishnet tops that stretch and pull over their boobs and this new set is another one in a long line of great ones! 36DD Amber Campisi gets her fishnet on (and off!) in this set and her exotic Mediterranean looks and bombastic boobies are on full display. You are gonna love it!
Amber Campisi
MILF
Pics: 24
Name: amber-campisi-vol-2-set-1_1280.zip
Resolution: 1280x754
Size: 5 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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Lorna Morgan - Vol. 5 - Set 2

She\'s one of the top all-natural pinup models of our era and her cute dimples, irresistible smile and whopping 34GG boobs have long made her one of the most enduring, as all-natural 34GG Lorna Morgan returns once again in Set #2 of her stunningly beautiful and improvised photo set on the bed and magic hour. This was one of those serendipitous sets we did that just kind of happened as Lorna was lying there and the rest, as they say, is history
Lorna Morgan
MILF
Pics: 19
Name: lorna-morgan-vol-5-set-2_1280.zip
Resolution: 1280x835
Size: 2 Mb
Format: jpg

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Leanne Crow - Christmas 2016 - Set 1

It is our favorite time of the year and we are always thrilled to bring more Christmas-themed goodies to you as the holiday season progresses, and who has better holiday goodies than Leanne Crow!

Leanne is stupendous, awesome, supreme and sumptous... 

And she definitely puts us in the holiday spirit with this stretchy and shiny green jumpsuit number.

And don't foroget to check out all that is Leanne in all her incredible glory at her very own exclusive website, LeanneCrow.Com!
Leanne Crow
MILF
Pics: 23
Name: leanne-crow-christmas-2016-set-1_1280.zip
Resolution: 1280x853
Size: 3 Mb
Format: jpg

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Leanne Crow - Vol. 7 - Set 1 - More huge HH-cup tits in a wet t-shirt!

It is no secret that we absolutely LOVE amazingly hot big boobed babes and it is also no secret that we love them even more in a wet t-shirt!  That is why this new photo set of the always amazing 34HH Leanne Crow is so great because it is right in our wheelhouse, as Leanne is pretty much the ultimate big boobie babe with some of the most amazingly full and firm big all-natural tits we have ever seen.  Leanne's massive bust has been a fan favorite since she made her big debut with us last year and now we are thrilled to bring another great photo set of this incredible girl to you once again, where she douses her heavy HH-cups and lets them loose like only she can!
Leanne Crow
MILF
Pics: 29
Name: leanne-crow-vol-7-set-1-more-huge-hh-cup-tits-in-a-wet-t-shirt-_1280.zip
Resolution: 1280x855
Size: 7 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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Denise Milani - Vol. 3 - Set 2

She runs the most popular solo model site on the web and she also, by no coincidence, one of our absolute most popular girls as the blow-your-mind wonderfulness that is 32DDD Denise Milani returns today to PinupFiles/PinupGlam in yet another awesome photo set. Denise is incredibly gorgeous, unbeatably sexy and a true fan favorite, so this brand new set of previously unpublished shots is sure to please!
Denise Milani
MILF
Pics: 25
Name: denise-milani-vol-3-set-2_1280.zip
Resolution: 1280x804
Size: 5 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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Bella Brewer - Vol. 1 - Set 2

Beautifully busty Bella Brewer is back!

Bella has left a major impression on many of you since she debuted with us just a few short weeks ago and, while we teased her a little in her debut photo set, the gloves are off for this one...

Or perhaps we should say, the boobs are OUT for this one. ;-)

Big thanks once again to Bella and stay tuned for much more of this lovely lady.
Bella Brewer
MILF
Pics: 21
Name: bellabrewer-vol01-set02_1280.zip
Resolution: 853x1280
Size: 3 Mb
Format: jpg

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Tessa Fowler - Vol. 5 - Set 1

Man, oh man... the weather is warming up here in Southern California and spring is definitely in the air and we are feeling it!  The days are getting hotter and the daylight lasts longer and girls are starting to walk around in their short-shorts and halter tops, which means that BIKINI SEASON is right around the corner!  Fortunately, we have someone here who can give us even more of a jump on that than we have already gotten from the likes of Lana Kendrick and Antonella Kahllo recently, because the incomparable 32GG Tessa Fowler is back with her amazing all-natural big tits in a tiny bikini and this one is guaranteed to blow your big-boobs loving mind!
Tessa Fowler
MILF
Pics: 30
Name: tessa-fowler-vol-5-set-1_1280.zip
Resolution: 855x1280
Size: 6 Mb
Format: jpg

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Sarah Genova - Vol. 2 - Set 1

It has been a while since we featured her last, but sexy 32DDD Sarah Genova has returned with her big boobs and tiny frame right on time to help make our Monday a bit brighter and better.   It is always a nice bonus to get a glimpse of a slim gal with big tits and a round badonkadonk booty, and Sarah has all of that and more as she strips down out of this tight blue sweater and white lace bra and unleashes those impressive bombs of hers.   What makes them seem even more impressive is that slender frame of hers, because there
Sarah Genova
MILF
Pics: 29
Name: sarah-genova-vol-2-set-1_1280.zip
Resolution: 1280x855
Size: 5 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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Jana Defi - Vol. 3 - Set 2

How do you follow up a ridiculously smokin' hot all-natural 32DDD Czech gal like Denise Milani? How about with ANOTHER ridiculously smokin' hot Czech girl? All-natural 32 G-cup wonder Jana Defi makes her teeny-weeny bikini photo set debut on PinupGlam with this terrific brand new set of previously unpublished photos. We put Jana in the tightest, drop-deap sexiest bikini we could find, managed to keep our composure long enough to actually take some pictures and then had to send out for smelling salts and defibrillators after she popped that top off and let those amazing 32-G's free! Jana is one of those models who simply must be seen to be believed and this bikini photo set tops them all!
Jana Defi
MILF
Pics: 19
Name: jana-defi-vol-3-set-2_1280.zip
Resolution: 1280x853
Size: 3 Mb
Format: jpg

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Antonella Kahllo - Vol. 2 - Set 1

The incredibly sexy and always amazing 32J Antonella Kahllo has returned with another stunning new photo set today to keep our holiday celebrations here at PinupFiles humming right along.  Antonella's unbelievably awesome all-natural big tits are simply mind-blowing and when you combine that with her unbridled sexiness and incalculable charm you get a winning combination that pays major dividends.


This is the first photo set to follow up with Antonella's "Caliente Christmas" video and she delivers the goods in spades for this one.  Antonella's big boobs are pleasingly round and awesomely firm and her nipples are simply perfect in every way so enjoy this new set from this stunning big breasted goddess and stay tuned for more hot stuff to come from her in 2014!
Antonella Kahllo
MILF
Pics: 32
Name: antonella-kahllo-vol-2-set-1_1280.zip
Resolution: 1280x855
Size: 6 Mb
Format: jpg

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