Mature ladies with great experience

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Danielle Riley - Vol. 12 - Set 1

All-natural 34DDD Danielle Riley returns to PinupFiles today in fine classic form, bringing her terrific charm, super-model cheekbones and incredible huge natural boobs back for a classically inspired pinup set in a stunning classic corset and white backdrop. Danielle has always been one of our most charismatic -- and hilariously funny -- models and she always looks fabulous both with and without a shirt on (although we prefer the \"without\" ;-) and this new set is yet another testament to her beauty.
Danielle Riley
MILF
Pics: 29
Name: danielle-riley-vol-12-set-1_1280.zip
Resolution: 1280x853
Size: 4 Mb
Format: jpg

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Karmella Anthony - Vol. 1 - Set 1 - Busty big boob debut!

Well, summer here in the northern hemisphere is nearing an end and the fall is just around the corner and the good news is that we just keep on rolling with the amazing new exclusive debuts of super sexy big bust babes, and today we have yet another awesome gal to tickle your big boob loving fancy:  34G Karmella Anthony!   Karmella is another fantastic addition to our already stellar model lineup here at PinupFiles and we know you are going to love her!  She's sexy, with long raven dark hair and a sexy pair of bedroom eyes to go along with her incredible big boobs.  We think you will agree she is yet another incredible babe to include in our ranks, so please join us in welcoming Karmella!
Karmella Anthony
MILF
Pics: 29
Name: karmella-anthony-vol-1-set-1-busty-big-boob-debut-_1280.zip
Resolution: 1280x855
Size: 5 Mb
Format: jpg

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Lana Blanc - Vol. 1 - Set 2

We are back at you with more great new photos, folks...

The holidays may be over, but we can still celebrate our latest new model discovery, 34H Lana Blanc, all year long with some fantastic new shots!

Lana is one truly sexy, curvy, stunningly beautiful lady and we definitely love getting an eye full of her sexy bod and bodacious big tits, no matter what time of year it may be.
Lana Blanc
MILF
Pics: 20
Name: lanablanc-vol01-set02_full.zip
Resolution: 2000x3000
Size: 19 Mb
Format: jpg

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Sarah Randall - Vol. 10 - Set 1

Happy mid-week, everyone!

We are back at you with more in the very best of big bust glamour, and one of our all-time favorites is at the helm here:

The amazing all-natural 32H Sarah Randall!

We've got Sarah in a steamy hot tub with a sheer ribbed T-shirt on and let us tell you -- she really can fill that t-shirt out.
Sarah Nicola Randall
MILF
Pics: 21
Name: sarahrandall-vol10-set01_1600.zip
Resolution: 1600x1066
Size: 5 Mb
Format: jpg

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Anya Zenkova - Vol. 13 - Set 1

One of the greatest big bust models of all-time returns to the pages of PinupFiles again today with a staggering new photo set that, as usual, is totally mind-blowing...

Yes, the awesome, astonishing and amazing Anya Zenkova is back!

Anya is the very epitome of the phrase "slim-and-stacked" with her svelte, slender frame and positively gigantic all-natural big boobs and she definitely turns in a photo performance for the ages in this one, looking absolutely unbelievable in (and out of) this super-tight blue t-shirt!
Anya Zenkova
MILF
Pics: 24
Name: anyazenkova-vol13-set01_full.zip
Resolution: 3000x2000
Size: 26 Mb
Format: jpg

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Erica Campbell - Vol. 17 - Set 1

We start off the week this Monday with a special treat, because the always awesome busty goodness that is 34DD Erica Campbell is back once agains and is always a welcome sight with her cute face, sexy curvy body and absolutely incredible all-natural big tits. And this new photo set in particular has a special meaning for us here, because for this one we did a bit of a throwback and returned to our pinup roots! We have been at this for close to 15 years now and those of you who have been with us for a long time know that the classic pinup look was was started it all for us, so we felt it was only appropriate to pay homage to that style once more, and when you have an incredible big boobs babe like Erica to bring it to life, her unbeatable beauty and fabulous boobs make it a no-brainer!
Erica Campbell
MILF
Pics: 30
Name: erica-campbell-vol-17-set-1_1280.zip
Resolution: 1280x855
Size: 5 Mb
Format: jpg

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Jana Defi - Vol. 9 - Set 1

One of the most booberific (yes, that's a word... we made it up ourselves!) busty gal in the entire world is back again at PinupFiles in what may be her best photo set yet. . . 32G Jana Defi returns in a brand new pool table-themed photo set that single-handedly redefines the billiards term "rack 'em" ;-) Fans of this ridiculously hot babe and her awesome 32 G-cup boobs are going to be lining up to get hustled and won't mind it one bit!
Jana Defi
MILF
Pics: 29
Name: jana-defi-vol-9-set-1_1280.zip
Resolution: 1280x857
Size: 4 Mb
Format: jpg

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Vassanta - Vol. 1 - Set 2 - More fantastic big boobage from our latest 34H marvel!

Our official Busty Pinup Girl of the month for April is 34H Vassanta and she's back once again with part two of her latest all-nude photo set, in which she unleashes her 34H's once more and gives us a staggering slew of amazing angles of her awesome bod.  Vassanta packs her incredible H-cups into this tight pink bra and they look even more incredible once they're out!
Vassanta
MILF
Pics: 29
Name: vassanta-vol-1-set-2-more-fantastic-big-boobage-from-our-latest-34h-marvel-_1280.zip
Resolution: 1280x853
Size: 4 Mb
Format: jpg

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Cara Ruby - Vol. 2 - Set 1

You saw her video last Friday and now we are happy to bring her back once again for another fantastic set of photos...

Of the lovely 30GG Cara Ruby!

Cara looks great in this bra and panties outfit and she looks even better with it off! ;-)

 
Cara Ruby
MILF
Pics: 21
Name: cara-ruby-vol-2-set-1_1280.zip
Resolution: 1280x853
Size: 2 Mb
Format: jpg

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Alice Goodwin - Vol. 2 - Set 1

Oh goodness, do we have one heck of an early Christmas present for you today in the form if more incredibly awesome big boobs hotness and a million watts of sexiness all rolled into one.  Yes, there's a lot of ways to describe 32G Alice Goodwin: sexy, sultry, huge tits, incredible body, but instead of words, we will just let her photos do all the talking and provide the superlatives because there's really no language that can properly do Alice Justice, so just sit back and enjoy the beauty that is this awesome bodacious babe.
Alice Goodwin
MILF
Pics: 30
Name: alice-goodwin-vol-2-set-1_1280.zip
Resolution: 1280x854
Size: 5 Mb
Format: jpg

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Beth Lily - Vol. 4 - Set 2

Beautiful and bodciaous blnonde bombshell, 32GG Beth Lily, is back with us again today and even though she is now retired from modeling, we fortunately still have a few gems left from her that she graciously shot for us before she retired, and this is one of them!

Beth returns with a special new set of shots that look terrific and in them, she looks even more terrific, as she strips down from her stars-and-stripes stretch dress and reveals those aweome big boobs and that killer smile too (not that she needs the dress for the smile, but we can't resist her's, so we had to give her props in that area).

She's great, sexy and we're bummed that she's decided to call it quits but at least we can have her live on in our hearts in photos like these.
Beth Lily
MILF
Pics: 25
Name: beth-lily-vol-4-set-2_1280.zip
Resolution: 1280x853
Size: 3 Mb
Format: jpg

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Antonella Kahllo - Vol. 8 - Set 1

32J Antonella Kahllo returns in a stunning new outdoor shoot with her big beautiful boobs shining in the sun!
Antonella Kahllo
MILF
Pics: 22
Name: antonellakahllo-vol08-set01_full.zip
Resolution: 3000x2000
Size: 17 Mb
Format: jpg

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Erica Campbell - Vol. 8 - Set 2 - Big tits at sunset!

Fans of gorgeous babes with all natural big tits have always been enamored with 34DD Erica Campbell and it is certainly no secret as to why:  Erica has some of the most incredibly buoyant, perfectly round all-natural big boobs we have ever seen and that you will ever see on any woman, anywhere, in any lifetime!  Not only that, Erica also has one of the most amazing heart-shaped bubble butts you will ever see in any lifetime.  Plus she's just plain sexy as can be!  She's pretty much the whole package and this new set, shot at sunset, is another perfect testament to her appeal.
Erica Campbell
MILF
Pics: 40
Name: erica-campbell-vol-8-set-2-big-tits-at-sunset-_1280.zip
Resolution: 1280x855
Size: 10 Mb
Format: jpg

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Tessa Fowler - Vol. 1 - BTS - Set 1

Is it wrong that we are already completely and utterly smitten with 30GG Tessa Fowler?  It really didn't take very long, to be honest, but she is just SO cute and SO hot and those incredible all-natural big GG-cup boobs of her are just SO amazing that we cannot help ourselves!  And good thing, too because we get another fantastic Tessa fix today in the form of her very first behind-the-scenes photo set and once again, all we can say is WOW because she looks simply too good for words in these.  

 

Tessa's epic cuteness and radiant smile shine through in every shot here as she peels away her tiny bikini to unveil those perfectly pulchritudinous big tits and she's not afraid to clown for the camera, either, which makes her even more irresistible in our eyes.  So let's recap really quick here:  incredibly cute, gorgeous good looks, a tight petite frame and HUGE tits that simply must be seen to be believed?  Yes, yes, yes and YES are the answers to each of those and that's why we cannot get enough! ;-)
Tessa Fowler
MILF
Pics: 30
Name: tessa-fowler-vol-1-bts-set-1_1280.zip
Resolution: 855x1280
Size: 6 Mb
Format: jpg

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Jana Defi - Vol. 19 - Set 1

Are you ready for some brand new stuff from one of the greatest big bust babes of all-time?

Here at PinupFiles, we have embarked on a constant and never ending quest to bring you nothing but the best in the hottest big breasted glamour babes on the planet, and fortunately we have some terrific new stuff from one of the all-time greats as 32G Jana Defi brings her absolutely astonishing all-natural big tits, gorgoeus body and fabulous smile back to our pages here to absolutely light up the first day of our work week like only she can!

Jana has been a long time of fan favorite since she first debuted with us many years ago and her appeal never ceases,  and for obvious reasons as she simply has one of the most jaw-dropping and  incredible bodies we have ever seen and that's pretty much anyone will ever see on any woman anywhere, anytime.

Jana gets dressed up in a simple ribbed white T-shirt for this one and dons a pair of glamorous shades to complement the simplicity of this outfit. Honestly, when you have a gal who is impressive as Jana is and with big boobs as perfect as these, the simpler the outfit the better, because all you need is her mega-watt star power to take over and do the rest!
Jana Defi
MILF
Pics: 34
Name: jana-defi-vol-19-set-1_1280.zip
Resolution: 1000x800
Size: 4 Mb
Format: jpg

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Leanne Crow - Vol. 9 - Set 1 - Big tits setting the mood!

Can there be a more incredible sight than a hot, big busted babe with an unbeatable smile, sexy curves and huge knockers?  Well, when that busty babe in question is the incomparable 34HH Leanne Crow, we think the answer to that question is a resounding "NO!"  Leanne and her charms have been charming our fans and members for well over a year now and her big breasted mojo seems to have no limits as we happily bring you another staggeringly hot new photo set from this incredibly huge breasted goddess.   Fans of this lovely lady and her gravity defying giant breasts that are some of the biggest and firmest we have ever seen are really going to love this one!
Leanne Crow
MILF
Pics: 29
Name: leanne-crow-vol-9-set-1-big-tits-setting-the-mood-_1280.zip
Resolution: 1280x855
Size: 5 Mb
Format: jpg

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Dahlia Dark - Vol. 5 - Set 1 - Big tits busting her top!

One of the hottest outfits (at least as far as we are concerned) to see a sexy big busted babe wear is a super-tight button-down blouse that has just the right amount of stretch to it, so that she can barely fit her huge tits into it.  Yo know the kind... where the buttons are straining to close and her big boobs are pressing against the fabric and stretching it out the max, so much so that you think any moment now those suckers are just in a BURST right out...  Well today fortunately we have that fantasy come to life in the form of 32GG Dahlia Dark, whose sexy curves and incredible big boobs combined with her sultry eyes and beautiful face make for a heart-stopping combination.  Dahlia wears a button-down blouse about as well as any babe we have ever seen, and when you see her big boobs bursting forth out of this top, you are definitely going to want to take your own pulse just to make sure!
Dahlia Dark
MILF
Pics: 29
Name: dahlia-dark-vol-5-set-1-big-tits-busting-her-top-_1280.zip
Resolution: 1280x855
Size: 6 Mb
Format: jpg

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Sarah Nicola Randall - Vol. 5 - Set 1 - Steamy big boobs!

And the big boobs hits just keep on coming this summer here at PinupFiles! As you know by now, we have been celebrating our favorite part of the year -- the summer season -- with a bevy of big bust babes to whet your whistles with and the latest and greatest entry to that theme is the lovely and fantastically huge breasted 32H Sarah Nicola Randall! We have said it before and we will say it again, but Sarah has some of the most absolute jaw-droppingly perfect big boobs we have ever seen on any model, anywhere, at any time.  And in this one she douses herself in a steamy hot tub and gets her tight T-shirt all wet from lovely wet T-shirt look and with her big boobs and hard nipples poking through it won't be long before she peels that T-shirt off and shows just how incredible she truly is! Enjoy this awesome new photo set from Sarah!
Sarah Nicola Randall
MILF
Pics: 29
Name: sarah-nicola-randall-vol-5-set-1-steamy-big-boobs-_1280.zip
Resolution: 1280x855
Size: 5 Mb
Format: jpg

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Lana Kendrick - Boob Measuring 2016 - Set 1

We always love to bring you special surprises and good news from our models...

And this one is especially good, because 32GG Lana Kendrick has become 32HH Lana Kendrick now! ;-)

Lana broke the news to us that her boobs had naturally grown a couple of cup sizes and so we broke out the tape measure and the willing hands of 32H Monica Mendez (who has grown over the years herself, BTW) to check on Lana and see exactly how she measures up. 

These are the first photos from that session, so let's see how it goes from here...

And don't forget to check out much more of lovely Lana and her astounding all-natural boobs at her very own exclusive website, LanaKendrick.Com!
Lana Kendrick
MILF
Pics: 16
Name: lana-kendrick-boob-measuring-2016-set-1_1280.zip
Resolution: 1280x853
Size: 1 Mb
Format: jpg

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Brandy Robbins - Vol. 19 - Set 1

Today, the mighty 30G Brandy Robbins is back with her mighty big tits!

Brandy is also mighty beautiful and has a whole lot of mightiness in a whole lot of areas...

And this new photo set is proof of that!  

She's in a hot pink fishet top and that stuning face with those big, BIG boobs is just what we needed today.

Thanks, Brandy!
Brandy Robbins
MILF
Pics: 23
Name: brandy-robbins-vol-19-set-1_1280.zip
Resolution: 853x1280
Size: 4 Mb
Format: jpg

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