Mature ladies with great experience

Melissa Debling - Vol. 3 - Set 2


She's one of the greatest glamour girls of her generation and once you see this new photo set from her, there will be little doubt in your mind as to exactly why...

Yes, 32FF Melissa Debling is back and, as always, looking totally incredible!

With her beautiful face, sexy curves and amazing big boobs, Melissa is truly a stunning model and this new one is truly one of her best.
Melissa Debling
MILF
Pics: 20
Name: melissadebling-vol03-set02_full.zip
Resolution: 2000x3000
Size: 16 Mb
Format: jpg

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Miriam Gonzalez - Vol. 13 - Set 2


She was one of our very first models way back in 2003 and even though she's long retired from modeling, to this day she remains one of our most popular and consistently requested models. Yes, 36FF Miriam Gonzalez returns in another new set of previously unreleased photos, this time in a lovely 34 image set in full resolution. Miriam is simply one of those gals who has a timeless appeal and terrific beauty -- and the fact that she has some of the most spectacular breasts in the entire history of glamour doesn't hurt either! Enjoy this news set of photos from this gorgeous lady...
Miriam Gonzalez
MILF
Pics: 33
Name: miriam-gonzalez-vol-13-set-2_1280.zip
Resolution: 1280x857
Size: 5 Mb
Format: jpg

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Miriam Gonzalez - Vol. 6 - Set 3


She continues to make waves and a big splash even 7+ years after her Playboy debut as all-natural 36FF Miriam Gonzalez returns to PinupGlam with another new unpublished set from our archives. Miriam is one of those rare gals who sets imaginations running wild and it's not hard to see why. She fills out a stretchy yellow top like pretty much no one else on earth and strikes a hell of a pose, making her one of the greatest and most classic models of our time, or any time.
Miriam Gonzalez
MILF
Pics: 20
Name: miriam-gonzalez-vol-6-set-3_1280.zip
Resolution: 1280x858
Size: 2 Mb
Format: jpg

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Monica Mendez - 35mm - Vol. 4 - Set 1


36DD Monica Mendez has long been one of our favorite gals, not only because she's responsible for nearly all the awesome videos you see on our site, but also because she's one hell of an awesome model herself with some of the best, biggest and firmest set of boobs we've ever had the pleasure of seeing up close and in person. Monica's big ones and so firm and gravity-defying, they give a whole new meaning to the term "motorboat" -- you just wanna reach out and grab 'em! ;-) She and her sexy style are back again for another great 35mm photo film set in classic black & white and fans of hot latina babes with big boobies are definitely going to love this one!
Monica Mendez
MILF
Pics: 29
Name: monica-mendez-35mm-vol-4-set-1_1280.zip
Resolution: 1280x859
Size: 5 Mb
Format: jpg

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Monica Mendez - Happy New Year 2016 - Set 1


Our lovely office gal, 32G Monica Mendez, is back again to continue our month-long "Happy New Year" wishes for everyone, and honestly we can say we have never seen a more perfect pair of big tits on any lady, anywhere.

Seriously, it is extremely rare that a woman has a pair of big natural boobs that are this stunningly shaped and incredible to look at, not to mention so firm and full. 

They are just one of the many reasons we love Monica and why we count ourselves lucky to have her here with us!

And be sure to check out all the coo stuff Monica has been doing (and continues to do) at her own site, MonicaMendez.Com!

MILF
Pics: 27
Name: monica-mendez-happy-new-year-2016-set-1_1280.zip
Resolution: 1280x853
Size: 4 Mb
Format: jpg

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Monica Mendez - Live Webchat Every Monday & Wednesday & Friday at 7PM PST!


Monica Mendez is now doing live online cam shows only at PinupFiles!  Come on inside and say hello to her every Monday, Wednesday and Friday at 7PM PST!
Monica Mendez
MILF
Pics: 5
Name: monica-mendez-live-webchat-every-monday-wednesday-friday-at-7pm-pst-_1280.zip
Resolution: 700x550
Size: 0 Mb
Format: jpg

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Monica Mendez - Office Girl - Set 1 - Bringing the big boobs into the office!


Happy Monday guys!  It's me here, 34G Monica Mendez coming at you to start your week with a bit of a departure from our normal photo update in that I am here with a very special candids photo set here at PinupFiles -- it's me behind-the-scenes in the office!  As you can plainly see from all our amazing models, you know well that we have lots of big boobs in front of the camera but the other part of the equation is that we have plenty of big boobs behind the camera and behind-the-scenes as well!  A lot of our models work on the photos, on our photo crew, on wardrobe and outfits and hair and makeup and not only that, but we also do a lot of the photo and video editing as well!  This particular set is of me at the office having a little hair and makeup done (I do that every day at the office, believe me!  and then at the editing bay with all our computers where we edit all these terrific videos you see every week.  I was working on this upcoming one from our awesome new gal 32JJ Wendy Fiore and it is a hot one!  I know you guys are really going to like it, so I can't wait to show it to you.  And then of course I have to take my lunch break during the day, so I have a few shots of me in the car as well, just for good measure...  hope you like 'em and stay tuned for some awesome new behind-the-scenes video as well!  xoxoxo -- Monica
Monica Mendez
MILF
Pics: 27
Name: monica-mendez-office-girl-set-1-bringing-the-big-boobs-into-the-office-_1280.zip
Resolution: 855x1280
Size: 5 Mb
Format: jpg

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Monica Mendez - Vol. 2 - Set 2


The lovely, luscious and lusty latina is back as all-natural 34DD Monica Mendez returns to PinupFiles/PinupGlam today, and brings a little touch of holiday green with her! Monica is sure to brighten the season for you in this brand new set of previously unpublished shots of her classically inspired Vargas-style corset photos. Have a happy one!
Monica Mendez
MILF
Pics: 24
Name: monica-mendez-vol-2-set-2_1280.zip
Resolution: 1280x883
Size: 4 Mb
Format: jpg

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Monica Mendez - Vol. 4 - Set 1 - The return of a classic big boob model who's breasts are bigger tha


It is always nice to see when a long-lost model decides to come out of retirement, especially when that model ends up looking even better than ever!  Well today we have a very special announcement/surprise in that 34G Monica Mendez has returned to the world of topless glamour modeling after a five-plus year hiatus and the even better news is that the size of her boobs has gone up as well, in that she's blossomed in the past few years from a DD-cup to a now stunning looking G-cup!   Monica has always had some of the firmest, most shapely big tits we have ever seen on any gal, but the fact that they are still this incredibly big and firm is totally amazing and to Monica's credit for taking such great care of her boobs and overall beauty.  Monica is our Busty Pinup Girl for this month of July 2011 and the even better news is that she actually works for us behind-the-scenes as well, both on the production and post-production side.  Monica has worked for us for years in that capacity, both directing/shooting all our videos and also editing them!  And since we see her every single day, we never really thought about asking her to come back out in front of the lens again until recently, when we realized "hey, she looks better than ever and her boobs are HUGE now... what are we waiting for???" So please join us in welcoming Monica back and also look for lots of special treats from her all month long as she gives us an exclusive behind-the-scenes of PinupFiles look with a variety of installments we think you're going to love!  Welcome back Monica!
Monica Mendez
MILF
Pics: 29
Name: monica-mendez-vol-4-set-1-the-return-of-a-classic-big-boob-model-whos-breasts-are-bigger-than-ever-_1280.zip
Resolution: 1280x855
Size: 6 Mb
Format: jpg

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Monica Mendez - Vol. 6 - Set 1 - Big bikini tits!


Yes it's Monday but you know what?  We don't even care and you know why?  Because it's SUMMER TIME!  And when it's summer that means the weather is warmer and that means gals in bikinis and when you are talking about PinupFiles, that means gals with really BIG BOOBS in bikinis!  And that's where our lovely office model 34G Monica Mendez comes in, because for this new photo set, not only is Monica poolside in a bikini, but she also has really huge tits to go along with all that, and how can that possibly NOT make your summer better?  Monica has some of the biggest and roundest and firmest big boobs you will ever see and this new bikini set is a true summer knockout!
Monica Mendez
MILF
Pics: 29
Name: monica-mendez-vol-6-set-1-big-bikini-tits-_1280.zip
Resolution: 1280x855
Size: 6 Mb
Format: jpg

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Monica Mendez - Vol. 8 - Set 1


Super-breasted Monica Mendez returns with her massive big natural boobs in a tiny bikini!

Monica has a pair of the roundest, juiciest big tits that are absolutely perfect for a bikini like this, and she fills it out just perfectly.

And be sure to check out lots more Monica marvelousness over at her very own exclusive website, MonicaMendez.Com
Monica Mendez
MILF
Pics: 20
Name: monicamendez-vol08-set01_full.zip
Resolution: 3000x2000
Size: 22 Mb
Format: jpg

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Monica Mendez -Vol. 8 - Set 2


The amazing all-natural wonder woman, 34HH Monica Mendez is back!

Yes, it's truly summer time now and we love busting out the bikini babes here at PinupFiles, so Monica definitely fits the bill for what we need: amazingly huge, round, natural breasts that can fill out a bikini top like nothing you've ever seen!

Monica's big phat tits have been a staple of ours for a long time and she continues to impress, so if you like what you see here, don't forget to check out her very own exclusive website as well, MonicaMendez.Com!
Monica Mendez
MILF
Pics: 20
Name: monicamendez-vol08-set02_full.zip
Resolution: 2000x3000
Size: 22 Mb
Format: jpg

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Moreaa - Vol. 1 - Set 1 - Big tits debut!


Happy Monday everyone!  Monday's are never a whole lot of fun, but the good news is that is we have lots of awesome hot babes with really big boobs to help you through it! ;-) And today we're happy to announce a new model has come to join us here at PinupFiles, and this one is a very special one because she's actually a longtime friend of ours and hasn't really modeled before, but we've worked with her over the years as one of our wardrobe consultants, and she has always helped us get some of the fabulous outfits and awesome big bras that we use in our shoots that help our fantastic PinupFiles girls keep their big tits looking amazing.  You ever have one of those moments where you know a gal for a long time and all of a sudden you realize she's actually pretty damn hot when she has some pretty nice big boobs?  Well, that's what happened here and that's why we're so happy to have her shift over to the other side of the camera lens this time and show off what she's got for us.  Pinupfiles fans, please join us in welcoming 36DDD Moreaa to our house! Moreaa is a sexy gal with nice big boobs and a truly incredible round heart-shaped ass that you will simply not believe, so please give her a warm welcome and enjoy her debut photo set!
Moreaa
MILF
Pics: 30
Name: moreaa-vol-1-set-1-big-tits-debut-_1280.zip
Resolution: 1280x855
Size: 6 Mb
Format: jpg

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Nancy Erminia - 35mm - Vol. 2 - Set 1


She's quite simply one of the hottest, sexiest models we've ever had the privilege of meeting, much less shooting, and we're so incredibly lucky to have such an incandescently hot babe like her to count among our stellar list of wonderful models. Yes, 34DD Nancy Erminia is back in another super-hot 35mm photo set, this one also from her "Suspenders" photo shoot and somehow the black and white quality of the film adds an even more striking quality her and these shots. Nancy is simply one of those timelessly beautiful women (with probably the most insane booty we've ever laid witness to) and this set perfectly captures her essence.
Nancy Erminia
MILF
Pics: 31
Name: nancy-erminia-35mm-vol-2-set-1_1280.zip
Resolution: 1280x847
Size: 3 Mb
Format: jpg

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Nancy Erminia - Vol. 1 - Set 2


Few ladies out there have the total package that all-natural 32DD Nancy Erminia has in spades. She's got such a mind-blowing combination of gorgeous face, drop-dead legs, insane booty and amazing breasts that it's almost too difficult to capture all of her incredibleness in just one single photo. Well, that's why we have entire photo sets, to cover every inch of stunning ladies like Nancy, who has never looked hotter than she does here...
Nancy Erminia
MILF
Pics: 24
Name: nancy-erminia-vol-1-set-2_1280.zip
Resolution: 1280x871
Size: 5 Mb
Format: jpg

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Nancy Erminia - Vol. 4 - Set 1 - Big tits on cue!


You know the phrase "T&A"?  It's short, of course, for "Tits and Ass" and it's a phrase we generally like to stay away from because even though that kind of thing is technically our specialty, (or maybe BT&A for "BIG tits and ass&quot it always sounds a little crass and usually has a somewhat negative connotation, especially since all our models are much more high caliber and deserving of better descriptives than that.  However, in the case of 32DD Nancy Erminia, we are willing to make an exception and put the emphasis on the positive parts of that phrase because Nancy has nothing but positive parts!  Nancy pretty much redefines the term with her awesome big tits and equally awesome round ass and she shows off all her incredible assets in spades in this billiards-themed shoot.  She's got such an incredible sexy body from head to toe that we simply cannot help ourselves on this one, and we hope you enjoy this fantastic new photo set from her!
Nancy Erminia
MILF
Pics: 30
Name: nancy-erminia-vol-4-set-1-big-tits-on-cue-_1280.zip
Resolution: 1280x855
Size: 5 Mb
Format: jpg

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Nicole Moser - Vol. 1 - Set 1 - A new big boob babe debuts at PinupFiles!


Our new surprises for 2011 just keep on coming as we proudly bring you another awesome busty big boobs babe for you today in the form of 36DD Nicole Moser!  Nicole is a Baltimore-based bikini babe and rockin' glamour model with big tits and a beautiful body who makes for another lovely addition to our illustrious model roster here at PinupFiles.  We are thrilled to have her and we are sure you will be too!
Nicole Moser
MILF
Pics: 29
Name: nicole-moser-vol-1-set-1-a-new-big-boob-babe-debuts-at-pinupfiles-_1280.zip
Resolution: 1280x855
Size: 5 Mb
Format: jpg

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Polaroids - Set 1


Happy New Year everybody! As we gear up for the new year holiday and make our last update for 2007, we wish everyone a healthy and happy and prosperous 2008! And this new update is a special one -- something we've never done before as we roll out POLAROIDS from some of our shoots with some of our most popular models, including 32K Rachel Aldana, 36F Jelena Jensen, 36DDD Maggie Green, 34DD Monica Mendez, 32DD Jaime Hammer, 30G Brandy Robbins, 32DDD Denise Milani & 32G Jana Defi! We've taken a slew of polaroids of our models over the years but have never released any "official" versions before, but the requests for these have been loud and clear, so we're happy to bring our members and fans these one-of-a-kind new years treats!
Brandy Robbins
MILF
Pics: 24
Name: polaroids-set-1_1280.zip
Resolution: 1224x1181
Size: 5 Mb
Format: jpg

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Polaroids - Set 2


Snapping polaroids of our awesomely busty gals on set and in the middle of shoots while posing in their outfits has always been a cherished tradition here at Pinup and they always seem to be popular with fans so we decided it was high time we brought back another round of them to you today, so here we are with another great mix of fantastic gals, including 32K Rachel Aldana, 34GG Dahlia Dark, 36F Jelena Jensen, 36DDD Maggie Green, 32F September Carrino, 30G Brandy Robbins, 34DDD Danielle Riley, 34DD Erica Campbell, 36DD Amber Campisi, 32DDD Denise Milani, 34DD Nancy Erminia & 32GG Taylor Stevens!
Amber Campisi
MILF
Pics: 29
Name: polaroids-set-2_1280.zip
Resolution: 1280x1203
Size: 6 Mb
Format: jpg

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Princess Levi - Vol. 1 - Set 1


Happy New Year once again everyone!

Time to kick of the first week of 2016 the right way... with a fabulously busty and beautiful new Busty PInup Girl!

As some of you may recall, we featured the lovely 32H Princess Levi here a few months back as part of our ongoing "PinupFiles Test Studio" feature and safe to say that Levi passed with flying colors, so now we have her back in an official capacity as our January gal and first Busty Pinup Girl for 2016! 

Levi is a busty blonde bombshell in the classic Russ Meyer mode, and her sexy curves and fabulous big tits make her exactly the kind of gal we love and adore here at PinupFiles, so please give her a very warm welcome! 
Princess Levi
MILF
Pics: 31
Name: princess-levi-vol-1-set-1_1280.zip
Resolution: 853x1280
Size: 5 Mb
Format: jpg

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