Mature ladies with great experience

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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Beth Lily - Vol. 3 - Set 1


Okay everyone, it is Monday and with that in mind, we proudly continue our all-October-long Halloween celebration by kicking off with ANOTHER gal named "Lily"... 

Last week it was Samanta's turn, but this week we turn it up a notch even higher with the lovely 32GG Beth Lily as we bring you Beth Lily Week here at PinupFiles!

Beth brings her Halloween bust best here in this sexy firewoman outfit... which is appropriate given that Beth is so damn hot that "fire" is the operative word she generates whenever we take a look at her sexy bod, beautiful face and jaw-dropping all-natural big boobs!

Stay tuned for much more of Beth this week and beyond!
Beth Lily
MILF
Pics: 31
Name: beth-lily-vol-3-set-1_1280.zip
Resolution: 1280x853
Size: 4 Mb
Format: jpg

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Maggie Green - Vol. 13 - Set 2


All-natural 36DDD Maggie Green returns with a brand new set of photos. Her tight, hot-pink, sexy, and sleek top only amplifies her incredible body and unbelievably busty boobs. We love this set of photos and know you will to! Maggie looks better and sexier than ever!
Maggie Green
MILF
Pics: 18
Name: maggie-green-vol-13-set-2_1280.zip
Resolution: 1280x860
Size: 4 Mb
Format: jpg

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Leanne Crow - Vol. 7 - BTS - Set 1 - 34HH Huge tits getting wet and wild!


We love watching huge tits get all wet and wild and when those huge boobs belong to 34HH Leanne Crow, we love them even more!  Leanne has some of the most amazingly round, bulbous big boobs we have ever seen and they seem to practically have a life of their own, especially when they are being put through a warm water workout like the one this garden hose is giving her.  There is just something spectacularly majestic about watching a pair of rockin' huge tits like Leanne's having water cascading off them in freeze-frame style. This is another terrific photo gem from this incomparable lady.
Leanne Crow
MILF
Pics: 35
Name: leanne-crow-vol-7-bts-set-1-34hh-huge-tits-getting-wet-and-wild-_1280.zip
Resolution: 855x1280
Size: 8 Mb
Format: jpg

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September Carrino - Vol. 10 - Set 1


She is one of our all-time favorites for numerous and obvious reasons, and she is also one of our very best models, not to mention one of our great premier models here at PinupFiles, and after a very long and entirely inexcusable absence, we finally have her back here again with an utterly fantastic new classic pinup-style shoot, as all-natural 32JJ September Carrino makes a stunning PinupFiles return!

As many of you know, September has long had her own exclusive website, SeptemberCarrino.Com, and on it she has literally thousands of photos and videos that she has shot exluisively over the years and the good news is that she's now in her seventh year of modeling and she's still bringing it and bringing it well! 

September's all-natural big tits and sexy girl-next-door smile and charm have been making our big boobs-loving heart flutter for a long time now and we couldn't be more pleased to bring you this sexy new shoot from her, and we think you will like it as well.  

Stay tuned for more, because we are just getting started with Miss S. and her big beautiful boobies here, and be sure to check her out at SeptemberCarrino.Com, too!
September Carrino
MILF
Pics: 31
Name: september-carrino-vol-10-set-1_1280.zip
Resolution: 1280x853
Size: 7 Mb
Format: jpg

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Stacey Poole - Vol. 8 - Set 2


Happy Hump Day folks!

We are back at you mid-week on a Wednesday here to give you more awesome sauce from the one-and-only Stacey Poole!

Stacey always provides a good pick-me-up and this new photo set with her sultry smile, unbelievable body and incredibly perfect big natural boobs is just the thing we need.
Stacey Poole
MILF
Pics: 19
Name: staceypoole-vol08-set02_1600.zip
Resolution: 1066x1600
Size: 3 Mb
Format: jpg

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Demmi Blaze - Vol. 1 - Set 2


Our incredible new Busty Pinup Girl is back again with the follow up to her fabulous photo debut and she looks even more spectacular here!

Yes, all-natural wonder woman, 32J Demmi Blaze, is back again and looking super fine with her bikini top off and her huge boobs out.  

We photographed her from all kinds of amazing angles, which only serves to show off just how amazing she is... the side view alone of her stupendous whoppers is enough to give us a heart attack! ;-)
Demmi Blaze
MILF
Pics: 24
Name: demmi-blaze-vol-1-set-2_1280.zip
Resolution: 1280x853
Size: 4 Mb
Format: jpg

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Amber Campisi - Vol. 4 - Set 1


Red-hot busty Playboy Playmate 36DD Amber Campisi is back once again for another stellar new photo set today to escort you in to you the week and brighten your Monday with a smile. All-natural big-bust Playmates are hard to come by these days, especially ones with classic girl-next door appeal like Amber has, which is why we were so eager to sign her up here at Pinup. We always love sexy, bronzed babes with big boobs, and her her amazing DD's, Amber was an absolute no-brainer! Making her even more irresistible is her sexy, bubble-butt backside and her long, sensuous flowing locks. Check her out in our classic logo t-shirt now!
Amber Campisi
MILF
Pics: 29
Name: amber-campisi-vol-4-set-1_1280.zip
Resolution: 1280x857
Size: 3 Mb
Format: jpg

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Stacey Poole - BTS - Vol. 1 - Set 2


It is time for another rousing rendition of poolside glamour from a gorgeous gal hailing from our incredible lineup of sexy big bust British babes, as 34G Stacey Poole is back and looking as amazing as ever!  

This is the second half of incredible behind-the-scenes shots of Stacey and her awesome big tits busting out of her scanty stars and stripes bikini as she showers up poolside and lets that warm water cascade over her golden tan skin and beautiful big boobs.

Stacey has that girl-next-door-with-big-tits thing we love here at PinupFiles and does she ever have it in spades!
Stacey Poole
MILF
Pics: 32
Name: stacey-poole-bts-vol-1-set-2_1280.zip
Resolution: 720x550
Size: 6 Mb
Format: jpg

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Danielle Riley - Vol. 13 - Set 1 - Epitome of slim and stacked!


Happy Wednesday everyone! As you all know we are all about the slim and stacked babes here at PinupFiles, and today is no exception as we bring you the very epitome of slim and stacked in the lovely and luscious 34DDD Danielle Riley!   Danielle's slim yet curvy and oh-so-voluptuous body has always been one of our favorites as well as a fan favorite, because that awesome bod of hers is topped off by a gorgeous face and huge gorgeously shaped all-natural DDD-cup breasts and the combination is breathtaking.  If you like gals with slender bods and beautiful faces and fantastic big boobs, this one is right up your alley!
Danielle Riley
MILF
Pics: 30
Name: danielle-riley-vol-13-set-1-epitome-of-slim-and-stacked-_1280.zip
Resolution: 1280x855
Size: 4 Mb
Format: jpg

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LaTasha Marzolla - 35mm - Vol. 4 - Set 1


She's a gorgeous blonde bombshell who is 110% sexy and quite simply a gal who we do not feature enough of, but that's about to change as we give you Playboy's 2004 Model of the Year, 36DD LaTasha Marzolla in a super sexy new 35mm film set! LaTasha is one of those models who was such a wonderful surprise to work with: funny, charming, hot as can be and an absolutely amazing body that could make you stumble and fumble all day long. Here in this set, she brings the sexy in this awesome green tie-top and super-tight jeans that is sure to knock your socks off.
LaTasha Marzolla
MILF
Pics: 32
Name: latasha-marzolla-35mm-vol-4-set-1_1280.zip
Resolution: 1280x859
Size: 7 Mb
Format: jpg

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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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