Mature ladies with great experience

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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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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Leanne Crow - Vol. 4 - Behind-The-Scenes 1 - Big tits busting out of a tight corset!


Incredible big boobs babe 34HH Leanne Crow is back again in another fantastic photo set, with her amazing huge tits once again taking center stage as she rocks our camera lenses (and your world) once again with her unmatchable sexiness and busty chockablock big breasts. Finding outfits to shoot in is easy when you have a model who is built like Leanne, because all you have to do is find something stretchy and/or form-fitting and this corset was both and fit snuggly to her insane curves and made those big tits of hers look even bigger!
Leanne Crow
MILF
Pics: 29
Name: leanne-crow-vol-4-behind-the-scenes-1-big-tits-busting-out-of-a-tight-corset-_1280.zip
Resolution: 857x1280
Size: 5 Mb
Format: jpg

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September Carrino - Polaroids - Set 1


Happy Thursday, folks!

And since it is Thursday, we are going with a bit of a Throwback Thursday theme here, with some fabulous polaroids from none other than the awesome 32J September Carrino!

She is retired now, as many of you know, but she always lives on in our hearts and remains one of our most popular models even today, and these film shots from our archives are yet another testament to her enduring power.
September Carrino
MILF
Pics: 23
Name: septembercarrino-polaroids-set01_full.zip
Resolution: 2000x2447
Size: 14 Mb
Format: jpg

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Stacey Poole - Vol. 1 - Set 1


Wow, do we ever have one whopper of a new model surprise for you here to start the new week.  Did you think that your day was going to be awful because it was the start of a new week and because the long weekend just ended?  Well if so, think again because our brand new PinupFiles model, the lovely 34G Stacey Poole is here to whisk your Monday blues away!

 

We also thought it would be best to keep the 4th of July theme going, at least for a little while because while the holiday may be over, the bottom line is that it is still summer time and what goes better than a smokin' hot babe with awesome big tits in a sexy bikini?  The answer to that is pretty evident once you take a look at Stacey here, who packs her incredible big boobs and beautiful bod into this bikini and rocks our world in the process.

 

Stacey is one of the most popular glam babes on the planet, and those of you in the UK and Europe likely know her from all the famous "lads mags" on that side of the world, so here's to debuting one of the greats right here in our own backyard.   Stacey also has been doing some terrific work at her own website, StaceyPoole.Co.Uk and knows exactly how to showcase all her awesome assets, so once you get a load of her in this tiny stars-and-stripes bikini, you won't be able to wait for more, and the good news is that there is much more of her on the way, so stick around!
Stacey Poole
MILF
Pics: 31
Name: stacey-poole-vol-1-set-1_1280.zip
Resolution: 1280x853
Size: 6 Mb
Format: jpg

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Taylor Stevens - Vol. 3 - Set 1


She's been an immediate sensation among our members and fans and that's because she's got a whole army of fans in her own right, so we're thrilled to welcome back the lovely and mind-bendingly busty 34G Taylor Stevens to PinupFiles/PinupGlam today for her inaugural "fishnet top" photo set with us! We always love to photograph our models in these awesome, sexy skintight fishnet shirts and it's even better when we get them in big pool or hot tub so they can really turn it loose! And Miss Tay does that and more, so you're not going to want to miss this one!
Taylor Stevens
MILF
Pics: 29
Name: taylor-stevens-vol-3-set-1_1280.zip
Resolution: 1280x796
Size: 6 Mb
Format: jpg

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Antonella Kahllo - Vol. 5 - Set 1


Ladies and gentlemen, can we please have your attention???

We have just been handed an urgent and breaking news story, and we need all of you to stop what you're doing and listen!

32J Antonella Kahllo is back!  She is sexy as hell and her big tits are beyond belief! 

Film at 11!!!!  

(Or right now, since the photos are here now... you know what we mean.)
Antonella Kahllo
MILF
Pics: 32
Name: antonella-kahllo-vol-5-set-1_1280.zip
Resolution: 1280x897
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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Elle Faye - Vol. 1 - Set 1


She is back and she is spectacular!

Yes, the awesome 32GG Elle Faye, who has among the greatest natural good looks we have ever seen on any model, is back at the pages of PinupFiles in her debut photo set!

Suffice to say, Elle's debut video was a smashing success with so many of you and this marks her debut photo set with us and she does not disappoint!

Elle fills out this bikini awesomely and she looks every bit as stunning with it off as she does with it on.
Elle Faye
MILF
Pics: 21
Name: ellefaye-vol01-set01_full.zip
Resolution: 2000x3000
Size: 33 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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Anya Zenkova - Vol. 6 - Set 1


All-natural 32GG Anya Zenkova makes a splashy return to PinupFiles today in a brand-spanking new set full of color and life and big boobs! For this set, Anya slides into (and then out of) a sexy, frilly polkadot top and tight little red boyshorts and lets her big, amazing 32GG\\\'s spill out all over, taking time to primp in front of a mirror and giving us TWO ANYA\\\'S for much of this set! What could be better than two Anya\\\'s and two sets of awesome big 32GG\\\'s? We\\\'re still trying to catch our breath, so we\\\'ll let you know when we figure that one out!
Anya Zenkova
MILF
Pics: 24
Name: anya-zenkova-vol-6-set-1_1280.zip
Resolution: 1280x804
Size: 4 Mb
Format: jpg

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Beth Lily - Vol 5 - Set 1


We are keeping on with the awesome holiday goodies all month long (and then some)...

So we have one of the best busty babes we have ever featured here at PinupFiles, as all-natural 32GG Beth Lily brings her lovely good looks and amazing big natural boobs back to our pages in a festive new holiday photo set!

We love Beth and you're going to love her too!
Beth Lily
MILF
Pics: 21
Name: bethlily-vol05-set01_1280.zip
Resolution: 1280x853
Size: 2 Mb
Format: jpg

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Princess Levi - Vol. 1 - Set 2


Hapyp Monday folks!

Here in the USA it is the MLK holiday, so as on most holidays we'll keep it short and sweet:

32H Princess Levi is back with more terrific studio shots!

She is sexy, blonde and has bodacious big boobies, and a killer slim waist that really has to be seen to be believed and she's damn beautiful, too.

She is a terrific way to start off the new week and hope all of you have a great one.
Princess Levi
MILF
Pics: 27
Name: princess-levi-vol-1-set-2_1280.zip
Resolution: 853x1280
Size: 4 Mb
Format: jpg

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Satinee Capona - Vol. 3 - Set 1 - Busty big boobs all wet!


Yes, it's another Monday, but have we got just the cure for your start-of-the-week blues and it comes in the form of awesomely busty and irresistibly cute 34G Satinee Capona who gets her busty big boobs all wet and oiled up!  Satinee gets her all-natural big tits packed into this tiny black bikini, causing them to bulge out on all sides as the bikini top can barely handle them and all their incredible busty goodness.  Fortunately for us, Satinee gives her big tits the freedom they richly deserve and busts them out of that constricting top, unleashing them in all their awesome boobaliciousness.  We love Satinee, and after this set, we love her even more and so will you!
Satinee Capona
MILF
Pics: 30
Name: satinee-capona-vol-3-set-1-busty-big-boobs-all-wet-_1280.zip
Resolution: 1280x855
Size: 7 Mb
Format: jpg

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Alice Brookes - Vol. 1 - Set 1


We are happy to usher in the middle of the week with something really special...

A brand new model!

You all know that we alwys love bringing you the very best in sexy and busty babes, and today is no different as we welcome the lovely and talented 30G Alice Brookes to PinupFiles!

Alice is tall (5' 10"!) and red haired (we LOVE our redheads!) and the very quintessential definition of slim-and-stacked and she's here with her debut photo set for us, so please give her a warm welcome!
 
Alice Brookes
MILF
Pics: 26
Name: alice-brookes-vol-1-set-1_1280.zip
Resolution: 853x1280
Size: 5 Mb
Format: jpg

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Antonella Kahllo - Vol. 4 - Set 1


If you are ready for some more amazing shots of two of the greatest all-natural big tits of all-time, not to mention one of the sexiest babes of all-time, then strap yourself in and get ready for another heaping helping of one 32J Antonella Kahllo, she of the megawatt smile and mega-huge boobs! ;-) Yes, Antonella's radiant sex appeal has been charming and captivating so many of her rabid fans ever since she burst on the scene and we could be more pleased to be a part of that burst, especially when we get to see those perfect huge boobs of her's burst the seams of her blouse and bra like she is in this one! Antonella's bodacious naturals are like a gift from the heavens and she pretty much takes us to heaven in her "Farmer Girl" outfit here that has no chance of hiding those beautiful big breasts and nothing (and we mean NOTHING) can put a damper on her unceasing charm and appeal, so thanks again to Antonella for showing exactly why she's so incredible and for sharing it all with us!
Antonella Kahllo
MILF
Pics: 32
Name: antonella-kahllo-vol-4-set-1_1280.zip
Resolution: 1280x825
Size: 6 Mb
Format: jpg

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Sha Rizel - Vol. 4 - Set 1


Our parade of smoking hot busty babes never ends here at PinupFiles, as we are always striving to bring you the very best in sexy gals with awesome big tits and since it's our 15th anniversary month, what do you say we continue our mini-anniversary celebration with one of our NEWEST incredible discoveries, the mighty 32H Sha Rizel?  All it took was one single photo set just a few short months ago and BAM, Sha was instantly catapulted to the lofty status as one of our most popular big bust pinup models ever and it's not hard to see why.  Sha has one of the most incredible slim and stacked frames you will ever see -- if fact she's so amazing that she almost doesn't even look real with that slender bod, curvy hips, perfect round ass and stunningly huge all-natural boobs that effortlessly drape her fantastic torso.  Oh, and there's also the little matter of her gorgeous face with those high cheekbones and succulent round lips that draw you in and keep you there and she's back again here in one of our favorite pinup themes, the sexy Hawaiian luau girl!  Yes, Sha is a truly world-class combination of everything that is good and right in the world of women and she's back again today to show off her amazing assets once more!
Sha Rizel
MILF
Pics: 30
Name: sha-rizel-vol-4-set-1_1280.zip
Resolution: 1280x855
Size: 4 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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