Mature ladies with great experience

Leanne Crow - Vol. 4 - Set 1


The ginormous jubblies of awesomely endowed 34HH Leanne Crow are back on full display and in fine, fine form today as Leanne returns once again to PinupFiles for another awesome new photo set! We have a serious weakness for hot, super-busty gals in corsets and this new set from Leanne is right in that wheelhouse and her incredible HH-cups bust up and out of this tight corset, springing forth in ways that defy physics and blow your mind! Leanne has some of the biggest, most bodacious big boobs we've ever seen and this new set is yet another winner from this amazingly busty gal...
Leanne Crow
MILF
Pics: 30
Name: leanne-crow-vol-4-set-1_1280.zip
Resolution: 1280x840
Size: 3 Mb
Format: jpg

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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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Leanne Crow - 4th of July 2015 - Set 1


Welcome back from the 4th of July holiday everyone... we hope you all had a good one!

We know it always kind of blows to come back to work after a holiday weekend, especially during summer time but never fear... we are still in the spirit of summertime and celebrating, so let's all celebrate something different -- the incredible massive big boobs of 32M Leanne Crow from LeanneCrow.Com!

Leanne's all-natural mega-mammaries have been making our eyes bulge and our hearts swoon for years now and she only keeps getting bigger and better!  Those of you who haven't seen what Leanne has been doing over at her very own excusive site, LeanneCrow.Com, do no know what you are missing, trust us.

Here, Leanne keeps our stars-and-stripes spirit going and our big boobs-loving hearts aflutter with this stunning knit plunge top that is the perfect compliment to her magnificent charms... and once she starts to take it off, you really have to see it to believe it!
Leanne Crow
MILF
Pics: 26
Name: leanne-crow-4th-of-july-2015-set-1_1280.zip
Resolution: 1280x853
Size: 4 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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Katie Thornton - Vol. 2 - Set 1


Welcome back to Monday everyone!   The good news is that even thrugh it's Monday, the holiday festivities still continue, as this is the week between Christmas and New Year's, so we basically have one giant holiday going all week long, as 2015 is right around the corner.

Becuase of that, we figured we would just keep things going with another fantastic new photo set of our incredible new model, the lovely 32J Katie Thornton, who's awesome big tits and sexy come-hither smile are exactly the kind of things we need to see to really ring in the New Year the right way.

This is a truly incredible new set from Katie, featuring her huge boobs in a shimmering champagne bra that can barely contain them, but the best part is when she "pops the cork" on that champagne bottle and lets those big cannons of her's loose and free for all to see.  

We love Katie, and we definitely look forward to some serious New Year's celebrations with her!
Katie Thornton
MILF
Pics: 32
Name: katie-thornton-vol-2-set-1_1280.zip
Resolution: 1280x821
Size: 5 Mb
Format: jpg

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Brandy Robbins - Vol. 5 - Set 1


During these long, cold winter months, what\\\'s the best way to warm up and stay hot? How about sizzling 30G Brandy Robbins? Brandy makes her 2008 debut with another stunning new photo set today, this time in a teeny-weeny bikini that\\\'s entirely overmatched be Brandy\\\'s impressive charms. We set her down poolside and had her go to town for us, slathering herself up with tanning oil and giving us an amazing view all the way along. This new set is I N C R E D I B L E!!!! Brandy is I N C R E D I B L E!!!!
Brandy Robbins
MILF
Pics: 24
Name: brandy-robbins-vol-5-set-1_1280.zip
Resolution: 1280x826
Size: 4 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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Lana Parker - Vol. 1 - Set 1


We are back at it on a Wednesday and bringing you a smashing photo set from 32DD Lana Parker!

Lana made her video debut with us last week, and this time around she comes up with the goods once again as she looks absolutely splendid in every frame, with her sexy slim body, beautiful good looks and tremendous boobs and booty!
Lana Parker
MILF
Pics: 23
Name: lanaparker-vol01-set01_1280.zip
Resolution: 853x1280
Size: 4 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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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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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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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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