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It's time for more scintillating goodness from Viola Crush for our 26th Anniversary! (Video duration: 23:57)
Viola Crush
Happy weekend, everyone! The return of Chloe Kendall returns again! ;-) (Video duration: 13:27)
Chloe Kendall
Introducing all-natural lovely Jen Loveheart! Please welcome this amazing lady! (Video duration: 16:10)
Jen Loveheart
Happy weekend, everyone! We are rolling right along with our 26th Anniversary celebration all month long & beyond... And to that end, we have another fab new model to debut to you! Please join us in welcoming the lovely & talented and all-natural beauty that is Ali Harper! Ali is yet another amazing UK-based find and we are super thrilled to have her. Official bio is on the way, but in the meantime, you can find her @AliHarrperr :) (Video duration: 18:21)
Ali Harper
Happy Titty Tuesday, and happen continued 26th anniversary to PinupFiles! We always like to celebrate this time of year, and we love to bring you surprises, and we could not be more excited about this one because... It's the return of all-natural 32JJ Chloe Kendall! Chloe is one of those gals who came to us many years ago and was really fantastic to work with, but she sort of semi-retired for a while but we always kept in touch with her... And then, suddenly, out of the blue she contacted us about shooting again, and we couldn't say "yes" fast enough! ;) We think you'l agree that Chloe is definitely worth the wait in this, her debut 4K video, so thanks to Chloe and please give her a warm welcome back! (Video duration: 12:47)
Chloe Kendall
All-naturalViola Crush! (Video duration: 26:55)
Viola Crush
Tessa Fowler in 4K! (Video duration: 19:21)
Tessa Fowler
Happy Easter weekend, everyone! We are winding down our month-long (and then some) celebration of so many of the foundational, original models who helped build PinupFiles into a 25+ year tradition, and you probably all knew her tribute was coming at some point, so here she is: All-natural, uber-boobs queen Leanne Crow in 4K! We would be remiss if we didn't mention what Leanne has brought to PinupFiles over the many years that we have worked with her. And what can we really say that we haven't already said? She is an absolute legend, through and through, and her massive naturals are honestly unrivaled in size & shape & buoyancy. On top of that, she is fun, funny, a hoot to work with, and great both in front of the camera and behind it (of which she has done plenty of both). We can't say enough about her, so we'll just leave it at that and let you enjoy this astonishing new remastered video in 4K that will leave your eyeballs blinking in astonishment. And, as always, you can see much more of Leanne at her very own exclusive site, LeanneCrow.Com! (Video duration: 12:58)
Leanne Crow
Rachel Aldana! (Video duration: 10:44)
Rachel Aldana
Happy weekend, everyone! We're continuing with our month-long celebration/look-back at the many amazing models who helped make PinupFiles what it is today and this weekend we thought we would dive right in with a gal who worked with us early and quickly became legendary... Incredible, all-natural Anya Zenkova! Anya was our very first model from eastern Europe (Ukraine) and was so lovely and talented, and had some of the truly most astounding natural big breasts you could ever hope to see, and she helped pave the way for so many other incredible models from that same region to come to our pages. We love Anya, loved working with her, and will always hold her dear in our hearts, and this HD remaster from one of her first shoots is a thing to behold. (Video duration: 17:42)
Anya Zenkova
Welcome to another work week, everyone! As we roll toward our 26th anniversary, we are continuing with our ongoing retrospective celebration this month of all the incredible models who helped make PinupFiles last 25 years and beyond... And today we have a real humdinger who should surprise no one... The one, the only, the legendary, Jana Defi! Jana is one of the all-time greats -- an absolute cracker of a model who came to us in the mid 2000's and shot with us almost exclusively thereafter, and she quickly became (and remains) one of the most popular models we've ever worked with, on any level. Jana is an absolute sweetheart, and one of those gals who completely changed the face of PinupFiles, and her incredible work endures to this day. We have so much more to publish from her, but this one is one of her all-time best: a incredible bikini oiling video that didn't get properly released when we first did it, and now here it is in full HD resolution, remastered, and looking absolutely amazing, just as she is. At long last, Jana finally gets the presentation she deserves in this one and we're so grateful to her for her amazing work with us over those years. (Video duration: 18:16)
Jana Defi
Happy weekend, everyone! In the run-up to our 26th anniversary next month in April 2024, we are continuing with our ongoing retrospective/tribute to all of our amazing models who helped make PinupFiles possible. And today's gal literally needs no introduction, but we're going to do it anyway: All-natural legend and breastactular mega-goddess September Carrino! September is one of those gals who is basically synonymous with PinupFiles. We found her on the pages of Playboy and contacted her about shooting with us and our site would never be the same again. She's absolutely amazing, so photogenic, so incredible to work with, and has truly some of the greatest big boobs of all time. And this video is remastered from our archives into stunning 4K resolution, so she & it have never looked better! We still talk to September to this day, and she still doing great, and we can't say enough about her, nor thank her enough for all she's done for us and her stellar work over the years. This one is for her, and for all of you, to enjoy. (Video duration: 25:34)
September Carrino

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