Mature ladies with great experience

[mixon7]

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

Download:
Download File

 

[mixon7]

Stacey Poole - Vol. 6 - Set 1

Ho-Ho-Ho, everyone!

Christmas may be done and gone this year, but those of you who have been fans and members know that we don't just move on because the holiday is over... 

We keep going! 

Because we have so much great holidya stuff every year, there's simply no way to cram it all into a single month, so we're here with the ravishinlgy radiant 32GG Stacey Poole to give us a post-Christmas eyeful in her holidya green candy striped top (which doesn't stay on for long!)

Stacey is simply stupendous and this new photo set is all you need to see in order to know that fact.
Stacey Poole
MILF
Pics: 26
Name: stacey-poole-vol-6-set-1_1280.zip
Resolution: 853x1280
Size: 4 Mb
Format: jpg

Download:
Download File

 

[mixon7]

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

Download:
Download File

 

[mixon7]

Maggie Green - Vol. 14 - Set 2

Her nickname is "maximum" Maggie and with a body and a pair of awesome boobies like that, is it any wonder why? We absolutely love all-natural 36F Maggie Green the girl-next-door with the world-beater boobs, and there's darn good reason she's been one of our most popular and enduring models over time.
Maggie Green
MILF
Pics: 18
Name: maggie-green-vol-14-set-2_1280.zip
Resolution: 1280x945
Size: 3 Mb
Format: jpg

Download:
Download File

 

[mixon7]

September Carrino - Vol. 5 - Behind-The-Scenes - Set 1

Since she made her debut with us back at the very end of April, the shining star that is all-natural 28F/28DDD September Carrino continues to burn bright and win over fans all around the world. This hot new Playboy SE cover girl is a fresh face with a killer bod and rockin' boobs and this new photo set is a terrifically fun new behind-the-scenes venture that is sure to please! We've got some great shots of September as she gets ready behind the scenes in her tiny bikini, oiling up to get ready to go on camera, clowning around in the makeup room and having fun with her fellow models.
Jelena Jensen
MILF
Pics: 24
Name: september-carrino-vol-5-behind-the-scenes-set-1_1280.zip
Resolution: 1280x856
Size: 5 Mb
Format: jpg

Download:
Download File

 

[mixon7]

Jana Defi - Vol. 24 - Set 2

Time for more great new photos, folks!

We always love bringing new previously unpublished shots from our archives and the illustrious 32GG Jana Defi is one of those babes who is truly timeless and all-around amazing.

Jana is back today with her unique brand of all-natural glamour and stunning big tits in this one and we can't wait to bring you even more!
Jana Defi
MILF
Pics: 22
Name: janadefi-vol24-set02_1600.zip
Resolution: 1600x1066
Size: 3 Mb
Format: jpg

Download:
Download File

 

[mixon7]

Lorna Morgan - Vol. 16 - Set 1 - The girl-next-door with whopping huge tits!

We have another big busty celebration for you all on tap today as the stunning big boobs of 34HH Lorna Morgan are back at PinupFiles once again and for this one, Lorna has never looked better!  Lorna is simply the complete package when it comes to sexiness, girl-next-door cuteness and approachability, and whopping huge tits!  ;-) For this ones, we kept it simple: since Lorna is so amazingly sexy and has such incredibly big boobs that can fill out pretty much any top we give her, we figured just make it a simple tight cami t-shirt and let her huge knockers do the rest! Voila! 
Lorna Morgan
MILF
Pics: 29
Name: lorna-morgan-vol-16-set-1-the-girl-next-door-with-whopping-huge-tits-_1280.zip
Resolution: 1280x855
Size: 6 Mb
Format: jpg

Download:
Download File

 

[mixon7]

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

Download:
Download File

 

[mixon7]

Leanne Crow - Vol. 5 - Set 1

Goodness gracious and holy HH-cups! The big tits of 34HH Leanne Crow are back and ready to rock you! Hot babes with big boobs are what we're known for and for our money, there certainly is none bigger or hotter than Leanne, with her bodacious busty breasts that defy gravity and pretty much all the laws of physics. Leanne has been nothing short of a sensation since she came on board as our official Busty Pinup Model for April 2010 and this latest new photo set is yet another staggering testament to the prowess of her beauty and her huge tits! Welcome back Leanne!
Leanne Crow
MILF
Pics: 29
Name: leanne-crow-vol-5-set-1_1280.zip
Resolution: 1280x853
Size: 4 Mb
Format: jpg

Download:
Download File

 

[mixon7]

September Carrino - Vol. 2 - Set 1

To celebrate the fabulous 4th (and make it even more fabulous) we've got a brand new photo set of 28F/28DDD September Carrino that is sure to generate even more fireworks! This is the set that goes along with the HD video that came out a couple days ago and this one is every bit as hot. It's no wonder why everyone finds her so incredible. Thanks everyone and have a great, safe 4th of July!
September Carrino
MILF
Pics: 24
Name: september-carrino-vol-2-set-1_1280.zip
Resolution: 1280x819
Size: 3 Mb
Format: jpg

Download:
Download File

 

[mixon7]

Ana Rica - Vol. 5 - Set 1 - Pretty big boobs in pink!

It has been a while since we had 34H Ana Rica and her incredible huge tits featured here at PinupFiles (WAY too long, actually) but the good news is that she is back with us now and looking better than ever!  Ana has the whole sexy babe thing absolutely down pat and her massive knockers with their big, pointy, incredibly suckable nipples are incredibly hot and have helped Ana capture the admiration and attention of both her fans and of us here at PinupFiles ever since she debuted with us.  Ana really rocks it in this sexy soft pink bra and panties combo and when she finally strips off that bra and unveils those awesome huge globes of hers and those long sexy nipples, we just can't help but want more!
Ana Rica
MILF
Pics: 29
Name: ana-rica-vol-5-set-1-pretty-big-boobs-in-pink-_1280.zip
Resolution: 1280x855
Size: 3 Mb
Format: jpg

Download:
Download File

 

[mixon7]

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

Download:
Download File

 

[mixon7]

Leanne Crow - Vol. 12 - Candids - Set 1 - Big boobs in bright light!

Welcome to Monday everyone! We have another fabulous awesome big boobs and update for you today featuring the gal we all know and love so very much, this hugely breasted, spectacularly endowed, and awesomely cute 34JJ Leanne Crow!  Leanne breaks out her monster big boobs in bright light on this new behind-the-scenes set of photo candids. Leanne unleashes her monster mams from her tight pink sweater and cute pink satin bra and shows just how a gal with all-natural huge tits the size of your head (actually she's BIGGER than that!) can truly blow your mind. Well get ready to have it blown once again as Leanne brings her special brand of big busted hotness back in another scintillating photo set here at PinupFiles!
Leanne Crow
MILF
Pics: 34
Name: leanne-crow-vol-12-candids-set-1-big-boobs-in-bright-light-_1280.zip
Resolution: 855x1280
Size: 5 Mb
Format: jpg

Download:
Download File

 

[mixon7]

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

Download:
Download File

 

[mixon7]

Lana Kendrick - Boob Measuring 2016 - Set 2

Guess who is back, measuring her amazing all-naturl big tits?

Yes, the lovely and incomparable 32HH Lana Kendrick is here and ready to rock your world again with more great measuring photos!

Lana recently revealed that her big boobs have naturally grown even bigger and she is now topping out at a HH cup, so we had to get our tape measure on her for good measure. ;-)

And don't forget to check out much more fantastic stuff from Lana at her very own exclusive website, LanaKendrick.Com!
Lana Kendrick
MILF
Pics: 16
Name: lana-kendrick-boob-measuring-2016-set-2_1280.zip
Resolution: 853x1280
Size: 1 Mb
Format: jpg

Download:
Download File

 

[mixon7]

Antonella Kahllo - Vol. 1 - Set 1

Well, it's mid-November and the weather is getting cooler and the holidays are right around the corner and for those of you who have been members and fans of our amazing busty ladies for a long time know that we absolutely love to celebrate the holidays here at PinupFiles, and this year were getting an early jump on things.  

Normally we like to bring you a Christmas gift but we figured that since Thanksgiving is just around the corner, we might start giving thanks a little bit early this year, and boy do we ever have something to give thanks for today, and she comes to you in warm, luscious Thanksgiving colors, too!

It is always a treat when we can debut a incredible new all-natural big bust model but today we have a super special treat because she's one of the sexiest babes we have ever seen, so please join us in welcoming our hottest new j-cup discovery, the lovely and amazing 32J Antonella Kahllo!

Antonella has recently set the cam world on fire over at MyFreeCams and she makes her professional glamour debut today and does she ever make a splash!   We feel very lucky to have her because Antonella actually submitted herself to us a while ago and when we saw her photos we simply couldn't wait to get her in front of our camera lenses for obvious reasons.  She has that rare combination of sexiness and huge natural breasts that simply cannot be duplicated and every bit of her luscious sex appeal shines through in every great photo and smile.

She also has a pair of the absolute most perfect big boobs you could possibly imagine: they are incredibly  firm, amazingly round, and have the absolute best shape you could ask for.  When you top all of that off with her sunshiny personality and megawatt smile you get a combination that makes her absolutely irresistible, so please join us and welcoming Antonella and her fabulous big boobs and stay tuned for much more to come!
Antonella Kahllo
MILF
Pics: 31
Name: antonella-kahllo-vol-1-set-1_1280.zip
Resolution: 1280x855
Size: 5 Mb
Format: jpg

Download:
Download File

 

[mixon7]

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

Download:
Download File

 

[mixon7]

Sha Rizel - Vol. 2 - Set 2

One of our newest incredible discoveries, the lovely and talented and super-natural big breasted all-star, the lovely 32H Sha Rizel is back again today with another stunning all-nude photo set and is sure to put some wattage in your cottage this fine Monday.  It is always nice to get at least a little bit of a jump start at the beginning of the week to get the blood pumping and things going, and suffice to say that this is much more than just a "little bit" as sexy Sha and her rockin' huge tits are enough to revive a dead man and give a heart attack to those of us who are still here.  What can we say, Sha just has that effect on people.  In fact, if there ever is a Zombie Apocalypse, we will be happy to wager that Sha -- with her sexy big ones, combined with that golden round ass and incomparable hips and shape -- were at least partly responsible!  
Sha Rizel
MILF
Pics: 39
Name: sha-rizel-vol-2-set-2_1280.zip
Resolution: 1280x855
Size: 8 Mb
Format: jpg

Download:
Download File

 

[mixon7]

Jelena Jensen - Vol. 6 - Set 1

She's a model, a photographer, a TV show host, a webmistress and an all-around terrifically sexy gal... that's right, 36F Jelena Jensen is back again in another fabulous new photo set, this time wrapping herself and her stupendous charms in a satiny purple corset that makes her pop out in all the right places! Fans of this gorgeous beauty are sure to love this one.
Jelena Jensen
MILF
Pics: 29
Name: jelena-jensen-vol-6-set-1_1280.zip
Resolution: 1280x855
Size: 3 Mb
Format: jpg

Download:
Download File

 

[mixon7]

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

Download:
Download File