Mature ladies with great experience

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Cara Rose - Vol. 3 - Set 1

We are thrilled to bring you something new and truly fabulous here on a Wednesday, just to get you through the rest of the week in fine form...

And it comes in the form of lovely 32GG Cara Rose in a brand new photo set!

Cara, with her sexy body, gorgeous face and amazing big tits, has been a big fan favorite over here since she made her debut with us last year and now she's back again with some truly special new photos in a skimpy gold sling bikini that is not to be missed.
Cara Rose
MILF
Pics: 20
Name: cararose-vol03-set01_1280.zip
Resolution: 1280x853
Size: 4 Mb
Format: jpg

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Marie-Claude Bourbonnais - Vol. 2 - Set 1 - Busty boobed awsomeness!

After we debuted her back in September of last year, we got a LOT of requests to see a lot more of 34FF Marie-Claude Bourbonnais and her perfect body and awesome big tits, so it may be a little later than we might have liked, but as long last she has returned! Marie-Claude's perfectly round big boobs and a awesome slender frame make it easy to take great glamour photos and for this one she returns in fine form yet again, so enjoy these great new photos of this awesome busty babe!
Marie-Claude Bourbonnais
MILF
Pics: 46
Name: marie-claude-bourbonnais-vol-2-set-1-busty-boobed-awsomeness-_1280.zip
Resolution: 1280x853
Size: 7 Mb
Format: jpg

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Maggie Green - Vol. 21 - Set 1

It's only appropriate that we kick off our 10th Anniversary celebration with the gal who literally helped start it all, and was our very first model FIVE YEARS AGO when we celebrated our 5th Anniversary and wanted to have a "special treat" for our members. Little did we know that the response to all-natural 36F Maggie Green would be so overwhelming that we'd have to keep it going, featuring her again and again and the rest, as they say, is history. We love Maggie and can't believe it's been five years since we started creating our own original pinups and we can't thank her enough for truly helping to make all of this possible. This new sset is another stunner, and Maggie has never looked better or more spectacular, showing off in a tight pink T-shirt and jeans and bringing that amazing girl-next-door charm and beauty in spades!
Maggie Green
MILF
Pics: 29
Name: maggie-green-vol-21-set-1_1280.zip
Resolution: 1280x853
Size: 6 Mb
Format: jpg

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Maggie Green - Vol. 25 - Set 1

Welcome to not just a new Monday and a new week, but also a bit of a special occasion here at PinupFiles: it's is our 15th anniversary of being online!  Yes, as hard as it may be to believe, we went live for the very first time on April 4, 1998 and have been going strong ever since, obviously.  

 

It's also the 10th anniversary of our "original modern pinups" work --  for the first five years of our existence we only featured the retro 60's and 70's stuff that we used to do, but then as part of our five-year anniversary celebration, we published our first original photo sets with Maggie Green and Miriam Gonzalez and Barbara Moore as our very first models.   That endeavor was originally supposed to be just a one-time "anniversary celebration" special deal, but it was so popular with everyone that we had no choice but to keep it going, so the rest is history, as they say.  

 

And so, to commemorate such a special occasion, and since she was our very first model, we felt it was only appropriate to have the always awesome 36DDD Maggie Green appear today for her 25th volume of photos (a bit of a milestone in and of itself).

 

Yes, the mighty mountain-sized mammaries of Maggie are back for our anniversary, if truth be told we have been lusting after Maggie and her luscious large lungs ever since she first unveiled them for us way back in April of 2003.  Maggie's cute, undeniable girl-next-door qualities combined with those big firms tits has always cemented her as a perpetual favorite of ours and of our fans and members here at PinupFiles, so we felt it was only appropriate to celebrate our 15th year online and our 10 year anniversary of creating our own original super-hot busty Pinups with a beautiful new photo set of the gal who truly helped launch it all for us.   Maggie and her big, round, robust rack have been a symbol and icon of everything we set out to do here at PinupFiles for 10 years now and we plan to keep at it and bring you more in the best of sexy big breasted babes for another 10 years and beyond, so thanks to Maggie and also to all of you for helping make it happen!
Maggie Green
MILF
Pics: 40
Name: maggie-green-vol-25-set-1_1280.zip
Resolution: 1280x855
Size: 12 Mb
Format: jpg

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Sarah Nicola Randall - Vol. 1 - Behind The Scenes - Set 1 - Beautiful busty encore!

Happy Friday everyone!  We always love making the weekends a little more special for all of you, and to that end we are very happy to bring back the lovely and talented and oh-so-amazingly busty 32H Sarah Nicola Randall!  Sarah's sizzling smile, charismatic beauty and perfectly shaped H-cup big boobs have made her nothing less than an absolute smash hit with our fans, and now she is back once again in another fantastic photo set, showing off her incredible frame and amazing beauty and making us gawk once more at those incredible giant all-natural breasts of hers... that look almost too good to be true. Thank you for making our weekend, Sarah! 
Sarah Nicola Randall
MILF
Pics: 34
Name: sarah-nicola-randall-vol-1-behind-the-scenes-set-1-beautiful-busty-encore-_1280.zip
Resolution: 1280x855
Size: 7 Mb
Format: jpg

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Leanne Crow - Vol. 11 - Set 1 - Huge JJ-cup Christmas boobs!

We have said it time and time again, but we LOVE the holidays, especially when they involve awesome surprise gifts... and do we have a seriously amazing surprise gift for you all today.  We got a call from our lovely HH-cup mega-model Leanne Crow who said "I lost a little weight".  Usually, we are never sure what to make of that kind of statement, because you never know how it will affect a model's boobs.  Usually when big boob girls lose weight and it causes them to lose weight in their breasts as well, so that always gives us a bit of pause because you just never know.  Then Leanne dropped the other bomb on us: "You're going to have to update my bra size on the site, because my boobs grew, too!"  Well, suffice to say that was pretty much all we needed to know and we couldn't get Leanne in front of our cameras fast enough.  But that's only part of the story because not only did Leanne slim down significantly, but she also somehow managed to boost her big bust from a HH-cup to a staggering JJ-cup!  And before you go thinking it, let's just clear out any misconceptions that will undoubtedly arise from such a transformation:  Leanne is still 100% all-natural.  No implants.  Zero silicone.  Bupkis scars.  These are 100% all-natural huge JJ-cup tits and Leanne has never looked hotter or better than she does right here.  In fact, we're not sure if ANY big bust model has ever looked better than this.  Her boobs are so huge and firm and round and big and soft and.... there just aren't enough superlatives to describe them, or her.  She simply blew our minds and she's going to blow yours as well.  Look for LOTS more of Leanne in her super sexy Santa suit coming all this month and beyond! 

 
Leanne Crow
MILF
Pics: 34
Name: leanne-crow-vol-11-set-1-huge-jj-cup-christmas-boobs-_1280.zip
Resolution: 1280x855
Size: 5 Mb
Format: jpg

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Dahlia Dark - Vol. 2 - Set 1

She made a monstrous splash back on April 1st as she made her PinupFiles debut and now she's back for a much-deserved encore as 32GG Dahlia Dark brings her special brand of sexiness and big-bust glamour to us all once again in this smokin' hot new photo set. We put Dahlia in a lavender satin robe and a steamy bubble bath and let her do the rest! We'll let your imagination do the walking... ;-)
Dahlia Dark
MILF
Pics: 29
Name: dahlia-dark-vol-2-set-1_1280.zip
Resolution: 1280x809
Size: 4 Mb
Format: jpg

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Linsey Dawn McKenzie - Vol. 3 - Set 1

Time to get geared up on a Wednesday, folks, as we bring back more fabuloaur photos of fantastic big boobiness from one of the best big boob babes ever...

The lovely 32GG Linsey Dawn McKenzie!
Linsey Dawn McKenzie
MILF
Pics: 22
Name: linsey-dawn-mckenzie-vol-3-set-1-2_1280.zip
Resolution: 1280x853
Size: 3 Mb
Format: jpg

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Jana Defi - Vol. 15 - Set 1 - Busty aqua blue!

It's sometimes easy to take for granted just how incredible all the amazing big busted women we feature here at PinupFiles are, and we even do it ourselves simply because we see so many of them on such a regular basis, and we have so many great ones that it's sometimes necessary to stop, take another look and go "WOW"... well, this newest set from the lithe and lovely 32G Jana Defi is one of those touchstone moment type of photo sets that made us stop and take our collective breath and go... WOW.  Jana is in simply perfect form in this new one, with her  perfect slender frame topped off by those massive all-natural big tits and her unbeatable girl-next-door charm... well, we simply can't say enough about her, so we will just let these photos do all the talking.  Jana does it again!
Jana Defi
MILF
Pics: 32
Name: jana-defi-vol-15-set-1-busty-aqua-blue-_1280.zip
Resolution: 1280x855
Size: 3 Mb
Format: jpg

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Emma Twigg - Vol. 2 - Set 1 - The British babe with the big boobs is back!

It has been so damn long since we first featured her that it is practically like we have got a new big boobs model debuting with us this week as we happily bring back 32DD Emma Twigg to the PinupFiles fold for her encore photo set nearly three years after she made her original debut with us.  Even though it has been way too long, the good news is that Emma is as sexy and busty as ever, and her big tits are as irresistible as they ever were, too.  We are thrilled to have her back again and we are pretty sure you will be too!  
Emma Twigg
MILF
Pics: 29
Name: emma-twigg-vol-2-set-1-the-british-babe-with-the-big-boobs-is-back-_1280.zip
Resolution: 1280x858
Size: 8 Mb
Format: jpg

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Denise Milani - Vol. 7 - Set 1 - Busty corset babe!

She has always been one of the most popular big bust models of all-time, and actually just one of the most popular glamour models of any era, PERIOD... and just when you thought you wouldn't see anything new from 32DDD Denise Milani, think again!  Because today the mighty Denise returns in a sexy new photo set, donning an amazing pink corset and showing off her massive 32DDD chest, the very one that has captivated fans all around the globe.  But it is not just her chest that gets the Denise all her well-deserves accolades, is the scintillating combination of her huge boobs, gorgeous face, insanely sexy body and that intangible wow-factor that makes you look at her and go "WOW!"  Enjoy this awesome new set of photos from Denise!
Denise Milani
MILF
Pics: 30
Name: denise-milani-vol-7-set-1-busty-corset-babe-_1280.zip
Resolution: 1280x855
Size: 3 Mb
Format: jpg

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Emma Twigg - Vol. 1 - Set 1 - Big boobs on a British babe!

How about another brand new rockin' British gal to keep our anniversary celebration humming along? We absolutely love the U.K. and whatever it is that they are putting in the water over there, we hope they keep it up because stunning all-natural 32DD Emma Twigg joins the PinupFiles/PinuGlam family officially today and we're extremely happy to have her. Emma is one of those gals who has what we like to call "the entire package" of looks, smile, charm, boobs, body, booty and everything else all rolled into one! This new set is a terrific showcase of her incredible beauty and we look forward to bringing more of Emma to what are certain to be her many new fans...
Emma Twigg
MILF
Pics: 29
Name: emma-twigg-vol-1-set-1-big-boobs-on-a-british-babe-_1280.zip
Resolution: 1280x857
Size: 7 Mb
Format: jpg

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Denise Milani - Vol. 5 - Set 1

The woman who continues to rock the glam world with every new photo that is released is BACK at PinupFiles! Yes, the incendiary-hot all-natural 32DDD Denise Milani is back again and this time she\'s sexier than ever in a slinky cream-colored stretch top with a zipper down the middle that gives us the perfect view. Denise is the ridiculously sexy combination of boobs, brains, charisma, charm and a million-watt smile that could light up a city and we\'re thrilled to have her back once again in this terrific new set.
Denise Milani
MILF
Pics: 23
Name: denise-milani-vol-5-set-1_1280.zip
Resolution: 1280x855
Size: 3 Mb
Format: jpg

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Jana Defi - Vol. 12 - Set 1

32G Jana Defi has HUGE boobs!!!! Believe it or not, that's actually a quote we get quite often from members and fans and we can't say we disagree... after all, upon looking at her photos, Jana does indeed have huge boobs. However, what makes Jana so special is not just her huge boobs, but the fact that she's so irresistibly sexy, amazingly beautiful, has gorgeous eyes, long flowing raven hair and a body that is truly second-to-none. This brand new set of Jana is stunning and captures all her stunningness (yes, and her huge tits ;-) and fans of this awesomely endowed busty babe are going to love it!
Jana Defi
MILF
Pics: 30
Name: jana-defi-vol-12-set-1_1280.zip
Resolution: 1280x818
Size: 4 Mb
Format: jpg

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Jo Paul - Vol. 1 - Set 1

So June is officially here today and usually in the summertime things slow down a bit…

People take vacations and time off from work, everyone goes outside and tries to enjoy the warm weather a bit more, and in general things just slow down…

But not us here at PinupFiles!

No, summer is when we really start getting things cranked up as we bring you a host of awesome new busty pinup babes with sexy good looks and incredible big boobs, and today is no exception as we proudly bring you our latest and greatest new discovery, the lovely and talented and fabulously busty 32G Jo Paul! 

Jo is an all-natural marvel who will send your big boobs loving mind ablaze with her sexy smile, sultry curves, incredible heart-shaped booty, and of course those astounding all natural big tits!

Believe us, this is merely the beginning, as Jo poses poolside in the warm summer sun and gives us a serious eyeful of her astonishing curves and big beautiful boobs and this sexy blue two-piece.

There is a lot more to come of this incredible babe, so big thanks to Jo for her stunning work and stick around for a lot more of this gorgeous gal!
Jo Paul
MILF
Pics: 31
Name: jo-paul-vol-1-set-1_1280.zip
Resolution: 1280x853
Size: 8 Mb
Format: jpg

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Linsey Dawn McKenzie - Vol. 2 - Set 2

The legend returns and she is looking better than ever!

32GG Linsey Dawn McKenzie is here once again to knock our socks off with her inimitable combination of smouldering beauty, bedroom eyes and bodacious big boobs. 

We absolutely love the Linsey and from this photo set, it is not hard to see why!
 
Linsey Dawn McKenzie
MILF
Pics: 27
Name: linsey-dawn-mckenzie-vol-2-set-2_1280.zip
Resolution: 1280x853
Size: 4 Mb
Format: jpg

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Anya Zenkova - Vol. 10 - Set 1 - Huge hooters mystery solved!

We have had all-natural 32GG Anya Zenkova (who we think is actually considerably bigger than a GG-cup, but that is a topic for another day) as a big busted goddess of a model here at PinupFiles for several years now and we were looking at this latest hot new photo set we have up from her today and were thinking back to the time when we first saw her, well before she was ever a model here or really anywhere, when she had just broken on the scene by doing some work for a small amateur website and in one fell swoop pretty much set the big bust world on fire with her incredible slim and stacked body and absolutely enormous all-natural breasts.  We remember all thinking to ourselves "wow, wish we knew how to track this gal down!" (as soon as we finished picking our jaws up off the floor, that is) and we spent close to a year trying to figure out how to get in touch with her, because all we had to go on was her first name "Anya".  Well, as luck would have it, just as we were about to give up, Ayna contacted us and said she wanted to shoot for us!  It was a seriously fortunate break that we still thank our lucky stars for to this day.  Anya is simply amazing in this set and her huge tits have never looked bigger or firmer than they do here, so enjoy this other amazing new set from this awesomely hot big busted babe!
Anya Zenkova
MILF
Pics: 30
Name: anya-zenkova-vol-10-set-1-huge-hooters-mystery-solved-_1280.zip
Resolution: 1280x852
Size: 6 Mb
Format: jpg

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Jordan Carver - Vol. 4 - Set 1 - Silver bells and big boobs for the holidays!

Incredibly hot busty babes with amazing bodies and huge boobs never go out of style, but big boob gals who look like that are even more special around the holiday time and we are happy to keep our all month long celebration going with more brand new shots of the lovely, big busted 32H Jordan Carver!  Jordan is wearing her best festive silver for this one, and her "silver bells" have never looked more incredible.  Jordan is definitely one holiday treat you will want to enjoy again and again!
Jordan Carver
MILF
Pics: 29
Name: jordan-carver-vol-4-set-1-silver-bells-and-big-boobs-for-the-holidays-_1280.zip
Resolution: 1280x855
Size: 4 Mb
Format: jpg

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Anya Zenkova - Vol. 6 - Set 2

Super busty big boob goddess 32GG Anya Zenkovareturns in another new set of previously unpublished photos today, looking as stunning as ever. Anya's huge tits and sultry, sexy appeal have long made her a favorite of big busty fans everywhere and this new set of shots only cements that reputation. With her bedroom eyes and a mirror in the bedroom, Anya teases and pleases like only she can and proves once again that her busty big tits are among the best!
Anya Zenkova
MILF
Pics: 32
Name: anya-zenkova-vol-6-set-2_1280.zip
Resolution: 853x1280
Size: 5 Mb
Format: jpg

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Sapphire Blue - Vol. 1 - Set 1 - Natural big boobed 30G Sapphire Blue and her huge knockers!

Today we have yet another special treat in the form of a new fantastic busty big boobs model joining us for the first time here at PinupFiles in a brand new photo set with a bit of an "amateur" bent to it, the lovely and all-natural big titted 30G Sapphire Blue!  Sapphire and her huge knockers hail from the island where it seems like pretty much ALL the gals have big amazing boobs... Great Britain!  We are always suckers for sexy Brit gals with big boobies and Sapphire definitely delivers in all of those departments, so please join us in welcoming her!
Sapphire Blue
MILF
Pics: 59
Name: sapphire-blue-vol-1-set-1-natural-big-boobed-30g-sapphire-blue-and-her-huge-knockers-_1280.zip
Resolution: 1280x853
Size: 10 Mb
Format: jpg

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